Holiday Rentals in Florida Keys

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Florida Keys holiday rentals

2.5 star property
8.6 out of 10, Excellent, (313 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 Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,181 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is €161
includes taxes & fees
15 Apr - 16 Apr
Knight's Key Suites

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (146 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is €278
includes taxes & fees
23 Mar - 24 Mar
Treasure Harbor

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,239 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
Skipjack Resort & Marina

Aparthotel in Tavernier

Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (152 reviews)
"Wonderful property and staff. Quite and beautiful!. "
United States
Ethan
The price is €329
includes taxes & fees
21 Apr - 22 Apr
Island Bay Resort

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (944 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is €185
includes taxes & fees
12 Apr - 13 Apr
Tropical Cottages

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (287 reviews)
"great place great views"
United States
Matthew
Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (213 reviews)
"Staff was wonderful & the houseboat was very cool to stay in, very clean & well supplied."
United States
Catherine
Aqua Lodge Rentals At Coconut Cay

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (641 reviews)
"We enjoyed our stay! This was a better experience than the more expensive house one I paid in Key West. "
United States
Wendy
The price is €217
includes taxes & fees
30 Mar - 31 Mar
Breezy Palms Resort

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.8 out of 10, Excellent, (322 reviews)
"Room was spotless staff was nice "
United States
Jerquyitha
The price is €243
includes taxes & fees
25 Mar - 26 Mar
Anchorage Resort & Yacht Club
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is €411
includes taxes & fees
23 Mar - 24 Mar
3212 Across from Pool * King & Queen/Twin Bunk Bed

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
9.0 out of 10, Wonderful, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is €289
includes taxes & fees
29 Mar - 30 Mar
Aqua Lodges at Hurricane Hole Marina
9.8 out of 10, Exceptional, (29 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is €452
includes taxes & fees
15 Apr - 16 Apr
Lazy Daze Double King Suite Ocean Pointe 2310
8.6 out of 10, Excellent, (124 reviews)
"Value for money: Fair This is a unit in a 3-unit divided house, not a cottage as described. It was clean, comfortable, quiet, and a good size, located a convenient drive to Key West. We enjoyed our stay."
United States
Laura
Charming cottages, dockage, pool, just minutes to Key West
10.0 out of 10, Exceptional, (15 reviews)
"Perfect Stay."
United States
suhaela s.
The price is €464
includes taxes & fees
15 Apr - 16 Apr
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Apartment in Tavernier

Dazzling Ocean Pointe -OP-Main
9.0 out of 10, Wonderful, (91 reviews)
"Cleanliness, location, communication and the pool was just great! Thank you so very much!"
United States
Vicky W.
The price is €301
includes taxes & fees
12 Apr - 13 Apr
Dazzling Ocean Pointe -OP-Main
9.8 out of 10, Exceptional, (125 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is €396
includes taxes & fees
25 Mar - 26 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
10.0 out of 10, Exceptional, (162 reviews)
"Very clean and quiet location. Beds were comfy and all necessities were provided. Would definately recommend!"
United States
Arielle F.
The price is €412
includes taxes & fees
19 Apr - 20 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
9.6 out of 10, Exceptional, (426 reviews)
"Clean room, laundry and great location. Owner/operator was very responsive. "
United States
Ashley
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.
Save an average of 15% on thousands of hotels when you're signed in

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 €161 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.