Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

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 €95
includes taxes & fees
4 Dec - 5 Dec
Knight's Key Suites

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (906)
"Beautiful place, conveniently located "
United States
Clifton
The price is €82
includes taxes & fees
2 Dec - 3 Dec
Tropical Cottages

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (578)
"Best hotel for the price"
United States
luzdari
The price is €138
includes taxes & fees
2 Dec - 3 Dec
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

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

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (229)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (116)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
Treasure Harbor

Old Wooden Bridge Resort and Marina

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

Anchorage Resort & Yacht Club

3.0 star property
Key Largo
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
The price is €218
includes taxes & fees
9 Dec - 10 Dec
Anchorage Resort & Yacht Club

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is €257
includes taxes & fees
2 Dec - 3 Dec
Aqua Lodges at Hurricane Hole Marina

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1211)
"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

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo
9.6 out of 10, Exceptional, (45)
"We had fun.we will be back next year."
United States
Thomas A.
The price is €276
includes taxes & fees
8 Dec - 9 Dec
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Island Bay Resort

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (139)
"Buutifull and cozy place "
United States
DILIA
The price is €246
includes taxes & fees
2 Dec - 3 Dec
Island Bay Resort

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very good, (48)
"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 €281
includes taxes & fees
2 Dec - 3 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is €280
includes taxes & fees
6 Dec - 7 Dec
Cottage with Pool and Dockage, just minutes to Key West

Amazing Ocean view condo

Tavernier
9.6 out of 10, Exceptional, (42)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
Amazing Ocean view condo

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Old Town Key West
9.8 out of 10, Exceptional, (109)
"Great value stay"
United States
Mike B.
The price is €247
includes taxes & fees
8 Dec - 9 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (317)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is €323
includes taxes & fees
10 Dec - 11 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (151)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is €224
includes taxes & fees
15 Dec - 16 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!

Old Town Key West
9.6 out of 10, Exceptional, (145)
"Perfect apartment for the weekend. It was clean, well decorated and the art work is Key West spectacular. "
United States
Janet A
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Old Town Key West
8.8 out of 10, Excellent, (236)
"Great location"
United States
Carmel M.
The price is €224
includes taxes & fees
4 Dec - 5 Dec
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
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 €82 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.