Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartment
Boat
Bungalow
Condo
Cottage
Estate
Hotel
House
Lodge
Studio
Townhome
Villa
Yacht
Barn
Cabin
Castle
Chalet
Farmhouse

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Florida Keys Vacation Rentals(1,639)

1,639 Results
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(91)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(80)
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(34)
7 - 29 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(56)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(28)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(65)
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(38)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(22)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(45)
3 - 13 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(17)
4 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(13)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(31)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(33)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(22)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(40)
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(23)
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(12)
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(16)
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(23)
$800 - $1,050
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(16)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(18)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
6 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(28)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(24)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(12)
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
(12)
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(17)
 

Recent Florida Keys Reviews

A great time for all

5 of 5
Kate Just to say we have had an amazing stay at your. Beautiful home - the view onto the sea was like no other :) We did the aquarium encounter which I would recommend, we also we'd lucky enough to watch the turtle hospital release a turtle back into the sea We also took a chill day out and went to the art studio and painted some pottery - such lovely people and a lovely service would definately recommend them. Finally the kids swam with the dolphins - via the research centre so 3 very happy children!!! Thank you for sharing your home hopefully we'll be back again Kindest of regards Kym
  • Submitted: Aug 16, 2014
  • Stayed: Aug 2014

Flip Flop Perfection

5 of 5
We stayed at Flip Flop in July and it was a wonderful cool, relaxing oasis amidst a beautiful setting. Minutes from "downtown" Key West, the Truman White House, beautiful sunsets at the wharf, and especially The Green Parrot bar ( for live music and craft brews), you can't go wrong on location. It has all the amenities you would expect in a quality rental property. We highly recommend the home and the owners, who were helpful and professional throughout.
  • Submitted: Aug 9, 2014
  • Stayed: Jul 2014

Excellent Property

5 of 5
We stayed here for a long weekend and had a great time. The condo was great. Everything was ready for us, it was clean and all towels and linens were in place. The outdoor area is very nice and the condo has plenty of space. The location was fantastic, we were able to walk to everything and there were lots of great restaurants in the area. The owner was great to work with and very reponsive from booking through check-out. I would highly recommend this condo to anyone looking for a nice place to stay in the heart of Key West.
  • Submitted: Aug 7, 2014
  • Stayed: Jul 2014