Holiday Rentals in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is €140
includes taxes & fees
20 Jan - 21 Jan
Tropical Cottages
2.5 star property
8.6 out of 10, Excellent, (286 reviews)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

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

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (253 reviews)
"Great place. "
Canada
Elizabeth
Yacht Haven Marina

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,164 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is €151
includes taxes & fees
19 Jan - 20 Jan
Knight's Key Suites
3.5 star property
9.6 out of 10, Exceptional, (204 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 Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (607 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is €192
includes taxes & fees
18 Jan - 19 Jan
Breezy Palms Resort

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, (299 reviews)
"Really good place to stay "
United States
Elier
The price is €241
includes taxes & fees
27 Jan - 28 Jan
Anchorage Resort & Yacht Club

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (172 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is €290
includes taxes & fees
19 Jan - 20 Jan
Aqua Lodges at Hurricane Hole Marina
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.
Florida Keys Getaway - Slps 4 - Ocean View

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 €330
includes taxes & fees
25 Jan - 26 Jan
Amazing Ocean view condo

Mobile Home in Key Largo

Paradise in Key Largo, FL
9.6 out of 10, Exceptional, (63 reviews)
"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"
United States
George D.
Paradise in Key Largo, FL
9.8 out of 10, Exceptional, (113 reviews)
"Great value stay"
United States
Mike B.
The price is €336
includes taxes & fees
20 Jan - 21 Jan
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
9.2 out of 10, Wonderful, (35 reviews)
"Great place, comfortable, clean and good location. "
United States
Joshua P.
Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
Serenity In The Sun Condo Fabulous Ocean View
8.2 out of 10, Very good, (54 reviews)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is €347
includes taxes & fees
15 Jan - 16 Jan
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (88 reviews)
"It was very clean. Pet friendly. Everybody at the campground is wonderful."
United States
Tammie F.
2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

Apartment in Tavernier

Boho Chic Ocean Pointe 3214
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful unit; all amenities as listed, great location near the pool. Arrival/check in couldn’t be easier, and good communication with the property managers!We will stay here again!"
United States
Lorraine K.
Boho Chic Ocean Pointe 3214
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 €140 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.