
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.

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Good Vibrations
Step back in time for a vacation in old Florida. The beautiful town of Carrabelle, is a small coastal town with the beach, good food, music and lots of atmosphere. Your Airstream is a fully updated vintage 1965.All amenities needed for a stay are provide. The bathroom and kitchen are updated. The kitchen is equipped with a stove, oven, refrige,microwave and coffee maker and even coffee. 1 full size bed , a sofa bed,Dish television and WiFi are provided. Bring your clothes and come to PARADISE!

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

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.

Key West Style Suite with Pool/Spa
This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

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.

Nature Unique lake view Tiny Guest studio
Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

Heated Pool Beach Bungalow Steps to the Ocean
Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

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.

Cozy Cottage in Springfield, Downtown Jax
🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Entire Guest House near Tampa airport
Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!
Popular amenities for Florida guesthouses
Family-Friendly guesthouses

Tiny House | Airport & Downtown Orlando 15 Min

"Little Blue House" Getaway Near the Disney Parks

Sapphire Cottage - sleeps 6, on 5 acres with canal

Comfortable and Gently Disney.

Tiny House Oasis Blue Vatican . Near MacDill Base

Cozy patio level studio In Historic district

Studio loft/ kitchenette/porch/bath

Private space near the beach.
Guesthouses with a patio

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Tropical guest house a few blocks from the beach

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Cozy Guesthouse Near Downtown (Non-Toxic)

Rocket City Retreat Titusville Space Coast

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Hip + Modern Florida Hideaway

1924 Spanish Carriage House Lower
Guest house rentals with a washing machine and dryer

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Tiki Hut Cottage

Blue barn newly remodeled 12 blocks to downtown

The Cottage A Pet Friendly Guesthouse

*KING BED* Private Cottage in the heart of WPB

Cute & Cozy Tiny Guesthouse

the Pool House

Casita Lantana, a 1925 cottage in a Tropical Oasis
Destinations to explore
- Apartment rentals Florida
- Cabin rentals Florida
- Luxury rentals Florida
- Beach condo rentals Florida
- Bed and breakfasts Florida
- Boutique hotels Florida
- Rentals with a home theatre Florida
- Lakehouse rentals Florida
- RV rentals Florida
- Cottage rentals Florida
- Barn rentals Florida
- Holiday home rentals Florida
- Bungalow rentals Florida
- Condo rentals Florida
- Rentals with an EV charger Florida
- Rentals with a kayak Florida
- Rentals with a fire pit Florida
- Shipping container rentals Florida
- Rentals with a washing machine and dryer Florida
- Rentals with a sauna Florida
- Rentals with a fireplace Florida
- Rentals with an accessible height toilet Florida
- Fitness-friendly rentals Florida
- Resort rentals Florida
- Waterfront rentals Florida
- Smoking-friendly rentals Florida
- Ranch rentals Florida
- Tree house rentals Florida
- Rentals with a hot tub Florida
- Serviced apartment rentals Florida
- Private suite rentals Florida
- Beachfront rentals Florida
- Ski-in/ski-out rentals Florida
- Rentals with lake access Florida
- Boat rentals Florida
- Aparthotel rentals Florida
- Rentals with breakfast Florida
- Tiny house rentals Florida
- Beach house rentals Florida
- Townhouse rentals Florida
- Rentals with an accessible height bed Florida
- Hostel rentals Florida
- Houseboat rentals Florida
- Pet-friendly rentals Florida
- Dome rentals Florida
- Rentals with outdoor seating Florida
- Nature eco lodge rentals Florida
- Family-friendly rentals Florida
- Rentals with pools Florida
- Rentals with a patio Florida
- Tent rentals Florida
- Campsite rentals Florida
- Hotel rooms Florida
- House rentals Florida
- Villa rentals Florida
- Loft rentals Florida
- Mansion rentals Florida
- Farmstay rentals Florida
- Rentals with beach access Florida
- Island rentals Florida
- Guesthouse rentals United States
- Things to do Florida
- Wellness Florida
- Entertainment Florida
- Tours Florida
- Art and culture Florida
- Sightseeing Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States




