Guest house holiday rentals in Florida

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!

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:-)

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.

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Renovated Private Studio - Walking Distance to UF

NEWLY RENOVATED - Enjoy your Gainesville stay in this mid-century modern studio 0.5 miles from UF and 2 miles from UF and HCA hospitals. No detail was overlooked in this beautifully designed detached guest house with an abundance of natural light, upscale finishes, and endless amenities - kitchenette, mini fridge/freezer, smart TV, and more! This conveniently located private and quiet space in the heart of Gainesville is perfect for anyone visiting for just one night or a few weeks.

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.

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.

Under The Oaks Cottage

A charming cottage nestled beneath majestic oak trees, combining country living within reach of city amenities. This comfortable space features one bedroom with a king size bed along with built in bunk beds in the main living area. Savor a morning cup of coffee in the screened back porch while enjoying the beautiful tropical foliage. Chickens, goats, cows, and a horse forage nearby. You could possibly be entertained by the goats playing on the roof-tops.

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!

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.