Houseboat holiday rentals in Caribbean

Find and book unique houseboat rentals on Airbnb

Top-rated houseboat rentals in Caribbean

Guests agree: these houseboat rentals are highly rated for location, cleanliness and more.

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Guest favourite

Boat in Tavernier

4.91 out of 5 average rating, 357 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 Fort Pierce

4.97 out of 5 average rating, 72 reviews

True FL vacation! Stay ON the water, fun marina!

Stay right on the water. Fully equipped for FL vacay! A romantic getaway, relax under the sun or stars on the upper deck. BEST VIEW OF ROCKET LAUNCHES AND FIREWORKS! Fish off the boat. Across the street from beach. Amenities of home with kitchen and cozy living area. All about the extras! Price includes extras like coffee, beach towels/ chairs. Read full listing. The marina has: boat/ jet ski rentals, bar, food truck, charters, and more! Free local transpo (via app) Boat doesn't leave dock.

Superhost

Boat in Islamorada

4.83 out of 5 average rating, 193 reviews

HOUSEBOAT 2BD, 1 BATH PRIVATE KEYS COTTAGE MULLET

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

Guest favourite

Houseboat in Stock Island

4.86 out of 5 average rating, 21 reviews

Great Ocean Views!

Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life. You may see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks, and even manatee from time to time! From above; view gorgeous sunsets, various birds catching their meals and even a military jet formation on occasion.

Superhost

Houseboat in Key West

4.83 out of 5 average rating, 206 reviews

Happys Houseboat

Looking for a unique and unforgettable vacation experience in Key West? Look no further than this charming houseboat listed on Airbnb! Escape the ordinary and indulge in the tranquility of living on the water. Our houseboat offers all the comforts of a cozy home, with the added bonus of breathtaking views and a prime location. Included in the rental is use of a skiff to get to and from land and a seventh generation local captain to assist in check in and give a tour of the Houseboat.

Guest favourite

Boat in Islamorada

4.93 out of 5 average rating, 339 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.

Guest favourite

Boat in Key West

4.9 out of 5 average rating, 155 reviews

Stay on the Roxie!

Enjoy, peaceful, ocean-breezy, star-filled nights, on the water! Free parking and free round trip transport to & from Roxie once per night’s stay! Extra trips are extra fee. Roxie is anchored in a protected, shallow 3-4ft bay. We live on a boat a half-mile away should you need anything. 😊 Roxie has a Keurig, snacks like chips, breakfast muffins or donuts , Keurig pods, bread, peanut butter and jelly, and bottled waters. No cooking but you may bring to go food, drinks. 🛥️🌴

Superhost

Houseboat in Big Pine Key

4.75 out of 5 average rating, 146 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.

Superhost

Houseboat in Tubará

4.8 out of 5 average rating, 192 reviews

Cabin on the Ocean, Marina Puerto Velero RNT#96146

Exclusive 48 MTS2 cabin, with Air Conditioning, Fully Equipped, with Directv TV, Stove, Refrigerator, Microwave, etc. On the Water, with all the amenities of Marina Puerto Velero, Nautical Sports, Sailing, Fishing, Boat Rides, Jet ski Rental, Kite Surfing, Windsurfing, Kayak, etc..Restaurant The Kiosko and Restaurant of the Additional Marina, Pool and many more amenities. All within a private, gated area and 24-hour surveillance, of 32 hectares.

Guest favourite

Houseboat in Marathon

4.89 out of 5 average rating, 110 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.

Guest favourite

Houseboat in Jensen Beach

4.98 out of 5 average rating, 49 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

Houseboat in Key West

4.87 out of 5 average rating, 234 reviews

Key West Luxury Houseboat at Yacht Club Resort

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