Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Family fun and fishing. "
United States
Joe
Yacht Haven Marina

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
Treasure Harbor

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (566)
"Best hotel for the price"
United States
luzdari
The price is €129
includes taxes & fees
20 Nov - 21 Nov
Breezy Palms Resort

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Great stay"
United States
sharon
Skipjack Resort & Marina

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (900)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is €87
includes taxes & fees
19 Nov - 20 Nov
Tropical Cottages

Cabins at Bonefish Bay

3.0 star property
Marathon
9.6 out of 10, Exceptional, (74)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is €725
includes taxes & fees
19 Nov - 20 Nov
The Islands of Islamorada

Island Bay Resort

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (136)
"Beautiful, well maintained, small resort with a nice beach area. "
United States
Robert
The price is €246
includes taxes & fees
17 Nov - 18 Nov
Island Bay Resort

The Hammocks at Marathon

2.5 star property
Marathon
9.0 out of 10, Wonderful, (109)
"We arrived early but were able to use the pool. Lovely cannon firing ceremony at sunset with a sunset shot from the bar. We ate wings and a pretzel from the bar which were both delicious. Room was large and the bed was really comfortable."
United Kingdom
Janet
The Hammocks at Marathon

Knight's Key Suites

3.0 star property
Marathon
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
19 Nov - 20 Nov
Knight's Key Suites

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (191)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Marlin Bay Resort & Marina

4.0 star property
Marathon
Marlin Bay Resort & Marina

Key Largo Cottages

2.5 star property
Key Largo
9.6 out of 10, Exceptional, (26)
"Tropical paradise the way it's supposed to be! The staff are super friendly and helpful. They make you feel at home."
United States
Pamela P
Key Largo Cottages

Kings Kamp

2.5 star property
Key Largo
8.8 out of 10, Excellent, (23)
"Listing did not give the full picture. The room was in a small apartment in the middle of a large and busy RV park."
United Kingdom
Rosemary
Kings Kamp

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands
The price is €513
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

Rock Harbor
10.0 out of 10, Exceptional, (134)
"Great place to stay!"
United States
Nicole P.
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo
9.6 out of 10, Exceptional, (81)
"Very cozy tiny home"
United States
Kristen H.
The price is €325
includes taxes & fees
18 Nov - 19 Nov
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Anchorage Resort & Yacht Club

3.0 star property
Key Largo
8.6 out of 10, Excellent, (297)
"It’s a good place to stay with family"
United States
Cody
The price is €189
includes taxes & fees
30 Nov - 1 Dec
Anchorage Resort & Yacht Club

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Duck Key
9.6 out of 10, Exceptional, (25)
"Loved our stay!"
United States
Jessica B.
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches
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 €87 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.