Vacation Rentals & House Rentals in Key West

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Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Private outdoor pool (heated)

All filters match

Price per night from

$1,145

Polo Trace, Delray Beach, gated, golfers dream, salt pool, WIFI,HDTV, NETFLIX

Delray Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Private outdoor pool (heated)

All filters match

Price per night from

$201

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Hallandale Beach Condo

Hallandale Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$115

Cozy Condo in a Luxury Hotel!

Fort Lauderdale condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$344

Executive Bay Club- great unit, great location!,

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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

1 of 2 filters match

Price per night from

$205

Fort Myers, Lake View, 2Br $ 2BA, Best Beaches

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$81

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$249

Modern, chic & cozy 2br 2ba apartment in Wynwood

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$184

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

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$366

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$377

Friends and Family close to beaches and more

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$126

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

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

1 of 2 filters match

Price per night from

$327

DECOPLAGE # 1440 - South Beach

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$149

DECOPLAGE # 1631 - South Beach

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$130

Bonita Isles spectacular Hidden Gem in the heart of Bonita Springs/Naples Fl.

Bonita Springs villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$115

Awesome Condo in the Tropical GrandBahama Island!

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$99

Treviso Bay - Luxury Resort Style Golf Community

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$252

Beautiful Lakeview Condo at Falling Waters (Davis Blvd) in Naples Florida

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 57 minutes

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

1 of 2 filters match

Price per night from

$175

Beach Front #8 1 Bedroom Condo Very Nice Sleeps 3 adults

Pompano Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$160

Ocenfront 1 king bed studio - The Atlantic

Fort Lauderdale condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$458

Spacious 2nd floor coach home!

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$229

Beautiful Secluded Island Home, Great Fishing

Everglades City house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$172

Ocean Front top fifth floor Penthouse Condo

Deerfield Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$267

☀Across from Resident's Beach☀2/2 Marco Condo☀

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$84

THE CONDO HAS BEEN SEVERELY DAMAGED BY HURRICANE IAN AND IS TEMPORARILY CLOSED.

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$344

THE CONDO HAS BEEN SEVERELY DAMAGED BY HURRICANE IAN AND IS TEMPORARILY CLOSED

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$344

Vanderbilt Beach Condo Available for the month of April

Vanderbilt Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$344

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

1 of 2 filters match

Price per night from

$149

Shore to please - Waterside Sunsets & Beach access

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$92

Galt Ocean Beach Condo

Lauderdale-By-The-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$155

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

1 of 2 filters match

Price per night from

$295

2/2 Junior Suite Beachfront Condo at The Alexander Hotel-Miami Beach

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$373

Coastal Retreat

Saint James City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$95

Tropical Masterpiece featured in movies

Fort Lauderdale house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 18

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

1 of 2 filters match

Price per night from

$1,832

DIRECTLY ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH

Naples condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$373

Amazing Pent House in Sunny Isles. parking, and wifi included

Sunny Isles Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 9 minutes

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

1 of 2 filters match

Price per night from

$195

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$338

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$343

Viewing 38 of 2,057
rentals in Key West

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