Vacation Rentals & House Rentals in Key West

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2,058 house rentals

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LUXURY VILLA RIVERFRONT, LARGE 3 BED, 2 BATH, GULF ACCESS, HEATED POOL & SPA

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Heated pool Private indoor pool

All filters match

Price per night from

$236

"The Chelsea" -Heated Pool and Beach Lover's Paradise- walk to town center/beach

Lauderdale-By-The-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool Private indoor pool

All filters match

Price per night from

$453

Newly Renovated Cozy Oasis House W/ Pool

Sunrise house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Heated pool Private indoor pool

All filters match

Price per night from

$373

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool Private indoor pool

All filters match

Price per night from

$557

New Home w/ King Bed + Gulf Access + Game Room + Heated Pool

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Heated pool Private indoor pool

All filters match

Price per night from

$487

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Hallandale Beach Condo

Hallandale Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Heated pool

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 indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$206

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$249

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

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$81

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

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$366

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

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$184

Lake house with indr pool, jacuzzi and workout rm

Fort Myers Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Heated pool, Private indoor pool

1 of 2 filters match

Price per night from

$1,148

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$378

Friends and Family close to beaches and more

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$127

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$327

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 indoor pool, Heated pool

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 indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$253

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$176

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 indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$459

Spacious 2nd floor coach home!

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$230

Beautiful Secluded Island Home, Great Fishing

Everglades City house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$268

Vanderbilt Beach Condo Available for the month of April

Vanderbilt Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$345

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

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$84

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 indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$96

Tropical Masterpiece featured in movies

Fort Lauderdale house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$1,836

DIRECTLY ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH

Naples condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Heated pool

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 indoor pool, Heated pool

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$339

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$345

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 indoor pool, Heated pool

1 of 2 filters match

Price per night from

$345

Shore to please - Waterside Sunsets & Beach access

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$92

luxury condo 2 bedroom 2 bath

Aventura condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$184

Orduna Court | Coral Gables | Boutique 2BR + 2BTH

Coral Gables apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Heated pool

1 of 2 filters match

Price per night from

$287

Viewing 38 of 2,058
rentals in Key West

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