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Guesthouse vacation rentals in Florida Keys

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Florida Keys guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A contemporary bathroom features a bathtub and shower combination with a white surround. A dark vanity is complemented by a mirror and minimal decor, while light-colored towels hang nearby. Soft natural light illuminates the space, enhancing the clean and functional design.
Guesthouse in Fort Lauderdale
4.94 out of 5 average rating, 232 reviews

Downtown Cozy Loft

MichelleRating, 5 stars1 week ago
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.
Guest favorite
A cozy studio space features a comfortable queen bed with a twin trundle underneath. A rustic wooden dining table is positioned nearby, complemented by black metal chairs. Large windows invite natural light and offer views of a lush outdoor area, framed by green drapes.
Guesthouse in Miami
4.94 out of 5 average rating, 600 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

ClaudineRating, 5 starstoday
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!
Superhost
A covered patio is framed by lush greenery, providing a serene outdoor space. Natural stone pathways lead through the garden, and wooden furniture is visible on the patio, inviting relaxation amidst the vibrant foliage.
Guesthouse in Miami
4.82 out of 5 average rating, 237 reviews

Kusikuy Private Guesthouse

FabioRating, 5 stars2 weeks ago
Great place for a few days in Miami.
Guest favorite
An outdoor seating area within a Tiki Hut features a fire table surrounded by stones, with flames visible. A potted pink flower stands at the center of the table, and a backdrop of lush greenery and soft lighting creates a relaxing atmosphere.
Guesthouse in Fort Lauderdale
4.88 out of 5 average rating, 721 reviews

Aaron's Guest Cottage and Tiki Hut

CaydenRating, 5 stars3 weeks ago
Came down for tortuga with my girlfriend and found Aaron’s place, and it was amazing and very relaxing. Aaron’s awesome!
Guest favorite
A private tropical courtyard is showcased, featuring patterned stone flooring surrounded by lush greenery. Comfortable lounge chairs and a dining table enhance the outdoor space, while vibrant flowers add color to the setting. The fenced area creates a secluded atmosphere for relaxation.
Guesthouse in Miami
4.89 out of 5 average rating, 369 reviews

Charming private cottage for two.

AnkeRating, 5 stars1 week 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 favorite
A bright area displays a wooden shelving unit alongside a small table. Potted plants are set atop the shelves, which hold various kitchen appliances and decorative items. A woven basket and magazines are visible on the table, complemented by a colorful textile underneath.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 494 reviews

Cozy and charming cottage

RowanRating, 5 stars5 days 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
A cozy living space is presented with a comfortable blue sofa and a white coffee table decorated with a floral piece. The area includes a television mounted on a decorative media console. A kitchenette and bathroom are visible in the background, enhancing functionality.
Guesthouse in Hollywood
4.87 out of 5 average rating, 172 reviews

Cozy Private Cottage 10 minutes from the beach!

YouwnRating, 5 stars2 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 favorite
A welcoming entrance is framed by lush greenery, featuring two colorful chairs on a patterned tile floor. Large glass doors invite natural light into the cozy space, while a decorative lantern adds a touch of charm amidst the tropical foliage.
Guesthouse in Miami
4.95 out of 5 average rating, 523 reviews

A-Charming Cottage Great Location in Little Havana

SarahRating, 5 stars1 month 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 house rentals with a patio

Superhost
A well-furnished bedroom is highlighted by a spacious bed dressed in white linens with green accents. A vibrant leaf-patterned rug lies beneath the bed, and shelves display decorative items on the walls. Natural light filters in through curtains framing the windows.
Guesthouse in Miami Gardens
4.8 out of 5 average rating, 102 reviews

Flamingo House

MadisonRating, 5 stars1 week ago
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.
Guest favorite
The bedroom features two separate beds, one adorned with a light blue quilt and the other with a white comforter. A small nightstand is positioned between them, and natural light filters through a large window, complemented by light curtains and a vibrant wall art piece.
Guesthouse in Miami Gardens
4.97 out of 5 average rating, 122 reviews

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

VaibhavRating, 5 stars1 week 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 favorite
The exterior of a single-story home showcases a clean white facade with a vibrant purple roof. A welcoming front porch leads to a white door, flanked by two windows on one side. Neatly trimmed grass and colorful shrubs enhance the landscaping.
Guesthouse in Miami
4.81 out of 5 average rating, 178 reviews

Cozy guest house in North Miami

NavisRating, 5 stars5 days ago
I love the home I felt like I was at my home
Guest favorite
An open studio layout features a spacious bed adorned with vibrant bedding, a comfortable sofa, and a dining table with metal chairs. A kitchenette and a modern bathroom add convenience. Soft lighting enhances the welcoming atmosphere, and large windows introduce natural light.
Guesthouse in Miami
4.98 out of 5 average rating, 162 reviews

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

KellyRating, 5 stars1 week ago
Very clean place. She did a great job putting in all the things you need. Bed was comfy. Kitchen essentials. Patio area was nice!
Guest favorite
A spacious bed with neutral bedding is centered in a well-lit room, complemented by delicate floral wall art above. A small bedside table with a lamp is positioned next to the bed, while a window with blinds allows natural light to filter in.
Guesthouse in Miami
4.9 out of 5 average rating, 112 reviews

Modern, quiet, private studio

GeorgeRating, 5 stars4 days ago
Very relaxing as always. Will return
Guest favorite
A screened-in patio surrounds a rectangular swimming pool, providing a clear view of the pool area. Two wooden chairs with a small table are positioned nearby. The entrance to the bungalow is marked by a blue door, with tropical-themed decor visible on the walls.
Guesthouse in Naples
4.94 out of 5 average rating, 123 reviews

Manatees

B MichelleRating, 5 stars2 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 favorite
A comfortable seating area is depicted, featuring a grey sofa adorned with soft pillows. A wooden coffee table rests in front, complemented by a decorative area rug. Natural light filters through the window, which is dressed with blinds.
Guesthouse in Miami
4.94 out of 5 average rating, 248 reviews

Private cottage in the Historical Heart of Miami.

BorjaRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious backyard features a flat, grassy area with a hammock suspended between two palm trees. A decorative lamp post stands nearby, and a light-colored shed and two kayaks are visible against a backdrop of tall greenery.
Guesthouse in Miami Gardens
4.9 out of 5 average rating, 145 reviews

Cozy remodeled private guest house.

DavitRating, 5 stars3 weeks ago
When I came back Miami I wiil call you :)

Guest house rentals with a washer and dryer

Guest favorite
A modern kitchen features white cabinetry and sleek black countertops. Stainless steel appliances are visible, including a microwave and a coffee maker. Natural light filters through window shutters, and a decorative bowl adds a pop of color to the granite island.
Guesthouse in Homestead
4.95 out of 5 average rating, 103 reviews

Hidden Cottage in the Redlands-New, midterm rental

JessicaRating, 5 stars1 week 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
An outdoor living area features a comfortable sectional sofa with soft cushions in coordinating hues. A wooden coffee table sits at the center. In the background, a small patio is illuminated by string lights, highlighting a dining table with chairs under an umbrella.
Guesthouse in Miami
4.86 out of 5 average rating, 187 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 favorite
A vibrant evening scene showcases waterfront buildings adorned with warm lights. Palm trees frame the view, and a gazebo is positioned prominently in the foreground, surrounded by boats docked along the marina. The sky transitions to deep blue, enhancing the serene atmosphere.
Guesthouse in Naples
4.82 out of 5 average rating, 142 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

JenniferRating, 5 stars2 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
A bright outdoor space features two turquoise loungers beside a private pool. The patio is bordered by lush greenery and adorned with planted flowers. Seating arrangements are visible near the entrance to the house, enhancing the relaxed atmosphere in this sunlit area.
Guesthouse 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 favorite
A landscaped garden surrounds a white cottage, featuring lush green shrubs and vibrant flowering plants. Palm trees provide shade, complemented by a clear blue sky. The entrance showcases large windows that allow light into the living space.
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 126 reviews

Pompano Beach Guesthouse on the ocean

CarolRating, 5 stars2 days 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 favorite
Guesthouse in Naples
4.95 out of 5 average rating, 19 reviews

Charming guest quarters in a separate building

CarrieRating, 5 stars4 weeks 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 favorite
A wall-mounted dispenser features three compartments labeled for body wash, shampoo, and conditioner. The body wash is a warm orange color, while the shampoo and conditioner are white. The dispenser is installed against a tiled wall with white and grey hexagonal patterns.
Guesthouse in Miami
4.89 out of 5 average rating, 123 reviews

Cozy 1-Bedroom Private Guesthouse

ZanetaRating, 5 stars2 weeks ago
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.
Superhost
The exterior of a modern guesthouse is presented, featuring a white stucco façade and a black roof. A small front porch is highlighted by a lantern, while a neatly trimmed garden surrounds the entrance. Stone path leads through the lush greenery toward the door.
Guesthouse 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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