
Guesthouse vacation rentals in Florida Keys
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Florida Keys
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Florida Keys guesthouse rentals
Family-friendly guest house rentals

Downtown Cozy Loft
This dog loving friendly family was welcoming, helpful, kind, accommodating, and genuinely seemed like people we’d love to have as friends. Their dogs are just as welcoming as their humans are. This home was sparklingly clean & the bed was SO comfortable. We would absolutely stay again. Thank you for sharing your guesthouse with us so we could be with our family & fur babies too.

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!
We had such a wonderful stay at this Airbnb! The space was beautifully designed—clean, cozy, and filled with thoughtful touches that made it feel like a true artist's den. The atmosphere was incredibly peaceful, perfect for unwinding and recharging. The bed was super comfortable, and we especially appreciated how quiet the area was at night. The host was friendly, responsive, and made check-in a breeze. We left feeling refreshed and would definitely love to return. Highly recommend for anyone looking for a relaxing getaway!

Kusikuy Private Guesthouse
Great place for a few days in Miami.

Aaron's Guest Cottage and Tiki Hut
Came down for tortuga with my girlfriend and found Aaron’s place, and it was amazing and very relaxing. Aaron’s awesome!

Charming private cottage for two.
I liked the small private Cottage which has everything you need. The bed was comfortable and it was quiet and clean. Rico and Kalyn where very reliable and answered my questions and helped me with my sunpass. Thank you

Cozy and charming cottage
What a gem! This place is the rose amongst the thorns of high rise Miami. Nestled in a garden district behind Bal Harbour, this Oasis hideaway was the perfect escape from the chaos. Instead of the tourist crawl, we chose to nestle at home and absorb the tranquility for a recharge before our next destination. The Bluebirds and Cardinals flying between squirrels and lizards were enchanting. The pool was blissful and the sun was warm. If we ever return to Miami there is no other place we would stay. Hosts we’re exceptional. Gave us space and privacy but we’re there when we needed them.

Cozy Private Cottage 10 minutes from the beach!
Absolutely amazing home, with great energy, clean and private. Layout creates an atmosphere of relaxation and home. Simple but elegant, just right. Only thing I would change is the bathroom shower (abit too small). Great and responsive host and easy to communicate with.

A-Charming Cottage Great Location in Little Havana
Only negative I have, is that I had to leave. And hopefully you get a good feel of what I mean after you read. *Shutting the door to the Wild Rose, turning around, eyes immediately locking on the patio chair closest to you, the little black & white fuzzy head of the Grounds Keeper, pops up. He’s looking at you & knows it too. You get 1 last heart to heart & cuddle time in with Carlito. Leaving just got harder. <Also, Do talk to him, he will talk back! He’ll even call for you at your door step if he likes you enough :)> Your given 1 last meow as you look down the stone art pathway lining a beautifully sun kissed tropical archway, to your rental. 15 minutes to the airport. Stomach sinks at the thought, but with the sun (or in my case, tears) in yours eyes, it’s hard not to have a big smile on your face. With a full belly from an amazing meal (compliments to the lovely Ines!), you slowly make your way out. You reach the gate, turn around & with gratitude, smile at the Wild Rose.
Guest house rentals with a patio

Flamingo House
The studio I record at is nearby so booked for my birthday and this place definitely exceeded my expectations! I enjoyed so much and appreciated Odalys’ kindness. The bed is also VERY comfortable.

apt1/1 with queen and two single beds fit 2 or4
She is very sweet and helpful person 🙂 Made our stay comfortable must recommend she also helped us to with special assistance and request for my family. 🙂

Cozy guest house in North Miami
I love the home I felt like I was at my home

Big studio w/patio; 7 mins to Mia airport.
Very clean place. She did a great job putting in all the things you need. Bed was comfy. Kitchen essentials. Patio area was nice!

Modern, quiet, private studio
Very relaxing as always. Will return

Manatees
Very quiet and peaceful. But still close to activity. We were there for a quick overnight but would love to rebook when we return to the area

Private cottage in the Historical Heart of Miami.
We stayed 3 nights at Randall's cottage. The neighborhood is quiet and pleasant. Plus, it's close to Little Havana, where there are several places to visit, eat, and have fun. The apartment is not very large (as in the photos) but great for 2 or 3 people and has a small porch where you can be outdoors. The kitchen seems to be well-equipped, although we didn't use it. Overall the experience was very good. Randall was very helpful to us at all times.

Cozy remodeled private guest house.
When I came back Miami I wiil call you :)
Guest house rentals with a washer and dryer

Hidden Cottage in the Redlands-New, midterm rental
Excellent place to stay while exploring South Florida. Spotless, spacious and quiet. Peggy Sue and Jay were friendly and responsive hosts. Highly recommend.

Luxe GuestHouse In The Center Of Miami⛱
I stayed a week and was able to cook/wash clothes in the meantime Bathroom is spacious Bed is big enough for 2 comfortably Very nice private outdoor area

Coastal Cabana - 2 Miles to Beach and 5th Ave
Dana and Brad were great host. they were very flexible on us checking in. We were already in Naples for a convention and we stayed a few extra days. They made it happen where we can check out at the hotel and check it to there place. We appreciate that. They were quick to respond to a message. The house was clean and the bed was comfortable.

Executive Retreat: Private Pool, Sleeps 4, Pets OK
Pascale and David were incredibly helpful, kind and supportive while our stay at their place. The house felt like home, with quite the lots of space and amenities to use; specially the pool. What a lovely place, area and neighborhood. The hosts explained and showed us everything and how to use all appliances, and when something went wrong they came over to fix it. 5 minute drive from the beach and right on the Main Street close to major stores. We sincerely thank them for their hospitality and helpful service for our family. We would book again and would highly recommend their place for your next adventure!!

Pompano Beach Guesthouse on the ocean
Our 3rd visit to the Guest House. We enjoy the “Old Florida Bungalow” feel of the place while it’s fully modern & very comfortable inside. Access to the beach directly from the property is such a treat. A nice shaded deck between the Guest house & Main house is great for outdoor dining or coffee. Pompano is a busy place but the Guest House feels very quiet & relaxing.

Charming guest quarters in a separate building
A Perfect Stay at the Guest Cottage! We thoroughly enjoyed our time at the guest cottage! Kathleen had thought of every detail to ensure our comfort. From the use of the washer/dryer and laundry soap to all the little touches that made our stay so convenient, she really understands what guests need. The setting was peaceful and private, surrounded by beautiful plants and flowers in a lovely neighborhood. It was an easy drive to the Naples beach area. There are plenty of grocery stores and restaurants nearby. We felt right at home and comfortable. We will definitely return and recommend this lovely spot! Thank you, Kathleen!

Cozy 1-Bedroom Private Guesthouse
George’s guesthouse was perfect for my stay. I loved the fact that there is a kitchen and a full size fridge! There was plenty of space for me. I was comfortable and felt safe my entire trip. He is also responsive! If you are a party of 1 or 2, I definitely recommend his place.

Casita Jardin
Hi Emily, Our stay was wonderful in every way. The place was comfortable, cozy and the resident cats were our little girl’s favorite. I really appreciated having my own parking spot and the rapidness of the responses to my questions . I will definitely stay here again. Thank you!
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Coral Castle
- Cannon Beach
- Biscayne National Park
- Far Beach
- Fairchild Tropical Botanic Garden
- Venetian Pool
- Cocoa Plum Beach
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Theater of the Sea
- Monkey Jungle
- Deering Estate
- Phillip and Patricia Frost Museum of Science
- Long Key State Park
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