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Top Holiday Rentals in Florida Keys

Tropical Cottages
Tropical Cottages
3 out of 5
243 61st Street Gulf, Marathon, FL, 33050
The price is £127 per night from 29 Jun to 30 Jun
Stay at this 3-star cottage in Marathon. Enjoy free WiFi, free parking and a terrace. Popular attractions Sombrero Beach and Crane Point Museum and Nature Center ...
4.1/5 Very Good! (335 reviews)
"I like the place was very clean friendly staff the young lady Liz she was excellent I'm going to have my Spanish together by the next time I come to the property LOL Liz was great what made the place you need you had a tiki bar and a taco Stan people would come from all over , for happy hour and ..."

Reviewed on 23 Jun 2022

Tropical Cottages
Skipjack Resort & Marina
Skipjack Resort & Marina
3 out of 5
19 Sombrero Blvd, Marathon, FL, 33050
Fully refundableReserve now, pay when you stay
The price is £239 per night from 5 Jul to 6 Jul
Stay at this 3-star golf aparthotel in Marathon. Enjoy free WiFi, free parking and a marina. Our guests praise the breakfast and the pool in their reviews. Popular ...
4.2/5 Excellent! (862 reviews)
"The most friendly staff. Always made you feel welcome. Would highly recommend."

Reviewed on 23 Jun 2022

Skipjack Resort & Marina
Breezy Palms Resort
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL, 33036
The price is £170 per night from 30 Jun to 1 Jul
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, free parking and a marina. Our guests praise the pool and the helpful staff in their reviews. Popular ...
4/5 Very Good! (89 reviews)
"The room was newly remodeled in a retro theme. We loved it! It was clean and was nicely done! We would definitely stay there again!"

Reviewed on 31 May 2022

Breezy Palms Resort
Captain Pip's at Knight's Key Inn
Captain Pip's at Knight's Key Inn
3 out of 5
40 Kyle Way W, Marathon, FL, 33050
The price is £150 per night from 14 Jul to 15 Jul
Stay at this 3-star aparthotel in Marathon. Enjoy free WiFi, free parking and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
4.5/5 Wonderful! (841 reviews)
"Was a nice place just wish they had queen size beds instead of doubles."

Reviewed on 25 Jun 2022

Captain Pip's at Knight's Key Inn
Island Bay Resort
Island Bay Resort
2.5 out of 5
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL, 33070
Stay at this beach aparthotel in Tavernier. Enjoy free WiFi, free parking and a private beach. Popular attractions Harry Harris Park and Baker's Cay Resort Beach ...
5/5 Exceptional! (5 reviews)
"This property is pristine! Will definitely stay again."

Reviewed on 17 Jun 2022

Island Bay Resort
Anchorage Resort & Yacht Club
Anchorage Resort & Yacht Club
3 out of 5
107800 Overseas Hwy, Key Largo, FL, 33037
The price is £215 per night from 28 Jun to 29 Jun
Stay at this 3-star aparthotel in Key Largo. Enjoy free WiFi, free parking and a marina. Our guests praise the spacious rooms in their reviews. Popular attractions ...
4.2/5 Very Good! (214 reviews)
"Excellent for boaters"

Reviewed on 20 Jun 2022

Anchorage Resort & Yacht Club
Mangrove Marina and Resort Aqualodge Houseboats
Mangrove Marina and Resort Aqualodge Houseboats
3 out of 5
200 Florida Ave, Tavernier, FL, 33070
Stay at this 3-star houseboat in Tavernier. Enjoy free WiFi, free parking and a marina. Our guests praise the pool and the WiFi in their reviews. Popular attractions ...
4.6/5 Wonderful! (214 reviews)
"very nice experience. Staff was very friendly the stay on the boat was very nice."

Reviewed on 23 May 2022

Mangrove Marina and Resort Aqualodge Houseboats
Key Largo Cottages
Key Largo Cottages
2.5 out of 5
99306 Overseas Highway, Key Largo, FL, 33037
Stay at this beach apartment in Key Largo. Enjoy free WiFi, a private beach and free bicycles on site. Popular attractions Bluefin Rock Harbor Marina and Baker's ...
4.4/5 Excellent! (10 reviews)
"Perfect if you are looking for a hidden sanctuary in the middle of the hustle and bustle of Key Largo. The owners and staff are exceptional! We enjoyed KLSC so much that we booked our next stay with them before we even left :)"

Reviewed on 6 May 2022

Key Largo Cottages
The Islands of Islamorada
The Islands of Islamorada
4 out of 5
82779 Old Hwy, Islamorada, FL, 33036
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Florida Keys ...
4.7/5 Exceptional! (25 reviews)
"Very well maintained property, and ask the staff was curious throughout our stay. We stayed in the suites, though if we'd head a larger group the Villa would have been even nicer. Quiet property in a nice way, with several other families around any given time but never felt crowded. Many restaurants ..."

Reviewed on 10 Apr 2022

The Islands of Islamorada
Nature retreat Sailboat escape
Nature retreat Sailboat escape
Key Largo, FL
The price is £316 per night from 29 Jun to 30 Jun
Enjoy on-site parking and 1 bedroom. Popular attractions John Pennekamp Coral Reef State Park and Lower Sound Point are located nearby. Discover genuine guest ...
4/5 Very Good! (4 reviews)
Adventure on the water
"Overall we had an amazing experience and enjoyed our time on the water."

Reviewed on 14 Jun 2022

Nature retreat Sailboat escape
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.

Other types of properties in Florida Keys you may be interested in

Amara Cay Resort

Amara Cay Resort

3.5 out of 5
80001 Overseas Hwy, Islamorada, FL, 33036
Fully refundableReserve now, pay when you stay
The price is £297 per night from 11 Jul to 12 Jul
Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL, 33036
Fully refundableReserve now, pay when you stay
The price is £203 per night from 28 Jun to 29 Jun
Chesapeake Beach Resort
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.

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 £127 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. 

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