Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Cabins at Bonefish Bay
Exclusive Cabin | Living area | Flat-screen TV
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Our group arrived not knowing what to expect after a long days travel, as soon as we pulled into the office to get our keys we were amazed at quaint cabin that awaited us. It was super easy to get the keys after hours. The cabin itself was perfect!!!! Plenty of room for a group of 5. The towels provided were perfect for the relaxing pool area. Every thing we would need for cooking was already in the cabin. The rooms were clean and bright with natural wood. The area was quiet and very well...
Cabins at Bonefish Bay
VOTED BEST KEY LARGO VACATION RENTAL
Property grounds
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (59)
"I would recommend this property. We had a fantastic time"
VOTED BEST KEY LARGO VACATION RENTAL
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Beach
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (160)
"A group of 6 of us came down to dive. I was the only nondiver. The house slept us all comfortably although one bedroom does not have any window. The bathrooms, 2 being quite small, allowed everyone to shower quickly. The kitchen was perfect for me and was very well stocked and clean. Overall the house was perfect for out needs and we would stay there again!"
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
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Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (189)
"This was a great vacation for my daughter's 18 birthday with some friends and family. We saw manatees the first morning out back in the canal. There was always some type of animal in the very sheltered canal if you have a boat. We brought our pontoon boat and had a day of very bad weather. We never worried once because we could see the boat from the back porch (50 yards away) and the canal is very sheltered and nice. You have access to the ocean and the bay side as soon as you go around the...
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Beautiful Modern House in Key Largo
Beach
Beautiful Modern House in Key Largo
10.0 out of 10, Exceptional, (25)
"This property was amazing. The house is newly remodeled and done in a very modern way. The owner was very good with communication and I would highly recommend staying at this location."
The price is $225
$512 total
includes taxes & fees
May 16 - May 17
Beautiful Modern House in Key Largo
Yacht Haven Marina
Standard Bungalow | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (45)
"STAY HERE! Do NOT stay in a “traditional hotel” while on the keys. Absolutely, hands down, the best room/stay/sleep/temporary home I’ve been in for 20+ years. The best was the cleanliness. Yes, the room cleaning was a little expensive for a short stay, but to me, it was worth it. If I was staying 3+ days in Marathon, this would be a steal. Clean. Cool. Tidy. And even through the surrounding homes were obviously vacation rentals, the used and boisterous folks calmed down before too late. The...
The price is $135
$277 total
includes taxes & fees
May 27 - May 28
Yacht Haven Marina
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Beach | Beach nearby
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (23)
"We loved the beautiful and quiet location of our unit within the facility and also enjoyed all of the amenities. Having the living quarters downstairs and bedrooms on the second story made it easy to accommodate early and late risers. If you like to do your own cooking, you may want to think about bringing measuring cups and perhaps ziplock baggies or wrap for any leftovers. The cupboards were stocked with some nice spices and other surprises. We had a lovely time and would definitely consider...
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
Sun loungers, beach towels
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
9.8 out of 10, Exceptional, (102)
"This was a very nice place and Jorge was great to work with."
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
"Fantastic property and location, our 2nd time there. Melanie, the host, is super responsive. I would highly recommend."
The price is $350
$442 total
includes taxes & fees
May 29 - May 30
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Key Largo Relaxing Getaway
Property grounds
Key Largo Relaxing Getaway
9.8 out of 10, Exceptional, (74)
"Good site"
Key Largo Relaxing Getaway
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
Outdoor dining
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
Authentic And Charming Little Cottage 60 Ft From The Ocean
Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (168)
"Perfect stay, very peaceful !"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Aqua Lodge Rentals At Coconut Cay
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"The lodges were a great get away away. Loved being on the water. Had all the amenities we needed and loved the beach and pool. "
The price is $145
$304 total
includes taxes & fees
May 21 - May 22
Aqua Lodge Rentals At Coconut Cay
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
Property grounds
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
9.6 out of 10, Exceptional, (114)
"Beautiful. Clean. Safe. Wonderful. Condo was so well stocked with everything. Highly recommend."
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Fridge, microwave, oven, stovetop
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, (28)
"The place was clean and had enough amenities for a short stay. The pool area was great and we appreciated use of the kayaks. Would return."
The price is $268
$547 total
includes taxes & fees
Jun 3 - Jun 4
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Waterfront Tiny House w Pool, Beach, and Boat Dock
Pool
Waterfront Tiny House w Pool, Beach, and Boat Dock
9.6 out of 10, Exceptional, (42)
"The property is exactly as advertised. It s right on the marina. Very quit and peaceful. Residence is clean. Communication with the host is timely. Located in a great location, within close proximity to all locations in Key Largo. Thank you for a fantastic stay."
The price is $226
$494 total
includes taxes & fees
May 16 - May 17
Waterfront Tiny House w Pool, Beach, and Boat Dock
Mangrove Marina and Resort Aqualodge Houseboats
Signature House, 4 Bedrooms, Bay View (Manatee) | Beach/ocean view
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
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Keys 3 Bedroom Corner Home near Beach & Key West
Fridge, microwave, oven, stovetop
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, (3)
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is $299
$719 total
includes taxes & fees
May 27 - May 28
Keys 3 Bedroom Corner Home near Beach & Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Don't see what you're looking for?
See all available properties in Florida Keys
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

Vacation rentals
595
Popular accommodation
Florida Keys private vacation homes
International airports
Miami, FL (MIA-Miami Intl.), Key West, FL (EYW-Key West Intl.) and Marathon, FL (MTH-Florida Keys Marathon)

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

Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1005)
"Beautiful property"
The price is $399
$511 total
includes taxes & fees
Jun 10 - Jun 11
Cheeca Lodge & Spa
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1322)
"This was my first time in the Keys and this hotel did not disappoint. The property is beautiful, staff is super friendly and helpful and the location is perfect if you’re planning on checking out other islands. Islamorada is just under 2 hours from Key West so it’s easily drivable. I would absolutely stay here again. "
The price is $199
$264 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
Isla Bella Beach Resort & Spa
Property grounds
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1000)
"Our overall stay was great, the property was clean and beautiful and our room was clean & gorgeous. There were many pools and although the resort seemed full it was never crowded. Our first morning we went to the on site restaurant, beautiful view on the beach but the service was disappointing. After waiting upwards of 10 minutes to be acknowledged our server took our order, brought us coffee then checked on us 3x in 40 minutes...no food to check on despite the 4 surrounding tables who sat...
The price is $339
$445 total
includes taxes & fees
May 23 - May 24
Isla Bella Beach Resort & 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 $118 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.

Recent reviews of Florida Keys properties
Expedia verified reviews

Faro Blanco Resort & Yacht Club

Faro Blanco Resort & Yacht Club

5/5 Excellent
"Great location! Excellent service at the bar. Friendly staff. "
A verified traveler stayed at Faro Blanco Resort & Yacht Club
Posted 1 day ago
Faro Blanco Resort & Yacht Club