
Guest house holiday rentals in Florida
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Top-rated guest house rentals in Florida
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Cozy Cabana w/pool close 2 beach
A quiet romantic getaway or be right In the center of everything you might want to do on a Florida vac. The Cabana is a fully equipped living space nested by a tropical pool with its own waterfall. It’s 30 min from the beach, 50 - Cape Canaveral, 60 - Orlando. Close to I95 this quiet street is 15 min from historic downtown Melbourne with great specialty art and antique shops, street festival and bars. Lounge by a quiet pool or take in all the sights of Florida space coast the choices are endless

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!

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.

Private Luxury Coastal Cottage Apartment
Beautiful luxury studio apartment with bath, kitchenette, king bed, private parking & entrance. Enjoy views of nature, fire pit, BBQ, bicycles luxury bedding & furnishings. Apx. 10 min to Cocoa Beach and Port Canaveral. About 45 min to Orlando, Close to Cocoa Village, and Space Center. You’ll feel as if you are at the beach in this stylish Coastal Apartment retreat. Not suitable for children or more than 2 guests. It is perfect for a romantic getaway, peaceful respite, or work retreat:-)

Never Navarre From Home Cottage
Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

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.

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.

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.

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.

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Enchanted Forest: a Magical Luxury Studio
Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Casita Lantana, a 1925 cottage in a Tropical Oasis
Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.
Popular amenities for guest house rentals in Florida
Family-friendly guest house rentals

Livingston Pool House- In The Heart of Downtown
Sapphire Cottage - sleeps 6, on 5 acres with canal

Tiki Hut Cottage

Captain's Quarters Tiny House

Spacious 2/1 in historic walkable neighborhood

Good Vibrations

Private space near the beach.

"Conch Cabana" a retro studio with tropical vibes!
Guest house rentals with a patio

Tropical guest house a few blocks from the beach

Raven Haus: Curated 2 Bedroom Guest House w/Pool

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

Bungalow with Putting Green, Hot Tub, & Garden

"Little Blue House" Getaway Near the Disney Parks

Cozy Studio Retreat • King Bed

Waterfront Hideaway

Cozy Island Efficiency • Walk to Beach
Guest house rentals with a washing machine and dryer

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Cozy Cottage by the Bay

Adorable cozy cabin near North Florida Springs

Siesta Cottage on the Blackwater

*KING BED* Private Cottage in the heart of WPB

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

Guesthome w/ Heated Pool 5 mins from Miami Airport

Paradise Cottage Largo Beaches 1 mile High ground
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