Vacation Rentals & House Rentals in Key West

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118 house rentals

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Bicycles available Trampoline

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Price per night from

$979

Match: Bicycles available Trampoline

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Price per night from

$802

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Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Trampoline

1 of 2 filters match

Price per night from

$687

New Listing Family Friendly

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$367

Charming Elevated Waterfront Home

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$172

Cozy Couple Getaway! or Great Family Home

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$144

One-bedroom time share suite in the heart of Old Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 26 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$338

Coconut Cay

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

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Price per night from

$207

Key Largo Oceanfront Condo with Dock and Spectacular views

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$401

Gorgeous waterfront home

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$458

Studio Blue

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$331

Reef Resort - Peaceful Getaway 204

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“A lovely condo” The condo was nicely appointed and was a great mid location to explore the Florida Keys. The pool was large & refreshing. There were bikes, kayaks & paddle boats to use. We met a few residents who were very friendly. A very nice condo!

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$352

Reef Resort Getaway 205

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$320

One Bedroom with Pool next to Ocean -

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$134

OCEAN DRIVE-OCEANFRONT BALCONY ONE BEDROOM

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Great Place to Celebrate 30th Birthday!” Stayed here from September 18th- 21st to celebrate my 30th birthday with close friends and family and had the time of my life. Lee responded to my questions and inquiries in a timely fashion. Eduardo was very hospitable and made us feel comfortable once we arrived to the condo. The condo was a great size for 3- ladies, with (2) sofa beds in the living room and (1) bedroom which gave us enough space and privacy. Enjoyed hanging out on the balcony. You can see the beach from the balcony- which was wonderful! Although the balcony is small,3- people could stand and 2-people could sit and have drinks, people watch, as well as dance to music heard from downstairs :) The condo was in the perfect vicinity of the Ocean Dr. strip. Being on top of Margaritaville was convenient to go downstairs for drinks and appetizers. Some of the best clubs restaurants, clothing as well as grocery stores, are within walking distance or a 5-10 minute cab ride away, no need to rent a car. The only issues were that; their were dirty dishes in the cabinet and thankfully we brought our own paper plates, plastic cups and silverware. I also think the bathroom could use some renovation. The window did not close all the way and I think the bathtub could use a shower curtain that was cleaner, had some design to it and better quality. Otherwise I highly recommend staying at this condo if you're looking for a place that is within great proximity of the ocean, with a beautiful view, ready to party and take advantage of the nightlife, don't mind loud music (from Margaritaville) and ready to have a good time.

Responds fast! avg. 2 hours 4 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$201

4 RM on Beach SoBeSuites by AmericanVacationLiving

Miami Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 48 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$653

Salty Retreat

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$447

Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$344

Oceanfront Condo w/Lake, Kayaks, Paddleboards & Bikes

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$447

WOW! Best Ocean Front Suite on South Beach

Miami Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$858

The Butterfly Cottage

Marathon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$251

South Beach Studio with Balcony

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$184

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$974

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, Bicycles available

1 of 2 filters match

Price per night from

$114

Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$401

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$401

MAGIC SKYLINE BAYVIEW, FLAMINGO RESORT, MIAMI SOUTH BEACH

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$178

4 room on Beach at SobeSuites by AmericanVacationLiving

Miami Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$1,111

Sunrise Waterfront Home

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$487

Amazing 1 Bdr on Miami

North Bay Village apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$182

Islamorada Waterfront Paradise 2

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$516

Best Location Lux King 2/2 Big Terrace Piano Oasis

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$516

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$172

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, Bicycles available

1 of 2 filters match

Price per night from

$573

Two Bedroom with Pool next to Beach -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$249

Next to Ocean large Two Bdrm with Pool -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$272

Two Bedroom with Pool steps from Beach -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$250

Florida Keys Splendor at Hammer Point

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$157

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