Vacation Rentals & House Rentals in Key West

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112 house rentals

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Boat available Trampoline

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Price per night from

$981

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1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$803

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$689

Waterfront Condo with Boat

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$442

Fabulous Vacation Rental on Ocean Drive, South Beach

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$161

BAYSIDE CONDO WITH BOAT

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$430

Renzzi Wynwood Apartments

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$229

Castle B17

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$158

The Caribbean Resort - Bird of Paradise - One Bedroom One Bath

Matecumbe Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$458

The Caribbean Resort - Royal Palm South

Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$1,432

The Caribbean Resort - Hemingway House North

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Canary Island Palm South

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Canary Island Palm North

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Hemingway House South

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Harbor House

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$859

The Caribbean Resort - Jamaican Palm House

Matecumbe Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$1,088

The Caribbean Resort - Malayan Palm North

Matecumbe Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Princess Palm North

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Royal Palm North

Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$1,432

The Caribbean Resort - Princess Palm South

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Fish Tail Palm

Matecumbe Key house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$573

The Caribbean Resort - Malayan Palm East

Matecumbe Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$401

Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$174

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$458

The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$144

“Perfect” Great house. Very clean and simple. You share the beach and dock with the two other houses in the property but was never an issue. Location is great in Largo. Martha was a great host and very friendly. Will definetly be going back.

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$316

Key Largo Oceanfront Condo with Dock and Spectacular views

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$402

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$5,163

Beautiful Home on the Water

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$327

EVA YACHT

Miami Beach yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$11,472

Luxury Yachting Experience! 64' FairLine

North Bay Village yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

Responds fast! avg. 25 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$2,008

Waterfront Villa Miami Beach

Miami Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 58 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$2,709

Miami Boathouse Oasis

Miami Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$345

Two Story Corner Penthouse Unit with Private Roof Deck & Hot Tub | Ocean View

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$491

Oceanview Penthouse on Ocean Drive w/ private rooftop and Hot Tub

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 30 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$114

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$402

Islamorada Waterfront Paradise Getaway!

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$574

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$562

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