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$215

1 BR / 1 BA / Sleeps 2

11 Reviews

$215

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Campbell Suite

Key West condo
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a "cozy condo hideaway in the heart of historic Key West." The historic significance is close to home. It starts with the white stucco building that houses this suite and other vacation condos. The three-…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control

Details

Reviews

(11)

The best condo!

Left on Dec 15, 2011 for a stay in November 2011

The condo was as cute as can be. Decorated beautifully, clean, and in a perfect location. It was a great vacation.

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$198

2 BR / 2 BA / Sleeps 6

CATALINA SUITE #311 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 39

$198

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CATALINA SUITE #311 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

TORTUGA SUITE #301 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 22

$198

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TORTUGA SUITE #301 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

SAINT CROIX SUITE #212 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 24

$198

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SAINT CROIX SUITE #212 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$198

2 BR / 2 BA / Sleeps 6

SAINT LUCIA SUITE #201 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 22

$198

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SAINT LUCIA SUITE #201 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

CRISTOBAL SUITE #411- 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 24

$198

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CRISTOBAL SUITE #411- 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • 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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$255

2 BR / 2 BA / Sleeps 4

3 Reviews

$255

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Banana Key

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

Details

Reviews

(3)

Impressive. Distinctive. Comfortable. The perfect spot for your tropical getaway. This second-story, two-bedroom, two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area one floor below, you can enjoy breathtaking views just steps from the Gulf …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(3)

Better than the pictures!!!

Left on Jan 11, 2012 for a stay in December 2011

We absolutely loved the apartment and the fantastic walk behind the apartment that lead to Duval Street. If we could retire in Key West, this apartment is perfect. The master bedroom was so private, we barely noticed our two daughters in their room. The only complaint would be that the internet signal was weak and we a few problems with that.

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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DOMINICAN SUITE #110 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$26,049

3 BR / 2 BA / Sleeps 8

1 / 31

$26,049

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Relax In The Keys 0039

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view

Details

April Just Became Available/Rare Opportunity...Book NOW! One of the very few & one of the largest oceanfront suites in Key West OCEANFRONT… there is nothing like it. To me, it means being directly on the shoreline with nothing between me and the sensation of the ocean. Totally different from ocean view, which …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$178

4294967295 BR / 1 BA / Sleeps 4

7 Reviews

$178

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"ISLANDS IN THE STREAM" - Papa`s Hideaway Historic Inn - Studio (First FlR)

Key West condo
1 BA / Sleeps 4 | Quick view
“ Very Good ” 7 Reviews

Details

Reviews

(7)

Located at 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 …
  • 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

Reviews

(7)

Quiet B&B; in a great location

Left on Nov 06, 2013 for a stay in October 2013

The area is very private with a small pool. The studio had a small frig, microwave and electric glass-top range. King-sized bed and tile floors. The only drawback was the bathroom. If you've ever been on a cruise, the shower was that small, but adequate. The outdoor area was beautiful with a small pool which is where continental b'fast was served. It is located a block or two off Duval, but…

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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!

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

Details

Reviews

(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

Details

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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$858

6 BR / 6 BA / Sleeps 24

1 / 25

$858

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"SOUTHERNMOST SANCTUARY" - 3 Pvt Hot Tubs - BBQ Grill - Sleeps 24

Key West cottage
6 BR / 6 BA / Sleeps 24 | Quick view

Details

Southernmost Sanctuary Suites are comprised of the following homes Egret Suite Heron Suite Ibis Suite Osprey Suite Pelican Suite Seagull Suite which can all be booked individually. Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and special rates. …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$83

1 BR / 1 BA / Sleeps 6

1 / 17

$83

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Providence Suite - Monthly Rental

Key West house
1 BR / 1 BA / Sleeps 6 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in tropical, flowering gardens, the Providence Suite is perfectly located, 1/2 block from Duval Street Downstairs is the living room with Queen sleeper sofa, dining room and fully equipped kitchen. Outdoor table and…
  • 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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$133

2 BR / 2 BA / Sleeps 6

8 Reviews

$133

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Casa Manana 2 bedroom Cottage in Old Town Key West

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

Details

Reviews

(8)

THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from Faustos grocery, Sandy…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(8)

Perfect Location

Left on Sep 10, 2010 for a stay in June 2010

We visited Key West with another couple for a week in June. We were extremely please with the charming home we stayed in. Has everything you could possible need. Perfect location, minutes from Duval Street, was great we walked everywhere. We plan on coming back next year and hope to rent the home again. Thanks all Florida Keys for making our stay so memorable!

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$117

2 BR / 2 BA / Sleeps 6

1 / 13

$117

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1800 Atlantic fabulous 3rd floor condo unit

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

This is a lovely 3rd floor partial ocean-view unit. You will love the spacious 50 ft private balcony that runs the length of the unit. The unit is tiled throughout with a full size fully equipped eat in Kitchen. There is also a full size washer dryer for your convenience. Both bedrooms and the living room have TV's. …
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $268

    2 BR / 3 BA / Sleeps 6

    4 Reviews

    $268

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    "ARTIST HOUSE @ DUVAL SQUARE" Key West Condo w/ Shared Pool & Pvt Parking

    Key West condo
    2 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 4 Reviews

    Details

    Reviews

    (4)

    Welcome to Artist House: a 2 bedroom 2.5 bath rooftop townhome located within the gated community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located so that you can park your car in the private lot and walk to …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Nice place right on duval

    Left on Aug 05, 2014 for a stay in August 2014

    Nice condo right on duval st. Good location for a more quiet stay.Cvs right around the corner

    Rooms where nice. Hot tub on patio is a plus.

    Only negative comment is I wish we where a little closer to the other "touristy" end of duval because we had a couple first time key west'ers and we spent most of time there anyway but that has nothing to do with the room

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    $800

    4 BR / 3 BA / Sleeps 10

    6 Reviews

    $800

    Inquire

    Pavilion Villa ~ Weekly Rental

    Key West house
    4 BR / 3 BA / Sleeps 10 | Quick view
    “ Very Good ” 6 Reviews

    Details

    Reviews

    (6)

    A Private Tropical Paradise... is the feeling you get when you enter the pavilion of this extraordinary award winning villa just a half block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few select private homes…
    • Housekeeping Optional
    • A/C or climate control
    • Parking
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (6)

    Great Stay!

    Left on Jan 12, 2011 for a stay in April 2010

    We stayed here with a big group in April, and had the time of our lives. GREAT PLACE!

    We got there early, and the maid was still cleaning when we walked in. She was hesitant to let us leave our bags there because of liability reasons, which we totally understood. She let us leave them there anyway, and all was well. :)

    There are actually 3 bedrooms available, but you can make it 5. My …

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    $598

    4 BR / 5 BA / Sleeps 10

    1 / 35

    $598

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    "SIMONTON COURT COTTAGES" 4 Units in 1! Sleeps up to 10 Only 1 Block To Duval

    Key West cottage
    4 BR / 5 BA / Sleeps 10 | Quick view

    Details

    "Simonton Court Cottages" consists of the 4 nightly units "Audubon House," "Truman Efficiency," "Monroe Efficiency," and "Mallory Efficiency." In total, this group rental sleeps 8 - 10 comfortably. Perfect for cost-conscious, larger, groups who are looking for great a location. Take advantage of this fantastic …
    • A/C or climate control
    • Microwave
    • Refrigerator
    • Toaster
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $208

    4294967295 BR / 1 BA / Sleeps 2

    1 / 25

    $208

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    "CREME BRULEE SUITE"

    Key West house
    1 BA / Sleeps 2 | Quick view

    Details

    Part of Banana's Foster Guest House This comfortable 2nd floor studio right on the corner of Caroline and Simonton, just a block off Duval, is a great spot for 2 guests wanting to be in the thick of things! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and…
    • 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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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 27

    $198

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    JAMAICA SUITE #102 - 2/2 Condo w/ Pool & Hot Tub - 1 Mile To Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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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!

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

    Details

    Reviews

    (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

    Details

    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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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 26

    $198

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    BARBADOS SUITE #204 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Fitness Room
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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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

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

    Details

    Reviews

    (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

    Details

    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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    $219

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $219

    Inquire

    Coconut Mallory Resort 2 Bedroom Condo

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Terrible ” 1 Reviews

    Details

    Reviews

    (1)

    This popular island destination is the site of the only living coral reef in the coastal regions of the US. In addition to the marine life and water activities other features of Key West include natural preserves and unique land animals. Coconut Mallory Resort and Marina is located in Key West, the southernmost …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Don't stay her

    Left on Apr 03, 2014 for a stay in April 2014

    We booked this through Expedia (sorry trip Advisor). Check in began at 4 according to our printed information from Expedia. We arrived at 6:30--the office was closed--- it had closed at 5. Check in is 4-5 PM???? An envelope was taped to the office door with our name on it and directions to our room, OK--we felt better.

    I have traveled all over the world and have NEVER seen such a dark and …

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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $198

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    PUERTO RICO SUITE #103 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $408

    2 BR / 2 BA / Sleeps 6

    9 Reviews

    $408

    Book

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

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

    Details

    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

    Details

    Reviews

    (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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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 26

    $198

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    ISLA MARGARITA SUITE #305 - 2/2 Condo w/ Pool & Hot Tub - Pvt Parking

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $208

    2 BR / 2 BA / Sleeps 6

    1 / 25

    $208

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    CAYO COCO SUITE #208 (Recently Updated) - Amazing Views - Pool & Hot Tub

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 23

    $198

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    HISPANIOLA SUITE #101- 2/2 Condo w/ Pool & Hot Tub - 1 Mile To Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $388

    2 BR / 3 BA / Sleeps 6

    1 / 34

    $388

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    "HAVANA HIDEAWAY" - Beautiful Home w/ Pvt Pool Just Steps To Duval

    Key West house
    2 BR / 3 BA / Sleeps 6 | Quick view

    Details

    The Beach Boys on one of their many trips to Key West (they are Mojito buds with Jimmy Buffett) stayed at our vacation rental called Havana Hideaway, where they wrote the song Kokomo - according to a very reliable source at the Pink Cab Company. This vacation rental is a modern two-story, built in the best conch …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $198

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    GRAND CAYMAN SUITE #309 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $400

    3 BR / 3 BA / Sleeps 6

    1 / 9

    $400

    Inquire

    A Tropical Tradition (Gallup Arms) ~ Weekly Rental

    Key West house
    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    Nestled in one of Key West's original gated "mini-compounds," the Tropical Tradition vacation rental is a spacious 1990's three-story Key West town home providing an island living experience in a traditional tropical style - both inside and out. A lush tropical garden complete with large 40' X 16…
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Linens Provided
    • Stereo or CD player
    • Telephone
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $367

    2 BR / 2 BA / Sleeps 4

    1 / 32

    $367

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    Steam Plant - Luxurious 2/2 Condo w/ Amazing Views & Private Hot Tub

    Key West condo
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Key West regulars know that one of the best parts of downtown is actually a few blocks of the main street at the Historic Key West Seaport. The Seaport is a big part of the heart of Key West where dingy captains, commercial fisherman, sports anglers, pleasure seeking vessels, and those that admire it all come together…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Balcony or terrace
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $185

    2 BR / 2 BA / Sleeps 4

    1 / 9

    $185

    Inquire

    Port Side Perfection ~ Monthly Rental

    Key West house
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    If you have ever had the fortune to wander the historic streets and lanes of Key West's famous seaport neighborhood then you know how time seems to stand still. Yet right in the heart of Key West's bustling seaport this blissfully ideal cottage-style house offers all the amenities one could desire in a home …
    • Housekeeping Optional
    • A/C or climate control
    • Satellite or cable TV
    • Stereo or CD player
    • Telephone
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $188

    1 BR / 1 BA / Sleeps 4

    1 / 27

    $188

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    "POOLSIDE RETREAT" - 1 Block To Duval St. - Shared Pool

    Key West house
    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with waterfall feature(…
    • 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

    PreviousNext property

    $418

    3 BR / 3 BA / Sleeps 8

    8 Reviews

    $418

    Book

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

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

    Details

    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

    Details

    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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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $198

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    CURACAO SUITE #202 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $743

    3 BR / 4 BA / Sleeps 6

    1 / 22

    $743

    Inquire

    The Water's Edge

    Key West house
    3 BR / 4 BA / Sleeps 6 | Quick view

    Details

    Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable three-bedroom, four-bath lies …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area

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    $286

    1 BR / 1 BA / Sleeps 4

    1 / 13

    $286

    Inquire

    OLD TOWN KEY WEST - Historic & Charming - Cigar

    Key West house
    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Cigar House is a 100+ year old Cigarmaker's house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of four (4) guests, who are comfortable sharing an open sociable living environment - (1) full bed…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask

    PreviousNext property

    $500

    2 BR / 1 BA / Sleeps 4

    1 Reviews

    $500

    Inquire

    OLD TOWN KEY WEST - Historic & Charming - Turtle

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

    Details

    Reviews

    (1)

    SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Turtle House is a 100+ year old recently completely renovated Conch house. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open living environment - (1) queen bed, (1) full bed, (2) queen sleeper sofas. The house can be …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask

    Details

    Reviews

    (1)

    wonderful place to stay,great people

    Left on May 04, 2010 for a stay in February 2010

    The best place to have a taste of old Key West. Not at all like anything you would rent anywhere else in the country!It was walking distance to everything in Old Town and the beach. A great restaurant just up the road with excellent food. The amenities were first rate..free internet, HD TV and the staff so helpful.
    The only drawback and I discovered it was all over Key West...were the ROOSTERS. …

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    $300

    2 BR / 1 BA / Sleeps 4

    2 Reviews

    $300

    Book

    Duval Street Condo Key West

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

    Details

    Reviews

    (2)

    Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning establishments on …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Great location and clean!

    Left on Apr 08, 2014 for a stay in April 2014

    Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the island)! The condo is on the small size but the kitchen is updated. Tyler was very easy to work with and even let us keep our luggage there after our checkout time. I will definitely recommend to friends and hope to …

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    $172

    2 BR / 1 BA / Sleeps 4

    1 / 31

    $172

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    "PAPA'S CATCH" - Shipyard Condo w/ Shared Pool - Walking Distance to Duval St

    Key West condo
    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Papa's Catch is a keeper! From the granite kitchen counters to the tumbled marble bath with the rain forest showerhead; this tastefully redone condominium cries out value and comfort. Sleeping four very comfortably, and with all…
    • Internet Access
    • A/C or climate control
    • Linens Provided
    • Ceiling Fans
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $184

    2 BR / 1 BA / Sleeps 4

    4 Reviews

    $184

    Book

    "LAZY LANE" - WEEKLY OR MONTHLY(Truman Annex) - Color and Style Front to Back

    Key West condo
    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Very Good ” 4 Reviews

    Details

    Reviews

    (4)

    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The spacious living room/dining room features a with large flat screen TV and DVD player. Living room French doors open up into the private deck which features outdoor seating and a Gas BBQ Grill, making your vacation a true …
    • 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

    (4)

    261 Lazy Lane- Vacation!!!

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

    The condo was clean and had all of the necessary items needed for a 10 day stay (cleaning products, laundry, etc). It was a nice place to stay and would stay there again next time

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    $450

    2 BR / 2 BA / Sleeps 6

    3 Reviews

    $450

    Inquire

    Havana Moon ~ Weekly Rental

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

    Details

    Reviews

    (3)

    Open the front door of the hand crafted Havana Moon Key West cottage located on Upper Duval Street, step from the porch, and look south toward Havana Cuba and... Mmmm... You'll catch a view of the ocean where the full moon rises with a soft salt southern breeze. Originally built in the late 1800's as a cigar …
    • Shared outdoor pool (unheated)
    • Housekeeping Optional
    • A/C or climate control
    • Deck
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Our new annual retreat!

    Left on Apr 09, 2014 for a stay in February 2014

    This was our 11th visit to Key West and the past 10 years were spent in a hotel. So glad we made the change to a vacation home! Especially THIS vacation home. It was perfect. Neat as a pin, and completely furnished. Each morning we walked a few buildings down to Mocha Café for the BEST coffee & croissants. We would spend the early part of the afternoon at the beach - which was just a …

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    $1,200

    6 BR / 5 BA / Sleeps 12

    1 Reviews

    $1,200

    Inquire

    Island Rendezvous ~ Weekly Rental

    Key West house
    6 BR / 5 BA / Sleeps 12 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Island Rendezvous vacation rental offers the perfect solution for a gathering of family or friends who desire to be in the heart of Old Town Key West. Here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm. By combining Pavilion Villa and Down Island Digs it won&#…
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Perfect for a large family

    Left on Jun 15, 2014 for a stay in June 2014

    We had 14 people (5 couples and 4 children) and this place was absolutely perfect. The location could not be better. It's a block away from duval, but very quiet (aside from the garbage trucks once a week, and the expected key west roosters). It was very private and very comfortable. With our 14 people, it didn't feel crowded, everyone had plenty of room, and we all got to hang out together …

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    $188

    1 BR / 1 BA / Sleeps 4

    47 Reviews

    $188

    Book

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

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

    Details

    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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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $198

    Book

    TIERRA BOMBA SUITE #403 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $198

    2 BR / 2 BA / Sleeps 6

    1 / 34

    $198

    Book

    MARTINIQUE SUITE #108 - 2/2 Condo w/ Pool & Hot Tub - Sunset View!

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many amenities, the …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $325

    2 BR / 2 BA / Sleeps 5

    2 Reviews

    $325

    Inquire

    Caribbean Cottage ~ Weekly Rental

    Key West house
    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Very Good ” 2 Reviews

    Details

    Reviews

    (2)

    Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during your stay at …
    • Wireless Internet
    • A/C or climate control
    • Stereo or CD player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Private and Convienient

    Left on Dec 01, 2013 for a stay in November 2013

    We just stayed here Thanksgiving week and had a great time. It is right off Duval Street and you can walk any where easily. The hot tub is the back yard is very private. The only problem was the resident rooster who liked to wake up well before the crack of dawn.

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    $700

    4 BR / 4 BA / Sleeps 8

    2 Reviews

    $700

    Inquire

    Key West Wabi Sabi ~ Weekly Rental

    Key West house
    4 BR / 4 BA / Sleeps 8 | Quick view
    “ Very Good ” 2 Reviews

    Details

    Reviews

    (2)

    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof. True to its name, …
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Stereo or CD player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Great house - PRIME location

    Left on Dec 28, 2014 for a stay in December 2014

    We stayed here for a week over Christmas with 4 adult kids and had the best time ever. The accommodations were great for 6 of us and we couldn't ask for a better location! Across the street from the market, 1/2 block off Duval and easy walk to the best bars, the marina, and the beach. The back patio and pool were a bonus. Would never stay anywhere else when we come back to Key West!

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