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Guesthouse holiday rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Florida

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 243 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Guest favourite
A hot tub is positioned beside a fire pit, surrounded by greenery and decorative lighting. A projector screen displays images, creating an inviting atmosphere for outdoor entertainment. The space is enhanced by potted plants and gravel pathways, offering a serene retreat.
Guesthouse in Tampa
4.93 out of 5 average rating, 225 reviews

Hot Tub + Free Wine! + Ping Pong + Outdoor Theatre

You will Experience serenity at The Loft House Retreat! Amidst lush Florida plants, unwind in a hot tub, challenge friends to ping pong, or cozy up by the fire pit and Projector. Inside, enjoy 2 full beds & refresh in a full bathroom with a walk in Shower. Explore Tampa's gems: Busch Gardens, Downtown Tampa, Waterstreet, Armature Works, Zoo Tampa, The Florida Aquarium, Raymond James Stadium, Sparksman Wharf, Michelin-starred restaurants, and historic eateries. Book your unforgettable escape now!

Guest favourite
A refreshing plunge pool is surrounded by a spacious patio, accented by lounge chairs and stylish seating. The newly constructed guest home features multiple outdoor levels with a spiral staircase, and lush greenery lines the perimeter, enhancing the inviting outdoor space.
Guesthouse in Cocoa Beach
4.96 out of 5 average rating, 380 reviews

The Cocoa Boho Rooftop Retreat

Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

Guest favourite
A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.
Guesthouse in Tampa
4.97 out of 5 average rating, 165 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

Top Guest favourite
A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 539 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Top Guest favourite
The exterior of the loft showcases a charming A-frame structure, accentuated by wooden beams and a warm glow from the illuminated windows. Soft string lights create an inviting atmosphere around the pathway, which is framed by lush greenery and leads to a shared firepit.
Guesthouse in Gainesville
4.95 out of 5 average rating, 305 reviews

Walk to UF! Historic King Bed Loft w/ Private Deck

If you are visiting Gainesville, look no further than Camellia Loft. This historic gem was built in 1924 and has been freshly renovated to bring it into the modern era. Enjoy the birdsong and majestic trees from your private deck overlooking the backyard—or relax inside as light streams through the loft's massive skylights. Only 0.5 miles to UF campus and exactly 1 mile to the stadium, you can easily walk to campus or games. Unwind by the shared fire pit or enjoy cooking on the grill

Top Guest favourite
A rustic studio cottage is set among tall pine trees, featuring a wooden exterior with large windows. A spacious deck is equipped with a pair of wooden chairs, inviting relaxation outdoors. The surrounding landscape displays natural vegetation with a blend of grasses and tree stumps.
Guesthouse in Wewahitchka
5 out of 5 average rating, 129 reviews

The Bunkie on Wetappo Creek

Enjoy a tranquil getaway in this cozy and comfortable studio cottage overlooking the water. Are you working remotely and looking for the perfect retreat space? A couple looking to leave it all behind for a bit and recharge? Come and enjoy the peaceful sounds of happy birds and whispering pines, all while being a short 15 minute drive away from the Gulf of Mexico and its white sand beaches. This private and peaceful space surrounded by Mother Nature invites you to relax and unwind.

Top Guest favourite
A well-appointed sleeping area features a spacious bed dressed in light gray bedding, flanked by two bedside tables with stylish lamps. Colorful wall art complements the space, while natural light streams through several textured windows, enhancing the tranquil ambiance.
Guesthouse in Gainesville
4.97 out of 5 average rating, 645 reviews

Stylish Private Studio | Walk to UF

NEWLY RENOVATED | WALK TO UF | PRIVATE STUDIO Wake up minutes from campus in a light-filled, mid-century modern studio — just 0.5 miles from UF. Perfect for game days, campus visits, graduations, and hospital stays (2 miles to UF Health Shands & HCA). This private, detached guest house features modern finishes, natural light, a comfortable bed, kitchenette, mini fridge, Smart TV, fast WiFi, and a workspace. Quiet, central location near UF and downtown Gainesville.

Guest favourite
A two-story black wooden structure is depicted, featuring a spacious balcony adorned with seasonal decorations. Stairs lead to the upper level, and a covered area with parking is visible below. Surrounding greenery includes tall trees, enhancing the natural setting.
Guesthouse in Lake City
4.88 out of 5 average rating, 1,148 reviews

Loft Apartment/studio/kitchenette /porch

3 Miles from I75 exit 414 .studio apartment w/ porch over barn. Fire pit with wood available. Grill. Hammock swings under oaks. Stalls available. Close to riding/hiking trails in O'leno State Park. Close to springs for tubing/kayak/canoe. Ichetucknee Spring State Park, Ginny Springs, ++. Also 15 minutes from Santa Fe River and paddling/kayak/canoe rentals . Diving excursions available in High Springs. Quiet setting w/ pastures and grand daddy oaks.

Top Guest favourite
An aerial view captures the spacious grounds of Nova Beach Cottage, surrounded by lush greenery and palm trees. The property is located steps from the beach, with a clear view of the ocean in the background. The layout of the buildings and pathways is evident.
Guesthouse in Fort Pierce
4.97 out of 5 average rating, 230 reviews

Extraordinary location, private, beach path, cozy

Location, privacy, ocean. Due to health concerns, pool seen from aerial shots not available Nov-May because owners will be in residence in the main house. Welcome to Nova Beach Cottage, the guest house on the oceanfront estate of famous sculptor, Mihai Popa, a.k.a. “Nova”. Located on the south tip of North Hutchinson Island directly next to the Fort Pierce Inlet State Park. Garden and beach path a few steps from the cottage. Screened patio from bedroom.

Guest favourite
A charming cabin is nestled among lush greenery, featuring a cozy porch with comfortable seating. The pathway is lined with vibrant tropical plants and palms, creating a serene and inviting entrance. Sunlight filters through the canopy, illuminating the peaceful surroundings.
Guesthouse in Key Largo
4.86 out of 5 average rating, 508 reviews

Romantic Bayside Guesthouse peaceful beach sunsets

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *Guesthouse on bayside not Bayfront ! Same property private from the residence! "No pets inside the Guesthouse "

Guest favourite
Guesthouse in Ponte Vedra Beach
4.91 out of 5 average rating, 175 reviews

Guesthouse/TPC/Guana Views/Walk Beach/Hot Tub

Escape to our enchanting Low Country studio bordering the pristine Guana Preserve! This private retreat for up to four - features a king bed, a pull out couch, a fully equipped kitchen, and your own personal hot tub. Enjoy breathtaking sunrises and a short walk to the beach. Perfect for a romantic getaway or a solo escape, this light-filled space offers a serene and stylish home base for your coastal adventure.

Popular amenities for Florida guesthouses

Destinations to explore