
Vacation rentals in Florida Keys
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Florida Keys
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys vacation rentals
Houses in Florida Keys

Beautiful house in Miami 5 minute away / airport .
Amazing place! I was extremely clean and perfect! Definitely a place to repeat! Thanks

Hard Rock Villa - House With Pool & Selfie Walls
My daughter and I fell in love with the house. More than enough room for my family and I. The pool was a plus kids enjoyed it.. Any questions I had for the host was answered in a timely manner.. Thank You Joseph for sharing your house with my family and I… ❤️

Beautiful Quiet Neighborhood
Enchanted with the accommodation a very nice and organized neighborhood,the house super cozy and comfortable. The very attentive hosts, Pablo always cared about ensuring a good stay would gladly return.

Tropical paradise 3/2 House near Beach heated pool
Communication was great and everything in order. I would stay here again.

6-BR Vacation Home for Bachelorettes & families
Vischka has a beautiful family home, she was always responsive and ready to help whenever we needed. I would recommend staying at her place!

Casa Sol -Hot tub-Private backyard-10 min to Beach
Beautiful home in walking distance to restaurants and grocery store. Felt right at home. Super clean. Felt very safe walking around the area. We were only there one night, but would highly recommend.

Pet-friendly home w/ pool & steps to beach/food
The house was great and we really enjoyed the back patio & pool. There were 4 of us (two couples) and we had plenty of space and were very comfortable. The kitchen & living room area was also very nice & well furnished. I would like to thank the owner for opening up there home & allowing us to have a wonderful stay in Marco Island.

Modern Beach House! 5BR/5BA + POOL!
Great place! A lot of space and great for group travel!
Private vacation rentals in Florida Keys

Charming Keys Style house
Really recommend this place , I live here in naples and have my own place but 6 members from my family were visiting from italy so i needed more space, everything was perfect, location, space,communication with carlos. 10/10 experience!!!

Palm Tree Paradise - 1 Mile To The Beach
Danielle was very proactive and communitive. She reached out to us several times to confirm that everything was ok. The house was everything we expected and the location was awesome!!

Naples Retreat: Salt Pool & Spa, Prime Location
Everything was great and the house was very nice. We stayed only for one night and we found everything was easy, and fast to setup. Thanks for everything!

Private & Cabana Heated Pool in Wilton Manors
We loved the space! Ralph and Frank were fantastic hosts! They were responsive, friendly and very accommodating! The whole place is wonderful, but the pool area is heaven! It is your own personal space and very relaxing. I highly recommend this place!

Tropical & Private Bungalow/Pool
Is a wonderful place to stay, we feel very comfortable and peaceful. thank you Marcy!

Beachfront Villa - Florida Keys
The location was great, the house was comfortable and clean. The dock and canal were wonderful. Loved having our boat so close and loved the manatee that came to visit us. Overall very nice home and would highly recommend. Loretta had good communication on check in and info. Thank you and we look forward to returning!

Cottage in Paradise
The perfect place to stay while we were visiting our family in the Keys.

Boaters delight! 1 min to open water, Dock & Beach
Wonderful home on canal that opens up to gulf. The home had everything that was described and was comfortable with AC. Cannot think of anything we needed that was not there. Terrific views from balcony. Saw lots of wildlife including manatees and the iguanas were fun to watch. There was a double and a single kayak to use as well as bikes to get around as the traffic was busy. There are close neighbors next door but they were quiet. If you want a place to relax, this fits the bill.
Family friendly vacation rentals in Florida Keys

Tropical Bungalow w/ Pool Tiki Hut and Full Gym
My family and I had a great time! The pool and outdoor space is absolutely beautiful. The inside is open and spacious and great for a family. I would definitely stay here again and would recommend staying here to others!

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
We loved our stay and will definitely recommend to friends and family. Hope to return someday soon!

Spotlessly clean 3 bedroom/3 bathroom family home
This was a cute little place in a gated complex. It was well decorated to feel like a Key West getaway and a great place for sibs get-together. We liked the quiet, but be aware you will need to drive to get to Key West.

Cathedral Heights
A group of four of us stayed for 3 days so that we could attend a friend's memorial service in Seagate and had an absolutely wonderful experience at Christopher's home. The home was extremely clean, had very comfortable beds, lovely bed linens and plush towels and absolutely beautiful dishware, glassware and cookware. If you happen to forget something, it is in the home! They included all kinds of toiletries (shampoo, conditioner, soap, hairdryers, curling irons, makeup remover etc. The pool was spectacular and the backyard was extremely private. In addition, the landscaping is gorgeous and the neighborhood itself is quite lovely. We felt extremely safe there. I had to work briefly (remotely) while staying at Christopher's home and the upstairs loft was the perfect space for me as it had a desk/work station and the WIFI is extremely fast. The home is close to fantastic restaurants and shopping as well. If you need to stay in Naples, STAY HERE - you won't regret it.

Minute from the beach # 2
I enjoyed our stay! Great host that went above and beyond to meet our accommodations. Close walk to beach and local shops. The unit was also very clean and was exactly what I expected.

EYW Getaway
Edward's place was great! we really enjoyed the home like vibe. It had everything we needed during the stay. The sunset view from the balcony was beautiful.

Coastal Getaway w/ Inground Heated Pool
Girls trip to Naples for a long weekend. This house felt comfortable and we enjoyed their beautiful house. Vanderbilt beach is so close and some great restaurants near by. I would highly recommend this house.

Florida Keys Getaway - Slps 4 - Ocean View
Melanie was awesome and accommodating with our questions and needs. So much to do on the property for couples and families. We loved the pool, beach front and pickleball available all on site. We will definitely be back again!
Your guide to Florida Keys
All About The Florida Keys
From vibrant Key West to the mysteriously named No Name Key, the Florida Keys offer historical intrigue and geographical wonder in a graceful archipelago, stretching out from the Everglades towards Havana. Postcard-worthy turquoise waters make the Keys a popular destination for sports fishing, scuba diving, and boating. If you fancy a more leisurely set of activities during your visit, boat rides in the tropical sun and snorkeling let you set your own pace for exploring the dazzling coral islands.
The strong culinary culture of the Keys is centered around fresh seafood, from mahi-mahi to snapper to blackfin tuna, alongside other edible delights, like Key lime pie on a stick. For those wanting to explore both land and sea, consider venturing into the Mel Fisher Maritime Heritage Museum or the Key West Shipwreck Treasure Museum, both of which are excellent forays into the impact the ocean has had on the history of these islands.
The best time to stay in a vacation rental in Florida Keys
The best time to look for Florida Keys vacation rentals is between March and May. There are typically fewer crowds during this time and the weather is still warm without being humid, unlike in the muggier summer months.. The islands also host a variety of events in the spring. The 7 Mile Bridge Run in April is an annual marathon spanning the entirety of one of the island’s bridges. The Taste of Key West, also in April, is an annual celebration of the various cuisines that call the archipelago home, and feature everything from fine dining to seafood shacks and food trucks. The Key West Songwriters’ Festival in May has been going strong for 25 years and features dozens of performers across genres such as country, reggae, and rock.
Top things to do in Florida Keys
Duval Street
Duval Street, running from Mallory Square to the Southernmost Point marker, is one of Key West’s most lively streets. Host to museums, shops, galleries, and cafes, Duval Street is great not only for people-watching, with its many annual parades and events, but also for learning about the history of the Florida Keys, with attractions such as the Ernest Hemingway Home and Museum, and the former Strand Theater.
Dry Tortugas National Park
Dry Tortugas National Park, 70 miles from Key West, is only accessible by boat or plane, but is a worthwhile stop on any trip to the Florida Keys. An archipelago of seven beach-ringed islands, one is taken up entirely by the preserved ruins of Fort Jefferson, which stands guard over the coral, seagrass, and shipwrecks that welcome snorkelers from around the world. Popular snorkeling spots are the Historic Coaling Pier, Fort Jefferson's moat wall, and Garden Key. Boaters can explore around Loggerhead Key's Little Africa Reef and the Windjammer Wreck.
Marathon
Not to be confused with the activity, or the location of the same name in Greece, Marathon is the sportfishing center of the Florida Keys. Charters are easily arranged here for deep-sea, reef, and flats fishing. A variety of beaches and beachfront restaurants line the strip, while the former Seven Mile Bridge on the island makes a scenic path for walkers, joggers, and cyclists.
Destinations to explore
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Key West Vacation rentals
- Havana Vacation rentals
- Central Florida Vacation rentals
- Tampa Bay Vacation rentals
- Kissimmee Vacation rentals
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Ski-in/ski-out rentals Florida Keys
- Rentals with a sauna Florida Keys
- Resort rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Rentals with pools Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Apartment rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- Bed and breakfasts Florida Keys
- Houseboat rentals Florida Keys
- Beachfront rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washer and dryer Florida Keys
- Waterfront rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- Rentals with a hot tub Florida Keys
- Kid-friendly rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Beach house rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Hotel rentals Florida Keys
- Townhouse rentals Florida Keys
- Rentals with beach access Florida Keys
- Campsite rentals Florida Keys
- Private suite rentals Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with a home theater Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a kayak Florida Keys
- Rentals with a fire pit Florida Keys
- RV rentals Florida Keys
- Bungalow rentals Florida Keys
- Rentals with a patio Florida Keys
- Beach condo rentals Florida Keys
- Rentals with lake access Florida Keys
- Villa rentals Florida Keys
- Rentals with an accessible height toilet Florida Keys
- House rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Condo rentals Florida Keys
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Coral Castle
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Cannon Beach
- Biscayne National Park
- Monkey Jungle
- Far Beach
- Venetian Pool
- Fairchild Tropical Botanic Garden
- Phillip and Patricia Frost Museum of Science
- EAA Air Museum
- Cocoa Plum Beach
- Sea Oats Beach
- Deering Estate
- Windley Key Fossil Reef Geological State Park
- Matheson Hammock Park
- Things to do Florida Keys
- Sightseeing Florida Keys
- Sports activities Florida Keys
- Tours Florida Keys
- Art and culture Florida Keys
- Nature and outdoors Florida Keys
- Things to do Florida
- Art and culture Florida
- Wellness Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes