Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (222)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (557)
"Room was spotless and the two ladies at the front desk were helpful and pleasant. "
United States
Debra
The price is €99
includes taxes & fees
11 Nov - 12 Nov
Breezy Palms Resort
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is €108
includes taxes & fees
9 Nov - 10 Nov
Knight's Key Suites
Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (892)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is €93
includes taxes & fees
16 Nov - 17 Nov
Tropical Cottages
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (189)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina
Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
Treasure Harbor
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"It’s a good place to stay with family"
United States
Cody
The price is €191
includes taxes & fees
30 Nov - 1 Dec
Anchorage Resort & Yacht Club
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1208)
"Great stay"
United States
sharon
Skipjack Resort & Marina
Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (135)
"Amazing property and wonderful owners. Super nice people and definitely will be returning."
United States
Daniel
The price is €249
includes taxes & fees
10 Nov - 11 Nov
Island Bay Resort
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
9.6 out of 10, Exceptional, (43)
"This is the second time we stay in this property in less than a year and we couldn’t been happier. It is clean, spacious; it has all you need and location is great!. Host is very responsive and accomodaring. We cannot wait to come back hopefully before the end of the year. "
United States
MAIDELIS F.
The price is €278
includes taxes & fees
19 Nov - 20 Nov
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
9.6 out of 10, Exceptional, (149)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is €224
includes taxes & fees
24 Nov - 25 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (314)
"Good location "
United States
Paula
The price is €284
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is €277
includes taxes & fees
10 Nov - 11 Nov
Aqua Lodges at Hurricane Hole Marina
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
9.8 out of 10, Exceptional, (226)
"Great place to stay and relax. "
United States
Marianne P.
The price is €391
includes taxes & fees
30 Nov - 1 Dec
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Serenity In The Sun Condo Fabulous Ocean View
10.0 out of 10, Exceptional, (106)
"Good clean condo, great pool and little private beach "
United Kingdom
Nicola W.
The price is €365
includes taxes & fees
9 Nov - 10 Nov
Serenity In The Sun Condo Fabulous Ocean View
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.8 out of 10, Exceptional, (107)
"Great stay at the property."
United States
Ira V.
The price is €237
includes taxes & fees
10 Nov - 11 Nov
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Lazy Daze Double King Suite Ocean Pointe 2310
9.8 out of 10, Exceptional, (26)
"Lovely place to stay was very relaxing and quiet. The private beach was great we launched our paddleboards and explored the area. Near to everything grocery stores, gas station, Ice Cream shop! Would recommend the owners communicated excellent."
United States
Jose G.
The price is €382
includes taxes & fees
16 Nov - 17 Nov
Lazy Daze Double King Suite Ocean Pointe 2310
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (157)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is €283
includes taxes & fees
9 Nov - 10 Nov
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very good, (47)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is €300
includes taxes & fees
9 Nov - 10 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Everything you need to know about Florida Keys holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Florida Keys holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Florida Keys holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Florida Keys holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Florida Keys. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Florida Keys holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Florida Keys holiday rentals we have selected for you start as low as €93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Florida Keys rentals

At Expedia, we put the best Florida Keys holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Florida Keys rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Florida Keys holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Florida Keys. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.