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Guesthouse vacation rentals in Florida Keys

Find and book unique guesthouse rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Florida Keys guesthouse rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

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, 231 reviews

Downtown Cozy Loft

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

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

Superhost
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, 367 reviews

Charming private cottage for two.

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, 491 reviews

Cozy and charming cottage

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!

Top guest favorite
A charming exterior of the guesthouse is framed by lush green vines, with a terracotta-tiled roof and inviting yellow walls. An outdoor dining area is visible, featuring a table and chairs under shaded trees. Pathway with stone pavers leads up to the entrance.
Guesthouse in Miami Springs
4.91 out of 5 average rating, 290 reviews

Tropical & Private Bungalow/Pool

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

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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

Top guest favorite
Guesthouse in Naples
4.95 out of 5 average rating, 19 reviews

Charming guest quarters in a separate building

Top 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

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, 177 reviews

Cozy guest house in North Miami

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.

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, 111 reviews

Modern, quiet, private studio

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, 121 reviews

Manatees

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, 247 reviews

Private cottage in the Historical Heart of Miami.

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Guest house rentals with a washer and dryer

Top 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

Top guest favorite
A private yard is framed by lush tropical landscaping, featuring a paved patio area with a lounge chair underneath a striped umbrella. Vibrant greenery surrounds the space, creating a serene environment. A wooden fence provides privacy, and the sky reflects a bright blue.
Guesthouse in Wilton Manors
5 out of 5 average rating, 64 reviews

Wilton Manors Studio with Private Yard

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⛱

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, 141 reviews

Coastal Cabana - 2 Miles to Beach and 5th Ave

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

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, 125 reviews

Pompano Beach Guesthouse on the ocean

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, 122 reviews

Cozy 1-Bedroom Private Guesthouse

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

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Destinations to explore