Holiday Rentals in Florida Keys

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Our top choices for Florida Keys holiday rentals

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (143 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is €315
includes taxes & fees
23 Mar - 24 Mar
Treasure Harbor
2.5 star property
8.6 out of 10, Excellent, (309 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,236 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
The price is €474
includes taxes & fees
14 Mar - 15 Mar
Skipjack Resort & Marina

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (636 reviews)
"We enjoyed our stay! This was a better experience than the more expensive house one I paid in Key West. "
United States
Wendy
The price is €226
includes taxes & fees
17 Mar - 18 Mar
Breezy Palms Resort
3.5 star property
9.6 out of 10, Exceptional, (212 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,180 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is €197
includes taxes & fees
6 Apr - 7 Apr
Knight's Key Suites

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
9.0 out of 10, Wonderful, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is €329
includes taxes & fees
24 Mar - 25 Mar
Aqua Lodges at Hurricane Hole Marina

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (284 reviews)
"great place great views"
United States
Matthew
Yacht Haven Marina

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.8 out of 10, Excellent, (319 reviews)
"Room was spotless staff was nice "
United States
Jerquyitha
The price is €244
includes taxes & fees
15 Mar - 16 Mar
Anchorage Resort & Yacht Club

Condo in Tavernier

Amazing Ocean view condo
9.6 out of 10, Exceptional, (44 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is €355
includes taxes & fees
13 Apr - 14 Apr
Amazing Ocean view condo
10.0 out of 10, Exceptional, (112 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is €452
includes taxes & fees
6 Apr - 7 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Brand New Marina View Suite – Pool and Tiki Bar
9.6 out of 10, Exceptional, (22 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
Florida Keys Getaway - Slps 4 - Ocean View
9.8 out of 10, Exceptional, (122 reviews)
"Loved our stay here! "
United States
samantha s.
The price is €343
includes taxes & fees
18 Mar - 19 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is €423
includes taxes & fees
23 Mar - 24 Mar
3212 Across from Pool * King & Queen/Twin Bunk Bed
8.8 out of 10, Excellent, (42 reviews)
"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
The price is €408
includes taxes & fees
13 Apr - 14 Apr
Ocean view condo with balcony/marina view
9.8 out of 10, Exceptional, (27 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is €471
includes taxes & fees
12 Apr - 13 Apr
Lazy Daze Double King Suite Ocean Pointe 2310
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
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 €186 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.