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

4.91 out of 5 average rating, 353 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

4.97 out of 5 average rating, 67 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

4.83 out of 5 average rating, 192 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.

Superhost

Boat

4.78 out of 5 average rating, 226 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.

Superhost

Houseboat

4.83 out of 5 average rating, 203 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

Houseboat

4.97 out of 5 average rating, 101 reviews

Full houseboat with large observation deck

We invite you to stay at our unique houseboat “Wild One”. Wild One is anchored minutes (by boat) from Garrison Bight Marina which is at the heart of Key West. Rides will be given to and from Wild One at the beginning and end of your stay. We will provide one in and out ride per day during your stay. Ride times must also work around our charter schedule which you will be advised of. Rides can be requested after nightfall but are accepted on a case to case basis. Last ride is at 10pm

Guest favourite

Boat

4.93 out of 5 average rating, 335 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

4.75 out of 5 average rating, 144 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

4.88 out of 5 average rating, 102 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

4.81 out of 5 average rating, 189 reviews

Cabin on the Ocean, Marina Puerto Velero RNT#96146

Exclusive cabin of 48 m2, with air conditioning, fully equipped, with direct TV, stove, fridge, microwaves, etc., on the water, with all Marina Puerto Velero services, water sports, sailing, fishing, boat rides, jet ski rental, kite surfing, windsurfing, kayaking, etc.Restaurant El KIOSKO and additional Marina Restaurant, swimming pool and many more amenities. All within a private area, closed and 24-hour surveillance, covering 32 hectares.

Guest favourite

Houseboat

5 out of 5 average rating, 40 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

4.87 out of 5 average rating, 229 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 ~