Boat vacation rentals in Caribbean

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Top-rated boat rentals in Caribbean

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

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Superhost

The sailing catamaran Purpus is shown gliding over the water, featuring a sleek white hull and a large deck. A spacious area is visible at the bow with crew members actively adjusting the sail. The overall design emphasizes both function and elegance.

Boat in Key West

4.9 out of 5 average rating, 29 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, 210 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

Villa in CARTAGENA

4.97 out of 5 average rating, 37 reviews

Casa O Carbonera Lux Boutique House

Welcome to Casa O Carbonera! Immerse yourself in luxury at this new 4-story haven in San Diego's enchanting Walled City. Designed by the renowned architect Vladimir Caballero, our house accommodates 12 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Carbonera.

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, 346 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!

Guest favorite

A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.

Boat in Key West

4.91 out of 5 average rating, 182 reviews

Stay on the Roxie!

Enjoy, peaceful, ocean-breezy, star-filled nights, on the water! Free parking and free round trip transport 1 to & 1 from Roxie per night’s stay! Roxie is anchored in a protected, shallow 3-4ft lagoon. 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. 🛥️🌴

Top guest favorite

A comfortable 12-meter catamaran is anchored in the serene waters of Deshaies Bay. The white hull contrasts with the blue sky and nearby greenery. The spacious design features two sails, with life rings affixed for safety. Other boats are visible in the background.

Boat in Deshaies

5 out of 5 average rating, 16 reviews

Unusual accommodation in Deshaies

Welcome aboard Mayelu, a comfortable 12-meter catamaran anchored in the beautiful bay of Deshaies, Enjoy the serenity and amenities of life on board, in the heart of the world's largest swimming pool: the Caribbean Sea. 2 comfortable and well-ventilated double cabins 2 bathrooms (No hot water but it's 30°) Equipped kitchen, A cozy salon A large cockpit A trampoline, suspended above the water, ideal for reading or taking a nap.

Guest favorite

A sailboat is anchored on calm water, framed by lush green hills in the background. The boat features a yellow and white hull, with a green awning providing shade over the deck. The sky is clear, illuminated by soft sunlight.

Boat in Sainte-Anne

4.9 out of 5 average rating, 51 reviews

Exceptional stay on a boat in Sainte-Anne

Do you dream of sea air, beauty, and romance? Then come live at anchor in the beautiful Caritan Bay, in Sainte-Anne. No experience is required. You can swim, hike, or kayak, read, or relax at any time, rocked by the waves and surrounded by turtles. With the easy-to-handle 3.5hp tender, you can reach the nearby pontoon and explore the island. The very quiet Caritan Bay is ideally located near the pretty village of Sainte-Anne.

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, 29 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, 790 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 luxury yacht is docked, featuring a spacious upper deck covered by a sunshade. The exterior showcases a light-colored hull with large windows and visible fenders. The marina backdrop includes multiple boats and a clear blue sky, enhancing the serene coastal setting.

Boat in Marathon

4.73 out of 5 average rating, 70 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