Vacation Rentals & House Rentals in Florida Keys

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1,268 house rentals

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“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

Match: Climbing frame Private outdoor pool (heated)

All filters match

Price per night from

$1,033

“Another perfect stay!” It couldn't have been more perfect! Christmas and New Years in paradise. Of course, we are biased, we are the owners, but every time we get to come and enjoy our house we thank our lucky stars that we bought it. Its a great mix of comfort and luxury and we love our afternoon snacks and a drink while watching the sun go down. This year we had the family down again for Christmas (on the lanai!) So much fun to entertain at the big table and share a meal. Even though it was a bit chilly we turned on the pool heat and had a consistent 90 degrees...the moonlight swims were fabulous! Whats also great is that it is such a quick drive over to the beach, we can just hop in the car in within 15 min be down there for the sunset, New Year's fireworks or just a stroll. Looking forward to our next visit!! We hope you will enjoy the house as much was we do!

Match: Climbing frame Private outdoor pool (heated)

All filters match

Price per night from

$230

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H BC 299 - 299 Mel Jen Drive - House in Big Cypress

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$366

Blackbeard's Escape

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$359

5bdr luxury villa! badiadoral⭐️caramail com

Miami Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$631

Serene House on the Water

Fort Myers house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Private Pool and Hot Tub, 4Bdrm home sleeps 12

Bonita Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Pool Home with Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$259

Beautiful Studio Apartment, Freeport Grand Bahama

Freeport studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$138

SW Cape Coral Gulf Access Home - Cape Harbour

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$590

AWESOME OCEAN VIEW - April, 2023, Pompano Beach, FLORIDA

Pompano Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

Beautiful bright home with lakeside views

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$322

Key West Gulf front Home with private dock and pool.

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$482

Villa Franca, Beautiful Family-Home, Solar heated pool, WiFi, pet friendly

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$195

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$557

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$308

BEACHWALK RESORT CONDO 3/3

Hallandale Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$683

Beach Lovers paradise! Spectacular 6 bedroom home

Sanibel Island house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$574

Villa Home Sweet Home - Pool

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$175

Corsair house by the beach

Lauderdale-By-The-Sea house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$574

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$476

White House

Naples house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,299

#1 Villa on Staniel w/Infinity Edge Swim Up Pool Bar & Dockage for up to 180'

Staniel Cay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,155

Villa Antonia , Cozy and Beautiful Vacation Rental Villa

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Tropical Home. Perfect for relaxing and safe stay in Miami

South Miami house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

Peaceful Private Residence

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 10 minutes

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$573

5 Minute Walk to the JW Marriott and Beach!!

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$689

Islamorada trop paradise pool, fishing, 2fls luxury with a filet stationn

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$785

Reel Paradise

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$320

Contemporary Elegance Sanctuary

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$402

Paradise Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$545

The Helms House

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Parodies By The Pool

Aventura house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$665

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$912

Southern Sun - Saltwater Pool - Wide Canal

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

Pirates Paradise

Cudjoe Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$434

Viewing 38 of 1,268
rentals in Florida Keys

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