Florida Keys Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Florida Keys

Skipjack Resort & Marina
Outdoor pool, sun loungers
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 12 - Jun 13
Skipjack Resort & Marina
Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (330)
"For those who enjoy boating jet skiing is amazing!!!"
The price is $155
$226 total
includes taxes & fees
Jun 12 - Jun 13
Breezy Palms Resort
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, (106)
" Very cool and very clean place. We saw a dolphin one morning off the back, a jelly fish and a huge manatee another day. A/C was great and place was furnished with all the essentials. Our only complaint was the shower, very poor water pressure and drained slowly as well. Other than that we enjoyed our stay for something different than a standard hotel. Would stay here again "
The price is $197
$369 total
includes taxes & fees
Jun 17 - Jun 18
Aqua Lodge Rentals At Coconut Cay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (692)
"Cozy spot. Rooms were comfortable "
The price is $129
$145 total
includes taxes & fees
Jun 12 - Jun 13
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, (129)
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is $139
$256 total
includes taxes & fees
Jun 12 - Jun 13
Old Wooden Bridge Resort and Marina
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, (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 $140
$283 total
includes taxes & fees
Jun 12 - Jun 13
Yacht Haven Marina
Knight's Key Suites
Outdoor pool, sun loungers
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 $115
$151 total
includes taxes & fees
Jun 16 - Jun 17
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, (316)
"Wonderful weekend trip! Will definitely return. Staff was super helpful with advice about things to do while visiting. "
Mangrove Marina and Resort Aqualodge Houseboats
Sunshine Key RV Resort & Marina
Sundeck
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
Island Bay Resort
Private beach, sun loungers, beach umbrellas, beach towels
Island Bay Resort
2.5 star property
9.8 out of 10, Exceptional, (75)
"Quiet and tidy boutique property. Great little beach on property, across A1A is a convenience/gas store. Walking distance is a retail center with WinnDixie. Rooms are essentially individual cottage with kitchenette, walk in shower, TV and little front porch. Dock space for a boat, all water amenities and protected lagoon for floating. Tavernier is very quiet and an easy drive south to Islamorada and all the shoppping and dining. Friendly staff and good place to stay for extended time as well "
Island Bay Resort
Amazing Ocean view at Ocean Pointe w/Heated Pool
Property grounds
Amazing Ocean view at Ocean Pointe w/Heated Pool
9.6 out of 10, Exceptional, (9)
"The condo was nicely decorated. The kitchen was well stocked with everything for cooking. The beds were comfortable and plenty of bath and beach towels. Bring your own necessities, tp, paper towels, shampoo, soap everything else was there! The pool and beach are fantastic! We enjoyed our stay and would definitely stay again!"
Amazing Ocean view at Ocean Pointe w/Heated 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, (10)
"Cabin was very clean and nice. "
Cabins at Bonefish Bay
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Anchorage Resort & Yacht Club
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 $225
$253 total
includes taxes & fees
Jun 12 - Jun 13
Anchorage Resort & Yacht Club
VOTED BEST KEY LARGO VACATION RENTAL
Property grounds
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (62)
"Norman is the best!!made us feel at home explained how to access all the amenities that came with the property The property was clean I always check for myself also we were a short drive from many other activities!!!"
VOTED BEST KEY LARGO VACATION RENTAL
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, (119)
"My mom, my daughter, and I all stayed here and had a wonderful vacation. Such a beautiful place to stay inside and out. We enjoyed swimming in the pool and also just a short walk to the ocean. Lots of activities nearby. Only had one question about getting food delivered since it is in a gated community and the owner answered my question right away. If I ever go to Key Largo again I will stay here 🙂"
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
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, (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
$444 total
includes taxes & fees
Jul 9 - Jul 10
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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, (188)
"We were very Happy!! The place was very clean and most accommodating!! We will stay here again in the future! Also, the Key Lime Pie was awesome!!! Thank You!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
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, (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)
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 $350
$760 total
includes taxes & fees
Jun 17 - Jun 18
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
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, (1014)
"We’ve been to the Cheeka lodge twice. Always a great place to stay. The staff is very friendly and helpful. The Atlantic Edge restaurant is located on the oceanfront and the food and service are wonderful. We are looking forward to visiting there again soon "
The price is $259
$359 total
includes taxes & fees
Jun 17 - Jun 18
Cheeca Lodge & Spa
Hawks Cay Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very Good, (1013)
"Great family vacation spot! Overall, it was a nice place to visit. Our complaints involved maintenance and upkeep of the rooms. We had a few things that required service as soon as we arrived and were taken care of very quickly. "
The price is $397
$508 total
includes taxes & fees
Jun 23 - Jun 24
Hawks Cay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, (1013)
"We come to Bakers Key resort a few times a year because this hotel nailed it. From the comfy modern clean rooms to the incredible food that is so healthy and fresh and of course the beach! When we tell kids we are going to Bakers Kay they jump up and down for joy packing their snorkel gear first since there are so many fish to see right at the beach! I would give it 100 stars if I could. This is truly our happy place and the staff make it our favorite spot in key largo! "
The price is $320
$415 total
includes taxes & fees
Jun 13 - Jun 14
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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 $115 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

Bayside Inn Key Largo

Bayside Inn Key Largo

5/5 Excellent
"Excellent service at checkin. Beautiful and peaceful location!"
A verified traveler from LYNCHBURG stayed at Bayside Inn Key Largo
Posted 4 hours ago
Bayside Inn Key Largo