Florida Keys Holiday Rentals

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Holiday Rentals in Florida Keys

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (218)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
The price is AU$365
includes taxes & fees
26 Oct - 27 Oct
Yacht Haven Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (260)
"I love this place!!!"
United States
Greg
The price is AU$372
includes taxes & fees
28 Oct - 29 Oct
Old Wooden Bridge Resort and Marina
Treasure Harbor
3.0 star property
8.8 out of 10, Excellent, (108)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
United States
JoAnn
The price is AU$387
includes taxes & fees
28 Oct - 29 Oct
Treasure Harbor
Cabins at Bonefish Bay
3.0 star property
9.8 out of 10, Exceptional, (72)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (549)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is AU$188
includes taxes & fees
27 Oct - 28 Oct
Breezy Palms Resort
Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (883)
"Wonderful place for a short stay"
United States
Danildo
The price is AU$147
includes taxes & fees
22 Oct - 23 Oct
Tropical Cottages
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1207)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
The price is AU$325
includes taxes & fees
22 Oct - 23 Oct
Skipjack Resort & Marina
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (67)
"Great for family vacation with kids. love it"
United States
Dixania
The price is AU$1,034
includes taxes & fees
22 Oct - 23 Oct
The Islands of Islamorada
The Hammocks at Marathon
2.5 star property
9.0 out of 10, Wonderful, (107)
"Was a wonderful stay! The pool is very nice, and very clean room "
United States
Becky
The Hammocks at Marathon
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1152)
"Room were clean and staff was very helpful "
United States
Leonard
The price is AU$181
includes taxes & fees
22 Oct - 23 Oct
Knight's Key Suites
Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (133)
"Buutifull and cozy place "
United States
DILIA
The price is AU$412
includes taxes & fees
27 Oct - 28 Oct
Island Bay Resort
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
8.8 out of 10, Excellent, (31)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
United States
Debbie T.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (184)
"Beautiful experience! Amazing area and very clean. Lots of amenities including kayaks, boat rentals, a clean pool and the office staff was amazingly helpful. "
United States
Stephanie L Lynn
The price is AU$425
includes taxes & fees
22 Oct - 23 Oct
Aqua Lodge Rentals At Coconut Cay
Key Largo Cottages
2.5 star property
9.6 out of 10, Exceptional, (25)
"Beautiful and peaceful place "
United States
Jacqueline
Key Largo Cottages
Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (58)
"Overall, it was a great location, a comfortable place to stay, and everything you needed to spend a great time in the Keys. "
United States
Andy P.
The price is AU$455
includes taxes & fees
22 Oct - 23 Oct
Paradise in Key Largo, FL
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
The price is AU$345
includes taxes & fees
22 Oct - 23 Oct
Anchorage Resort & Yacht Club
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches
9.4 out of 10, Exceptional, (23)
"Wow! What a perfect spot! Lovely home, just as advertised, with beautiful views. Our group of 6 were very comfortable and we enjoyed family time together!"
United States
Shelia E.
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
10.0 out of 10, Exceptional, (180)
"Beautiful property. Great location. We thoroughly enjoyed ourselves. "
United States
John C.
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
9.6 out of 10, Exceptional, (42)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
United States
Bobbi J
The price is AU$451
includes taxes & fees
28 Oct - 29 Oct
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Piece of Paradise located at Hawks Cay in Duck Key
9.8 out of 10, Exceptional, (6)
"Great place and it’s a well kept unit. The owner was very helpful. Having our pool was great for the little ones. "
United States
Joe S.
Piece of Paradise located at Hawks Cay in Duck Key
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$147 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.