
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.

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.

"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.

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 food 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.

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.

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.

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

Guesthouse with Pool in Palm Harbor
This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

Charming Rustic Boathouse
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.

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.

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.

Sunny Boho Oasis – Luna House
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

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 "
Popular amenities for Florida guesthouses
Family-Friendly guesthouses

Hilltop Retreat

Good Vibrations

Durham House

J&M Homestead

Carriage House 1.5 bed/1 bath located off 30A

Sapphire Cottage - sleeps 6, on 5 acres with canal

Carriage House on the Beach

Tiki Hut Cottage
Guesthouses with a patio

Florida Retreat-Private Outdoor Spa + Full Kitchen

Waterfront Hideaway

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

Captivating Villa with Heated Pool, Laundry & More

The Garden Casita in St. Augustine Florida

Heaven on the Beach Cottage

Cozy Island Efficiency • Walk to Beach

"Conch Cabana" a retro studio with tropical vibes!
Guest house rentals with a washing machine and dryer

Stylish Private Studio | Walk to UF

1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean

Paradise Cottage Largo Beaches 1 mile High ground

Dune Villa - Santa Rosa Beach / 30-A

Cozy 2-bedroom guesthouse on the lake

Guesthome w/ Heated Pool 5 mins from Miami Airport

Under The Oaks Cottage

Magical Guesthouse 1 mi from SRQ airport
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