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$400

4 BR / 3 BA / Sleeps 8

Sunrise Point Waterfront Home - Florida Keys vacation rentals
1 / 4

$400

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Sunrise Point Waterfront Home

4 BR / 3 BA / Sleeps 8 | Quick view

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Our property, private deep water canal dockage, and underwater lighting. These beautifully decorated homes also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a short scenic hour and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$107

2 BR / 0 BA / Sleeps 4

114 Plantation Ave - 28 NIGHT MINIMUM!!! - Florida Keys vacation rentals
1 / 20

$107

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114 Plantation Ave - 28 NIGHT MINIMUM!!!

2 BR / Sleeps 4 | Quick view

Details

This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on the porch or sitting …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$267

4 BR / 5 BA / Sleeps 8

"THE CORAL HOUSE" Luxury Monthly- Parking and Pool - Florida Keys vacation rentals
1 / 28

$267

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"THE CORAL HOUSE" Luxury Monthly- Parking and Pool

4 BR / 5 BA / Sleeps 8 | Quick view

Details

28 NIGHT MINIMUM STAY REQUIREMENT - THE CORAL HOUSE Old Town / Historic Seaport Location 4 Bedrooms, 4.5 Baths, Sleeps 8 LUXURY Vacation Home located on Millionaire's Row in Historic Old Town Key West We guarantee that the Coral House will fulfill even the highest expectations. Just under 2000 square feet of …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask

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$93

3 BR / 3 BA / Sleeps 6

4 Reviews

$93

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Sunset Lake

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

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Reviews

(4)

SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quiet lane, amid tropical landscaping, this 3-bedroom 3-bath townhome exudes an ambiance of peace and tranquility. The spacious interior overlooks the 15th and 17th holes on the Rees Jones designed golf course. Nature …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

A Great Place to Reelax

Left on Mar 10, 2011 for a stay in February 2011

48 Spoonbill is in our view one of the best houses at the Golf Club. `With 3 bedrooms and 3 baths it's roomy and comfortable. With three screened porches and one open porch it has places to read, relax or watch the passing parade of birds, iguanas or golfers at any time of the day over two fairways and a small lake. The furnishings are excellent including completely up-to-date TV and …

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$286

2 BR / 2 BA / Sleeps 5

9 Reviews

$286

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Sundown Refuge

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place condominium complex in Truman Annex. You'll spend most of your time overlooking Florida Bay in one direction and Truman's Little White House in the other direction from the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Beautiful and peaceful place

Left on Sep 04, 2012 for a stay in August 2012

Great apartment centrally located, walking distance to everything. Beautiful house and decorated to the smallest details. Fully furnished and equipped with every possible thing, from the kitchen, to the bathroom, living room and deck.

Very welcoming and big enough for 4-5 people. We had breakfast on the deck every morning and the pool area is a few steps away the deck, great sunsets from the …

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$272

2 BR / 2 BA / Sleeps 5

9 Reviews

$272

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Truman's Hideaway

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

TRUMAN'S HIDEAWAY: Lovely condo in the exclusive Harbour Place condominium complex in Truman Annex. Spacious living/dining room area, fully equipped kitchen, Master bedroom with king bed, guest bedroom with 2 twins, private deck offering sun and shade, and the most spectacular surrounding views.Truman Annex is a …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Great location!

Left on Jul 11, 2012 for a stay in June 2012

Great location to Duval and everything within walking distance. Also very quiet and great sunset views. Next door to Westin Marina and close to excursions. The home was quite comfortable for 2 adults and 2 teenagers. Highly recommend the property and location. Only thing was there was no toaster and appliances are orginal/fairly dated. Plenty of wine glasses though! Did not receive any …

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$70

2 BR / 2 BA / Sleeps 6

2 Reviews

$70

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Wind Swept

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

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Reviews

(2)

WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and screened-in sitting room. A few doors away from the community pool and clubhouse makes this the perfect location for a month (or two) of peace and serenity at Key West Golf Club.Upstairs you will find two bedrooms that …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Wind Swept

Left on Dec 12, 2013 for a stay in October 2013

The house was great Loved being on the golf course very quite area great pool Security was very nice and helpful The staff: At home was great Libby is the best

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$107

2 BR / 3 BA / Sleeps 6

1 Reviews

$107

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Cayo Hueso Sunshine

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

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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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$180

2 BR / 3 BA / Sleeps 6

13 Reviews

$180

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Coral Suite

2 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 13 Reviews

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Reviews

(13)

CORAL SUITE: 2 bedroom 3 bath townhome for 6 people, and your pet! Both bedrooms (ensuite) are on the 2nd floor of this stilt home. Master bedroom has a private balcony. Guest bedroom is roomy and private. The Murphy bed in the living room is sturdy and comfortable.Kitchen is equipped with all of the essentials. …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(13)

nice

Left on Jul 13, 2012 for a stay in June 2012

Enjoyed the community, and condo. It was nice, and relaxing - just what we needed for our vacation. Its located on stock island, so we drove to do a lot. Especially downtown key west. we ordered pizza one night, and didn't have an exact address to give them (it wasn't listed in the paper work, and I couldnt find it on the.Internet making it a hassle to order in) luckily, the pizza place was nice …

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$77

2 BR / 2 BA / Sleeps 4

1 / 27

$77

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Hidden Treasure

2 BR / 2 BA / Sleeps 4 | Quick view

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HIDDEN TREASURE (monthly rental): Comfortable open floor plan includes living, dining and kitchen. Master bedroom with queen bed and private bath can be reached from poolside as well. Guest bedroom with queen bed, and flatscreen TV.Just painted and furnished with loving care and kitchen is fully stocked.Pool is …
  • 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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$82

1 BR / 1 BA / Sleeps 2

1 Reviews

$82

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Turtle Cove - R&R Luxurious Tropical Retreat

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

Details

Reviews

(1)

Private Luxury Retreat in Paradise Everything is totally renovated! We love to travel and decided to customize our home giving it an upscale beach bungalow hotel vibe, with all the modern comforts anyone can ask for. The interior is completely renovated, everything in the unit is Brand New (including furniture &…
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Linens Provided

Details

Reviews

(1)

Turtle Cove ,an excellent experience

Left on Mar 16, 2015 for a stay in February 2015

We stayed the month of February 2015 and completely enjoyed our time at Turtle Cove. We spent many an evening on the canal in the front of the house either reading or watching all the pelicans land on the boat lift. We would cook on the new grill and eat down there or just have a glass of wine sitting and relaxing. The apartment itself is decorated in beautiful light beachy colors that make you …

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$269

0 BR / 1 BA / Sleeps 2

1 / 16

$269

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Key West Beach Front rental Your Ocean View Studio

0 BR / 1 BA / Sleeps 2 | Quick view

Details

See if this unit is for you! RATE – BOOK – POLICY right here in description. Last min. Specials for Ocean view studio 7 days prior. Come have breakfast lunch or dinner in your hidden GEM of a suite overlooking the beach! Please read this ad to expedite Q'S at booking! All rates are base rates unless stated …
  • Waterfront
  • Ocean or water views
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

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$200

2 BR / 2 BA / Sleeps 4

8 Reviews

$200

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Waterfront Moon Bay Condo in Beautiful Key Largo

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

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Reviews

(8)

Updated and comfortable 2 bedroom, 1 and 1/2 bath condominium in Moon Bay Resort in beautiful Key Largo, Florida. Pool, tennis court, marina with boat slips and clubhouse are just some off the amenities. This property has a sunset view of Blackwater Sound from the balcony which also overlooks the swimming pool and …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Wireless Internet
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(8)

Never again

Left on Mar 11, 2014 for a stay in March 2014

This condo was not what we would go again and stay at. No amenities, cooking equipment dirty, bathroom nasty. The master bedroom felt like the person that rented previously was still there. Perfume.

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$200

2 BR / 1 BA / Sleeps 6

1 / 10

$200

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KEY LARGO WATERFRONT

2 BR / 1 BA / Sleeps 6 | Quick view

Details

Our property, private deep water canal dockage, and underwater lighting. These beautifully decorated homes also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a short scenic hour and …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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$143

2 BR / 2 BA / Sleeps 4

1 / 16

$143

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Tropical condo with spectacular ocean view

2 BR / 2 BA / Sleeps 4 | Quick view

Details

14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher, utensils, cookware…
  • 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

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$799

8 BR / 6 BA / Sleeps 20

1 Reviews

$799

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Gulf View Suites w/Docks, Pools, Kayaks -Sleeps 20

8 BR / 6 BA / Sleeps 20 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitchens, 2 pools, 2 deep water docks, 2 gas grills, parking for 5 vehicles and 6 kayaks! These properties are non-smoking and dog friendly. HOW …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Awesome location, close to many popular destinations.

Left on Jan 06, 2014 for a stay in October 2013

My husband and I really enjoyed our vacation to Marathon Fl. Our vacation home was very clean and close to many great restaurants and beaches. We used the kayaks, swam in our own pool and sat out on the deck to just watch the world go by.

We would highly recommend Rent My Island.

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$1,184

12 BR / 8 BA / Sleeps 30

2 Reviews

$1,184

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Twelve Bedrooms! Up to 30 peoplePools-Docks-Kayaks

12 BR / 8 BA / Sleeps 30 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing three 4-bedroom homes side-by-side. This gives you 3 kitchens, 3 pools, 3 deep water docks, 3 gas grills, parking for 8 vehicles and 6 kayaks! These properties are non-smoking and two of the three …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

50th Wedding anniversary Celebration

Left on Dec 29, 2013 for a stay in June 2013

27 of us rented 3 houses(Gulf Shore Suites)in Marathon for my parents' 50th wedding anniversary. We really enjoyed the waterfront property with the option to swim in the ocean or pools. We loved the kayaks and outdoor dining with grills, too. The docks were wonderful for fishing in your own backyard; we enjoyed several dinners that were freshly caught! The houses were roomy and afforded us plenty…

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$267

3 BR / 3 BA / Sleeps 7

6 Reviews

$267

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Luxurious 3bd/3bth Villa - Your Keys Escape

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the new gated community…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Great place to spend your vacation

Left on Sep 29, 2013 for a stay in September 2013

My husband and I had an amazing time in Marathon with our friends. The home was such a beautiful place and perfectly clean. The beds were so comfortable and the kitchen was well stocked with all the amenities we needed for our stay. The home was equipped with linens, towels, a cooler, and much more! We enjoyed relaxing upstairs in the lounge area with the views of the Gulf during the beautiful…

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$107

2 BR / 2 BA / Sleeps 6

1 / 8

$107

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Waterfront 2/2 with 35' Dock in the Lower Keys

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two bathrooms, central air…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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$250

2 BR / 3 BA / Sleeps 6

1 / 7

$250

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Angler's Reef Coastal Conch Style Vacation Home

2 BR / 3 BA / Sleeps 6 | Quick view

Details

This Coastal Conch Style Cottage has been recently updated to accommodate vacation renters and their families. The cottage has all new furnishings and accessories that offers a "home away from home" feel. The Coastal style conch cottage is located in the gated community, ocean front resort development of Angler's Reef…
  • Suitable for children
  • Suitable for the elderly

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$225

4 BR / 3 BA / Sleeps 9

1 Reviews

$225

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Bliss in the Florida Keys

4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO, Regional Sports …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Must stay! Gorgeous house with plenty of room.

Left on Jun 14, 2014 for a stay in June 2014

Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of the ocean from the upper deck. Quiet neighborhood. Will definitely be back!

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$415

3 BR / 2 BA / Sleeps 6

6 Reviews

$415

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La Casa Habana: Beautiful 3 BR on Gulf w Pool

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

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Reviews

(6)

La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi internet for those rare …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Great Vacation Home

Left on Mar 12, 2012 for a stay in March 2012

This is a beautifully decorated and comfortable house. It is clean, neat and well organized. The kitchen is well stocked for cooking anything. Everything is well maintained and we got everything we needed. The pool is really nice, and its heated. The hot tub is terrific. The views of the Gulf, especially at sunset ,or the early morning, are magical. This is a great spot for a getaway or a …

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$270

2 BR / 1 BA / Sleeps 4

1 / 13

$270

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Pete's East Cottage: Cypress east cottage steps from Duval

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with waterfall. Inside the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$139

2 BR / 2 BA / Sleeps 4

5 Reviews

$139

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Captain Rons Tropical Vacation Hideaway

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

Details

Reviews

(5)

A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat trailer. Just 5 …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Extra Special!

Left on Aug 18, 2013 for a stay in August 2013

Capt. Ron's Tropical Hideaway is a great place to stay! Very clean and comfortable and everything you could ever need is here. I didn't need to bring most of the items I packed. It is truly a "bring your toothbrush" home. If it's not here, Capt. Ron can get it for you. He's very accommodating. Oh, and the resident iguanas and deer are very cool. Thanks Capt. Ron, we hope to rent from you again…

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$858

4 BR / 4 BA / Sleeps 12

2 Reviews

$858

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Turtle Nest

4 BR / 4 BA / Sleeps 12 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

Village Permit VR-062 You can not rent this property for less than one week. This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

This house is simply amazing, best vacation ever!

Left on Oct 29, 2012 for a stay in September 2012

I stayed in the turtle nest with my mother, father, and sister my father has stage 4 lung cancer and has been giving only months to live, this was our last vacation together and ill tell you this was the best one ever, it's a beautiful house right on the beach, it is the dream house I have always wanted :)

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$100

2 BR / 1 BA / Sleeps 6

2 Reviews

$100

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122 Leoni Dr - 28 night Minimum!!!

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

Details

Reviews

(2)

Modest home in great subdivision. Excellent, deep dockage on a wide canal with easy ocean and bay access via Snake Creek. Cool tropical breezes can be enjoyed on the screened in porch. Minimum Stay for this home is 28 night minimum. Wirelss internet. Click Here for Map! CLICK HERE to view photos on a mobile device…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Very good service from Freewheeler

Left on Jun 22, 2010 for a stay in May 2010

Only thing missed was internet access. Otherwise a good stay.

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$175

2 BR / 2 BA / Sleeps 6

8 Reviews

$175

Inquire

1406 Ocean Pointe

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

Details

Reviews

(8)

From sunrise to sunset you can just relax in your oceanfront condo or enjoy the many activities Ocean Pointe has to offer. Surround yourself with our tranquil environment of sixty acres of tropical elegance in the Fabulous Florida Keys! Your vacation begins the moment you drive through our gatehouse entrance into our …
  • 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

(8)

Just a Couple of Things

Left on May 17, 2010 for a stay in November 2009

Overall, this is a great spot in a handy Keys location: well-designed, spacious apartment, adequately equipped; friendly, helpful staff and management.
Two glitches to be admitted: the apartment was dirty. The FlipKey contact person noticed this too, afterwards, and as compensation offered a deal on our next visit.
Second: no recycling. Funny how when you're used to recycling, it's almost …

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$121

2 BR / 2 BA / Sleeps 6

1 Reviews

$121

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VO-438

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

Details

Reviews

(1)

Canal front home with spacious ambiance. 35’ seawall with dock posts, cleats, fish cleaning table with hose and outdoor shower. Covered back deck with ceiling fan, drop shades and patio furniture. Living room has large Flat Screen TV with DVD, sleeper sofa, two rockers, recliner and door to covered deck. Master …
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Dirty!

    Left on Sep 18, 2014 for a stay in September 2014

    Upon entering the house, floors were dirty. Cabinets had roach feces all through out and live roaches in the oven drawer and in cabinets. Did not cook food in the home the last few days because the roaches were coming out. Carpets and Lazy boy chairs were stained. Put towels on chairs as a barrier so we could sit on them. Washed all linens and towels prior to use. Washed floors, counter tops, …

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    $1,000

    5 BR / 4 BA / Sleeps 12

    19 Reviews

    $1,000

    Inquire

    DREAMING ON DUVAL- Luxury 5 Bed & Private Pool- As seen on HGTV House Hunters

    5 BR / 4 BA / Sleeps 12 | Quick view
    “ Excellent ” 19 Reviews

    Details

    Reviews

    (19)

    Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from everything Key West has to offer and accommodates …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Parking
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (19)

    Fabulous...

    Left on May 24, 2010 for a stay in May 2010

    Dreaming in Duval is a beautiful, spacious home. The home is very well equipt,and accomodated 10 people easily.
    The location was perfect, we could walk to everything.
    Dean and Paul were both great and very helpful.
    One of our best vacations ever, we are already planning a return trip.

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    $125

    1 BR / 1 BA / Sleeps 4

    5 Reviews

    $125

    Book

    Wonderful condo with pool, tikibar, tennis & golf

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

    Details

    Reviews

    (5)

    Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat, take a charter or bring…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly - elevator access

    Details

    Reviews

    (5)

    Very affordable and clean beach community property

    Left on Feb 27, 2014 for a stay in February 2014

    Let me start by saying that i a;most didn't rent here because of some of the reviews on trip advisor and I am glad i read through to the positive reviews. My wife and I travel with our 15 and 16 year olds to areas on or near the beach quite often. We are budget conscious and this gives us the most amount of money to have fun with the kids. This property was not only very clean with a great …

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    $279

    2 BR / 3 BA / Sleeps 6

    1 / 24

    $279

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    LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

    2 BR / 3 BA / Sleeps 6 | Quick view

    Details

    This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set along quaint streets …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

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    $278

    3 BR / 1 BA / Sleeps 8

    1 Reviews

    $278

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    Seaside Escape

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

    Details

    Reviews

    (1)

    Escape To The Florida Keys....Spend a Week in The Islands~ Seaside! Seaside Escape is the ultimate in a family vacation.....easy, and quick access to the Atlantic for a day of fishing, snorkeling or just plain enjoying boating out on the ocean for the day. For those of you that consider relaxing poolside, on a …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Wonderful place to stay!

    Left on Feb 27, 2015 for a stay in February 2015

    We absolutely loved this house! Everything was perfect

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    $467

    4 BR / 3 BA / Sleeps 8

    1 / 21

    $467

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    Lazy Daze (28 Day Minimum)

    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    ****Due to a County Ordinance this property cannot rent for less than 28 days**** LAZY DAZE………….Imagine sitting on your lounge or palm hanging hammock, toes in the warm sugar sand, next to your heated pool, silence (except for a few birds), viewing the John Pennekamp State Park Marine Sanctuary waters. This …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $141

    4 BR / 3 BA / Sleeps 12

    1 / 11

    $141

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    Paradise Can Be Cheap!!!

    4 BR / 3 BA / Sleeps 12 | Quick view

    Details

    This Amazing Beach Home Has All That You Need!!! This House Has 3 Floors With Balconies With An Amazing View Of The Bay. It Has An Outdoor/Covered Space That Can Be Used To Hang Out And Cook. It Has An Outside Island Kitchen That Is Fully Stocked With Cooking Gadgets. The Private Beach And Boat Ramp Is 2 Blocks Down …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

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    $83

    0 BR / 1 BA / Sleeps 2

    2 Reviews

    $83

    Inquire

    "SAILMAKER'S STUDIO" Monthly- Seaport- Old Town

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

    Details

    Reviews

    (2)

    28 NIGHT MINIMUM STAY REQUIREMENT - THE STUDIO AT THE SAILMAKER'S HOUSE Beautifully Renovated Second Floor Studio for Two - Incredible Location in Historic Old Town Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control

    Details

    Reviews

    (2)

    great place, great location, great stay!

    Left on Sep 02, 2014 for a stay in July 2014

    I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It is just blocks away from the wharf and restaurants, shops, grocery stores, sailing/boating trips are also just short walks away. It has all the typical amenities you could want: 2 balconies (1 is shared with another apt…

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    $300

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $300

    Book

    Islamorada Florida Keys Beautiful 2B 2B Townhouse

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

    Details

    Reviews

    (2)

    We also have monthly and 3 day weekend rates! Vacation in Paradise!!... you will love this fun filled, relaxing townhouse in the beautiful Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a …
    • Waterfront
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children

    Details

    Reviews

    (2)

    Marvelous Property- First Class All the Way!

    Left on Jan 16, 2015 for a stay in December 2014

    The Daniels' property was an outstanding vacation rental. It is centrally located in the middle of Islamorada. This is a two story end unit condo that is in perfect, (yes, perfect) condition. There is a roomy master bedroom, 2nd bedroom and a loft (accessible through the master). The living room is expansive, the kitchen is modern, ultra well equipped and easy to use.

    I would love …

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    $100

    2 BR / 3 BA / Sleeps 4

    1 / 1

    $100

    Inquire

    Executive Bay Club Unit G-5 - 28 NIGHT MINIMUM

    2 BR / 3 BA / Sleeps 4 | Quick view

    Details

    Click here to view this photo slideshow on a mobile device.
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $400

    3 BR / 3 BA / Sleeps 7

    1 Reviews

    $400

    Book

    Key Largo

    3 BR / 3 BA / Sleeps 7 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has 2 twin beds & Guest …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    incredible location

    Left on Mar 04, 2014 for a stay in February 2014

    My husband and I greatly enjoyed our Valentines weekend at this house. It was very clean and comfortable. The backyard was awesome to fish from and the kayaks were so much fun! We look forward to another stay here soon...

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    $153

    2 BR / 2 BA / Sleeps 4

    1 / 16

    $153

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    Tropical Sun Garden Retreat ~ Monthly Rental

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Everyone dreams of a charming Key West cottage, tucked away in a tropical sun garden where flowers and trees flourish around an outdoor living porch all year round. This private cottage has all of that and more. Situated in the Conch Grove Garden compound, in Old Town Key West, this quiet little gated community has …
    • Internet Access
    • Housekeeping Optional
    • 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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    $256

    1 BR / 1 BA / Sleeps 2

    25 Reviews

    $256

    Inquire

    Open Water is Only 42 Feet From Your Front Door !

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 25 Reviews

    Details

    Reviews

    (25)

    Only Sleeps 2 People (Child or Infant count as a Person) Only 5 Steps to Climb. Most Houses in the Keys are Built on Stilts and have lots of Steps to Climb. Tiki Hut is Only 4 inches from the Water There is a Gas Grill located 3 feet from the Seawall ( Enjoy the View while cooking your Dinner) The Efficiency is …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (25)

    Ramrod Key Rental- The Real Florida Keys

    Left on Dec 18, 2012 for a stay in December 2012

    The Ramrod Key rental exceeded our expectations. It was recently remodeled by the owner and was very clean and well maintained. The location was ideal, being situated within easy driving distance of Key West, the more popular state parks and local attractions, but yet far enough from the "commercial tourist" district of Key Largo. We especially enjoyed relaxing in the Tiki Hut located at the …

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    $183

    3 BR / 2 BA / Sleeps 6

    1 / 39

    $183

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    $5,600 MONTHLY RENTAL ! WATER FRONT,ELEVATOR, WIFI

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Luxury 3 story ,3 bedroom 2 bath home with elevator ,all stainless steel appliances, wet bar in huge HONEY MOON master bedroom facing the bay with very large private terrace. . 2 large bedrooms downstairs with queen beds ceiling fans,huge private terraces with bay view. Main bathroom very modern with shower stall. …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

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    $275

    3 BR / 3 BA / Sleeps 6

    1 / 15

    $275

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    KEY LARGO WATERFRONT HOME w DOCK & OCEAN ACCESS!!

    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    Enjoy your own private paradise and have fun in the Keys! This beautiful, spacious waterfront home has three wonderfully decorated, clean and cozy bedrooms with three newly renovated, full bathrooms. Kitchen is stocked with all necessary cookware, china and silverware for creating scrumptious memorable meals. Enjoy …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children

    PreviousNext property

    $66

    1 BR / 1 BA / Sleeps 4

    1 Reviews

    $66

    Book

    Artist cottage with hot tub

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

    Details

    Reviews

    (1)

    The artist cottage is mainly used as a residence for visiting artist that are in town doing shows at my gallery. The cottage is very quiet and secluded with lots of privacy,situated amongst 100 year old trees and lush tropical foliage. The cottage was built in 1913 and is a true piece of old key west. The property is…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Wonderful little cottage, not so wonderful owner

    Left on Apr 07, 2014 for a stay in June 2013

    First, let me say that I intended not to review this property simply because I didn't want to leave a negative review but today I got a letter in the mail that made me change my mind.The cottage was great, clean,neat,location great, and a great place for our little dogs, who were welcome. First there was no washing machine which didn't seem a problem because David assured us that our laundry …

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    $133

    2 BR / 5 BA / Sleeps 4

    1 / 14

    $133

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    Buoy's Backyard

    2 BR / 5 BA / Sleeps 4 | Quick view

    Details

    MONTHLY RENTAL ONLY Buoy's Backyard - an authentic Key West retreat in the historic district just a block from upper Duval (the quiet end), two blocks from Hemingway House, and three blocks to Southernmost Buoy and Beach. Brick driveway provides private gated parking for two cars. This home has 2 buildings …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children - over five
    • Wheelchair accessible

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    $287

    3 BR / 3 BA / Sleeps 6

    3 Reviews

    $287

    Book

    Indigo Reef, 32' dock, Marathon FL

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

    Details

    Reviews

    (3)

    Luxurious direct bayfront townhome with dock, upgraded unit. Jan, March and April 2015 are now available. $6,500/month. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat, beautiful pool, mins to…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children

    Details

    Reviews

    (3)

    Great location, beautiful property and fantastic price!

    Left on Jun 09, 2014 for a stay in June 2014

    We had an amazing vacation staying in Villa 52 at Indigo Reef Resort. The property was beautiful and the villa itself was very nice and comfortable. Plenty of room for all three couples to spread out and enjoy. The pool was beautifully kept and very relaxing. We even saw a manatee in the dock and got some great pictures. Marathon Key was a great location as it was an easy drive from Miami and a …

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    $400

    3 BR / 3 BA / Sleeps 8

    1 Reviews

    $400

    Inquire

    Oasis (28 Day Minimum Only)

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    ****This house cannot rent for less than 28 days, per County Ordinance**** Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably. Besides the bedrooms there are …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Perfect Honeymoon

    Left on May 02, 2012 for a stay in September 2011

    Me & my Husband stayed here for our Honeymoon in Sept. 2011. We love the "get away from it all" feel, and this place delivered. When we arrived the very first day, we found a pretty decent size conch shell washed up on shore. Guess the tenant decided to move out, so we kept it. Every morning we woke to the ocean through the glass walls of the master bedroom. We walked the shore every morning…

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    $175

    2 BR / 2 BA / Sleeps 5

    7 Reviews

    $175

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    Sunrise at Seaside Condo 2 Bedroom

    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers Beach. Plenty of …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (7)

    OK

    Left on Feb 14, 2014 for a stay in February 2014

    when we arrived the condo smelled cigarette smoke, there was no notation if there is wi-fi and if there was no code was provided until we called the following day.

    i know this is Key West where smoking is allowed everywhere. when i looked at the ad smoking was not mentioned. i just assumed that the condo would be smelling great since the rent was top notched. it is about 4 miles to the heart of …

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    $215

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $215

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    Relax and Enjoy -Beautiful Key Largo Townhome

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    This townhome is located in Kawama Yacht Club in the heart of Key Largo. Kawama Yacht club is located minutes away from John PenneKamp State Park which is known worldwide for its underwater scuba and snorkeling. Great restaurants are within walking distance. The townhome is tastefully decorated with a summer cottage…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Balcony or terrace

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    $103

    1 BR / 1 BA / Sleeps 4

    1 / 16

    $103

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    Topsail Cottage Key West ~ Monthly Rental

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Island living is made easy in this tropical one bedroom, 2-story Key West cottage. A classic-contemporary Key West style, this attractive rental home is designed with a graceful spiral stair case that connects the 1st and 2nd floors and a romantic gingerbread Juliet-style 2nd floor balcony overlooking a private …
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $400

    2 BR / 2 BA / Sleeps 4

    10 Reviews

    $400

    Inquire

    Casa Camilla

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

    Details

    Reviews

    (10)

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

    Details

    Reviews

    (10)

    absolutely gorgeous!

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

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

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