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Guest house holiday rentals in Florida Keys

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Florida Keys

Family-friendly guest house rentals

Top guest favourite
Guest house in Fort Lauderdale
4.94 out of 5 average rating, 234 reviews

Downtown Cozy Loft

ReneeRating, 5 stars2 days ago
Nikki’s place felt right at home, we had everything we needed and it was a very comfortable, peaceful stay. The loft was very cozy and pristine. Her backyard is gorgeous and we loved being able to play with her dog Ember. It was walking distance (3 mins) to a great coffee shop and brewery, as well as a very close drive to downtown Fort Lauderdale. I would highly recommend her cozy loft to anyone, and will most definitely book again whenever I visit Fort Lauderdale. 10/10!!!!!
Guest favourite
Guest house in Miami
4.82 out of 5 average rating, 237 reviews

Kusikuy Private Guesthouse

FabioRating, 5 stars3 weeks ago
Great place for a few days in Miami.
Guest favourite
Guest house in Fort Lauderdale
4.88 out of 5 average rating, 724 reviews

Aaron's Guest Cottage and Tiki Hut

JalenRating, 5 stars2 weeks ago
Amazing stay very peaceful and comfortable
Superhost
Guest house in Miami
4.88 out of 5 average rating, 370 reviews

Charming private cottage for two.

AnkeRating, 5 stars2 weeks ago
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
Top guest favourite
Guest house in Biscayne Park
4.95 out of 5 average rating, 494 reviews

Cozy and charming cottage

RowanRating, 5 stars1 week ago
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.
Superhost
Guest house in Hollywood
4.86 out of 5 average rating, 173 reviews

Cozy Private Cottage 10 minutes from the beach!

YouwnRating, 5 stars3 weeks ago
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.
Top guest favourite
Guest house in Miami
4.95 out of 5 average rating, 523 reviews

A-Charming Cottage Great Location in Little Havana

SarahRating, 5 stars2 months ago
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 favourite
Guest house in South Miami
4.96 out of 5 average rating, 252 reviews

Cozy Cane Cottage close to UM

MichaelRating, 5 stars3 weeks ago
This is an amazing place to stay if your looking for a safe, quiet and clean room to stay in. The bedding was amazing and the mattress’ and pillows were super comfortable. The AC works great and if you’re a fan of dark when you sleep then there is that too! Would definitely stay again! 5 stars all the way!

Guest house rentals with a patio

Top guest favourite
Guest house in Southwest Ranches
5 out of 5 average rating, 12 reviews

Poolhouse Haven

AndrewRating, 5 stars2 months ago
Lesley's place was excellent and very clean. The pool house was very comfortable and private. Lesley and Chris were incredible hosts and made me feel right at home. I highly recommend this place.
Superhost
Guest house in Miami Gardens
4.8 out of 5 average rating, 105 reviews

Flamingo House

Franklin JerelRating, 5 stars1 week ago
Our stay at Odalys’s place was absolutely perfect. The place was incredibly pleasant, clean, and easily accessible. The beautiful decorations added to the overall ambiance. We want to express our deepest gratitude to Odalys for being so kind and helpful throughout our stay. We highly recommend this place to anyone looking for a comfortable and enjoyable stay.
Guest favourite
Guest house in Miami Gardens
4.97 out of 5 average rating, 123 reviews

apt1/1 with queen and two single beds fit 2 or4

VaibhavRating, 5 stars2 weeks ago
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. 🙂
Guest favourite
Guest house in Miami
4.81 out of 5 average rating, 181 reviews

Cozy guest house in North Miami

Jose PabloRating, 5 stars1 day ago
Jean's place is perfect if what you're looking for is a place to get to sleep at night and go out early in the morning. Ideal for those who go shopping at Aventura Mall or even Sawgrass on FLL, or like us going to a sporting event at Hard Rock Stadium.
Guest favourite
Guest house in Miami
4.98 out of 5 average rating, 164 reviews

Big studio w/patio; 7 mins to Mia airport.

YasirRating, 5 stars6 days ago
Very clean, organized, and conveniently located to MIA and everything else. Clear instructions by the host, Yamira was incredibly friendly and helpful. Parking was available and much appreciated. Not much in the neighborhood, place is quiet and relatively safe. I would certainly stay again if I ever visited Miami again.
Guest favourite
Guest house in Naples
4.94 out of 5 average rating, 123 reviews

Manatees

B MichelleRating, 5 stars3 weeks ago
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
Guest favourite
Guest house in Miami
4.94 out of 5 average rating, 248 reviews

Private cottage in the Historical Heart of Miami.

BorjaRating, 5 stars3 weeks ago
We stayed 3 nights at Randall's cottage. The neighborhood is quiet and pleasant. Also, 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 don't use it. Overall the experience was very good. Randall was very attentive to us at all times.
Guest favourite
Guest house in Miami Gardens
4.9 out of 5 average rating, 146 reviews

Cozy remodeled private guest house.

ZoeyRating, 5 stars1 day ago
Everything about Melissa's place was perfect for a weekend getaway. The neighborhood is quiet other than road noise from I95. I loved seeing the lizards in the mornings when we left. The home itself is spacious and supplied with everything you need and things one could forget (the supplied hair dryer saved me!!). Would definitely book this location again.

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Homestead
4.95 out of 5 average rating, 103 reviews

Hidden Cottage in the Redlands-New, midterm rental

JessicaRating, 5 stars2 weeks ago
Excellent place to stay while exploring South Florida. Spotless, spacious and quiet. Peggy Sue and Jay were friendly and responsive hosts. Highly recommend.
Superhost
Guest house in Miami
4.85 out of 5 average rating, 188 reviews

Luxe GuestHouse In The Center Of Miami⛱

CindyRating, 5 stars1 month ago
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
Guest favourite
Guest house in Naples
4.82 out of 5 average rating, 144 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

JenniferRating, 5 stars3 weeks ago
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.
Superhost
Guest house in Pompano Beach
5 out of 5 average rating, 4 reviews

Executive Retreat: Private Pool, Sleeps 4, Pets OK

PatriciaRating, 5 stars8 months ago
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!!
Top guest favourite
Guest house in Pompano Beach
4.98 out of 5 average rating, 127 reviews

Pompano Beach Guesthouse on the ocean

CarolRating, 5 stars1 week ago
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.
Top guest favourite
Guest house in Naples
4.95 out of 5 average rating, 19 reviews

Charming guest quarters in a separate building

CarrieRating, 5 stars1 month ago
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!
Guest favourite
Guest house in Miami
4.89 out of 5 average rating, 124 reviews

Cozy 1-Bedroom Private Guesthouse

MarenRating, 5 stars2 weeks ago
We had a great time staying at the place. There was everything we needed,also for cooking, and the location was good, for example, to supermarkets or even the center of Miami. the property is located in a quiet area and is great for two people and several days stay. George was a super host always friendly and responsive to our messages. George is a great host. We felt very comfortable.
Superhost
Guest house in Miami
4.73 out of 5 average rating, 60 reviews

Casita Jardin

RosaRating, 5 stars4 months ago
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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