Florida Keys Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Vacation Rentals in Florida Keys

Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Had a great time! Loved having so much room. The rest of the property was great and the entire staff was so friendly!! Close to restaurants, but also quietly nestled off the main highway. Just a real gem! Wish we could've stayed longer!! Will absolutely stay here again!"
Cabins at Bonefish Bay
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (59)
"My family and I had a fantastic visit. The Home was very clean and the property was beautiful."
VOTED BEST KEY LARGO VACATION RENTAL
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)
Save an average of 15% on thousands of hotels when you're signed in
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
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 CA $307
CA $699 total
includes taxes & fees
May 16 - May 17
Beautiful Modern House in Key Largo
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 CA $198
CA $394 total
includes taxes & fees
May 27 - May 28
Yacht Haven Marina
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
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
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 CA $478
CA $603 total
includes taxes & fees
May 29 - May 30
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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
9.8 out of 10, Exceptional, (149)
"Great Place to stay. Spacious and very clean."
The price is CA $605
CA $1,198 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
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
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is CA $244
CA $473 total
includes taxes & fees
May 22 - May 23
Aqua Lodge Rentals At Coconut Cay
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
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 CA $366
CA $747 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
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 CA $190
CA $525 total
includes taxes & fees
May 16 - May 17
Waterfront Tiny House w Pool, Beach, and Boat Dock
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
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
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 CA $408
CA $982 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
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

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

Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1005)
"Beautiful property"
The price is CA $436
CA $574 total
includes taxes & fees
Jun 13 - Jun 14
Cheeca Lodge & Spa
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1322)
"Guy making omelette was awesome"
The price is CA $272
CA $360 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1000)
"Location was excellent, views were amazing! Live singers were not great but atmosphere was relaxing. Staff was friendly and rooms and grounds were kept extremely clean and neat."
The price is CA $458
CA $602 total
includes taxes & fees
May 22 - May 23
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Florida Keys vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Florida Keys vacation rentals we have selected for you start as low as CA $161 per night. Entering your travel dates in the search wizard 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