Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1090)
"Remodeled and very nice. Just wish our balcony overlooked the water and nit a torn up parking lot. Room was great and staff was very friendly. Breakfast was very good "
The price is CA $311
CA $399 total
includes taxes & fees
May 21 - May 22
Skipjack Resort & Marina
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very good, (320)
"A relaxing vibe. Very enjoyable stay"
The price is CA $197
CA $243 total
includes taxes & fees
May 20 - May 21
Breezy Palms Resort
Front of property
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 $219
CA $441 total
includes taxes & fees
May 21 - May 22
Aqua Lodge Rentals At Coconut Cay
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Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (683)
"Some people said they didn't like the outdoor bathroom but I thought it was very bohemian and tropical, the room was very clean but the TV didn't work. Otherwise a great little spot to spend the night."
The price is CA $175
CA $197 total
includes taxes & fees
May 21 - May 22
Tropical Cottages
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (121)
"Loved the view. House was ok. But the soap!!! Ugh. Understand that it is necessary for water boats but just never felt clean. Personal thing. Won't stop us from coming back tho :-)"
The price is CA $189
CA $349 total
includes taxes & fees
May 19 - May 20
Old Wooden Bridge Resort and Marina
Outdoor pool, sun loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1026)
"The rooms are comfortable, accessible and the pool is excellent.!! Great place !!!"
The price is CA $160
CA $210 total
includes taxes & fees
May 21 - May 22
Knight's Key Suites
Standard Bungalow | Living area
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 $210
CA $407 total
includes taxes & fees
Jun 6 - Jun 7
Yacht Haven Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (129)
"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
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
Exclusive Cabin | Living area
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
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
Beach
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
Property grounds
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
Fishing
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 CA $265
CA $298 total
includes taxes & fees
May 19 - May 20
Anchorage Resort & Yacht Club
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
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
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 CA $476
CA $601 total
includes taxes & fees
Jun 16 - Jun 17
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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
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)
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 CA $266
CA $620 total
includes taxes & fees
Jun 17 - Jun 18
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
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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

Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is CA $447
CA $588 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very good, (1004)
"The dolphins "
The price is CA $407
CA $542 total
includes taxes & fees
May 22 - May 23
Hawks Cay Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1323)
"Guy making omelette was awesome"
The price is CA $271
CA $359 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
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 $160 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