Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

Aparthotel in Marathon

3.0 star property
8.6 out of 10, Excellent, (1212)
"Our room was adorable, clean. Bed a little stiff but that was ok. Great location, definitely will be back "
United States
Leah
Skipjack Resort & Marina

Houseboat in Islamorada

3.0 star property
9.0 out of 10, Wonderful, (116)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor

Houseboat in Marathon

3.5 star property
9.8 out of 10, Exceptional, (230)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (274)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

Aparthotel in Matecumbe

2.5 star property
8.8 out of 10, Excellent, (580)
"Beautiful views"
United States
Kristin
The price is €137
includes taxes & fees
7 Dec - 8 Dec
Breezy Palms Resort

Cottage in Marathon

3.0 star property
8.6 out of 10, Excellent, (906)
"Beautiful place, conveniently located "
United States
Clifton
The price is €92
includes taxes & fees
7 Dec - 8 Dec
Tropical Cottages

Cabin in Marathon

3.0 star property
9.6 out of 10, Exceptional, (79)
"The staff were very nice. The place was clean. We stayed in aqua 2, the view wasn’t great but by no means bad. Just be prepared for the noseeums, they could ruin your trip!"
United States
Shanna
Cabins at Bonefish Bay

Houseboat in Marathon

3.5 star property
9.6 out of 10, Exceptional, (194)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Tavernier

2.5 star property
10.0 out of 10, Exceptional, (139)
"Buutifull and cozy place "
United States
DILIA
The price is €245
includes taxes & fees
7 Dec - 8 Dec
Island Bay Resort

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is €626
includes taxes & fees
7 Dec - 8 Dec
The Islands of Islamorada

Aparthotel in Marathon

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 €101
includes taxes & fees
8 Dec - 9 Dec
Knight's Key Suites

Holiday Home in Marathon

2.5 star property
9.0 out of 10, Wonderful, (111)
"It was my first time staying there but it won’t be my last."
United States
Dennis
The Hammocks at Marathon

Holiday Home in Marathon

8.8 out of 10, Excellent, (33)
"We loved the pool area. The home was very well appointed. Great location, near the beach and shopping."
United States
Tania K.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Aparthotel in Key Largo

3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
Anchorage Resort & Yacht Club

Apartment in Key Largo

2.5 star property
9.6 out of 10, Exceptional, (26)
"Beautiful and peaceful place "
United States
Jacqueline
Key Largo Cottages

Villa in Marathon

9.4 out of 10, Exceptional, (121)
"Quiet and friendly "
United States
Damon J.
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

Aparthotel in Key Largo

2.5 star property
8.8 out of 10, Excellent, (23)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
United States
Erica
Kings Kamp

Condo resort in Marathon

4.0 star property
Marlin Bay Resort & Marina

Holiday Home in Key Largo

9.6 out of 10, Exceptional, (81)
"The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!"
United States
Brad W.
The price is €345
includes taxes & fees
8 Dec - 9 Dec
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Condo in Tavernier

9.8 out of 10, Exceptional, (190)
"Condo was very clean and tidyHost was quick to respondWe really appreciated the beach chairs"
United States
Jennifer O.
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
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 €92 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.