Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (329)
"For those who enjoy boating jet skiing is amazing!!!"
The price is $167
$239 total
includes taxes & fees
Jun 3 - Jun 4
Breezy Palms Resort
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1098)
"Good hotel ! Rooms are in great condition "
The price is $229
$294 total
includes taxes & fees
Jun 3 - Jun 4
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (104)
"Right on the water. Very neat place. "
The price is $152
$313 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
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Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (690)
"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)
"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 3 - Jun 4
Old Wooden Bridge Resort and Marina
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (51)
"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 $180
$327 total
includes taxes & fees
Jun 20 - Jun 21
Yacht Haven Marina
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1031)
"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
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"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)
"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)
"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)
"Very nice and quaint property with a very relaxing charm! We definitely recommend ❤️"
The price is $225
$253 total
includes taxes & fees
Jun 3 - Jun 4
Anchorage Resort & Yacht Club
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (24)
"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
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (61)
"Perfect for our family, very clean as well!"
VOTED BEST KEY LARGO VACATION RENTAL
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (204)
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is $350
$442 total
includes taxes & fees
Jun 18 - Jun 19
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
9.6 out of 10, Exceptional, (118)
"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
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
9.8 out of 10, Exceptional, (149)
"Great Place to stay. Spacious and very clean."
The price is $443
$878 total
includes taxes & fees
Jun 9 - Jun 10
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (47)
"So glad we found this location. Nice and peaceful but close to anything we needed. Sitting on the porch was so relaxing, watching boats go by. The house was very comfortable. Only wish the 2nd bedroom had a working TV. Our host was quick to answer any issue we had and left some great suggestions on places to eat. I would definitely return to enjoy this beautiful location"
Old Florida Style, wrap around porch, boat basin for dockage, open water
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (162)
"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)
Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (99)
"location is great. close enough to marathon for easy access to activities and restaurants, but far enough away to avoid heavy traffic and crowds. clean property. excellent communication with owner when needed. nice private beach on which to sit and relax or read or just bird watch. have already booked same property for christmas this year."
Oceanfront Sandy Beach Vacation Rental Unit 1
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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, (1006)
"Love it"
The price is $386
$497 total
includes taxes & fees
Jun 3 - Jun 4
Hawks Cay Resort
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1334)
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
The price is $259
$331 total
includes taxes & fees
Jun 3 - Jun 4
Chesapeake Beach Resort
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1008)
"This hotel was like paradise. So beautiful "
The price is $229
$325 total
includes taxes & fees
Jun 4 - Jun 5
Cheeca Lodge & Spa
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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