Florida Keys Holiday Rentals

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Our top choices for Florida Keys holiday rentals

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (278 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (626 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is AU$351
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (315 reviews)
"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "
United States
Michelle
The price is AU$398
includes taxes & fees
8 Mar - 9 Mar
Anchorage Resort & Yacht Club

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,178 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is AU$328
includes taxes & fees
5 Apr - 6 Apr
Knight's Key Suites

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,234 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (137 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is AU$477
includes taxes & fees
9 Mar - 10 Mar
Treasure Harbor
3.5 star property
9.6 out of 10, Exceptional, (210 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

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (71 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is AU$1,554
includes taxes & fees
5 Apr - 6 Apr
The Islands of Islamorada
2.5 star property
8.6 out of 10, Excellent, (308 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 Key Largo

Kings Kamp
2.5 star property
8.4 out of 10, Very good, (31 reviews)
"Clean room, Beautiful view of the sea from the room window."
United States
Serhiy
Kings Kamp

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (938 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is AU$350
includes taxes & fees
8 Mar - 9 Mar
Tropical Cottages

Aparthotel in Key West

Ocean Front One Bedroom Residence
2.0 star property
The price is AU$1,256
includes taxes & fees
8 Mar - 9 Mar
Ocean Front One Bedroom Residence

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is AU$540
includes taxes & fees
29 Mar - 30 Mar
Aqua Lodges at Hurricane Hole Marina

Holiday Home in Old Town Key West

Contra House Key West
3.0 star property
The price is AU$2,253
includes taxes & fees
8 Mar - 9 Mar
Contra House Key West
3.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,463
includes taxes & fees
8 Mar - 9 Mar
Premium Floating Bungalow by Stay Ombi
3.5 star property
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is AU$1,465
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool
4.0 star property
The price is AU$1,478
includes taxes & fees
25 Mar - 26 Mar
Florida Keys Getaway w/ Stunning Ocean Views

Mobile Home in Key Largo

Captain Jax
3.0 star property
3.0 out of 10, (2 reviews)
"It’s only the back of the trailer with one room. The other halve will have other guesses that you could hear everything. "
United States
melyn
The price is AU$568
includes taxes & fees
7 Mar - 8 Mar
Captain Jax

Holiday Home in Raccoon Key

Waterfront Luxury Home - Tidelands House
2.0 star property
The price is AU$3,880
includes taxes & fees
8 Mar - 9 Mar
Waterfront Luxury Home - Tidelands House
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, 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 favourite 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 depend 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 AU$328 per night. Entering your travel dates in the search wizard might find you 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.