Holiday Rentals in Florida Keys

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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, (136 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is €307
includes taxes & fees
5 Mar - 6 Mar
Treasure Harbor

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (625 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 €210
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort
2.5 star property
8.6 out of 10, Excellent, (307 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

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (276 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina
3.5 star property
9.6 out of 10, Exceptional, (210 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is €330
includes taxes & fees
15 Mar - 16 Mar
Aqua Lodges at Hurricane Hole Marina

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,232 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,176 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is €209
includes taxes & fees
2 Apr - 3 Apr
Knight's Key Suites

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (315 reviews)
"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "
United States
Michelle
The price is €238
includes taxes & fees
4 Mar - 5 Mar
Anchorage Resort & Yacht Club

Condo in Tavernier

Amazing Ocean view condo
9.6 out of 10, Exceptional, (44 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is €366
includes taxes & fees
17 Mar - 18 Mar
Amazing Ocean view condo
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is €378
includes taxes & fees
4 Mar - 5 Mar
3212 Across from Pool * King & Queen/Twin Bunk Bed
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is €394
includes taxes & fees
11 Mar - 12 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
10.0 out of 10, Exceptional, (111 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is €462
includes taxes & fees
10 Mar - 11 Mar
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Mobile Home in Key Largo

Paradise in Key Largo, FL
9.8 out of 10, Exceptional, (66 reviews)
"Host was accommodating to our early arrival, responded promptly to communication, property met our expectations. I would recommend this property to anyone wanting a dive weekend or longer."
United States
Rick T.
The price is €283
includes taxes & fees
12 Mar - 13 Mar
Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (21 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.
Florida Keys Getaway - Slps 4 - Ocean View
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 €452
includes taxes & fees
23 Mar - 24 Mar
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
9.8 out of 10, Exceptional, (26 reviews)
"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "
United States
Jenny G.
The price is €487
includes taxes & fees
17 Mar - 18 Mar
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
9.8 out of 10, Exceptional, (120 reviews)
"Loved our stay here! "
United States
samantha s.
The price is €381
includes taxes & fees
18 Mar - 19 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
8.8 out of 10, Excellent, (210 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is €481
includes taxes & fees
3 Apr - 4 Apr
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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 €209 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.