Vacation Rentals & House Rentals in Key West

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1,254 house rentals

Great condo ocean view The Tides

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 58 minutes

Match: Private outdoor pool (heated) Wheelchair adapted

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Price per night from

$172

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2 bedroom, 2 bathroom Sunny "Island Butterfly" Suite - Near Beaches

South Palmetto Point apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 41 minutes

1 of 2 match: Private outdoor pool (heated), Wheelchair adapted

1 of 2 filters match

Price per night from

$224

2 bedroom, 2 bathroom "Lily" Suite - Nearby Beaches!

South Palmetto Point apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 41 minutes

1 of 2 match: Private outdoor pool (heated), Wheelchair adapted

1 of 2 filters match

Price per night from

$224

5 bedroom House for a tropical family get-a-way

South Palmetto Point apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 41 minutes

1 of 2 match: Private outdoor pool (heated), Wheelchair adapted

1 of 2 filters match

Price per night from

$491

Peaceful Vacation Place in Hollywood, FL

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Wheelchair adapted

1 of 2 filters match

Price per night from

$115

Vanderbilt Beach

Naples house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Private outdoor pool (heated), Wheelchair adapted

1 of 2 filters match

Price per night from

$73

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

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$631

Private Pool and Hot Tub, 4Bdrm home sleeps 12

Bonita Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$402

Serene House on the Water

Fort Myers house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$402

Pool Home with Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$258

Beautiful Studio Apartment, Freeport Grand Bahama

Freeport studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$590

Corsair house by the beach

Lauderdale-By-The-Sea house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$476

Beach Lovers paradise! Spectacular 6 bedroom home

Sanibel Island house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$574

Your Home Away from Home

Pompano Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$574

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

Little Torch Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$308

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

Pompano Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$321

Key West Gulf front Home with private dock and pool.

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$482

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

Summerland Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$556

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

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

BEACHWALK RESORT CONDO 3/3

Hallandale Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$683

#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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,153

Villa Antonia , Cozy and Beautiful Vacation Rental Villa

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

Villa Home Sweet Home - Pool

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$175

Paradise Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$545

White House

Naples house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,297

Tresor 2104

Miami Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$402

Tropical Home. Perfect for relaxing and safe stay in Miami

South Miami house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$402

5 Minute Walk to the JW Marriott and Beach!!

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$688

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

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, 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: Wheelchair adapted, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Viewing 38 of 1,254
rentals in Key West

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