Holiday Rentals in Florida Keys

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Our top choices for Florida Keys holiday rentals

2.5 star property
8.6 out of 10, Excellent, (310 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
The price is €291
includes taxes & fees
1 Apr - 2 Apr
Old Wooden Bridge Resort and Marina
3.5 star property
9.6 out of 10, Exceptional, (212 reviews)
"Staff was wonderful & the houseboat was very cool to stay in, very clean & well supplied."
United States
Catherine
The price is €356
includes taxes & fees
12 Apr - 13 Apr
Aqua Lodge Rentals At Coconut Cay

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is €317
includes taxes & fees
23 Mar - 24 Mar
Treasure Harbor

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,238 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
The price is €283
includes taxes & fees
16 Apr - 17 Apr
Skipjack Resort & Marina

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (285 reviews)
"great place great views"
United States
Matthew
Yacht Haven Marina

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (944 reviews)
"Friendly staff and nearby a nice state beach. Clean room. Overall nice place. "
United States
Stanley
The price is €187
includes taxes & fees
12 Apr - 13 Apr
Tropical Cottages

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (637 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 €224
includes taxes & fees
24 Mar - 25 Mar
Breezy Palms Resort

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 €171
includes taxes & fees
15 Apr - 16 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 €332
includes taxes & fees
24 Mar - 25 Mar
Aqua Lodges at Hurricane Hole Marina

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.8 out of 10, Excellent, (320 reviews)
"Room was spotless staff was nice "
United States
Jerquyitha
The price is €246
includes taxes & fees
17 Mar - 18 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 €356
includes taxes & fees
13 Apr - 14 Apr
Amazing Ocean view condo
9.8 out of 10, Exceptional, (123 reviews)
"Loved our stay here! "
United States
samantha s.
The price is €327
includes taxes & fees
18 Mar - 19 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
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 €456
includes taxes & fees
14 Apr - 15 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Mobile Home in Key Largo

Paradise in Key Largo, FL
9.8 out of 10, Exceptional, (66 reviews)
"We really enjoyed our stay here .. the place was clean — had everything we needed… thanks for sharing your place.."
United States
brenda b.
The price is €273
includes taxes & fees
22 Mar - 23 Mar
Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (46 reviews)
"I really enjoyed our stay at the campsite. The home is right on the water with plenty of activities to do. Also the grocery store and places to eat are only a few minutes away. "
United States
Everett S.
The price is €352
includes taxes & fees
14 Apr - 15 Apr
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is €417
includes taxes & fees
23 Mar - 24 Mar
3212 Across from Pool * King & Queen/Twin Bunk Bed

Apartment in Tavernier

Dazzling Ocean Pointe -OP-Main
9.0 out of 10, Wonderful, (91 reviews)
"Great place to stay. Fantastic property grounds. Amazing pool and spa area. Beach is mediocre at best but there are plenty of other beaches around to visit close by. All in all beautiful place to vibe. "
United States
Michael H.
The price is €305
includes taxes & fees
12 Apr - 13 Apr
Dazzling Ocean Pointe -OP-Main
8.6 out of 10, Excellent, (53 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is €399
includes taxes & fees
21 Mar - 22 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
10.0 out of 10, Exceptional, (162 reviews)
"Very clean and quiet location. Beds were comfy and all necessities were provided. Would definately recommend!"
United States
Arielle F.
The price is €448
includes taxes & fees
14 Apr - 15 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
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 €171 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.