Vacation Rentals & House Rentals in Florida Keys

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122 house rentals

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Bicycles available Climbing frame

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Price per night from

$979

Lunabase | Sunrise Sanctuary

Miami condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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Price per night from

$252

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Charming Elevated Waterfront Home

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, 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: Climbing frame, 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: Climbing frame, 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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$207

New Listing Family Friendly

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Bicycles available

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Price per night from

$367

Lunabase | Heavenly View

Miami condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Climbing frame

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Price per night from

$275

Lunabase | Tropical Refuge

Miami condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Climbing frame

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Price per night from

$229

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Bicycles available, Climbing frame

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Price per night from

$602

Luxury Vacation Rental Oceanfront in Key Largo, nr, Islamorada, Florida Keys

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

1 of 2 match: Bicycles available, Climbing frame

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Price per night from

$207

BREATHTAKING Ocean views await at Tropical Daze

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 17 minutes

1 of 2 match: Bicycles available, Climbing frame

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Price per night from

$286

Gorgeous waterfront home

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$458

One Bedroom with Pool next to Ocean -

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Bicycles available

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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: Climbing frame, 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: Climbing frame, Bicycles available

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Price per night from

$653

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: Climbing frame, 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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$320

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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$401

Salty Retreat

Summerland Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, 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: Climbing frame, 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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$447

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

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$974

South Beach Studio with Balcony

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$184

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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$211

The Butterfly Cottage

Marathon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$251

Studio Blue

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$331

WOW! Best Ocean Front Suite on South Beach

Miami Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$858

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: Climbing frame, 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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$178

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: Climbing frame, 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: Climbing frame, 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: Climbing frame, 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: Climbing frame, 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: Climbing frame, 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: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$157

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$561

“Beautiful property” This place is way nicer then the pictures. The property itself is breathtaking and its right on the water with a beautiful deck. I love that we had access to kayaks whenever we wanted. No one else but our party was there. The house seemed pretty clean but I wish it had a quick sweep again before we got there. The barstools had lots of dead flies. Which is weird because we didn’t have any flies around even while cooking outside. I loved that we could fish right off the deck. Just wished there was a pipe outside to wash up before going in. It’s definitely heaven, I woke up at 6 one day and enjoyed the sunrise n watching Dolfins and manitees. I would definitely stay here again.

1 of 2 match: Climbing frame, Bicycles available

1 of 2 filters match

Price per night from

$315

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