
Vacation rentals in Florida Keys
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Houses in Florida Keys

Tiny Home on Waterfront | Bay Views | Deck | Pool
Can’t praise this property enough. It is located in the perfect location for watching the sunrise and sunset. Sitting on the dock watching is for manatees and whatever swims by is pure heaven. The house was clean and beds were very comfortable. If you are looking check out and relax this is the perfect place!

Cancellation Deal: 07/26 thru 08/09
Eddie’s place was perfect for our family vacation! It was beautifully furnished and decorated. The house was clean and clutter free. There were plenty of linens and towels. The kitchen had everything you need and was well organized. The pool area was so relaxing. The location was incredibly convenient to grocery stores and activities as well as just a short walk to the beach which also had a park and great playground for kids. We hope to come back again soon!

Flakey's
Cheryl’s place is in the perfect location in the heart of Islamorada. Listening to the live music on the back deck to wind down every night was an added plus! Cheryl was super accommodating & definitely thinks about bettering her guests’ stay. Couldn’t recommend this place more!

The Paradise 2
Our stay exceeded our expectations! Everything from the instructions for checkin and out from the host to the beautiful house and location was above and beyond. The houae is so perfect and you truly feel like you are in Paradise everyday! The sunrise and sunset are breathtaking from the deck/dock. ALL of the advertised pictures are exactly what to expect but even better in person. I enjoyed the pool as much as sitting on the deck and dock. Our son is 12 and a fisherman and he was able to fish from sun up to sundown! Our family will be returning hopefully several more times! Thank you Luis for sharing your piece of Paradise will our family!

Waterfront Sunsets, Great Price, Relaxing Spot!!!
We had a wonderful stay at Ray's Home in Key Largo. The house is exactly as advertised - spacious, tastefully furnished, well air-conditioned, and fully equipped with all the essentials. The view over the harbour is stunning, with large shoals of fish and at one point eight Nurse Sharks visible from the balcony. Ray kindly provides fish food to attract even more marine life. Since the photos, he’s added a lovely jetty with chairs - perfect for relaxing in the evening sun and watching the boats go by. The location is ideal: only a 2-hour drive to Key West, an hour to Everglades National Park, and just 3 miles from John Pennekamp Coral Reef State Park, where you can hire canoes to explore the mangroves at a great price. Nearby are several supermarkets and a wide choice of restaurants. Peaceful, well-located, and full of thoughtful touches - this place was perfect.

Captain’s Quarters Ahoy Mateys! Florida, Keys
Leila was very helpful and friendly. Made sure we were arrived and didn’t need anything. Place was very clean. Has everything you need in the kitchen. Comfortable. Stayed with another couple, plenty of space. Paddle boarded right off the dock. Great central location to enjoy all the keys. Would definitely recommend.

Anglers Terrace, Condé Nast Traveler's Best Airbnb
We really enjoyed this home in Marathon. Sitting by the canal for morning coffee, swimming in the pool on a hot afternoon, having dinner on the covered porch, or plying corn hole on the roof… it was all super enjoyable. Andy even dropped off some wonderful bagels one morning! The location is super close to all that Marathon has to offer. We would recommend this home to anyone

Private Pool! Luxury Paradise Pointe, Pet Friendly
This place was absolutely amazing!! The tiki hut and pool were perfect for the keys!! The roof top deck was a great morning coffee and evening star gazing spot. The house was incredibly adorably decorated, perfectly matching the island vibes. Everything was clean, kitchen fully stocked. Highly recommend!!
Private vacation rentals in Florida Keys

Florida Keys Oceanside Utopia
We spent an amazing week in the house of Kelly and Shane. The location on the waterfront is unbeatable and the house itself is super convenient, nicely remodeled and has a very cozy feel to it. We spent days in a row fishing from the dock, prepared our catch of the day on the bbq on the terrace, and caught shrimp at night which served as bait for the next day. There are great beaches, restaurants, and all kinds of day trips at hand if you wish to leave the property ;). Kelly and Shane are great hosts, with tons of tips - they clearly love the area and put great effort in the maintenance of the house and dock. They are super quick and easy in their communication and all three of us (me, husband and our 12 year old son) look forward to staying at their property again!

Unplug and Unwind in our Wine Barrel
Super cool place to stay. Clean and the outside is beautiful. So peaceful ☺️ Frank is really nice , answers quickly! We definitely will recommend to friends and family.

Luxury Loft
This Airbnb is definitely one of my favorites. Although a small space, it had a very organized layout. Such thoughtful touches in the home. An outside space to sit and enjoy, games to play, travel size toiletries, coffee, tea, snacks, chocolates and wine! Will stay again when we come back to the area.

Kampground Paradise w/Kayaks, Heated Pool & Marina
The attention to detail is incredible at this tiny home in the Keys! It’s beautifully decorated and very comfortable. Conveniently located in Key Largo, it’s an easy drive from Miami and a beautiful drive to Key West for a day trip and sky diving! This tiny home located in the campground is very close to live entertainment with beautiful sunsets, state parks with snorkeling, and shopping. Hosts were very responsive!!

Key Largo! Tavernier! Welcome to Paradise!
We thoroughly enjoyed our stay. It was very peaceful and private. My husband fished everyday and caught all kinds of fish he’d never seen. The pool and surrounding area was beautiful. We would definitely stay again. 10 out of 10. And you have to go on the nighttime glass bottom boat tour that docks at Robbie’s. It was AMAZING!!

Rise And Shine On The Water
There were five of us in the house and we felt immediately comfortable. Everything was super clean. The location right on the water was overwhelming as expected. Everything that is needed was there. The kitchen and terrace were very large and the mattresses were very comfortable. Key West is about 30 minutes away. Check-in and check-out as well as contact were completely unproblematic. We will be back!

Little Venice in Marathon (in the Beautiful Keys)
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!

House boat unique experience!
If you love the water, this place is a must. Secluded, peaceful, stunning sunsets and lots of fish. We saw manatees pass by the house twice. The electric dinghy was great to boat around the area, but you can’t get too far with it or else the battery will run out. Just getting to the place on the dinghy was an adventure by itself. Expect mosquitoes at dusk, it’s Florida. So bring some mosquito repellent and maybe an electric swather. Everything works on the boat. Shower was hot, AC was cold. It rained a lot on the last day, so we had to time our exit just right in order not to get soaked. But even the rain felt great to cool off, and the sounds it made on the water made for some excellent daytime naps. We Loved it!
Family friendly vacation rentals in Florida Keys

May availability 70ft Dock, Near Beach VACA23-16
Beautiful home located on a beautiful canal. We were able to see so much marine life including manatees. The house was spacious, clean and well located. If we ever get back to marathon we will definitely be looking up the twin palms to stay.

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
Eric reached out before we arrived to explain a few things, which made it extremely easy to get in! It’s a great location - we biked to almost everything we wanted to see within 10 minutes. Yet, it was very peaceful to sit on the front porch to have coffee in the morning. I would definitely recommend this place! We would definitely stay here again!

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Our family of five adults, plus two additional relatives, had the most incredible stay at this property. While we had planned several excursions, we found ourselves spending the majority of our seven-day trip enjoying everything this place had to offer. From fishing off the dock to kayaking and paddleboarding, the outdoor amenities were top-notch. The pool area was the perfect spot for relaxing and spending quality time together. One of the standout features was the amazing outdoor freezer—ideal for storing our fresh catch of Mahi from our charter trip. Inside, the kitchen was impressively well-equipped, making cooking a breeze. Every detail of the home was thoughtfully curated to provide comfort and convenience. This stay exceeded our expectations, and we’re already looking forward to returning. Highly recommend for anyone seeking a well-appointed, adventure-filled getaway!

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
This was the perfect stay in key west! Great location, clean, and an extremely accommodating host! Will stay here next time I’m in key west for certain!

⭐ Rare Waterfront Western Exposure Vacation Home
This is an absolutely beautiful home in a beautiful location. The house is thoughtfully appointed with everything you could possible need for a great stay. The furniture, the linens, the pots and pans…everything is standout quality. Clean, fresh, and smelled wonderful. Super quiet, very safe neighborhood. There are mindful additions for little ones that I would have appreciated so when our children were younger. Very comfortable family home. The beach is a pretty far walk, but if you’re up for it everything you need is there! The bikes for evening sunset rides were so fun. We packed so much fun stuff into our week but were able to completely relax when we were “home”. Being poolside on the water, palm trees swaying, it doesn’t get much better than that. Check out the Marco Island Historical Museum, it’s walkable from the house and we learned so much. Ed was great. Friendly and hospitable. This home, and Marco Island, definitely won our hearts.

Hunter 26 Sailboat
We had such a unique and memorable experience staying on this boat in Miami! Everything was clean, cozy, and exactly as described. One of the highlights of our trip was watching the sunrise while kayaking… such a peaceful and beautiful way to start the day, and the provided kayaks made it super easy to enjoy the water. The host was responsive and made sure we had everything we needed. Highly recommend this stay if you’re looking for something different. Will be returning!!

Sunsets In Palms Paradise
We thoroughly enjoyed this house! The backyard is amazing with plenty of space to play cornhole, throw frisbees, and enjoy the beautiful weather. We saw a manatee behind the property and with the provided paddleboard got to see it close up as well! The house was clean and had all desired amenities . We will definitely be back.

Waterfront View, Boat Dock, Pool Wildlife &Fishing
My fiance and I had a wonderful stay! it was a very beautiful/clean condo, had everything we needed, and the recommendations from the Hosts were on point! We stayed one night on the south end of Marco at a Hotel (on our last night) on the beach with ocean front view and let me tell you, we LOVED the Air BNB more than the Hotel stay and will definitely book with these Hosts over any Hotel again! Saw Dolphins off our dock every Sunrise and Sunset at the AirBNB! We cannot wait to come back to this Condo! Thank you so much for the amazing Hosts for sharing their Home with us. Very Good Experience and Highly recommended!
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.
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