Florida Keys Vacation Rentals

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

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Vacation Rentals in Florida Keys

Houseboat in Marathon

3.5 star property
9.8 out of 10, Exceptional, (228)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
$247 nightly
The price is $278
Dec 3 - Dec 4
Total with taxes and fees
Yacht Haven Marina

Aparthotel in Matecumbe

2.5 star property
8.8 out of 10, Excellent, (577)
"Best hotel for the price"
United States
luzdari
$146 nightly
The price is $165
Dec 10 - Dec 11
Total with taxes and fees
Breezy Palms Resort

Houseboat in Islamorada

3.0 star property
9.0 out of 10, Wonderful, (114)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
$285 nightly
The price is $321
Dec 8 - Dec 9
Total with taxes and fees
Treasure Harbor

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (273)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
$259 nightly
The price is $292
Dec 1 - Dec 2
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Aparthotel in Marathon

3.0 star property
8.6 out of 10, Excellent, (1210)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
$225 nightly
The price is $253
Dec 1 - Dec 2
Total with taxes and fees
Skipjack Resort & Marina

Cottage in Marathon

3.0 star property
8.6 out of 10, Excellent, (906)
"Beautiful place, conveniently located "
United States
Clifton
$85 nightly
The price is $96
Dec 1 - Dec 2
Total with taxes and fees
Tropical Cottages

Cabin in Marathon

3.0 star property
9.6 out of 10, Exceptional, (78)
"The staff were very nice. The place was clean. We stayed in aqua 2, the view wasn’t great but by no means bad. Just be prepared for the noseeums, they could ruin your trip!"
United States
Shanna
Cabins at Bonefish Bay

Aparthotel in Tavernier

2.5 star property
10.0 out of 10, Exceptional, (139)
"Buutifull and cozy place "
United States
DILIA
$267 nightly
The price is $301
Dec 2 - Dec 3
Total with taxes and fees
Island Bay Resort

Aparthotel in Marathon

3.0 star property
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
$100 nightly
The price is $110
Dec 4 - Dec 5
Total with taxes and fees
Knight's Key Suites

Houseboat in Marathon

3.5 star property
9.6 out of 10, Exceptional, (194)
"Clean room, spacious, nice and quiet. "
United States
Douglas
$280 nightly
The price is $315
Dec 1 - Dec 2
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$684 nightly
The price is $769
Dec 1 - Dec 2
Total with taxes and fees
The Islands of Islamorada

Vacation Home in Marathon

2.5 star property
9.0 out of 10, Wonderful, (111)
"It was my first time staying there but it won’t be my last."
United States
Dennis
The Hammocks at Marathon

Vacation Home in Marathon

8.8 out of 10, Excellent, (33)
"We loved the pool area. The home was very well appointed. Great location, near the beach and shopping."
United States
Tania K.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Aparthotel in Key Largo

3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
$225 nightly
The price is $253
Dec 7 - Dec 8
Total with taxes and fees
Anchorage Resort & Yacht Club

Villa in Marathon

9.4 out of 10, Exceptional, (121)
"Quiet and friendly "
United States
Damon J.
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

Apartment in Key Largo

2.5 star property
9.6 out of 10, Exceptional, (26)
"Beautiful and peaceful place "
United States
Jacqueline
Key Largo Cottages

Aparthotel in Key Largo

2.5 star property
8.8 out of 10, Excellent, (23)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
United States
Erica
$199 nightly
The price is $224
Dec 12 - Dec 13
Total with taxes and fees
Kings Kamp

Condo resort in Marathon

4.0 star property
Marlin Bay Resort & Marina

Condo in Tavernier

10.0 out of 10, Exceptional, (180)
"The condo was beautifully decorated and just perfect for the 2 of us. The view was breathtaking. We’ll be back "
United States
Christine P.
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

Vacation Home in Key Largo

9.6 out of 10, Exceptional, (81)
"The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!"
United States
Brad W.
$328 nightly
The price is $364
Dec 1 - Dec 2
Total with taxes and fees
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Florida Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Florida Keys vacation 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 low season months. For more hustle and bustle, you may prefer to visit Florida Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Florida Keys rentals

At Expedia, we put the best Florida Keys vacation 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 vacation.

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.

Explore a world of travel with Expedia