Houseboat holiday rentals in Caribbean

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Top-rated houseboat rentals in Caribbean

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Guest favourite

Houseboat in Fort Pierce, Florida, US

5.0 out of 5 average rating, 15 reviews

Seaside Serenity

Welcome to 🐬Seaside Serenity🐳 - your charming retreat on the water! Nestled in Causeway Cove Marina on South Hutchinson Island, this delightful houseboat offers a unique and unforgettable experience. Enjoy stunning waterfront views and relax on the outdoor deck while soaking up the sun. The cozy interior features a well-equipped clean kitchen, a comfortable living area, & a dining space with amazing view. Come experience life on the water and create amazing memories! Kayak,Surf, Paddleboard

Guest favourite

Houseboat in Key West, Florida, US

5.0 out of 5 average rating, 26 reviews

Key West Outpost: eco-vacation

The Outpost is a unique experience. This is a place where you can be completely off the grid, but still have all of the amenities. Private conch cottage on the backcountry waters surrounding Key West. Enjoy watching the amazing wildlife from your private deck. You can paddle board, kayak or do some light tackle fishing right off the boat. You can even add eco-tours to enhance the adventure. We will take you out for arrival and bring you back on your departure day, via one of our other boats.

Guest favourite

Houseboat in Stock Island, Florida, US

4.82 out of 5 average rating, 22 reviews

Great View in a private marina!

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.M

Guest favourite

Houseboat in Fort Pierce, Florida, US

4.98 out of 5 average rating, 55 reviews

Better than waterfront, Extras included!

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 cleaning and extra amenities. Read full listing. The marina has: boat/ jet ski rentals, bar, food truck, charters, helo, and more! Free local transpo (via app) Boat doesn't leave dock.

Superhost

Cottage in Islamorada, Florida, US

4.84 out of 5 average rating, 133 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

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

Houseboat in Key West, Florida, US

4.84 out of 5 average rating, 179 reviews

Happys Houseboat

This beautiful houseboat is nestled in a calm protected bay, it has hot water, a fridge and Air Conditioning! This boat was featured in Old Dominion‘s music video “I was on a boat that day”. Beautiful sites all around to wake up on the water and sunsets and stars to experiences as you relax on the top deck in the evening. Included in the rental is use of a skiff to get to and from land and and a seventh generation local captain to assist in check in and give a tour of the Houseboat.

Guest favourite

Boat in Key West, Florida, US

4.99 out of 5 average rating, 74 reviews

Cozy Houseboat “Wild One”

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 8.

Superhost

Villa in Marathon, Florida, US

4.89 out of 5 average rating, 152 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Superhost

Houseboat in Tubará, Colombia

4.8 out of 5 average rating, 173 reviews

Cabaña en el Mar, Marina Puerto Velero RNT#96146

Cabaña exclusiva de 48 mts2, con Aire Acondicionado, Totalmente Dotada, con TV Directv, Estufa, Nevera, Microhondas, etc, Sobre el Agua, con todos los servicios de la Marina Puerto Velero, Deportes Náuticos, de Vela, Pesca, Paseos en lancha, Renta de Moto Acuática, Kite Surf, Windsurf, Kayak, etc..Restaurante El KIOSKO y Restaurante de la Marina adicional, Piscina y muchas mas amenities. Todo dentro de un área privada, cerrada y vigilancia 24horas, de 32 hectáreas.

Guest favourite

Boat in Stuart, Florida, US

4.94 out of 5 average rating, 338 reviews

Modern Houseboat On the water

This cozy houseboat is located at Sunset Bay Marina & Anchorage in Stuart, FL. A short 5-minute walk takes you to Historic Down Town Stuart and all of its fabulous shops and restaurants. Here at the marina, we have Sailors Return restaurant and Gilbert's Coffee Bar to satisfy any craving you have. Martin County’s beautiful beaches are just 6 miles away. Two bicycles are at your disposal for enjoyable rides.

Guest favourite

Home in La Parguera, Puerto Rico

4.96 out of 5 average rating, 47 reviews

Amapola Marina // beach house on water

Nothing screams relaxation like this beautiful beach house located in La Parguera, Puerto Rico. Did we mention that it’s right OVER THE WATER?! A unique experience! The property includes all basic amenities and toiletries needed. Also, we have 2 kayaks and a paddle board for our guests to use, free of charge! So from my family to yours, come over and have some fun!! (Hablamos español)

Superhost

Houseboat in Key West, Florida, US

4.91 out of 5 average rating, 43 reviews

The Crystalmarine Suite – Rustic Luxury on the Sea

Romantic getaway on the sea with panoramic views of the ocean. Capture each sunrise and sunset on board this one-of-a-kind, floating vacation suite. Luxurious amenities include a full en suite bath with a rainfall shower head, heated water, A/C, kitchenette, electricity, wi-fi, and even a projector in case you want to "Netflix & chill." Snorkel gear, kayak, and magic included.