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$167

2 BR / 2 BA / Sleeps 6

8 Reviews

$167

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"CASA 625" Monthly Rental w/ Private Pool. Beautiful Interior

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to detail! Sit on the …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(8)

Always love 625

Left on Jan 27, 2011 for a stay in November 2010

This is a nice property I have stayed at multiple times. If it were my house, I would enhance it by making the master suite upstairs private (not wide open to the rest of the house) and I would put a TV in the master that's a reasonablt size (there was a 17" or so TV in a beautiful MBR!). Put the small TV downstairs in the BR there and get a new flatscreen that fits the property and the MBR.

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$167

3 BR / 3 BA / Sleeps 6

4 Reviews

$167

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"TOBAGO GRANDE" Monthly Rental Home w/ Private Pool Just 1 Block To Duval

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors, cathedral ceilings …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(4)

Perfect in Every Way!

Left on Nov 14, 2013 for a stay in October 2013

I stayed at Tobago house for the month of October and loved it! This was my 2nd stay - my best friend rented the house for 6 weeks in the spring of 2012 - and it was even better than I remembered. The house is well appointed with all the things one needs to set up house for a few days or for several weeks.

The location is prime and provides easy access to Duval street and all the shops and …

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$227

3 BR / 3 BA / Sleeps 6

2 Reviews

$227

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"VILLA AZUL" Luxurious Monthly Home w/ Pvt Pool, Deck & Gorgeous Interior.

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old Town, just 4 blocks …
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(2)

Beautiful and comfortable home

Left on Jan 27, 2011 for a stay in December 2008

Villa azul is a wonderfully decorated and appointed home in the historic Old Town section of Key West. The home and grounds were beautiful, serene, private and cozy. It is hard to imagine that this property would not exceed anyone's expectations.

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$178

4294967295 BR / 1 BA / Sleeps 4

4 Reviews

$178

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"SUN ALSO RISES" - Papa`s Hideaway Historic Inn - Studio (2nd Flr)

1 BA / Sleeps 4 | Quick view
“ Very Good ” 4 Reviews

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Reviews

(4)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval Street. The perfect mix of location, atmosphere and value. This studio is located on the second floor and offers a king-size bed, queen-size sleeper sofa, kitchenette, beautiful …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(4)

really nice grounds

Left on Feb 13, 2014 for a stay in January 2014

pool area and grounds were very nice...room was clean but needed some TLC..screen was broken on sliding door..no way to lock the door...kitchenette lacked anything but bare bones...coffee filters would have been nice...decent basic room..but no frills

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$83

1 BR / 2 BA / Sleeps 4

6 Reviews

$83

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"PARADISE SUITE" Monthly Villa In Gated Complex w/ Pool. Steps to Duval St

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one bedroom upstairs. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(6)

Great time in Keys at Esperanza

Left on Jan 28, 2011 for a stay in October 2009

Very Nice! Great location for Fantasy Fest and the Parrothead music week that follows. Separate upstairs bedroom and a couch downstairs with its own bathroom was great for a short term friend to stay. Very private with the courtyard and gate. We really liked it...

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$110

1 BR / 2 BA / Sleeps 2

2 Reviews

$110

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Newton Street Hideaway: A secluded one bedroom

1 BR / 2 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a wonderful locale for an extended stay …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(2)

A Second Home

Left on Jun 17, 2011 for a stay in May 2011

We have stayed at the Newton Street Hideaway for several years, and, as soon as we open the door, it's just like coming home! It's fun to spot the improvements made by the owners since our previous visit (this time there were new rugs in the kitchen, and stools at the breakfast bar) The house is situated in the quiet residential area known as The Meadows, on the far side of White Street, but it …

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$193

3 BR / 4 BA / Sleeps 6

2 Reviews

$193

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Packer Retreat: A beautifully renovated "Conch" house

3 BR / 4 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden area. Nicely decorated …
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  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(2)

Great house needs updating

Left on Jun 18, 2009 for a stay in February 2009

Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the location is within walking distance to Duval and White streets.

The home is beautifully decorated but needs to be "freshened" up. The sofas and carpets are dirty. the kitchen has very little equipment (1 pan, no serving…

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$83

1 BR / 2 BA / Sleeps 4

6 Reviews

$83

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Fishtail Hideaway - Monthly Rental

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 6 Reviews

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(6)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This cottage features a cozy master suite which encompasses the entire 2nd floor. This bedroom features a pillow top King bed, large flat screen TV, en-suite bath with shower. The living room has a queen murphy bed for …
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(6)

Deception

Left on Feb 03, 2011 for a stay in January 2011

I rent Fishtail and not azul,for the second time you send me that form ! Even if i tell you, Key West Vacation Rental, the reasons of my deception, I think you really don't care. When I tried to tell Michelle about some of the things about this house (ask the owner to buy a real kitchen table, a new mattress, wool sheet, etc), she looked at the sky and didn't care. So i won't take a minute of my …

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$198

2 BR / 2 BA / Sleeps 4

8 Reviews

$198

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"Shipyard Perch" Weekly or Monthly (Truman Annex) - Gourmet Appointed Kitchen

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

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(8)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard’s Perch is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(8)

Wonderful trip!

Left on Jan 27, 2011 for a stay in April 2010

Something to do every day, perfect location, nice condo.

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$188

4294967295 BR / 1 BA / Sleeps 4

12 Reviews

$188

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"FOR WHOM THE BELL TOLLS" - Papas Hideaway's Deluxe Studio 3, Shared Pool

1 BA / Sleeps 4 | Quick view
“ Very Good ” 12 Reviews

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Reviews

(12)

Located at Papa's Hideaway Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, blowing each of your cares away... This Deluxe Studio is located on the ground floor and offers a private porch just off of the pool area. The unit includes a king-…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(12)

The location is in a very safe, quiet, and convenient location.

Left on Nov 28, 2013 for a stay in November 2013

Although the property could use some upgrades, it was clean enough and the price was right (considering Key West can be very expensive.) We found a great place nearby on the beach for breakfast. We walked everywhere (except when we took the trolley tour) and so we never had to move the car. Also, parking was onsite and free.

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$183

3 BR / 3 BA / Sleeps 6

1 Reviews

$183

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"CLUB CLARK" Gorgeous 3 Bd 3 Bth Home w/ Pvt Pool. Close to Dante's!

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The main dwelling includes a beautiful, newly-renovated kitchen, a master bedroom with en-suite, a second bedroom with twin beds (which can be made into a king upon request), a full guest bathroom including a tub and full …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Club Clark

Left on Apr 10, 2014 for a stay in March 2014

The place was really nice and the staff was very easy to work with. It was a very good vacation and would definitely like to stay there again.

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$198

4294967295 BR / 1 BA / Sleeps 4

8 Reviews

$198

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"TORRENTS OF SPRING" - Papa`s Hideaway Historic Inn - Deluxe Studio (2nd Flr)

1 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Papa's Hideaway

Left on Nov 01, 2013 for a stay in October 2013

This was the first trip to Key West and first time at Papa's. It was booked sight unseen! Pleasantly surprised by this hidden and cozy gem! While the place is dated, it was extremely comfortable and clean.
The location was away from the noise of Duval street, yet easily within walking distance.
Would definitely choose to stay there again.
There was a problem, upon arrival,couldn't get into the …

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$133

2 BR / 2 BA / Sleeps 6

2 Reviews

$133

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"PARADISE PALMS" Tropical Key West Home w/ BBQ Grill & Pvt Patio

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The master bedroom features a king-size bed, flat screen television, en suite bathroom and french doors leading you out to the private side deck. The second bedroom features a queen-size bed and flat screen television. The …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

Great house, nice location

Left on Mar 03, 2014 for a stay in February 2014

great house, nice location. Would be perfect if there was a pool. Fantastic private outdoor shower. We were there for a month and for the money, it should have included a cleaning half way through our stay. It was spotless when we checked in. We just we not up for housework during our vacation. I would recommend it.

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$198

1 BR / 2 BA / Sleeps 4

18 Reviews

$198

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"LITTLE HAVANA SUITE" Beautiful Home w/ Shared Pool. 1 Block to Duval St!

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 18 Reviews

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(18)

Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, cordless telephone, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, a/c and colorful …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(18)

Enjoyed Little Havana Suite

Left on Aug 08, 2009 for a stay in July 2009

I was pleasantly surprised to find all that the ad promised. I was impressed with the cleanliness of our cottage-like suite, the cheerful maids and the thoughtfulness of items provided (blenders, bbq tools, Glad bags, extra paper towels, etc). It was ideally located halfway down Duval, making a short walk to either Mallory Square (a disappointment and now cheesy) or Southernmost. I have only 3 …

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$188

1 BR / 1 BA / Sleeps 4

21 Reviews

$188

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''ABACO SUITE'' - Beautiful 2-Story Home in Amazing Location w/ Shared Pool

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 21 Reviews

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(21)

Located inside the Villas known as Old Town Garden Villas With 1 bedroom 1 bath this Townhouse with shared heated pool will be your favorite. Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Abaco Suite, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(21)

Paradise Found

Left on Jun 25, 2009 for a stay in July 2008

I am a repeat customer to Key West Vacation Rentals. I have stayed in the Havana Suite in additon to the Abaco Suite. I intend to stay in this compound during future visits. The accomodations are CLEAN, convenient to anything you want to do in Key West, private, relaxing, SAFE. The prices is comparable. And the staff of KWVR are amazingly accomodating. I have also recommended this compound …

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$208

4294967295 BR / 1 BA / Sleeps 2

15 Reviews

$208

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"McCARTNEY'S MANOR" Luxury Cottage - Private Hot Tub - 1/2 Block To Duval St!

1 BA / Sleeps 2 | Quick view
“ Excellent ” 15 Reviews

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(15)

Part of 4 exclusive units at Abbey Road, The state-of-the-art kitchen includes granite counter tops, a Jenn-Air 2 burner cook top, dishwasher, under counter refrigerator, microwave and soft mood lighting under and above the cabinets. There is also an ice-maker on site for fresh ice to prepare your tropical drinks in …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(15)

Best vacation inside us ever!

Left on Sep 06, 2010 for a stay in July 2010

Came down to Key West with my fiancée and wow we were surprised our room the mcarthy manor was wonderful ! The decorated immaculately! Everything was too of the line including the appliances. Never had a problem finding parking for our car. When I come back I won't stay anywhere else! Neither should you! The privacy and beauty of these rooms cant be top anywhere else on the island. And the pool …

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$408

2 BR / 2 BA / Sleeps 6

9 Reviews

$408

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HELEN'S HIDEAWAY - Gated, Unique, 2 BR House W/ Private Heated Pool

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David Wolkowski, who built many of Key West's premier resorts, including the Pier House, this paradise reflects his passion for …
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(9)

Quiet, private, unique concept, but big price for significant di

Left on Sep 12, 2013 for a stay in September 2013

Truly a hideaway! Very private-locked behind a wooden fence. Location-excellent! Fun detached bedroom w/a wall of sliders that open to the private pool. Outdoor hot/cold shower well placed amidst foliage for privacy. Sufficiently equipped kitchen, but outdated & narrow - two large people may have trouble passing each another. 3 flat screens. Lg bathroom in main bldg recently redone with huge walk…

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$418

3 BR / 3 BA / Sleeps 8

8 Reviews

$418

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"CASA MARGARITA" Amazing Location w/ Pvt Pool & Huge Deck. Pvt Parking

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Casa Margarita is located on the 300 block Margaret Street in one of Old Town Key West’s most desirable locations. This 3 bedroom/3 bathroom home features a large backyard with lush tropical landscaping placed for an ultimate privacy that is rarely seen in Old Town. The heated pool is flanked by a large covered …
  • Internet Access
  • A/C or climate control
  • Grill
  • Linens Provided
  • Microwave
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(8)

Walk to everywhere, but feels very private .

Left on Nov 30, 2013 for a stay in November 2013

My family including our havanese puppy (Reggie)just finished a great week stay in key west. Casa Margarita is within a hundred yards of every restaurant of the harbor .Many places are within crawling distance like harpoon harry's,( 3 doors down)or Pepe's (6 doors down).

You wont hear any noise even the traffic out front is quiet as its on a quiet street ( margaret ave )in a residential …

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$308

2 BR / 2 BA / Sleeps 6

13 Reviews

$308

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"GARDEN OF EDEN" - Papa's Hideaway Historic Inn's 2 BR/2 Bath Cottage

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

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(13)

Located at Papa's Hideaway , the serene grounds strike you immediately upon entering the beautifully landscaped, gated property. Located just one block off World Famous Duval Street, Garden of Eden is the perfect combination of quiet Key West living and optimum access to all of the islands best attractions. The…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(13)

Great Cottage Property

Left on Nov 22, 2013 for a stay in November 2013

I spent a long weekend at this property with my wife and another couple. The property was clean, well maintained, quiet (although only a short walk to Duval) and very private. The landscaping, outdoor seating and pool were also nice added features. We would definitely stay again.

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$188

1 BR / 1 BA / Sleeps 4

47 Reviews

$188

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"OSPREY'S NEST" - Secluded Old Town Condo w/ Pvt Hot Tub & Balcony. Sleeps 4

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 47 Reviews

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Reviews

(47)

Part of the Nightly Group PALM GARDENS Historic homes dating to the late 1880s, the tropical paradise has just undergone a complete restoration with exceptional attention to details. Osprey's Nest is an upstairs spacious unit at 905 White Street. The original Dade County pine walls have been saved to create …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(47)

Perfect

Left on Jun 24, 2009 for a stay in January 2009

The location is great! Close to everything yet far enough away that you have privacy. The rental was tastefully decorated and clean. Loved everything about it!! Will definitely keep in my Rolodex for future plans!!

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$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

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Olivia Cottage: A charming Old Town house near Key West's historic cemetery

2 BR / 3 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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(2)

30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our town, the Oliva …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping Into a Picture

Left on Jul 21, 2011 for a stay in June 2011

I stayed in Olivia Cottage five weeks and loved every minute. After looking at pictures on the internet, I felt like I was stepping into the pictures. It's exactly as shown. The patio/pool area is just the most relaxing place. Everything I needed was provided and the staff at KW Vacation Rentals were most friendly and helpful. I had one problem with the smoke detectors and it was repaired quickly…

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$378

3 BR / 3 BA / Sleeps 8

6 Reviews

$378

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"ALMOST SOUTHERNMOST TOO" - Private Pool - Half Block To Duval St! Sleeps 8

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 6 Reviews

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(6)

Part of ALMOST SOUTHERNMOST RETREAT Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of shotgun architecture …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(6)

Fantastic, wonderful experience.

Left on Nov 23, 2011 for a stay in November 2011

Great location, in the center of KeyWest. Parked the car and walked,biked,trollied everywhere. Beautiful color scheme, every room was vibrant with a South Florida palat. Fantastic new kitchen and pool. Spent many hours on the pool patio with a 6-toe cat from the Hemmingway house. Just an all around wonderful experience. We will return to this house again in 2013...Thanks for making this a …

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$184

2 BR / 1 BA / Sleeps 4

5 Reviews

$184

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"SEASHORE AT THE SHIPYARD" - Weekly Or Monthly (Truman Annex) Gourmet Kitchen

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

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(5)

Too small - bad/uncomfortable/inadequate seating in living room

Left on Jan 27, 2011 for a stay in September 2010

Condo well-kept but too small for 4 people. Really feel that rental should specify actual square footage of a unit. It was clean and satisfactory, located in a quiet enclave. But not a good value for the money, actually. Swimming pool was old/too small and the concrete - stained - and pool area very unkempt. It was a real turn-off.

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$188

1 BR / 2 BA / Sleeps 4

21 Reviews

$188

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"THE AUDUBON HOUSE" Customer Favorite! Great Location 1 Block To Duval

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 21 Reviews

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Reviews

(21)

AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a living room. The dining …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(21)

Nice, but

Left on Jun 24, 2009 for a stay in February 2008

The home was nice and well maintained. It had all the amenities it said it did, but the pool was away a bit and across the street and was very small with little if any sun, so we ended up not using it at all and going to the beach. This house is in the area where the roosters wake you up early in the morning. Too early for vacation. The master bedroom is tight -- the bed is cramped and closet …

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$290

2 BR / 2 BA / Sleeps 5

14 Reviews

$290

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Beach Club #204 - Unique Oceanfront living

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This is one of the most elegant and colorful 2 bedroom units in the Key West Beach Club. It …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(14)

Great Time

Left on Jun 18, 2009 for a stay in May 2008

I just wish I had the money to buy a condo at The Beach Club. It's the second time I've stayed there and each time was perfect.

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$400

2 BR / 2 BA / Sleeps 4

10 Reviews

$400

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Casa Camilla

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the property is beautifully …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

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Reviews

(10)

absolutely gorgeous!

Left on Dec 07, 2011 for a stay in November 2011

The house is absolutely beautiful and in a great location; easy to get to Duval street. Very quiet neighborhood. The house had everything except internet access and a heated pool/jacuzzi.

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$173

3 BR / 4 BA / Sleeps 8

3 Reviews

$173

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Casa Alegria - a Bahamian style conch house

3 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park bicycles. You can park…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

paradise

Left on Apr 24, 2014 for a stay in January 2014

We were fortunate enough to stay in this immaculate and welcoming retreat. We loved swimming in the pool and riding the bikes around town. We could not have asked for a more perfect place to make our vacation more fabulous!!!! Love...love...love!

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$188

1 BR / 1 BA / Sleeps 4

11 Reviews

$188

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"PALM ISLE" - 1/1 Condo With Private Hot Tub & Shared Pool. Sleeps 4.

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork sandwiches and …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    Reviews

    (11)

    50th birthday celebration

    Left on Aug 23, 2010 for a stay in February 2010

    Palm Isle was perfect for us! It was very clean, quiet, and well appointed. Loved the kitchen! Very comfortable bed too. We were in Key West during a cold-spell and really enjoyed the hot tub every evening. Location was great. We had a blast on the scooter that we rented. We rented a car as well, but never used it until we drove back up to Miami to catch our flight home. I would highly …

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    $978

    5 BR / 7 BA / Sleeps 20

    1 Reviews

    $978

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    OLD TOWN GARDEN VILLAS- Sleeps 20. Great For Large Gatherings! 1 Blk To Duval

    5 BR / 7 BA / Sleeps 20 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    The location is set on Center Street, which is located ½ block off Duval Street. These Villas are a favorite of our guests who like to relax in the quiet, beautiful garden area. Your party can book 1 to 5 of these Villas for a relaxing vacation. Old Town Garden Villas is comprised of the following individual …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Patio
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Quiet and relaxing in a perfect location!

    Left on Feb 11, 2015 for a stay in February 2015

    I stayed here with a group of friends and we reserved all five of the villas for 14 people. Each villa had one bedroom and most had one and a half bath with a small kitchen that was fully equipped. There is a large bed that will sleep two and a sofa bed in each unit. We were able to walk everywhere during our stay. The location is just north of Truman and a block from Duval Street but it could …

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    $268

    2 BR / 3 BA / Sleeps 6

    23 Reviews

    $268

    Book

    "CASA CUBANA @ DUVAL SQUARE" Luxurious Condo w/ Pvt Parking & Shared Pool

    2 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 23 Reviews

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    Reviews

    (23)

    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit with Mexican Tile downstairs and oak floors …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (23)

    Don't you think it's a little late?

    Left on Jun 24, 2009 for a stay in November 2007

    To ask for a review a year & a half after our stay?

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    $188

    1 BR / 1 BA / Sleeps 4

    3 Reviews

    $188

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    HIDEAWAY @ TROPICAL VILLAGE - Cozy Condo For 2 w/ Shared Pool

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 3 Reviews

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    Reviews

    (3)

    Part of TROPICAL VILLAGE Tropical Hideaway - Lush gardens surround this lovingly restored two-story vacation house. This downstairs rental cottage has one bedroom with full bath and features a living room with queen sleeper-sofa, cable TV, DVD, stereo with CD player, and wireless internet. The bedroom has a queen …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Great stay!!!

    Left on Oct 08, 2014 for a stay in October 2014

    Everything was great! The location was perfect - and the private hot tub was the best! Only down side (which wasn't a big deal) was there were ants on the kitchen counter!

    Very nice rental!!!!

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    $490

    4 BR / 4 BA / Sleeps 8

    39 Reviews

    $490

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    Louisa House: A comfortable four bedroom vacation hideaway

    4 BR / 4 BA / Sleeps 8 | Quick view
    “ Excellent ” 39 Reviews

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    Reviews

    (39)

    Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable vacation hideaway. …
    • Internet Access
    • A/C or climate control
    • Deck
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (39)

    Great House, Family Friendly

    Left on Jun 18, 2009 for a stay in April 2009

    This is the second time I have stayed at this house and we have loved it both times. The house is within walking distance to everything we needed and wanted to do and offered many amentities. The pool area is very nice and the house is very spacious. The only downfall is I wish the pool area had more than 2 lounge chairs and that the trees were cut back a little more so some sunshine could …

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    $198

    1 BR / 2 BA / Sleeps 4

    29 Reviews

    $198

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    Andros Suite

    1 BR / 2 BA / Sleeps 4 | Quick view
    “ Excellent ” 29 Reviews

    Details

    Reviews

    (29)

    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with a colorful Caribbean …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (29)

    Andros Suite MADE our Vacation perfect.

    Left on Jun 24, 2009 for a stay in May 2009

    We are so glad we stayed in the Andros Suite. This place is much better than one of the hotels. It's one block off the main street so is quiet but close enough to walk to everything. The home was great, just the right size. We loved the birds in the courtyard as well as the beautiful plants.

    We received great service from Key West Vacation Rentals. This location is central on Duvall, so …

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    $168

    1 BR / 1 BA / Sleeps 4

    25 Reviews

    $168

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    "JASMINE SUITE" - Private Parking - Great Location - 1 Block From Duval St.

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 25 Reviews

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    Reviews

    (25)

    Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light …
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Fitness Room
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (25)

    Paradise!!

    Left on Jun 24, 2009 for a stay in May 2008

    If you want to have a great time and unwind from the stress of your fast paced life, there is no better place on earth than Key West. Bring your swim suit and snorkle, rent a bike, and just relax. Jasmine Suites is the third Key West Vacation Rental property that we have stayed in. All have been excellent. They are well decorated, clean and in great shape, nice furniture, plenty of pots/pans/…

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    $184

    2 BR / 1 BA / Sleeps 4

    4 Reviews

    $184

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    "SHIPYARD" - WEEKLY OR MONTHLY (Truman Annex) - A Short Stroll to Sunset!

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 4 Reviews

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    Reviews

    (4)

    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development…
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Fitness Room
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Great Get away

    Left on Nov 29, 2013 for a stay in November 2013

    The Shipyard Complex is very nice, clean and easy to get in and out of. The house is close to all the action of Duval, the boat races and if you want to take a walk to the Southern Most that's fairly close too. Great weather, the house is outfitted perfectly with all the comforts of home. No doubt that I'll rent it again next year.

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    $220

    0 BR / 1 BA / Sleeps 2

    43 Reviews

    $220

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    Bali Hideaway: A studio cottage that's perfect for two

    0 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 43 Reviews

    Details

    Reviews

    (43)

    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull…
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Patio
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (43)

    great place for two!

    Left on Jun 18, 2009 for a stay in July 2007

    You don't know your only a block off the "main drag". No noise; serene and absolutely beautiful grounds made our stay better than a condo I rented a couple of years before. Absolutely loved the place!!

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    $286

    2 BR / 2 BA / Sleeps 5

    10 Reviews

    $286

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    Havana Hideaway

    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Excellent ” 10 Reviews

    Details

    Reviews

    (10)

    Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area below, you can enjoy breathtaking views just steps from the Gulf of Mexico. Watch passing tall ships, cruise ships, pleasure …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for the elderly - ask

    Details

    Reviews

    (10)

    Week in Paradise

    Left on Jan 16, 2013 for a stay in December 2012

    This was one of the greatest stays that we have had. Condo was within walking distance to everything block to most. Very nice place to stay. Easy check in and check out process. This place has a great view from pool. We were here in December with about 80 degree temps each day so we shut down the air and had the doors open most of the time the only draw back to this is the chickens will wake…

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    $240

    1 BR / 1 BA / Sleeps 2

    48 Reviews

    $240

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    Ann Street Tranquility: A cozy and peaceful cottage

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 48 Reviews

    Details

    Reviews

    (48)

    This charming one bedroom cottage is the perfect hideaway. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (48)

    Ann Street

    Left on Jun 18, 2009 for a stay in May 2007

    We enjoyed the cottage. The interior was beautiful and very clean. Very nicely decorated with higher end accessories. The location was absolutely perfect. The only improvement that could be made was the entrance and pool area was not well manicured. It was very overgrown and jungle like. We would not hesitate to return.

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    $220

    1 BR / 1 BA / Sleeps 4

    49 Reviews

    $220

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    Colony Poolside: A charming bungalow near the historic cemetery

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 49 Reviews

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    Reviews

    (49)

    Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a nice private deck …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (49)

    Disappointing

    Left on Jun 18, 2009 for a stay in February 2008

    After viewing pictures of this cottage on line I was impressed with the layout, decor and proximity to the pool. So, I was looking forward to our stay there.
    Disappointed is the only word I can use to describe how I felt when we arrived and actually saw this space in person.
    The pool area and the surrounding grounds were not maintained.
    The deck patio furniture was filthy and the deck itself …

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    $188

    1 BR / 1 BA / Sleeps 4

    23 Reviews

    $188

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    "VERDE SUITE" - Quiet & Affordable 'Old Town' Cottage - Shared Pool

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 23 Reviews

    Details

    Reviews

    (23)

    The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of the line flat screen …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Patio
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (23)

    Verde Suite relaxation

    Left on Jun 25, 2009 for a stay in April 2009

    Glorius week in a great little suite with almost everything you would want. The only thing missing was the availability of authorized parking although there are parking spaces adjacent to the complex that remained vacant the entire week
    Everything else ranks high. Cleanliness, secluded, close to everything in Old Town.

    Would I do it again? In a heartbeat....as a matter of fact I am planning a …

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    $238

    2 BR / 2 BA / Sleeps 6

    7 Reviews

    $238

    Book

    "ATLANTIC OCEAN VIEW" - Stylish Condo w/ Spectacular Views

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    UPDATE: New King-sized bed w/ pillow top mattress installed June 2015 Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you to the relaxing hot tub and then to the large heated …
    • Waterfront
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    generally not up to the price.

    Left on Jan 18, 2014 for a stay in December 2013

    While the layout was nice and the building was in good repair, the unit we were in could not be called luxury in any sense. There were areas of unpainted walls, shades that were broken, and in the kitchen the refrigerator door would not close properly, and the dishwasher was not affixed to anything and the door would fall open. Lighting was not good and furniture was cheap. We had been given no …

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    $127

    2 BR / 2 BA / Sleeps 4

    2 Reviews

    $127

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    Angela Cottage: A hideaway in Old Town

    2 BR / 2 BA / Sleeps 4 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows create a relaxing Key …
    • Internet Access
    • A/C or climate control
    • Deck
    • Grill
    • Linens Provided
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Outstanding

    Left on Jun 26, 2009 for a stay in March 2009

    I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and outdoor dining area is outstanding for any meal. The kitchen is new and all the necessary pots and pans are present.

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    $450

    3 BR / 3 BA / Sleeps 6

    35 Reviews

    $450

    Inquire

    Villa Paradiso: A unique mid-town paradise

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 35 Reviews

    Details

    Reviews

    (35)

    This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is outside in the attached pavillion with an ornate…
    • Internet Access
    • A/C or climate control
    • Patio
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (35)

    The 3 couples loved this home.

    Left on Jun 18, 2009 for a stay in February 2009

    We chose the Villa because it advertised 3 bedrooms and 3 baths. I would advertise it as 2.5 bedrooms. However, the space worked out very well for the 6 of us. The home is graciously appointed and easy to live in. The small pool area was a perfect gathering spot. There were other decks and seating areas when each of us choses a bit more privacy. The Villa was within walking distance of the …

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    $470

    3 BR / 2 BA / Sleeps 6

    38 Reviews

    $470

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    Coconut Cabana: A restored Old Town home with charm & tropical ambience

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 38 Reviews

    Details

    Reviews

    (38)

    An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story historic home is …
    • Internet Access
    • A/C or climate control
    • Deck
    • Grill
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (38)

    Coconut Cabana - Go Nuts!

    Left on Jun 18, 2009 for a stay in November 2007

    We loved Coconut Cabana! This house was perfect for a "sibling celebration" of my brother's 50th birthday. The house was darling, well equiped and the entire rental process was smooth sailing. There is no place like Key West and this house just off Duval was just where we needed to be. We would highly recommend!

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    $320

    2 BR / 2 BA / Sleeps 4

    37 Reviews

    $320

    Inquire

    Catherine House: A charming Old Town Key West cottage

    2 BR / 2 BA / Sleeps 4 | Quick view
    “ Excellent ” 37 Reviews

    Details

    Reviews

    (37)

    This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably sleep four and …
    • Internet Access
    • A/C or climate control
    • Patio
    • Grill
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (37)

    Cozy spot in perfect location

    Left on Jun 18, 2009 for a stay in March 2009

    Catherine House is truely a shotgun house -- long and narrow -- but has been renovated into a cozy and lovely little two-bedroom. The beds are large and comfy, with two full baths perfect for two couples. The kitchen is basic, but open to the living area and more than sufficient for vacation meals. The pool is more like a tub, but is fine for toddlers and tired parents who want to dip their …

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    $218

    1 BR / 1 BA / Sleeps 4

    37 Reviews

    $218

    Book

    "SUNSET SUITE" Romantic Getaway for 2 - Private Hot Tub - 1/2 Block To Duval

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 37 Reviews

    Details

    Reviews

    (37)

    Overlooking the gardens and lily pond, the entrance to this spacious unit is through a totally enclosed private decked courtyard with a 4-person spa, table and chairs. Inside this spacious unit you will find a living room with cathedral ceilings, 56” TV, A/C, stereo, queen sleeper sofa and fabulous original tropical…
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Deck
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (37)

    Quaint and Awesome!

    Left on Jun 24, 2009 for a stay in November 2008

    Sunset Suite is unique and fantastic. The kitchen is well equiped but small which doesn't bother me. The TV is large when you need to wind down. The bath is efficient. The loft takes a little getting used to, but we liked it. The private deck and spa was great! Privacy is very important to my husband and myself and to be so close to everyone, it is very private. The location is perfect. We …

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    $388

    2 BR / 3 BA / Sleeps 6

    20 Reviews

    $388

    Book

    "ISLAND OASIS" Luxury 2 BR 2 Bath Townhome w/ Pvt Heated Pool & Pvt Parking

    2 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 20 Reviews

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    Reviews

    (20)

    The beaches of the Atlantic Ocean are less than a 7 minute blocks away. This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island Oasis will …
    • Internet Access
    • A/C or climate control
    • Deck
    • Fitness Room
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (20)

    Great to have our own pool and grill

    Left on Jun 24, 2009 for a stay in April 2008

    What can be better than leisurely lounging at the pool on the lanai with friends, wine, and shrimp on the bar-b. The owners even provided the boombox :)
    The short walk to the strip was the only downfall--a bit unsightly immediately around the unit, but still only a very short stroll to the more quiet end of the street so that you can gradually head up Duval.

    Parking was limited but we …

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    $370

    3 BR / 2 BA / Sleeps 6

    42 Reviews

    $370

    Inquire

    Whitehead House: A unique two story home beside the Audubon House

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 42 Reviews

    Details

    Reviews

    (42)

    Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed "prohibition fence" in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1 space). An outdoor …
    • Internet Access
    • A/C or climate control
    • Deck
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (42)

    Hidden Jewel

    Left on Jun 18, 2009 for a stay in July 2008

    This house is fantastic! The location is awesome - right in the middle of everything!!! Everything you would want was there. House was clean, pool was excellent and off street parking is great! The 2 bedrooms and bathroom downstairs are small, but for the amount of time you really need them, they are fine. I would certainly recommend this house and plan to rent it again.

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    $209

    2 BR / 2 BA / Sleeps 5

    14 Reviews

    $209

    Book

    Best Location, 1/2 Block to Duval, Bimini Suite

    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Excellent ” 14 Reviews

    Details

    Reviews

    (14)

    Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire, bedding, decor and …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly

    Details

    Reviews

    (14)

    location! location! location!

    Left on Apr 24, 2014 for a stay in April 2014

    The location was perfect for going out in Key west! I stayed with 3 other friends and there was plenty of space. The place was clean the bathrooms were nice. The only thing that was a bit of a pain was the parking. its just a driveway you share with the rest of the guests. So one night/ eve I was out and had to go back and move the car so another guest could leave. Aside form that the place was …

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    $198

    1 BR / 2 BA / Sleeps 4

    39 Reviews

    $198

    Book

    "BERMUDA SUITE" - 2-Story Home w/ Shared Pool 1/2 Block To Duval St!

    1 BR / 2 BA / Sleeps 4 | Quick view
    “ Excellent ” 39 Reviews

    Details

    Reviews

    (39)

    Located inside the Villas known as Old Town Garden Villas Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (39)

    We will definitely stay at the Bermuda Suite again!!

    Left on Jun 24, 2009 for a stay in September 2008

    We were very impressed with the great service and very spacious suite. It was very clean and well kept. The location was ideal and walking distance to everything. The only bad thing I could think of was parking on the street. Other than that it was worth every penny!! We can't wait to come back again.

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