Boat vacation rentals in Caribbean Sea

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Top-rated boat rentals in Caribbean Sea

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Guest favorite

The vibrant blue hull of the sailboat is nestled among lush greenery. Surrounding plants and trees create a natural backdrop, enhancing the boat's unique positioning. The sailboat's rigging is visible above, and sunlight filters through the foliage, adding to the serene atmosphere.

Boat in Cidra

4.87 out of 5 average rating, 212 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, 52 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

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

A serene courtyard features a calming water feature with two gentle waterfalls flowing into a shallow pool. Surrounding the pool, lush greenery and potted plants enhance the tranquil setting. A dining area with woven chairs and an umbrella is positioned nearby, providing a welcoming space for relaxation.

Villa in CARTAGENA

4.98 out of 5 average rating, 55 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

The boat's deck features a spacious sunbathing area with white cushions, overlooking the marina. Boats are visible moored in the background, accompanied by palm trees and a clear sky. Soft sunlight enhances the tranquil ambiance of the water.

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 serene sunset view from the catamaran's trampoline reveals tranquil waters and anchored boats. Two drinks are placed on a tray beside a seated guest, enjoying the peaceful atmosphere. The horizon displays soft hues of orange and purple, reflecting the day's end.

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 rests on calm turquoise waters, equipped with a green canopy for shade. Nearby, a small dinghy and a two-person kayak are anchored alongside. The backdrop features distant hills and other boats dotting the serene landscape.

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 image captures a panoramic view of turquoise waters dotted with several boats, framed by lush green hills and a coastal village in the background. A sailboat's mast and rigging are visible in the foreground, providing context for the tranquil marine setting.

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

An inviting interior space is highlighted by a curved seating area adorned with colorful cushions. A round wooden table complements the seating, while large windows allow natural light to illuminate the area. Fresh flowers in a vase add a touch of elegance.

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

A sailboat glides gracefully across clear blue waters, with white sails billowing in the wind. The surrounding scenery includes lush green islands and other boats anchored in the distance, complemented by a partly cloudy sky.

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.