Florida Keys Vacation Rentals

Vacation Rentals in Florida Keys

Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, 329 reviews
"For those who enjoy boating jet skiing is amazing!!!"
The price is $167
$240 total
includes taxes & fees
Jun 3 - Jun 4
Breezy Palms Resort
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, 1,098 reviews
"Good hotel ! Rooms are in great condition "
The price is $229
$294 total
includes taxes & fees
Jun 2 - Jun 3
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, 104 reviews
"Right on the water. Very neat place. "
The price is $145
$304 total
includes taxes & fees
Jun 3 - Jun 4
Aqua Lodge Rentals At Coconut Cay
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Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, 689 reviews
"Nice place with nice view. Accommodation are very clean . "
The price is $124
$140 total
includes taxes & fees
Jun 5 - Jun 6
Tropical Cottages
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, 127 reviews
"Family trip. We loved this hidden gem in Big Pine Key. The cabins on land are beautiful, spacious and confortable. The pictures don’t make them justice. New and well equipped. You’ll be surrounded by nature with frequent encounters with Key Deer. They add uniqueness to the quiet ambience. Key West is about 40 min away. I highly recommend Old Wooden Bridge! "
The price is $139
$256 total
includes taxes & fees
Jun 2 - Jun 3
Old Wooden Bridge Resort and Marina
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, 1,030 reviews
"The view of the water and east access to the 7-mile bridge"
The price is $119
$155 total
includes taxes & fees
Jun 3 - Jun 4
Knight's Key Suites
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, 51 reviews
"Everything was so clean, enjoyed the atmosphere of the Marina. The only issue was flooding on the only road to access the property, caused by a "freak" rainstorm. This was by no means the fault of property management. Publix, Winn Dixie and Walgreens are all in walking distance. "
The price is $159
$304 total
includes taxes & fees
Jun 9 - Jun 10
Yacht Haven Marina
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, 130 reviews
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, 315 reviews
"Absolutely beautiful! Cant wait to come back and stay here again."
Mangrove Marina and Resort Aqualodge Houseboats
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, 10 reviews
"Cabin was very clean and nice. "
Cabins at Bonefish Bay
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, 262 reviews
"Very nice and quaint property with a very relaxing charm! We definitely recommend ❤️"
The price is $225
$253 total
includes taxes & fees
Jun 2 - Jun 3
Anchorage Resort & Yacht Club
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
9.6 out of 10, Exceptional, 118 reviews
"The home we stayed in was lovely, and the host could not have been more accommodating. The grounds are beautiful. We swam in the lagoon, in the pool, and in the Atlantic, and took nighttime walks out to the end of the jetty, where we could see distant lights across the water to the right and the left, and open ocean expanse between. When we turned to look back at the grounds, it was so beautifully illuminated it completed the magic. We have already booked two more visits."
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, 24 reviews
"House was just as described. It was in the perfect location with supermarket and restaurants nearby. The house was super clean and had everything we needed for a relaxing vacation. My husband and son enjoyed fishing from the jetty and my daughter enjoyed sunning by the pool. We also enjoyed snorkeling in the lagoon and the beach. We're so happy we found this treasure. Can't wait to visit again!"
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, 162 reviews
"This development is fun. Great stay. Second time in this property. Great location and unit. Property manager responsive. Will stay here again."
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, 61 reviews
"Perfect for our family, very clean as well!"
VOTED BEST KEY LARGO VACATION RENTAL
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, 31 reviews
"Super cute tiny house! Perfect for our night there. Wish we had more time."
The price is $181
$438 total
includes taxes & fees
Jun 17 - Jun 18
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, 191 reviews
"We just wanted a short vacation getaway. It was great. We rented a boat and spent our time in the water. Great time with friends."
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, 90 reviews
"Explain to people that there is an opportunity to park the truck with a trailer and that there are ramps for the boat because I myself did not take my boat thinking that there was nothing like that. Thanks "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
9.8 out of 10, Exceptional, 106 reviews
"We couldnt be happier with out stay. The listing was completely accurate. The location is great right within walking distance of great restaurants. The lagoon is beautiful with lots of fish and iguanas to be seen. The grounds are beautiful. The owner is very friendly and more than accommodating. He even fixed bikes for us to use. We loved our stay and would love to ro come back very soon."
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
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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.

Florida Keys Vacation Rental Travel Info

Other types of properties in Florida Keys you may be interested in

Hawks Cay Resort
4.0 star property
8.0 out of 10, Very Good, 1,005 reviews
"Love it"
The price is $339
$444 total
includes taxes & fees
Jun 9 - Jun 10
Hawks Cay Resort
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, 1,007 reviews
"This hotel was like paradise. So beautiful "
The price is $229
$325 total
includes taxes & fees
Jun 3 - Jun 4
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, 1,005 reviews
"One word: WONDERFUL! And we can't wait to go back!"
The price is $320
$415 total
includes taxes & fees
Jun 19 - Jun 20
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.

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 $119 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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