Boat vacation rentals in Caribbean Sea

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Top-rated boat rentals in Caribbean Sea

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Guest favorite

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, 211 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.

Guest favorite

An aerial view captures a vibrant marina surrounded by turquoise waters, with several boats docked alongside a wooden pier. Sandy beaches and colorful beachside structures can be seen in the background, framed by palm trees that provide a tropical ambiance.

Boat in Isla Mujeres

4.88 out of 5 average rating, 43 reviews

Only you on board. Beach front - North End

Fulfill your dream of living on board a true sailboat on a Caribbean island with hotel amenities and walking barefoot to a white sand and turquoise water beach. Soak up the sun while enjoying the sunset from the deck. Sleep in your private boat with air conditioner and bathroom en-suite. Step in and out by waking at any time. The movement is super soft, and the place is a safe gated marina. Perfect for celebrating your partner's birthday, an anniversary, or concluding an unforgettable vacation.

Guest favorite

A spacious seating area inside the yacht is furnished with white cushions and a central table. Large windows allow ample natural light, while the sleek design is complemented by the polished control panel in the background.

Boat in Cancún

5 out of 5 average rating, 18 reviews

47ft $1199 usd for 6 Hours inc Ceviche & all toys

***6 HOUR CHARTER IM ON A BOAT!!! You can be tooooo! Best deal for a boat like this in Cancun! This mint Four Winns 47 ft Yacht includes: sound system, 3 tvs, Captain, Waiter, Fuel, Water, ice, 24 beers, shrimp ceviche, 2 large guacamole, salsa and chips, On board barbecue grill(UPON REQUEST) so bring what you wish to grill if so, inflatable floaty toys, Sup boards option, tons of snorkel gear, we can pre plan you an amazing day and extra hours can be negotiated! Chef option also available

Top guest favorite

Villa in CARTAGENA

4.98 out of 5 average rating, 51 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.

Superhost

A marina scene is captured, featuring numerous boats of various sizes docked in calm waters. Surrounding hills display greenery and the marina's vibrant buildings provide a backdrop. The sky is clear with a few clouds, creating a serene atmosphere.

Boat in Gourbeyre

4.71 out of 5 average rating, 31 reviews

Double cabin boat close to the beach

You will love this unusual getaway on a boat (13m). Wood interior 1 double cabin, 1 bathroom kitchen, indoor living room, outside. Bluetooth speaker, equipped for a comfortable life on board. Marina offering shops, diving club, laundromat, hot showers at the end of the dock. Music bar open sometimes on weekends right across. 2 min walk to the beach, hikes. Day trip possible (holy and leeward) at extra cost. Boat=no shutters or air conditioning.

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, 18 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.

Guest favorite

The interior of the boat features a warm wood finish with seating areas comprising dark upholstery and a central table. The galley is visible in the background, highlighting kitchen essentials. Natural light filters through the windows, creating a cozy and functional living space.

Boat in Sainte-Anne

4.93 out of 5 average rating, 15 reviews

Living on the sea

On board a 12-meter sailboat, you have 2 cabins with shower and adjoining toilet. Sunset aperitifs, unlimited swimming. Breakfast with sea view in the cockpit is free Nights away from mosquitoes. I invite you to my "home", the boat on which I live at anchor in front of the village of Ste Anne I'll pick you up at the dock with my dinghy and bring you back at your leisure. The perfect place to visit southern Martinique!

Superhost

A sleek motorboat is docked at the marina, characterized by a streamlined design and a blue canopy for shade. The boat is equipped with fenders and has a spacious deck, partially reflecting the clear sky and calm water surrounding it.

Boat in Le Gosier

4.86 out of 5 average rating, 29 reviews

Feet in the water 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.

Guest favorite

A compact cabin space is highlighted, featuring a comfortable sleeping area dressed in blue fabric. Storage cabinets are built into the wall, and a small window lets in natural light. A private bathroom area is visible, equipped with a sink and a toilet.

Boat in Le Marin

4.91 out of 5 average rating, 22 reviews

Imagine972 Martinique Boat Unusual Sailor Hotel

The catamaran is ENTIRELY at your disposal during your stay, there will be no one else on board. Large comfortable catamaran, close to the center of Marin, NO SAILING POSSIBLE. Between 2 and 5 minutes' walk you have the sailors' bars, supermarkets, restaurants, vegetable market, fish market, hospital … In one sentence, 80% of the boating life, without seasickness.

Superhost

A sailboat with a white sail and green trim is cruising through deep blue waters under a clear sky. The vessel sails gracefully, showcasing its sleek hull and well-maintained rigging, providing a sense of adventure on the open sea.

Boat in Saint-François

5 out of 5 average rating, 4 reviews

Gulliver sailboat, lagoon mooring, cruise

Welcome aboard the 13.6m Gulliver sailboat with its three double cabins. Cruise in the West Indies, Guadeloupe, Marie Galante, Les Saintes... With friends or family. Welcome aboard our host boat for sports or relaxing stays. Kayak and paddle board available. - Possibility to go on a cruise, à la carte stay, fare and tour on request-emailgullivervoivoiliergulliver

Superhost

A sleek yacht is docked at a marina, featuring a white hull and navy blue canopy. The spacious deck is equipped with a circular steering wheel and safety devices, including a bright yellow life ring. Surrounding boats and a sunset sky create a serene backdrop.

Boat in Jolly Harbour

Luxury Afloat In Antigua

Enjoy a sailing holiday on your own private yacht. Sail to stunning white sand beaches, swim with turtles, snorkel colorful reefs and enjoy the sunset on deck. Enjoy the freedom of a sailing holiday minus the stress and hassle at a fantastic price. Our professional skipper/host can take you to the best places on the island either free to relax or do the sailing.