Houseboat holiday rentals in Caribbean

Find and book unique houseboat rentals on Airbnb

Top-Rated House Boat Accommodation in Caribbean

Guests agree: These House Boat Accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Boat in Tavernier

4.91 out of 5 average rating, 378 reviews

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Guest favourite

Boat in Key West

4.91 out of 5 average rating, 200 reviews

Stay on Roxie with FREE anytime cancellation!

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Superhost

Boat in Marathon

4.8 out of 5 average rating, 286 reviews

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.

Top Guest favourite

Boat in Islamorada

4.93 out of 5 average rating, 356 reviews

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.

Superhost

Houseboat in Big Pine Key

4.75 out of 5 average rating, 150 reviews

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.

Guest favourite

Houseboat in Marathon

4.89 out of 5 average rating, 123 reviews

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.

Superhost

Houseboat in George Town

4.92 out of 5 average rating, 12 reviews

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!

Top Guest favourite

Boat in Fort Lauderdale

5 out of 5 average rating, 40 reviews

Graceland Boathouse Treehouse, Closed for Stays

GRACELAND IS NO LONGER AVAILABLE FOR STAYS. Graceland hosted happy travelers from Oct 2021 to April 2025. All proceeds went to a local nonprofit. Situated conveniently on Las Olas, this 1979 remodeled vintage double cabin is a hidden gem in an exotic location. The boat has 2.5 cabins & 2 en-suite full bathrooms. Host lives onsite and available as & when needed. Boat has one Toshiba air conditioning unit and multiple air movers/fans.

Top Guest favourite

Houseboat in Jensen Beach

4.98 out of 5 average rating, 63 reviews

"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.

Superhost

Place to stay in Marigot Bay

5 out of 5 average rating, 7 reviews

Delightful over the water cabin Mango Beach.

🌴 Escape to a romantic over-the-water boathouse at Mango Beach! 🌊 Nestled in mangroves, this unique 2-bed apartment sits above the sea—watch fish swim below 🐠 and sip Rum Punch 🍹 on your private dock at sunset 🌅. Just a 2-min walk along the boardwalk to the beach 🏖️. Swim outside your door or relax by the elegant pool 💦 with bay views. Perfect for couples or friends. Ask about our one-bed units for groups! ✨

Superhost

Houseboat in Key West

4.87 out of 5 average rating, 256 reviews

Key West Luxury Houseboat at Yacht Club Resort

PANORAMIC Ocean Views - POOL 200+ FIVE STAR Reviews- FIVE YEARS SuperHost Rated ~ SUN DECKS on All Levels, 500 square foot Rooftop Sky-Deck - 2x Queen Bedrooms 2x Ensuite Full Bath Queen Sleeper Sofa and 1/2 Bath Ocean-View Living Room ~ Floor-to-Ceiling Windows ~ 50 inch TV, 42 inch TV, 32 inch TV ~ Granite Countertops Throughout ~Full Kitchen, Full Size Appliances ~

Superhost

Boat in Marathon

4.72 out of 5 average rating, 72 reviews

Private 45’ Luxury Yacht

45’ Luxury Yacht docked in beautiful Boot Key Harbor. The yacht remains at the dock during your stay. This is not a charter for cruising. Amazing sunrises and sunsets while enjoying happy hour lounging on the bow of this yacht. Fully enclosed, or open, dining on the spacious aft deck