Florida Keys Holiday Rentals

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Our top choices for Florida Keys holiday rentals

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (124 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor
2.5 star property
8.6 out of 10, Excellent, (290 reviews)
"Everything was great"
United States
Isabella
Old Wooden Bridge Resort and Marina

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (918 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is AU$269
includes taxes & fees
27 Jan - 28 Jan
Tropical Cottages
3.5 star property
9.6 out of 10, Exceptional, (207 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,165 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is AU$272
includes taxes & fees
25 Jan - 26 Jan
Knight's Key Suites

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,219 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (301 reviews)
"Really good place to stay "
United States
Elier
The price is AU$419
includes taxes & fees
2 Feb - 3 Feb
Anchorage Resort & Yacht Club

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (612 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$393
includes taxes & fees
27 Jan - 28 Jan
Breezy Palms Resort

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (260 reviews)
"Great place. "
Canada
Elizabeth
Yacht Haven Marina

Mobile Home in Key Largo

Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (63 reviews)
"Everything was perfect. I will be a repeat customer for sure. "
United States
Carlos O.
The price is AU$444
includes taxes & fees
25 Jan - 26 Jan
Paradise in Key Largo, FL

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (173 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is AU$436
includes taxes & fees
21 Jan - 22 Jan
Aqua Lodges at Hurricane Hole Marina

Condo in Tavernier

Amazing Ocean view condo
9.6 out of 10, Exceptional, (43 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is AU$562
includes taxes & fees
25 Jan - 26 Jan
Amazing Ocean view condo
9.8 out of 10, Exceptional, (114 reviews)
"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."
United States
Richard
The price is AU$539
includes taxes & fees
25 Jan - 26 Jan
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
9.6 out of 10, Exceptional, (19 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
The price is AU$724
includes taxes & fees
16 Feb - 17 Feb
Florida Keys Getaway - Slps 4 - Ocean View

Apartment in Long Beach Estates

Star Room Barnacle Resort
9.6 out of 10, Exceptional, (4 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is AU$452
includes taxes & fees
21 Jan - 22 Jan
Star Room Barnacle Resort

Holiday Home in Key Largo

Charming Home in Key Largo
9.8 out of 10, Exceptional, (30 reviews)
"Great location. Very clean very nice, stay there again"
United States
Mark B.
Charming Home in Key Largo
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is AU$694
includes taxes & fees
21 Jan - 22 Jan
Serenity In The Sun Condo Fabulous Ocean View
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is AU$632
includes taxes & fees
21 Jan - 22 Jan
Lazy Daze Double King Suite Ocean Pointe 2310
8.6 out of 10, Excellent, (52 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 AU$630
includes taxes & fees
21 Jan - 22 Jan
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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$269 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.