
Guesthouse vacation rentals in Florida
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Florida
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.
4.96 out of 5 average rating, 401 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.
4.97 out of 5 average rating, 182 reviews
Tiny House three blocks from beach!
The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and large smart tv for own subscriptions, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!
4.89 out of 5 average rating, 336 reviews
Florida Retreat-Private Outdoor Spa + Full Kitchen
Escape to our updated Florida-themed studio, now featuring a private outdoor shower and tub - perfect for a good soak after hours of travel! Full kitchen, new furnishings and local Florida artwork. Enjoy rocket launches, beautiful sunsets by the river (1 block away), and quick access to Cocoa Beach, Cocoa Village, and Kennedy Space Center. Just 15 minutes from Port Canaveral if you’re in need of a landing pad before or after your cruise. Relax, recharge, and treat yourself to peaceful comfort!
4.92 out of 5 average rating, 167 reviews
Charming Rustic Boathouse
NEWLY RENOVATED! Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.
4.95 out of 5 average rating, 132 reviews
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.
4.97 out of 5 average rating, 542 reviews
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.
4.95 out of 5 average rating, 221 reviews
Heated Pool | King Bed | Kitchen | Quiet Retreat
🌿 Welcome to CovaCabana A quiet guesthouse retreat tucked into Panama City’s historic Cove Terrace. You’ll be close to everything, but worlds away from the noise. Perfect for couples who want rest, privacy, and a bit of magic. Comfort, Connection & Sleep ☞ Luxurious resort style king bed ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + Nespresso and drip coffee bar ☞ Record player & vinyl collection & Bluetooth speaker ☞ Private Entrance
4.98 out of 5 average rating, 116 reviews
Central Modern Hidden Gem with pool
Location! Location! This is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect you. This is only for 2 persons. No children or service dogs or comfort pets allowed. The price you see per night is the price including all the fees, before this you will see a price then at check out other fees were added on this listing the price you see is the real price.
4.94 out of 5 average rating, 187 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.
4.97 out of 5 average rating, 235 reviews
Sunny Boho Oasis – Casita Luna
One of the most beloved homes on Airbnb, fall in LOVE with Casita Luna! * Stand alone Casita Luna is designer decorated, a perfect base to explore Treasure Coast & beaches! * Enjoy your organic coffee or get work done in the window alcove * Sink into comfortable queen bed with luxurious linens, enjoy fully stocked kitchenette & a spacious bath * Watch Prime & Netflix, play games, browse through books * Convenience for long stays * Lovely private patio
5.0 out of 5 average rating, 107 reviews
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!
4.99 out of 5 average rating, 296 reviewsPopular amenities for Florida guesthouse rentals
Family-friendly guest house rentals

Good Vibrations
4.82 out of 5 average rating, 536 reviews
Hilltop Retreat
4.99 out of 5 average rating, 102 reviews
La Casita Chiquita Near Events & Entertainment!
4.92 out of 5 average rating, 107 reviews
Sapphire Cottage - sleeps 6, on 5 acres with canal
4.96 out of 5 average rating, 145 reviews
Loft studio apartment w/kitchenette
4.88 out of 5 average rating, 1160 reviews
Silver Lake Guest Pool House Very Private !
4.98 out of 5 average rating, 442 reviews
Spacious 2/1 in historic neighborhood- NO parties
4.96 out of 5 average rating, 155 reviews
Under The Oaks Cottage
4.99 out of 5 average rating, 127 reviewsGuest house rentals with a patio

Waterfront Hideaway
4.98 out of 5 average rating, 249 reviews
Guesthouse with Pool in Palm Harbor
4.98 out of 5 average rating, 115 reviews
NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
4.83 out of 5 average rating, 433 reviews
Comfy 1BR Near Beaches & Sponge Docks
4.86 out of 5 average rating, 132 reviews
The Garden Casita in St. Augustine Florida
4.94 out of 5 average rating, 466 reviews
Romantic Getaway*FREE Decor AnyOcassion*Relax Bath
4.97 out of 5 average rating, 382 reviews
Cozy Island Efficiency • Walk to Beach
4.95 out of 5 average rating, 285 reviews
Entire Guest House near Tampa airport
4.98 out of 5 average rating, 365 reviewsGuest house rentals with a washer and dryer

Casita Lantana, a 1925 cottage in a Tropical Oasis
4.98 out of 5 average rating, 303 reviews
Stylish Private Studio | Walk to UF
4.97 out of 5 average rating, 663 reviews
Jupiter Kozy Kottage- Oct Openings 2.7 from beach
5.0 out of 5 average rating, 279 reviews
Villa with Heated Pool, Laundry, Ping Pong & More
4.94 out of 5 average rating, 271 reviews
Cozy Cottage by the Bay
4.99 out of 5 average rating, 367 reviews
Studio guesthouse in the historic Duckpond
4.99 out of 5 average rating, 248 reviews
Dune Villa - Santa Rosa Beach /30-A
4.97 out of 5 average rating, 300 reviews
Cozy and charming cottage
4.95 out of 5 average rating, 540 reviewsDestinations to explore
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