A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Florida Keys vacation rentals

A marina with several docked boats and a row of small, white cabins with blue roofs.

1. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (357 reviews)
"Fantastic place! It was super clean and looked just like the photos. We would stay here again!"
United States
Clara
$215 nightly
The price is $242
Sep 16 - Sep 17
Total with taxes and fees
Yacht Haven Marina
A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (742 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
$111 nightly
The price is $125
Sep 9 - Sep 10
Total with taxes and fees
Breezy Palms Resort
A beach with palm trees, a sandy path, and beach chairs.

3. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (232 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
$231 nightly
The price is $260
Sep 16 - Sep 17
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

4. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,231 reviews)
"It was absolutely amazing.We'll definitely stay there again"
United States
Jessica
$90 nightly
The price is $99
Sep 10 - Sep 11
Total with taxes and fees
Knight's Key Suites
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (368 reviews)
"Nice place"
United States
abhimanyu
$225 nightly
The price is $253
Sep 27 - Sep 28
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

6. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (173 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$254 nightly
The price is $286
Oct 1 - Oct 2
Total with taxes and fees
Treasure Harbor
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

7. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
$165 nightly
The price is $185
Sep 9 - Sep 10
Total with taxes and fees
Skipjack Resort & Marina
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

8. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (999 reviews)
"A/c was amazing, clean and beautiful cabins."
Canada
Natasha
$95 nightly
The price is $107
Sep 9 - Sep 10
Total with taxes and fees
Tropical Cottages
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

9. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$253 nightly
The price is $284
Sep 9 - Sep 10
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.

10. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (179 reviews)
"Amazing vacation spot!!"
United States
Katie Lyn
$227 nightly
The price is $256
Sep 29 - Sep 30
Total with taxes and fees
Island Bay Resort
A wooden signpost with city names and distances in miles.

11. Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (453 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
$204 nightly
The price is $227
Sep 10 - Sep 11
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
A resort with a pool, lounge chairs, and a view of the ocean.

12. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (144 reviews)
"Amazing stay "
United States
Anthony
$145 nightly
The price is $164
Sep 9 - Sep 10
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

13. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (343 reviews)
"Great place "
United States
Jay
$170 nightly
The price is $191
Sep 16 - Sep 17
Total with taxes and fees
Anchorage Resort & Yacht Club
A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

14. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (38 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$284 nightly
The price is $315
Oct 4 - Oct 5
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
A tropical garden pathway leading to a building with a yellow facade and green shutters.

15. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (111 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The studio and surroundings matched photos posted and provided a Key West atmosphere and experience. Walking to Key West activities and sites was feasible. Very happy with and positive addition to our Key West visit."
United States
Ken L.
$244 nightly
The price is $271
Sep 9 - Sep 10
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

16. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$390 nightly
The price is $434
Sep 9 - Sep 10
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A tropical garden pathway leading to a building with a yellow facade and green shutters.

17. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (136 reviews)
"Great place to stay"
United States
walter l.
$262 nightly
The price is $292
Sep 15 - Sep 16
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A compact bedroom with a bed, a small kitchenette, and a door leading to a bathroom.

18. Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (53 reviews)
"Great property. Walking Blocks away from the downtown action, yet far away to be quiet. Parking is very tough. If you don’t need to rent a car because you’re going to be hanging out in town the whole time, don’t bother. Uber and transportation are plentiful but again, the parking is very difficult to find free parking."
United States
Timothy
$360 nightly
The price is $399
Sep 9 - Sep 10
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
A spacious living room with a large flat-screen TV, a teal sofa, a coffee table, and a view of the ocean through large windows.

19. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.6 out of 10, Exceptional, (46 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
$337 nightly
The price is $376
Sep 16 - Sep 17
Total with taxes and fees
Waterfront Dock Pool Condo Near Duval St Pet OK
A beach with a wooden deck, palm trees, and a clear sky.

20. Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (76 reviews)
"The property was as described and very comfortable. I would definitely stay again."
United States
Eddie S.
$255 nightly
The price is $284
Sep 13 - Sep 14
Total with taxes and fees
Paradise in Key Largo, FL
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

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Recommend putting in desk in the rooms, There is no location for a desk anywhere. Some of us still work during vacation,"
Brian 4-night trip
Posted less than an hour ago
Chesapeake Beach Resort

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 $99 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.

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