Florida Keys Vacation Rentals

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Our top choices for Florida Keys vacation rentals

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
$262 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
Skipjack Resort & Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1158)
"Very good location.. Clean room."
United States
Leonor
$143 nightly
The price is $158
Jan 15 - Jan 16, 2026
Total with taxes and fees
Knight's Key Suites

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (600)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
$219 nightly
The price is $247
Jan 8 - Jan 9, 2026
Total with taxes and fees
Breezy Palms Resort

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (141)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
$446 nightly
The price is $502
Jan 1 - Jan 2, 2026
Total with taxes and fees
Island Bay Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (200)
"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
$345 nightly
The price is $388
Jan 11 - Jan 12, 2026
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
$250 nightly
The price is $281
Jan 5 - Jan 6, 2026
Total with taxes and fees
Anchorage Resort & Yacht Club

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (119)
"Great spot! Will be back someday hopefully. "
Canada
Diane
$294 nightly
The price is $331
Jan 5 - Jan 6, 2026
Total with taxes and fees
Treasure Harbor

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (914)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
$135 nightly
The price is $152
Jan 8 - Jan 9, 2026
Total with taxes and fees
Tropical Cottages

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (245)
"Friendly staff and extremely clean."
United States
Travis
$275 nightly
The price is $309
Jan 7 - Jan 8, 2026
Total with taxes and fees
Yacht Haven Marina

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
"Great for family vacation with kids. love it"
United States
Dixania
$602 nightly
The price is $677
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Islands of Islamorada

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
$305 nightly
The price is $343
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunshine Key RV Resort & Marina

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
8.6 out of 10, Excellent, (24)
"Overall good. Location and safety wise very good. But bathroom didn’t have "
United States
Sivasankari
$302 nightly
The price is $340
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kings Kamp

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
$231 nightly
The price is $260
Jan 14 - Jan 15, 2026
Total with taxes and fees
Old Wooden Bridge Resort and Marina

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
$492 nightly
The price is $554
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Bartlum Luxury Studio In Prime Location

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
$355 nightly
The price is $400
Jan 6 - Jan 7, 2026
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
Jan 16 - Jan 17, 2026
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
$1,259 nightly
The price is $1,417
Jan 1 - Jan 2, 2026
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
$1,505 nightly
The price is $1,693
Jan 12 - Jan 13, 2026
Total with taxes and fees
Contra House Key West

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
$1,277 nightly
The price is $1,436
Jan 2 - Jan 3, 2026
Total with taxes and fees
Coconut Mallory Marina and Resort Condo

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
$492 nightly
The price is $554
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mesa House Uno by Brightwild Perfect Location
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

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 $152 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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