Florida Keys Vacation Rentals

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Vacation Rentals in Florida Keys

Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (342)
"Beautiful"
The price is $174
includes taxes & fees
$156 per night
Jul 28 - Jul 29
Breezy Palms Resort
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, (61)
"What a nice experience! Beds were comfortable. Kitchen was well equipped. Enjoyed sitting out on the deck watching fish jump. Publix is within walking distance. The pizza place next to Publix was excellent. Would highly recommend this houseboat. "
The price is $304
includes taxes & fees
$284 per night
Aug 6 - Aug 7
Yacht Haven Marina
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, (109)
"We stayed in the boat houses and were pleasantly surprised at how spacious they were. The location was fantastic and close to so much. And the rest of the resort was kept up nicely. We had a great time and hope to be back again. "
The price is $297
includes taxes & fees
$278 per night
Aug 11 - Aug 12
Aqua Lodge Rentals At Coconut Cay
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Skipjack Resort & Marina
Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1107)
"Very nice and comfortable. Overlook the ongoing construction and this place is one of the best places to stay on the island "
The price is $260
includes taxes & fees
$231 per night
Aug 11 - Aug 12
Skipjack Resort & Marina
Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (710)
"clean comfortable and friendly staff. "
The price is $123
includes taxes & fees
$109 per night
Aug 19 - Aug 20
Tropical Cottages
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (143)
"Very good experience"
The price is $252
includes taxes & fees
$235 per night
Jul 29 - Jul 30
Old Wooden Bridge Resort and Marina
Knight's Key Suites
Outdoor pool, sun loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1043)
"Very nice place to stay "
The price is $144
includes taxes & fees
$131 per night
Jul 30 - Jul 31
Knight's Key Suites
Mangrove Marina and Resort Aqualodge Houseboats
Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (319)
"We had a fantastic time. The accommodations were very unique and we enjoy them greatly! The only negative thing was that it did rain a lot one day and the roor leaked a little.But besides that everything was great and we enjoyed our stay completely."
Mangrove Marina and Resort Aqualodge Houseboats
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Beach nearby
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (29)
"I would give our stay at this Vacation rental a 10 star review if it was offered , Dan our property manager was nothing but exceptional with any of our questions or needs ! What a pleasant and knowledgeable gentleman he truly is . The Condo itself was Perfect and very clean ! All your needs from beach towels to cooking provisions are all there and ready !! First Class Rental , you can clearly see ,the owner takes great pride in his Property! We will definitely be booking a return trip! Thanks...
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
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, (15)
"Good, many amenities, free kayak use bike, you can cook your meat, clean cabins "
Cabins at Bonefish Bay
Sunshine Key RV Resort & Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (131)
"Property was safe and quiet. staff was friendly"
Sunshine Key RV Resort & Marina
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, (123)
"Super good, beautiful unit, enjoyed. Have to be honest though there were not any utensils, everything but… We also had our 3 fishing poles plus a kayak paddle stolen on our last night!!! Other than that loved it!"
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
Anchorage Resort & Yacht Club
Dock
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 $253
includes taxes & fees
$225 per night
Jul 28 - Jul 29
Anchorage Resort & Yacht Club
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (194)
"Pro: Very clean property (same as pictures). Super fast response. Provide a welcome key lime pie. Cons: No elevator. Notes: 1. Beach supplies, paper towel, cooler, etc are located in the downstair room. We did not know until the last minute of our stay 2. Kayaks are heavy. My husband and me can not lift it up. 3. This is not a hotel. You are required to clean all dirty dishes, wash and put beach towels back to the basket, remove all trash from the unit and place in the trash can downstair, etc...
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
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, (173)
"My wife and I stayed here for her birthday, and probably enjoyed sitting out on the lounge chairs every night looking at the moon and stars the most. We also enjoyed the included kayaks, and the house was perfect for us to feel like we were away from the busy-ness of everything else going on."
Authentic And Charming Little Cottage 60 Ft From The Ocean
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, (35)
"Perfect little get away in Key Largo. Loved this tiny home for our family of 4. Enjoyed paddle boarding and the over all feel of the park. Will definitely stay here again"
The price is $408
includes taxes & fees
$368 per night
Aug 14 - Aug 15
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (49)
"We had an amazing time at this beautiful house. The boys fished the entire week we were here and Kikki's is within walking distance. Would definitely stay here again."
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Property grounds
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
8.8 out of 10, Excellent, (20)
"Beautiful little campground to stay in very cozy close to everything and fun"
The price is $280
includes taxes & fees
$252 per night
Jul 31 - Aug 1
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS
Property grounds
VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS
9.8 out of 10, Exceptional, (132)
"Water pressure could be better but that could be all of the units. We had two teens with us and it would greatly benefit with the addition of some pool noodles and a fishing pool. Overall, it was a wonderful experience. A very lovely place with great decor, very clean, good ac, easy check in, and all the tv channels. Plus, minutes away from backyard cafe and shark viewing from the dock. Highly recommended!! Thanks so much!!"
VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS
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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.

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
5.0 star property
9.0 out of 10, Wonderful, (1012)
"Very nice, clean, friendly establishment "
The price is $348
includes taxes & fees
$309 per night
Aug 21 - Aug 22
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, (1368)
"Beautiful resort"
The price is $258
includes taxes & fees
$235 per night
Jul 31 - Aug 1
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, (1001)
"Perfect place to relax"
The price is $347
includes taxes & fees
$309 per night
Aug 11 - Aug 12
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 $123 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

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
Relaxing family getaway
"Wonderful stay at Amara Cay! We will definitely be back. We were able to bring our dog and enjoyed all the amenities together as a family. Super relaxing and all of the staff were very friendly! "
A verified traveler stayed at Amara Cay Resort
Posted 10 hours ago
Amara Cay Resort

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)