Boat vacation rentals in Caribbean

Find and book unique boat rentals on Airbnb

Top-rated boat rentals in Caribbean

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

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Superhost

A luxurious yacht is docked along a calm canal, surrounded by tropical landscaping. The scene is set in the evening, showcasing the vessel's sleek white exterior illuminated by soft lights. Palm trees provide a gentle backdrop, enhancing the serene waterfront ambiance.

Home in Longboat Key

4.88 out of 5 average rating, 121 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Superhost

The indoor salon features ample seating around a central dining table, with large windows offering views of the marina. Natural light fills the space, highlighting the soft tones of the furnishings and decor. A ceiling fan ensures air circulation within the area.

Boat in Key West

4.89 out of 5 average rating, 28 reviews

Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps 8

Enjoy all the comforts of home including 4 luxurious staterooms with queen sized beds each with its own private bathroom, a full kitchen with everything needed for on board meal prep, spacious living areas down below and above on the decks. The boat is in great condition and has been well maintained inside and out. Purpus is docked in a first class marina with access to free parking, restaurants, bars, ship store, pools, ice cream shop and laundry. Charter options available for additional fee.

Superhost

The interior of the sailboat features a cozy living area with two seating spaces adorned with colorful cushions. A blue table stands in the center, accompanied by a decorative vase filled with fresh greenery. Warm wooden accents create a welcoming atmosphere.

Boat in Cidra

4.87 out of 5 average rating, 209 reviews

Cozy Sailboat at the Montains (air conditioned)

Escape to the unique & enchanting "Mountain Sailboat Retreat," anchored in the mountains of Cayey & Cidra, Puerto Rico. Imagine the beauty of a sailboat combined with the tranquility of mountain landscapes, offering an unforgettable stay for nature enthusiasts & adventure seekers alike. Guests will have the chance to stay on a beautiful sailboat, providing a charming & distinctive experience. The interior offers a comfortable sleeping area, a cozy living room, & all amenities for a great stay.

Top guest favorite

The exterior of a vintage double cabin boat is displayed, adorned with subtle lighting and vibrant decorations. Lush greenery is interspersed around the structure, creating a blend of natural and artistic elements. The boat is docked, with visible mooring lines securing it to the wharf.

Boat in Fort Lauderdale

5 out of 5 average rating, 40 reviews

Graceland Fort Lauderdale, Walk to Beach &Downtown

Beginning April 2025 all proceeds go to a local nonprofit. A short walk to the beach and the bustling downtown of Fort Lauderdale, Graceland is where your boat house becomes a tree house on a high tide. Situated conveniently on Las Olas, this 1979 remodeled 36ft 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 favorite

A houseboat is docked at the marina, displaying its sleek white exterior with blue accents. The boat features large windows and a spacious upper deck. Nearby, additional boats are moored, and clouds dot the bright blue sky above.

Boat in Fort Pierce

4.97 out of 5 average rating, 77 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.

Guest favorite

A serene view of Bimini Bay is captured, featuring a sailboat docked at a wooden pier. Lush greenery lines the waterway, while additional boats are visible in the distance. The clear blue sky enhances the tranquil ambiance of the waterfront setting.

Cottage in Anna Maria

4.83 out of 5 average rating, 117 reviews

Sea Breeze in Anna Maria With Private Dock

Welcome to Sea Breeze, our newly renovated home which is the Second Floor of a 2-story property at the North-end of Anna Maria Island. It includes 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free Netflix, washer/dryer, and a full kitchen are available. You can sailboat directly to Bimini Bay, walk to Pine Ave and City Pier, or eat in nearby restaurants. Our private home has everything you need for a perfect beach vacation in AMI!

Top guest favorite

The image captures a serene view from the deck of a sailboat, with calm water reflecting the clear sky. The shoreline is visible in the background, showcasing colorful houses and palm trees, contributing to a peaceful maritime atmosphere.

Boat in Key West

4.86 out of 5 average rating, 155 reviews

ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun

You will love staying on this 45' GulfStar Sloop. The boat boasts 2 BR, 1.5 bath with shower, full working galley, A/C throughout and plenty of room to relax down below. Every reservation comes with a sunset sail along with day sailing, snorkeling or fishing. Layout and be lazy on the spacious deck or whatever you would like to do! Visit SailAway GetAways on FB for more detailed view. **Unfortunately one night reservations do not allow time for excursions. Except a sunset sail.**

Top guest favorite

A solar and wind powered houseboat is moored on calm waters, featuring bright yellow shutters and a roof deck. Wind turbines and an American flag adorn the top, contrasting with the soothing blue sky and fluffy clouds in the background.

Boat in Islamorada

4.93 out of 5 average rating, 344 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

Cabin in Puerto Real

4.7 out of 5 average rating, 20 reviews

NEW! Stunning Bay View | Sun Deck | Kayaks | Docks

Our Cabin has everything you need for your stay in Cabo Rojo. Kayaks help you explore surrounding National Park and crystal clear water for Villa la Mela to Buye and Bicycles will take you to the best restaurants and bars. Cabañas Muelle has a beautiful wooden deck in the patio with comfortable furniture for our guests to enjoy the view with a nice drink or a BBQ. This place is so relaxing that will make you want to stay in and enjoy the sunset in the afternoon after the beach!

Superhost

A modern boat is docked at a marina, featuring a spacious deck with a canopy for shade. The hull reflects the surrounding water, and multiple boats can be seen in the background, alongside buildings lining the marina.

Boat in Le Gosier

4.86 out of 5 average rating, 28 reviews

Unique experience on a boat

Unique experience staying on a boat (attached to the marina). Enjoy the best sunsets with your partner or family. For a family fun or romantic evening. Located in Le Gosier, Guadeloupe, just steps from restaurants, bars, nightclub, pizzerias, bakeries and a supermarket. Lavomatic, hot showers and toilet nearby on the marina Access to the pontoons is secure. You'll have a pass to open the dock and sanitary facilities.

Top guest favorite

A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.

Boat in Miami

4.98 out of 5 average rating, 785 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Superhost

A sleek yacht is moored at a wooden dock, surrounded by calm waters reflecting a blue sky with fluffy white clouds. Lush greenery and a modern building are visible in the background, creating a serene and inviting atmosphere.

Boat in Fort Lauderdale

4.66 out of 5 average rating, 193 reviews

Enjoy stay on beautiful airconditioned yacht.

Enjoy a peaceful stay aboard a beautiful 40' yacht. We are located in the heart of Fort Lauderdale on the north fork of the New River in the calm and interesting historic area of Sailboat Bend. The boat is moored on our private dock which leads to the backyard of the house where we live and have Airbnb guests. You are welcome to use entire boat with maximum of two in your party.