Houseboat holiday rentals in Caribbean

Key West Houseboat Paradise

5 Years SuperHost Rated with over 300 reviews!! ~ Single Stateroom with Queen Bed, ideal for a couple. Sleeps 1-4. Spacious living room, big sofas. Full kitchen, Full Bath, large Rooftop Sun Deck, 15 min to Duval St. The land-side isn't fancy. Light industrial, Old-school Key West feel. Blue collar, friendly working class, wooden dock with a working auto garage & warehouse but the water view of dozens of green mangrove island with 2 Sea Kayaks waiting for you to take exploring is a Hidden Gem.

House boat unique experience!

Enjoy the lovely setting, whether you want to celebrate with your partner or retreat by yourself, this floating off grid home offers comfortable space for 2 adults, with private deck, perfect for lounging, dining, or simply enjoying the stunning ocean views. Located in key largo, near Gilbert’s Resort. You will have free parking and an electric motor dinghy to go back and forward to the houseboat and to enjoy the area, also we provide a guided check-in to make the best of your experience.

Paradise awaits on this cozy houseboat!

Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Shanty Pineapple Key West

Indulge in an unforgettable, sensual escape aboard our private off-grid houseboat in Key West. Perfect for couples seeking to reignite passion or explore new adventures together, this secluded floating retreat offers an intimate, exclusive setting where every moment is infused with romance and possibility. Whether you’re here to reconnect, explore each other’s desires, or simply escape the world, the serene waters and intimate atmosphere make this the ultimate romantic playground

2-Bedroom Aqualodge # 11 Grouper

This 2 Bedroom Aqualodge is an adorable accommodation in the Old Wooden Bridge Resort and Marina. You are able to enjoy the resort amenities during your stay. Beautiful Salt Water pool, Fish Cleaning Stations. Renters can also bring their boat or rent a boat from OWB at an additional fee. There is NO Swimming in the Marina Boat Basin. There is a beautiful salt water pool to use for your swimming pleasure. This is a marina with houseboats and rental boats in the slips.

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Escape to Pineapple

Escape to a houseboat near Stocking Island, Exuma, where staying onboard is part of the adventure! Moored close to Chat and Chill beach bar, you're just steps away from all the fun. But when you want peace and quiet, Stocking Island’s beautiful, secluded beaches are right at your doorstep. Dive into the clear waters for snorkeling, paddleboarding, and spotting sea turtles and tropical fish. It’s the perfect place for relaxation and adventure!

"LAZY EIGHT" Houseboat

COZY, WELL APPOINTED HOUSEBOAT AT PRIVATE BOAT DOCK IN THE INDIAN RIVER ACROSS THE STREET FROM THE BEACH. LARGE DECK W LOUNGE AREA, TIKI, GRILL & OUTDOOR SHOWER. ABUNDANT MARINE & BIRD WILDLIFE. SPECTACULAR SUNRISES, SUNSETS & ROCKET LAUNCHES. THE HOUSEBOAT IS SECURED AND CROSS TIED ON A BOAT LIFT BUT THERE MAY BE SLIGHT MOVEMENT DURING WIND EVENTS. IF YOU ARE SENSITIVE TO MOTION THIS PROBABLY IS NOT THE BEST PLACE FOR YOU.