Boat holiday rentals in Caribbean Sea

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Top-rated boat rentals in Caribbean Sea

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

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Superhost

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 favourite

Boat in Isla Mujeres

4.92 out of 5 average rating, 24 reviews

Walk Barefoot to Beach - 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 favourite

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 favourite

Villa in CARTAGENA

4.98 out of 5 average rating, 42 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.

Guest favourite

Boat in Flamenco

4.95 out of 5 average rating, 20 reviews

Wanderin’ Star:Culebra Houseboat ~ Queen Beds ~ TV

Stunning houseboat located in Culebra! Dive straight into the crystal-clear waters right from the comfort of your own floating oasis. With unparalleled views of the island. Indulge in modern comforts including AC, hot water, an ice maker, WiFi, TV, and a fully equipped kitchen. It has a spacious dining room, cozy living room 2 luxurious state rooms. With easy access, you'll never want to leave this ultimate houseboat retreat. Fully equipped for a seamless stay, you’ll never want to leave!

Guest favourite

Boat in San Blas Islands

5 out of 5 average rating, 27 reviews

Private All-Inclusive Sailboat: Authentic San Blas

A private, unique, comfortable, and hassle-free experience where guests can enjoy the sea, nature, and local culture in total privacy. The sailboat is not shared with other guests, ensuring an intimate and exclusive atmosphere. This type of package is perfect for those who want to disconnect, relax, and enjoy a personalized experience — whether it’s for a romantic getaway, a special celebration, or a peaceful vacation. Everything is designed so guests can focus solely on enjoying.

Superhost

Cabin in Puerto Real

4.71 out of 5 average rating, 21 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!

Top guest favourite

Boat in Deshaies

5 out of 5 average rating, 17 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 favourite

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 favourite

Boat in Sainte-Anne

4.92 out of 5 average rating, 13 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

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.

Superhost

Boat in Saint-François

5 out of 5 average rating, 4 reviews

Gulliver sailboat, lagoon mooring, cruise

Welcome aboard Gulliver sailboat of 13.6 m with its three double cabins. Cruise in the West Indies, Guadeloupe, Marie Galante, Les Saintes... with friends or family. Welcome aboard our guest boat for sporting or relaxing stays. Kayaking and paddle boarding available. - Possibility to go on a cruise, a la carte stay, fare and tour on request