Vacation rentals in Florida Keys

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Popular amenities for Florida Keys vacation rentals

Houses in Florida Keys

Guest favorite
Home in Naples
5 out of 5 average rating, 7 reviews

House In Naples Park

JenniferRating, 5 stars1 month ago
Great place to stay when visiting Naples. The house is just as it is described and looks just like the pictures. Very clean and well kept. Spiro is a great host. Let us check in early and communication with him is very quick and he is helpful with any problems. We will definitely stay here again.
Guest favorite
Home in Coral Gables
4.93 out of 5 average rating, 134 reviews

Beautiful house in Miami 5 minute away / airport .

JeanRating, 5 stars3 days ago
We stayed here for a few days before a cruise. It was close to the airport and perfect for what we needed.
Guest favorite
Home in Hollywood
4.92 out of 5 average rating, 158 reviews

Hard Rock Villa - House With Pool & Selfie Walls

DavidRating, 5 stars3 weeks ago
This was a great place to stay. At the end of a road next to a park in a quiet subdivision. The pool was great to have for the family. AC worked great and we had a wonderful time. Host was very responsive and flexible with our needs.
Guest favorite
Home in Miami
4.89 out of 5 average rating, 112 reviews

Beautiful Quiet Neighborhood

Tom & SilviaRating, 5 stars2 months ago
This was our 4th stay with Javier & Pablo. We like having the 2 TV's, a complete kitchen & parking a few feet from the front door. We enjoy walking the neighborhood, the quick walk to Winn Dixie for groceries, and our leisurely walks to the Miracle Mile area which is their downtown! It is full of stores, restaurants & bars for any budget. We will be back!!!
Guest favorite
Home in Fort Lauderdale
4.88 out of 5 average rating, 146 reviews

Tropical paradise 3/2 House near Beach heated pool

MichaelRating, 5 stars2 weeks ago
Everything was good; location, cleanness, service. Definitely recommend and will come back next time.
Guest favorite
Home in Miami
4.86 out of 5 average rating, 166 reviews

6-BR Vacation Home for Bachelorettes & families

KatiaRating, 5 stars8 months ago
Vischka has a beautiful family home, she was always responsive and ready to help whenever we needed. I would recommend staying at her place!
Top guest favorite
Home in Fort Lauderdale
5 out of 5 average rating, 11 reviews

Casa Sol -Hot tub-Private backyard-10 min to Beach

JoriRating, 5 stars1 month ago
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.
Superhost
Home in Marco Island
4.54 out of 5 average rating, 13 reviews

Pet-friendly home w/ pool & steps to beach/food

RandyRating, 5 stars5 months ago
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.

Private vacation rentals in Florida Keys

Superhost
Home in Naples
4.92 out of 5 average rating, 12 reviews

Naples Retreat: Salt Pool & Spa, Prime Location

CarlosRating, 5 stars1 week ago
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!
Top guest favorite
Home in Marathon
4.91 out of 5 average rating, 176 reviews

Beachfront Villa - Florida Keys

ErinRating, 5 stars1 week ago
This is a fantastic property! Right across from Sombrero Beach but still peaceful and private. The house and yard is like an oasis. Host and management company are WONDERFUL! Highly recommend!
Guest favorite
Home in Miami
4.98 out of 5 average rating, 157 reviews

Luhos Luxury: Heated Pool, Jacuzzi & BBQ, 5BR

DesireeRating, 5 stars1 month ago
This place was fantastic we did not wanna leave, felt right at home. Place was spotless rooms are beautiful. Very clean home. The area where the pool is at the floor is marble so it does not get hot, stays nice and cold awesome. The host responds to you right away asap ThankYou Desiree Viera
Guest favorite
Guest suite in Fort Lauderdale
4.92 out of 5 average rating, 394 reviews

Oasis Suite in Lake Ridge, Fort Lauderdale Beach

TachellRating, 5 stars3 weeks ago
Carlos was a great Host , everything I needed was provided and he was just a message away if I needed help ! Also the place is very beautiful and private !! DEFINITELY would come stay again
Superhost
Home in Naples
4.82 out of 5 average rating, 166 reviews

Coastal Getaway w/ Inground Heated Pool

AngieRating, 5 stars3 months ago
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.
Guest favorite
Cottage in Fort Lauderdale
4.9 out of 5 average rating, 292 reviews

Centrally Located Private Cottage

RichRating, 5 stars2 weeks ago
So Raymond had been in contact with me before I arrived, giving me info on checking in and the do's and dont's which weren't extreme, they were pretty simple. Overall, it was a good experience, and I will definitely use his location again if and when it's available.
Guest favorite
Home in Key Largo
4.95 out of 5 average rating, 44 reviews

Cottage in Paradise

WillRating, 5 stars1 week ago
The perfect place to stay while we were visiting our family in the Keys.
Superhost
Home in Hollywood
5 out of 5 average rating, 3 reviews

The Private luxury Hideaway

TaggRating, 5 stars1 month ago
This house was perfect for my friends and I during our spring break vacation. There’s nothing more we could’ve asked for.

Family friendly vacation rentals in Florida Keys

Top guest favorite
Home in Miami
4.97 out of 5 average rating, 116 reviews

Miami 3/2 Lakeside, Designed for Max Comfort

CaseyRating, 5 stars2 weeks ago
This area is in a nice neighborhood and you can walk to some restaurants and shops. Small lake was beautiful to view from the kitchen and back patio.
Guest favorite
Villa in Fort Lauderdale
4.94 out of 5 average rating, 264 reviews

Tropical Bungalow w/ Pool Tiki Hut and Full Gym

Afiah Rating, 5 stars3 weeks ago
The home was very nice especially for families who it’s children ! It looks just as it does in the photos . Matthew communication was great he was there to answer any questions we may have had . I would definitely book again
Guest favorite
Home in Key West
4.92 out of 5 average rating, 282 reviews

Family House, 2 K BR's, Private Spa/Deck, 2 pools.

JulieRating, 5 stars2 weeks ago
My husband and I spent one week at Center Court Family home. We had a wonderful stay there. Beautiful home with new appliances, TVs, Bluetooth speakers for your entertainment. The house was stocked with anything you needed. Clean and beautifully decorated. Hot tub area was private with plenty of room to relax. After walking all day we enjoyed relaxing in the hot tub. Thank you Naomi, we will be back!
Superhost
Townhouse in Key West
4.93 out of 5 average rating, 217 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

EricRating, 5 stars1 month ago
Roy was a great host. He allowed us to check in early and was very accommodating. The place was a nice fit for our two families of 4. We enjoyed eating out on the deck. The pool looked nice although we didn't have time to try it.
Superhost
Home in Naples
4.91 out of 5 average rating, 122 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars1 day ago
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.
Guest favorite
Apartment in Fort Lauderdale
4.79 out of 5 average rating, 301 reviews

Minute from the beach # 2

TakiaRating, 5 stars2 weeks ago
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.
Top guest favorite
Condo in Key West
5 out of 5 average rating, 23 reviews

EYW Getaway

RootwaRating, 5 stars5 days ago
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.
Superhost
Condo in Tavernier
4.76 out of 5 average rating, 365 reviews

Florida Keys Getaway - Slps 4 - Ocean View

NickRating, 5 stars2 weeks ago
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

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