Bungalow holiday rentals in Big Pine Key

Sunset Bungalow Suite w/ Ocean View @ Largo Resort

Bungalow Row at Largo Resort is comprised of six luxurious suites. Our One-Bedroom Sunset Bungalow offers a stunning ocean view directly across from our waterfront pool. We offer one private room entrance with a king-size bed, two full-size bathrooms, and a private entrance to the queen-size bedroom that provides a mini fridge, Keurig coffee maker, microwave, and living room. The full-time caretaker, housekeeping team, and concierge are dedicated to making your visit a lifetime experience.

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Sleeps 4 adults and 1 child. 3rd bed is a full size sofa bed, suitable for a child. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.

Beautiful Bay and Beach Bungalow

We are a great location for monthly stays. Contact owner with any questions. WiFi Internet connectivity is provided. Unassuming and relaxed elegance. Swim right off the dock or off Sea Oats Beach just out the front gate. Great deep dockage and quick access to bay and ocean!!! Spectacular long water views from inside and out of this secluded property! The dockage is deep and can accommodate large deep draft boats. Electric, water and light are conveniently located at the dock.

Islamorada Bungalow 3

Escape to our charming 2-bedroom, 1-bathroom bungalow in Marathon, FL, where luxury and convenience await! Relax on the spacious patio and take a refreshing dip in the pool, perfect for unwinding after a day of exploring nearby attractions. You're just moments away from pristine beaches, world-class fishing spots, and a variety of dining options. Whether you seek adventure or relaxation, our bungalow offers it all. Secure your stay now for an unforgettable experience!

Shared Pool & Parking - The Cottage at James House

Escape to this cozy 1-bedroom, 1-bathroom cottage nestled at the historic Curry Mansion Inn, right in the heart of downtown Key West! This fully equipped retreat offers a kitchen, comfortable living area, and a private atmosphere perfect for couples or solo travelers. Enjoy being steps away from the vibrant nightlife, dining, and attractions of Duval Street. With its historic charm and modern amenities, this cottage provides the perfect Key West getaway!

Serenity Bungalow Suite at Largo Resort

Bungalow Row at Largo Resort is comprised of six luxurious suites. Our Serenity Bungalow Suite offers one private room with a King-size bed, two full-size bathrooms, and a private entrance to the Queen-size bedroom and living Room, which provides a mini fridge, Keurig coffee maker, microwave, and living room. The full-time caretaker, housekeeping team, and concierge are dedicated to making your visit a lifetime experience.

Cudjoe Key OCEANFRONT 2B/2B in gated community!!

Check out my other property right next door! Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This waterfront paradise features a 35' concrete seawall. There is a resort usage fee of $125 payable upon arrival to Venture Out. Pre-registration form of guests must be completed prior to stay or when checking in at the security gate.

Tranquility Bungalow Suite at Largo Resort

Bungalow Row at Largo Resort is comprised of six luxurious suites. We offer one private room with a King-size bed, two full-size bathrooms, and a private entrance to the Queen-size bedroom and living Room, which provides a mini fridge, Keurig coffee maker, microwave, and living room. The full-time caretaker, housekeeping team, and concierge are dedicated to making your visit a lifetime experience.