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$425

4 BR / 3 BA / Sleeps 10

18 Reviews

$425

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Upscale~Ocean Views~Larger Parties Approved~131 MC

Key Largo villa
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 18 Reviews

Details

Reviews

(18)

Spacious and gracious, 4 bedroom, 3 bath, top floor, corner villa with a jaw-dropping view of the resort`s harbor and the Atlantic. Thoughtful floor plan with open living concept, a wide, private balcony that beckons for those who enjoy dining alfresco. Master has a king bed with en-suite bath boasting a luxurious …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(18)

Perfection Found

Left on May 19, 2010 for a stay in April 2010

This property was GREAT and met all our families needs. From the moment I made the call to Barefeet Rentals to inquire on this property , to my last day of vacation, my experience was wonderful. My family had the time of their lives and will be going back as soon as we can as we feel we have not only found a wonderful location (Key Largo) but also a vacation rental company that dedicates itself …

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$117

3 BR / 2 BA / Sleeps 6

258 Mohawk St - 28 Night Minimum!!!!!!! - Florida Keys vacation rentals
1 / 1

$117

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258 Mohawk St - 28 Night Minimum!!!!!!!

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Looking for an extended stay in the Upper Keys that won't bust the bank? If so, you need not search any farther than this cozy, modern home on Islamorada's Plantation Key. Located in the popular Indian Waterways neighborhood, this three-bedroom/two-bath house is a great value at just $3,500 per month. The residence …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Porch
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$70

2 BR / 2 BA / Sleeps 4

THE PALMS 214 - Florida Keys vacation rentals
1 / 18

$70

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THE PALMS 214

Islamorada condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Minimum Rental: 1 Month Gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama of the Atlantic Ocean directly in front of you…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$368

2 BR / 3 BA / Sleeps 6

1 / 25

$368

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"SWEET CAROLINE"

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

Details

Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic home. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this rental has a lot to…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,448

11 BR / 9 BA / Sleeps 32

TROPICAL VILLAGE 6 Homes w/ Pvt Pool & BBQ Grill. Great For Large Parties! - Florida Keys vacation rentals
1 / 32

$1,448

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TROPICAL VILLAGE 6 Homes w/ Pvt Pool & BBQ Grill. Great For Large Parties!

Key West house
11 BR / 9 BA / Sleeps 32 | Quick view

Details

Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately. COTTAGE @ TROPICAL VILLAGE POOLSIDE @ TROPICAL VILLAGE SOUTHERN CROSS @ TROPICAL VILLAGE TOON HALL @ TROPICAL VILLAGE RETREAT @ TROPICAL VILLAGE HIDEAWAY @ TROPICAL VILLAGE Located at 706 and…
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$379

3 BR / 3 BA / Sleeps 6

2 Reviews

$379

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Villa 132 Mariner's Club Resort - 2 BR Marina View

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

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Reviews

(2)

One of the most beautiful Elevated Villas available at Mariner's Club in Key Largo, boasting a panaoramic view of the Atlantic. King Bed in Master Bedroom King Bed in 2nd Bedroom and a Twin Day Bed with a Twin Trundle in the Den area for additional Sleeping Space Full Sized, Fully Equipped Kitchen, including …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

One of the best vacations we have had!

Left on Jul 25, 2011 for a stay in July 2011

We love the Keys and this time we were amazed with our accommodations. Mariners Resort is absolutely gorgeous. Gated. Clean. Beautifully landscaped. Tennis courts. Two pools. A nice marina. We had a beautiful view of the Atlantic. We would definitely go back again.

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$208

4294967295 BR / 1 BA / Sleeps 2

19 Reviews

$208

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"HARRISONS HIDEAWAY" Luxury Cottage - Private Hot Tub - Half Block To Duval

Key West cottage
1 BA / Sleeps 2 | Quick view
“ Excellent ” 19 Reviews

Details

Reviews

(19)

Part of 4 exclusive units at Abbey Road, renovated January, 2010, this free standing historic cottage at 918-920 Center Street, features a king pillow-top bed, 2 lushly padded swivel chairs and a full kitchen which includes a full stove, refrigerator with ice-maker, microwave, dishwasher and soft mood lighting under …
  • Hot Tub/Jacuzzi
  • 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

(19)

Relaxation

Left on Aug 14, 2010 for a stay in June 2010

Enjoyed a very relaxing stay in Key West. With access to the pools, hot tub and restaurants, much to chose from.

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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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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

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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped…
  • 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

1 / 28

$198

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GREAT EXUMA SUITE #406 - 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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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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$500

2 BR / 2 BA / Sleeps 8

1 Reviews

$500

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Kokomo Cove Boat House

Marathon house
2 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This truly tropical retreat Keys’ home has an open floor plan, vaulted ceilings, and modern open kitchen. Master Bedroom has king sized bed, full bathroom with shower, granite sink, walk in closet, glass block windows. Second Bedroom has queen sized bed, closet, and adjoining bathroom with shower/tub. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

I never wanted to leave!

Left on Jan 03, 2013 for a stay in December 2012

I hope this review doesn't make this property book up because I definitely am going back!! This house was better than I imagined! Sparkling clean, fully stocked kitchen items, bedding and bath sheets and towels. Nice big rooms, King size beds, WiFi and the back porch across the entire back of the house. From every room there is a view of palm trees, sunsets and a beautiful canal with …

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$83

2 BR / 2 BA / Sleeps 6

1 / 30

$83

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"HOWE STREET HIDEAWAY" Newly Renovated 2 Bed Two Bath Home.

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they go about their day…
  • 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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$193

3 BR / 2 BA / Sleeps 8

1 Reviews

$193

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Island Living

Summerland Key house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please contact us to check …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Lovely home, conveniently located to Key West, Good Restaurants and easy to get to.

Left on Apr 02, 2012 for a stay in March 2012

The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase paper products and basics. Local store is very expensive.The ambiance of the home is fairly sterile, much like a model home,(except for the ground floor, which is a lovely extra bedroom and sitting area which is very …

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$183

3 BR / 2 BA / Sleeps 6

1 / 13

$183

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On Hemingway's Rounds ~ Monthly Rental

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

Details

Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s …
  • Housekeeping Optional
  • A/C or climate control
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 5 BA / Sleeps 8

2 Reviews

$400

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74920 Overseas Hwy

Islamorada house
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

One of a kind bay front estate! This is an absolutely gorgeous estate home offering a gated entrance paved brick driveway, 3,500 sf, 3 bedrooms, 3.5 bathrooms upstars and a bonus 1 bedroom, 1 bathroom apartment downstairs. Enjoy ocean & lagoon views, deep water protected dockage, 2 Great rooms, private master suite, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Telephone
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The Best

Left on May 29, 2012 for a stay in April 2012

Everything about this property was exactly as represented by Freewheeler. It was spotless and completely ready for our group despite last minute changes to the schedule. We will certainly consider this property and Freewheeler for our future visits to the Keys.

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$325

3 BR / 2 BA / Sleeps 6

7 Reviews

$325

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Infinite horizons...322 Mariners Club Key Largo

Key Largo condo
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

A peaceful, relaxing get-a-way is just a `click` away! A place to kick-back and enjoy a lazy day lounging on your your open-air veranda overlooking the sapphire-blue waters of the the Atlantic. 1,800 sq. ft. of living area decorated in good taste throughout with two master bedrooms with en-suite baths. Beautifully …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children - ask
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(7)

Fantastic Vacation

Left on Apr 10, 2013 for a stay in April 2013

The pictures were very accurate - this is a wonderful place. The view is beautiful and the doors slide all the way open (maybe 12 ft wide?) to let in the breezes. We kept the door open all day without a single bug coming in. The pool is huge and our kids never tired of playing in it (ages 9 and 13). The bedrooms are nice and the amenities (cable, Wifi, washer and dryer, large porch with table and…

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$358

2 BR / 2 BA / Sleeps 6

3 Reviews

$358

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LITTLE BAY - Upper Duplex

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

Details

Reviews

(3)

Minimum Rental: 7 Nights Upper Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or month. Each unit sleeps up to 6 people - …
  • Ocean or water views
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Iguanas, sunshine and the sea in your backyard.......

Left on Nov 05, 2012 for a stay in October 2012

We found Little Bay after our previously planned accomodation had been damaged in a fire so Andi & Katy at Keys Holiday Rentals literally saved us from camping on the beach! The apartment couldn't have been nicer, 2 bed, 2 bath with the second bedroom having twin beds so was perfect for the children (6 & 12). The apartment was well laid out with a HUGE deck overlooking the garden (iguanas!) and …

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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

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 / 26

$198

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RUM CAY SUITE #304 - 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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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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$129

2 BR / 2 BA / Sleeps 4

1 / 7

$129

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VO-085

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

Details

This charming two bedroom, two bath home has been totally renovated and updated for your comfort and enjoyment! Spacious, open floor plan in the living room/dining room/kitchen area is excellent for entertaining!! Nice covered patio area - perfect for relaxing or reading your favorite book. 35' concrete dock/…
  • Grill
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$600

6 BR / 7 BA / Sleeps 12

1 / 31

$600

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Seaport Treasure Estate ~ Monthly Rental

Key West house
6 BR / 7 BA / Sleeps 12 | Quick view

Details

While you won’t need a treasure map to find this exclusive resort-style estate, you’ll know you’ve discovered a rare island gem from the moment you walk through the private gates. Hidden by white picket fences and mature tropical landscaping, this spacious Seaport Treasure Estate is cleverly …
  • Housekeeping Optional
  • Grill
  • Pet friendly - ask
  • 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

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$358

2 BR / 2 BA / Sleeps 6

4 Reviews

$358

Inquire

LITTLE BAY - Lower Duplex

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

Details

Reviews

(4)

Minimum Rental: 7 Nights Lower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - rent …
  • Ocean or water views
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

Paradise!

Left on Jun 03, 2013 for a stay in May 2013

My family and I spent Memorial Day Weekend at this gorgeous property and it was like paradise! Not only was it beautiful inside and out it had a sophisticated charm and inviting ora from the moment you entered the property and opened the door! This place screams class while still giving you the feeling of total relaxation. The beds are amazing!!! The grounds are clean and beautiful and we even …

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$198

2 BR / 2 BA / Sleeps 6

1 / 34

$198

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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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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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$200

2 BR / 1 BA / Sleeps 4

2 Reviews

$200

Inquire

83261 Old Highway

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

Details

Reviews

(2)

A quaint bungalow on a not-so-quaint piece of oceanfront land right in the Heart of Islamorada! This home has two bedrooms, two bathrooms, and a lot of Keysy charm. During your stay, you will enjoy such amenities as a fishing dock with Chickee hut (1ft draft), cable television, a kayak, and a white picket fence …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

House with privats beach and fishing pier

Left on Mar 27, 2014 for a stay in March 2014

Great house; really stocked well. Huge property with a grass yard in the front, side and about half grass and sandy beach in the back. Saw a shark, stingrays, spuffer fish and baracuda from the fishing pier. Also a great location; close to everything. May be better for a couple since there is only 1 bathroom; a little tight for a family of four. Really my only complaint is they should put down…

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$299

3 BR / 3 BA / Sleeps 8

7 Reviews

$299

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Opulence in an island setting ~ 809 Mariners Club

Key Largo condo
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Distinctive and luxury living is redefined in this exceptional, 2600 sq ft. two-story townhouse. Even as you approach the threshold it becomes immediately apparent this is not your ordinary vacation accommodation. The custom entry door leads invitingly into the foyer lighted with dazzling crystal sconces which …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Excellent!

Left on Nov 19, 2013 for a stay in November 2013

Beautiful condo and exceptionally clean. Everything seemed new in the unit. Check in was easy and not for from the property. Only thing the condo lacked was a wine cork... :)

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$358

4 BR / 3 BA / Sleeps 8

4 Reviews

$358

Inquire

76004 Overseas Highway

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

Details

Reviews

(4)

Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees. Large sandy beach and great dock. Interior photos available! Mile Marker 76, Bayside. Home has 2 bedrooms & 2 bathrooms upstairs, and a separate 2 bedroom, 2 bathroom apartment …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

A Week in a Tropical Paradise.

Left on Aug 03, 2010 for a stay in July 2010

We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

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$250

2 BR / 3 BA / Sleeps 4

5 Reviews

$250

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Chic marinafront villa-114 Mariners Club Key Largo

Key Largo villa
2 BR / 3 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Warm island spirit greets you the moment you enter this elegant ground floor villa in Mariners Club Resort. An expansive view of the blue harbor is accented perfectly by plush, white leather, showplace cabinetry and other wood elements that meld seamlessly with the calming, cool wall tones and brightly colored art …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Wonderful ...

Left on Jul 25, 2013 for a stay in July 2013

After looking ND looking for a place to stay I happen to come across Barefeet rentals and it all started from there . The Custmor service was great from Beging to end...My family and I would Liek to thank you again we had a great time...Everything was wonderful the home we stayed in to TEH people that worked in the area...
Thnak you I tell everyone about you guys...

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$488

3 BR / 3 BA / Sleeps 10

2 Reviews

$488

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"TRES FLORES" - Private Parking - Just Steps From Duval St - Sleeps up to 10!

Key West condo
3 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Hibiscus Suite is a queen efficiency with a kitchen, bathroom and a small outdoor deck. Orchid and Jasmine are both one bedroom suites with queen bedrooms, queen sleeper sofas, kitchenettes and outdoor decks. All units have TV/DVD, cable and Free WiFi! This complex offers combined parking for 3 vehicles, a BBQ grill …
  • 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

(2)

A very clean property for our extended family's trip to Key West!

Left on Jul 28, 2014 for a stay in July 2014

Pictures online are great and the property was perfect for 3 families traveling together. We tried not to be in rooms during the day since we were busy with excursions but the bedrooms were roomy and comfortable. It would be nice to have locks on bathrooms.

The office staff were great and even transported all of our 30+ pieces of luggage while we were eating at Sara Beth's.

It is relatively…

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$100

2 BR / 2 BA / Sleeps 4

1 Reviews

$100

Inquire

VILLA RIOLO

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

Details

Reviews

(1)

MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity to share their vacation …
  • Internet Access
  • Balcony or terrace
  • Parking
  • Refrigerator
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(1)

Fishing Vacation

Left on Aug 13, 2014 for a stay in July 2014

Was a very clean house with all the amenities. I would stay again. Easy access to the Ocean for fishing and plenty of dock for your boat.

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$200

2 BR / 1 BA / Sleeps 4

1 / 24

$200

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Flawless!...811 Mariners Club

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

Details

Perfection describes to the T this immaculate cozy condo. Oh-so-thoughtful floorplan, decor and furnishing...top-of-the-line cabinetry and finishes...spectacular custom tile work in the step-in, glassed shower...the list goes on! The master bedroom features a plush king-size bed and the guest bedroom is light and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$300

2 BR / 2 BA / Sleeps 6

34 Reviews

$300

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A Zen Ocean Garden

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 34 Reviews

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Reviews

(34)

A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated for your comfort and relaxation. Located on the Atlantic Ocean with views from the living room and both bedroom; every room has a large private …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(34)

Beautiful Condo

Left on Nov 06, 2008 for a stay in May 2007

We really enjoyed our stay . Property was beautiful. Decor was first class.
We were just there for a few days before
arriving at another "At Home in Key West" property in Key West.

We enjoyed the pool on the property. Nice view of the ocean.

I would recommend this condo to anyone who would like a beautiful condo in paradise. It was fabulous!

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$70

2 BR / 2 BA / Sleeps 4

1 / 28

$70

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Bogey's Retreat

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

Details

BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $50 security deposit for Association gym card use. Stainless kitchen appliances, new beds and furnishings. HDTVs, DVD/Blu-Ray, Bose sound and WIFI.Rear bedroom looks at the golf course, front bedroom has French doors …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Grill
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • 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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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. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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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$500

4 BR / 3 BA / Sleeps 8

4 Reviews

$500

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241 Bougainvillea St

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

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Reviews

(4)

This home is located in a nice, quiet family neighborhood at the 90 mile marker (90 miles from Key West), Bayside. The house sits on the last canal of the neighborhood...very short boat ride to the bay (only a minute or so). Deep water dockage - 65' of dock space. There is an downstairs fully equipped bedroom/Game …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

wonderful home, great vacation, will be back!

Left on Feb 10, 2011 for a stay in December 2010

This was a beautiful home. Will rent here again. This was our 8th year of vacationing in the Keys, and this house and it's location was the best yet!

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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

Key West cottage
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

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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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$300

3 BR / 2 BA / Sleeps 6

2 Reviews

$300

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107 San Remo

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

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Reviews

(2)

Affordable Venetian Shores canal home at the Mile Marker 86, Bay-side. Nice decor, recently updated with a private downstairs apartment. Two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room). Easy ocean or bay access via Snake Creek. CLICK HERE to view …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(2)

Experience of a lifetime!

Left on Feb 09, 2014 for a stay in November 2013

Love the location, house was extremely well equipped, comfortable, Very accommodating to a wide range of taste and activities!

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$90

2 BR / 3 BA / Sleeps 4

1 / 24

$90

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Green Orchid

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

Details

GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-bedroom 2.5 bath home has it all!Living room has French doors opening to let in the tropical breezes. Modern, stainless kitchen. Outdoor shower on the lushly landscaped walkway. Guest bedroom with full size bed has …
  • Internet Access
  • A/C or climate control
  • Parking
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$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
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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

Details

Reviews

(1)

Excellent Accomodations

Left on Apr 29, 2015 for a stay in April 2015

We came in a small plane, so we needed to ship our luggage down to Key West. The office staff allowed us to ship it right to the check in office. The suite had two rooms and a kitchen, with a beautiful view of the marsh between the suite and the Airport. The suite was well furnished and had plenty of room. It was also a clean room with ice cold ac. We were also allowed to plug our electric rental…

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$157

3 BR / 3 BA / Sleeps 8

1 / 26

$157

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"BEACH CLUB BREEZE" Monthly Rental - Two Story Home w/ Sun Deck & BBQ Grill

Key West house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This well-manicured, "home away from home" is two stories of wonderful! It has 3 bedrooms, 3 baths and has a colorful, comfortable style. The traditional white picket fence greets you when you arrive. Though, it's only a …
  • 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

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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

Key West house
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

Details

Reviews

(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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$413

4 BR / 4 BA / Sleeps 10

5 Reviews

$413

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Gulf View Place w/ Dock, Pool, Kayaks, Sandy Shore

Marathon house
4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 4 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Three of the bedrooms have queen size …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

"A Week in Paradise"

Left on Mar 08, 2011 for a stay in October 2010

Great Place!!! Owners were a pleasure to do business with. The house was clean and amazing. This vacation was romantic for my wife & I and both kids had a great time too. We really loved the Iguana's and the kids really enjoyed the pool on the lazy days. We just reserved or vacation for this coming fall.

The fishing is awesome!!! You can go to Captain Hook's just down the street and they will …

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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

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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

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

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Reviews

(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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Reviews

(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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$238

2 BR / 2 BA / Sleeps 6

7 Reviews

$238

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

Key West condo
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

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(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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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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SALT CAY SUITE #410 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

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

Details

Reviews

(1)

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • 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

Details

Reviews

(1)

shady balcony in the morning

Left on Nov 11, 2014 for a stay in October 2014

We had a great night at sunrise suites. It is not central, so you have to get a taxy to go downtown. Because you have a sunset drink, wine with dinner and one before going back.

The rooms are good and comfortable, the kitchen has what you need.

by the way the lobby was friendly

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$83

2 BR / 2 BA / Sleeps 4

4 Reviews

$83

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Nautical Dreams

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

Details

Reviews

(4)

NAUTICAL DREAMS: 2-bedroom 2-bath cottage in a small compound of 8 cottages. French doors from each bedroom, living room and kitchen onto a grand private deck with ample space for entertaining. Master bedroom has a queen bed with bath ensuite; guest bedroom has a queen bed and living room has a sleeper sofa. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Grill
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Fun in Key West

Left on Mar 18, 2009 for a stay in January 2009

The cottage was lovely. Nicely appointed, very clean, all updated amenities. Private deck was wonderful. Shared pool very nice. Hardly used by anyone other than us! Neighbors friendly. Total of 5 cottages, 3 rentals, 2 locals. All in all it was a wonderful experience. Great location, away from the craziness and noise of Duval, but close enough to enjoy the night life. Would highly recommend this …

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$288

3 BR / 2 BA / Sleeps 6

1 / 10

$288

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Southernmost Retreat- 1 Block from Duval

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

Details

Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in the center of the Old…
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$107

2 BR / 3 BA / Sleeps 6

1 Reviews

$107

Inquire

Cayo Hueso Sunshine

Key West house
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitchen island countertop is a perfect spot for casual meals. Glass doors open to a private yard, outside dining and your own pool. Upstairs bedrooms feature king size beds with en suite baths.Downstairs den allows for a …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect Home for Key West

Left on Aug 03, 2014 for a stay in June 2014

This place has all the amenities you need! It was our first time renting a home and it couldn't have been more perfect! Quiet neighborhood, but not too far from the action of Duval.

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$268

2 BR / 3 BA / Sleeps 6

15 Reviews

$268

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"CASA HAVANA @ DUVAL SQUARE" 2-Story Condo On Duval St w/ Pvt Hot Tub

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. 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 …
  • 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

Details

Reviews

(15)

awesome

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

we really enjoyed our stay. the rental unit was more than we anticipated. the pool was nice and we were within walking distance to most everything we wanted to do.

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