Vacation Rentals & House Rentals in Florida Keys

Updating...

age 0-16
341 Results

Relevance

Price: low to high

Price: high to low

Reviews

341 house rentals

FLAMINGO South Beach

Miami Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: $133 Private outdoor pool (heated)

All filters match

Price per night from

$126

These homes match some but not all of your filters. Clear all filters

Blackbeard's Escape

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$357

5bdr luxury villa! badiadoral⭐️caramail com

Miami Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$628

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

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$571

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

Little Torch Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$306

Key West Gulf front Home with private dock and pool.

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$480

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

Summerland Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$554

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

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$474

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

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$200

Tresor 2104

Miami Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$400

Tropical Home. Perfect for relaxing and safe stay in Miami

South Miami house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$200

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 30 minutes

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$319

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

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$781

Reel Paradise

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$284

The Helms House

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$285

Pirates Paradise

Cudjoe Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$432

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$907

Private House Facing the Ocean with Heated Pool/Spa

Ramrod Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$408

Key Colony Beach Oasis

Key Colony Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$1,141

Villa Monaco

North Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$571

New Lux Modern w/ Pool, Jacuzzi, Billiards, B-ball

Coral Gables villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$1,655

Immaculate Waterfront ~ 2 BR ~ Private Pool, Tiki on Canal! 2 Min Walk to Beach!

Key Colony Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$341

Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL

Grassy Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$565

Sorrento 1415

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$260

Breezy Palms

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$656

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$1,312

Lobster Lagoon

Stock Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$970

EDEN in Miami Pool Spa w/ Theater Room Pool House

Miami house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$1,482

Beautiful Beachfront Home w/Heated Pool+45' Dock

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Beautiful Home and Beautiful Beach Across the Street” My family had a fabulous relaxing vacation. The house and amenities were great. We had a beautiful front porch to watch the morning sunrise and beautiful views of Sombrero Beach. The guys enjoyed fishing everyday while the ladies enjoyed the beach. The beach opens at sunrise and closes at sunset. We had great weather and can't wait to return!

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$798

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$799

Wynnwood Estate

Miami house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$502

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$1,712

Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$476

BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$380

Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$837

Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$457

BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$134

Alexander 1010

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Amazing place to stay!” This apartment was such a nice place to stay! Located inside the alexander Hotel, it was right on the "strip", facing the ocean. It's a short walk to all the major hotels and located right on the beach. The place itself was spacious, clean, and modern. We stayed for 5 days/4 nights and chose not to have intermittent cleaning-but had enough towels and amenities to last us. The apartment had a kitchen equipped with pots and pans, so we were able to cook some of our meals and save the money for the nightlife. The owner Mark was always prompt with his responses prior to the stay, and we will definitely recommend this place. In fact, we are planning on making this an annual trip and will stay here again.

Responds fast! avg. 1 hour 52 minutes

1 of 1 match: Private outdoor pool (heated)

1 of 1 filters match

Price per night from

$286

Viewing 38 of 341
rentals in Florida Keys

×

Also consider