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Top Holiday Rentals in Florida Keys

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is £179
includes taxes & fees
9 Sept - 10 Sept
Treasure Harbor

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (62)
"We stayed in one of the aqua lodges, which is basically a houseboat on the water. It was well equipped and worked nicely for us."
Cabins at Bonefish Bay

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (204)
"Great stay! Peacefùl sleeping on the water!"
The price is £172
includes taxes & fees
3 Sept - 4 Sept
Yacht Haven Marina

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (524)
"Best kept secret, love staying here,!"
The price is £100
includes taxes & fees
7 Sept - 8 Sept
Breezy Palms Resort

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (858)
"Wish check in was sooner but made out well, very quiet, personal parking, food truck near by and was all around a good stay"
The price is £67
includes taxes & fees
3 Sept - 4 Sept
Tropical Cottages

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1201)
"Great stay"
The price is £149
includes taxes & fees
3 Sept - 4 Sept
Skipjack Resort & Marina

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is £498
includes taxes & fees
5 Sept - 6 Sept
The Islands of Islamorada

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (100)
"This is a hidden gem. The staff was so accommodating. The food at the grill was good. The pool was awesome. I recommend this property."
The Hammocks at Marathon

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1144)
"Great place "
The price is £68
includes taxes & fees
8 Sept - 9 Sept
Knight's Key Suites

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (180)
"Very very nice place"
The price is £205
includes taxes & fees
3 Sept - 4 Sept
Aqua Lodge Rentals At Coconut Cay

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (130)
"Clean, friendly, has its own beach"
Island Bay Resort

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (295)
"Really good place to stay "
The price is £157
includes taxes & fees
10 Sept - 11 Sept
Anchorage Resort & Yacht Club

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (50)
"10/10 property and boat was clean. It was perfect for my family with 2 littles. "
Aqua Lodges at 47th Street Gulfside

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (78)
"Took the team down to the keys for a little R&R"
Old Florida Style, wrap around porch, boat basin for dockage, open water

TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise

9.2 out of 10, Wonderful, (85)
"This property is right on the beach with the pool and hot tub next to the ocean. It was very clean and had plenty of space for the 4 of us. It was a great set up and a wonderful location. "
TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise

Piece of Paradise located at Hawks Cay in Duck Key

9.4 out of 10, Exceptional, (3)
"Amazing place. "
Piece of Paradise located at Hawks Cay in Duck Key

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
The price is £331
includes taxes & fees
5 Sept - 6 Sept
Charming Home in Key Largo

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
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

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 £67 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia