Florida Keys Vacation Rentals

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Our top choices for Florida Keys vacation rentals

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (911)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
$135 nightly
The price is $152
Jan 8 - Jan 9, 2026
Total with taxes and fees
Tropical Cottages

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1157)
"Very good location.. Clean room."
United States
Leonor
$161 nightly
The price is $178
Jan 8 - Jan 9, 2026
Total with taxes and fees
Knight's Key Suites

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (243)
"Friendly staff and extremely clean."
United States
Travis
$275 nightly
The price is $309
Jan 7 - Jan 8, 2026
Total with taxes and fees
Yacht Haven Marina

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (117)
"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
$294 nightly
The price is $331
Jan 5 - Jan 6, 2026
Total with taxes and fees
Treasure Harbor
2.5 star property
8.6 out of 10, Excellent, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
$241 nightly
The price is $271
Jan 7 - Jan 8, 2026
Total with taxes and fees
Old Wooden Bridge Resort and Marina
3.5 star property
9.6 out of 10, Exceptional, (200)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
$345 nightly
The price is $388
Jan 11 - Jan 12, 2026
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (592)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
$222 nightly
The price is $250
Jan 11 - Jan 12, 2026
Total with taxes and fees
Breezy Palms Resort

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$262 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
Skipjack Resort & Marina

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
$250 nightly
The price is $281
Jan 5 - Jan 6, 2026
Total with taxes and fees
Anchorage Resort & Yacht Club

Mobile Home in Big Pine Key

Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
$305 nightly
The price is $343
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunshine Key RV Resort & Marina

Vacation Home in Key Largo

Charming Home in Key Largo
9.8 out of 10, Exceptional, (28)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
$411 nightly
The price is $457
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Home in Key Largo

Condo in Tavernier

Amazing Ocean view condo
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.
$337 nightly
The price is $375
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazing Ocean view condo
10.0 out of 10, Exceptional, (108)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$429 nightly
The price is $477
Jan 5 - Jan 6, 2026
Total with taxes and fees
Serenity In The Sun Condo Fabulous Ocean View
9.6 out of 10, Exceptional, (123)
"Great stay!! Location was perfect view of the canal and close to the pool. Unit was very clean and would definitely stay again!!"
United States
Brad T.
$441 nightly
The price is $491
Jan 15 - Jan 16, 2026
Total with taxes and fees
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
3.0 star property
8.2 out of 10, Very Good, (821)
"The staff goes above and beyond very, very warm and nice people"
United States
erik
Coconut Mallory Resort And Marina By Kees Vacations
10.0 out of 10, Exceptional, (122)
"We enjoyed our stay!"
United States
Halley R.
$398 nightly
The price is $433
Jan 19 - Jan 20, 2026
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307
8.8 out of 10, Excellent, (42)
"The condo was renovated, and very nicely decorated, very clean and cozy. We enjoyed our short stay. Community and pool were good too. "
United States
Lina
$386 nightly
The price is $428
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ocean view condo with balcony/marina view
9.8 out of 10, Exceptional, (26)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
$443 nightly
The price is $483
Jan 21 - Jan 22, 2026
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310

Aparthotel in Tavernier

Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (141)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
$446 nightly
The price is $502
Jan 1 - Jan 2, 2026
Total with taxes and fees
Island Bay Resort

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
$355 nightly
The price is $400
Jan 5 - Jan 6, 2026
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Florida Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Florida Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Florida Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Florida Keys rentals

At Expedia, we put the best Florida Keys vacation 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 vacation.

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.

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