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

Florida Keys Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Florida Keys vacation rentals

A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

1. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,240 reviews)
"Clean, easy check in and check out, nice supplies in the kitchen"
United States
Mengqiao
$99 nightly
The price is $109
Oct 27 - Oct 28
Total with taxes and fees
Knight's Key Suites
A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (772 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $139
Oct 21 - Oct 22
Total with taxes and fees
Breezy Palms Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (376 reviews)
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
United States
Daisybel
$222 nightly
The price is $250
Oct 25 - Oct 26
Total with taxes and fees
Old Wooden Bridge Resort and Marina
A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

4. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (348 reviews)
"Great place "
United States
Jay
$136 nightly
The price is $153
Nov 9 - Nov 10
Total with taxes and fees
Anchorage Resort & Yacht Club
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

5. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (179 reviews)
"Beautiful unique place"
United States
Laura
$234 nightly
The price is $263
Oct 21 - Oct 22
Total with taxes and fees
Treasure Harbor
A beach with palm trees, a sandy path, and beach chairs.

6. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (237 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
$227 nightly
The price is $255
Oct 21 - Oct 22
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
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, (1,294 reviews)
"Great spot"
Canada
Justin
$173 nightly
The price is $195
Oct 22 - Oct 23
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, (1,008 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
$99 nightly
The price is $111
Oct 21 - Oct 22
Total with taxes and fees
Tropical Cottages
A marina with several docked boats and a row of small, white cabins with blue roofs.

9. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (373 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
$244 nightly
The price is $275
Oct 21 - Oct 22
Total with taxes and fees
Yacht Haven Marina
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

10. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (200 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$285 nightly
The price is $321
Oct 29 - Oct 30
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

11. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (42 reviews)
"great stay and value! glad we went with this place for our trip, everyone loved it! beautiful, clean and the pool was great too!"
Canada
Nick
$283 nightly
The price is $314
Oct 21 - Oct 22
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Exterior

12. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (59 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
$236 nightly
The price is $265
Oct 21 - Oct 22
Total with taxes and fees
Aqua Lodges at 47th Street Gulfside
A wooden signpost with city names and distances in miles.

13. 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, (461 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
$225 nightly
The price is $250
Oct 29 - Oct 30
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.

14. 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, (147 reviews)
"It is an excellent place."
United States
Arianna
$204 nightly
The price is $230
Oct 28 - Oct 29
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
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, (114 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
$348 nightly
The price is $386
Nov 1 - Nov 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

16. 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, (139 reviews)
"Great place to stay"
United States
walter l.
$305 nightly
The price is $338
Oct 26 - Oct 27
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A courtyard with a gravel path, palm trees, and a building with a white facade.

17. Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.8 out of 10, Exceptional, (51 reviews)
"Great location! Will stay here again."
United States
Stephanie
$373 nightly
The price is $414
Oct 21 - Oct 22
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
A beach with a wooden deck, palm trees, and a clear sky.

18. Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (77 reviews)
"The property was as described and very comfortable. I would definitely stay again."
United States
Eddie S.
$277 nightly
The price is $307
Oct 29 - Oct 30
Total with taxes and fees
Paradise in Key Largo, FL
A small, private entrance to a house with a brick pathway leading to a door.

19. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
"Fantastic location. Super friendly and helpful host. Everything you need to escape to key west for a long weekend!"
United States
Jamie F.
$351 nightly
The price is $390
Oct 26 - Oct 27
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$331 nightly
The price is $367
Oct 24 - Oct 25
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"The hotel needs more amenities and activities."
Jorge 4-night trip
Posted 3 hours ago
Reefhouse Resort & Marina

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 $109 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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