Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (563)
"This is one of my top 5 spot to stay in the keys, clean, friendly and budget friendly, mimi is awesome "
United States
franklin
The price is €105
includes taxes & fees
16 Nov - 17 Nov
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (191)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (270)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
Treasure Harbor

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (899)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is €87
includes taxes & fees
20 Nov - 21 Nov
Tropical Cottages

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 €107
includes taxes & fees
20 Nov - 21 Nov
Knight's Key Suites

Anchorage Resort & Yacht Club

3.0 star property
Key Largo
8.6 out of 10, Excellent, (297)
"It’s a good place to stay with family"
United States
Cody
The price is €189
includes taxes & fees
30 Nov - 1 Dec
Anchorage Resort & Yacht Club

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Great stay"
United States
sharon
Skipjack Resort & Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (315)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is €255
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Sunset Harbor, Key West

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo
9.6 out of 10, Exceptional, (43)
"This is the second time we stay in this property in less than a year and we couldn’t been happier. It is clean, spacious; it has all you need and location is great!. Host is very responsive and accomodaring. We cannot wait to come back hopefully before the end of the year. "
United States
MAIDELIS F.
The price is €262
includes taxes & fees
19 Nov - 20 Nov
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Island Bay Resort

2.5 star property
Tavernier
10.0 out of 10, Exceptional, (136)
"Beautiful, well maintained, small resort with a nice beach area. "
United States
Robert
The price is €246
includes taxes & fees
19 Nov - 20 Nov
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

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Old Town Key West
9.6 out of 10, Exceptional, (150)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is €232
includes taxes & fees
17 Nov - 18 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Paradise in Key Largo, FL

Key Largo
9.6 out of 10, Exceptional, (60)
"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"
United States
George D.
The price is €262
includes taxes & fees
18 Nov - 19 Nov
Paradise in Key Largo, FL

Amazing Ocean view condo

Tavernier
9.6 out of 10, Exceptional, (42)
"The listing accurately describes this property and the location is great"
United States
Brandon B.
Amazing Ocean view condo

Serenity In The Sun Condo Fabulous Ocean View

Tavernier
10.0 out of 10, Exceptional, (106)
"Good clean condo, great pool and little private beach "
United Kingdom
Nicola W.
The price is €382
includes taxes & fees
16 Nov - 17 Nov
Serenity In The Sun Condo Fabulous Ocean View

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
The price is €195
includes taxes & fees
16 Nov - 17 Nov
Steps from Duval, Pool on Site & Bikes Included!
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 €87 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.