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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Florida Keys vacation rentals

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (778 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $138
Nov 10 - Nov 11
Total with taxes and fees
Breezy Palms Resort
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

2. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,245 reviews)
"We had the pool view..Excellent!"
United States
Brandy
$112 nightly
The price is $123
Nov 29 - Nov 30
Total with taxes and fees
Knight's Key Suites
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

3. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,013 reviews)
"The family running the food truck and tiki hut were great. Felt like we were guests in their home."
United States
Douglas
$95 nightly
The price is $107
Nov 4 - Nov 5
Total with taxes and fees
Tropical Cottages
A spacious living area with a gray sectional sofa, wooden beams, and a ceiling fan.

4. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (239 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
$228 nightly
The price is $256
Nov 4 - Nov 5
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
A row of floating houses with balconies, connected by walkways, on calm water.

5. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$311 nightly
The price is $349
Nov 15 - Nov 16
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

6. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (380 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
$231 nightly
The price is $259
Nov 4 - Nov 5
Total with taxes and fees
Yacht Haven Marina
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, (1,296 reviews)
"Great spot"
Canada
Justin
$199 nightly
The price is $224
Nov 15 - Nov 16
Total with taxes and fees
Skipjack Resort & Marina
A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

8. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (352 reviews)
"Very clean Nice staff"
United States
Doris
$159 nightly
The price is $179
Nov 4 - Nov 5
Total with taxes and fees
Anchorage Resort & Yacht Club
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

9. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
$254 nightly
The price is $286
Nov 5 - Nov 6
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.

10. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
$244 nightly
The price is $275
Nov 4 - Nov 5
Total with taxes and fees
Treasure Harbor
A resort with a swimming pool, lounge chairs, and a view of the ocean.

11. 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
$203 nightly
The price is $228
Dec 2 - Dec 3
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
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, (61 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
$255 nightly
The price is $287
Nov 8 - Nov 9
Total with taxes and fees
Aqua Lodges at 47th Street Gulfside
A white building with a covered porch and a palm tree.

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, (463 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.
$236 nightly
The price is $262
Nov 18 - Nov 19
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
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, (43 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
$327 nightly
The price is $363
Nov 16 - Nov 17
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
A small, private entrance to a house with a brick pathway leading to a door.

15. 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)
"Ricky’s Retreat is in a fantastic location. The room was all you need in Key West. Highly recommend it and will definitely stay there again."
United States
Brian R.
$343 nightly
The price is $382
Nov 16 - Nov 17
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A wooden deck with a large tree, outdoor seating, and a marina in the background.

16. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (37 reviews)
"Wonderful stay. Thank you."
United States
shannon b.
$251 nightly
The price is $281
Nov 9 - Nov 10
Total with taxes and fees
Poolside Cottage #412
A waterfront property with a covered porch, a boat dock, and a clear sky.

17. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
$388 nightly
The price is $431
Nov 9 - Nov 10
Total with taxes and fees
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A tropical garden pathway leading to a building with a yellow facade and green shutters.

18. 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.
$336 nightly
The price is $373
Nov 10 - Nov 11
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A wooden deck with a thatched roof, wooden chairs, and tables, overlooking a clear blue sea.

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (116 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$332 nightly
The price is $368
Nov 19 - Nov 20
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A modern interior with a wooden bench, a television, and a sliding door leading to a seating area.

20. Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (77 reviews)
"This was a neat place to stay and the host was very helpful when I had questions!"
United States
Anonymous traveler
$280 nightly
The price is $313
Nov 18 - Nov 19
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

Rock Reef Resort

Rock Reef Resort

10/10 Excellent
"Great atmosphere, great staff, beautiful place, must come back"
Frances 2-night trip
Posted 5 hours ago
Rock Reef 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 $107 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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