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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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Guest favorite
The two-story eco-friendly River Queen vessel is anchored on tranquil waters. Its modern design is complemented by expansive windows, and a spacious rooftop deck is visible. The 10-foot dinghy is secured alongside, providing easy access to the shore.
Boat in Tavernier
4.91 out of 5 average rating, 378 reviews

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

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
A light-filled living area features a neutral-colored sofa and a round coffee table. Two elegant lamps provide soft illumination. A view of a green, tropical-themed outdoor area is visible through large glass doors, creating a seamless connection between indoor and outdoor spaces.
Home in Miami
4.87 out of 5 average rating, 104 reviews

Home near Brickell Miami, 5 min to the Beach!

This amazing home situated in a convenient location of Miami, was professionally designed and accommodated to suit your vacation needs. Enjoy our chef inspired large fully equipped kitchen, our ample sophisticated and modern bathrooms, as well as our comfortable bedrooms, upgraded with fine linens and hotel quality mattresses. The Roads is an incredible neighborhood in the limits of Brickell, filled with sidewalks, roundabouts, wide tree lined streets surrounded by tropical native Miami plants.

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, 204 reviews

Stay on Roxie - free transport, snacks & ice. BYOB

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Superhost
A serene waterfront view captures a light-colored building with turquoise accents, surrounded by lush palm trees. The calm water reflects the structure and sky, creating a tranquil atmosphere. Soft clouds float above, enhancing the peaceful setting of the marina.
Boat in Key West
4.8 out of 5 average rating, 141 reviews

A Great Escape! Private 2 Bed Rm Beautiful Marina

Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Top guest favorite
The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.
Boat in Islamorada
4.93 out of 5 average rating, 356 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.

Guest favorite
Boat in Key West
4.87 out of 5 average rating, 157 reviews

All Inclusive! Snorkel • Sail • Sun & Fun

Stay aboard our 42’ Lagoon 420 catamaran anchored off downtown Key West. Hosted by Captain Dan, a 10-year Superhost, your all-inclusive stay includes snorkeling, sailing, spear fishing, and fishing gear. Relax in the private queen cabin with ensuite bath, enjoy the fully equipped galley, and unwind in the air-conditioned salon. Quick dinghy rides bring you to Key West’s vibrant dining and nightlife. Your perfect floating island escape!

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
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, 822 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.

Guest favorite
The exterior of a yacht is showcased, featuring a spacious upper deck with a tower for observation. The sleek white hull is complemented by wood accents on the rear. The background includes calm waters and a peaceful sky, creating a serene atmosphere.
Boat in Puerto De Jobos
4.85 out of 5 average rating, 286 reviews

Ocean Life (boathouse)

Disfruta una estadía única en OceanLife, un yate totalmente equipado para tu comodidad. Vive la experiencia de despertar sobre el agua, con todas las amenidades esenciales. La embarcación permanece anclada en el muelle en todo momento, brindando seguridad y tranquilidad durante tu visita. Ideal para una escapada diferente y relajante en la costa.

Guest favorite
A well-lit living area features a dark sofa paired with light-colored accent chairs. A round coffee table is centered on a natural fiber rug. Decorative wall plates create visual interest on the walls, complemented by potted greenery. Large glass doors provide access to an outdoor space.
Townhouse in Key Largo
4.88 out of 5 average rating, 52 reviews

Mariners 210 Great Location with Marina Views

Best Vacation rental to explore the Florida Keys 3/3 bedroom Villa facing the marina with ocean views and steps away from the best pool by the ocean in the FL keys, 2 king master bedrooms with ensuite bathrooms, 2 pools, 2 hot tubs, gym, tennis, indoor and outdoor pickleball, recreation room with pool table, foosball, ping pong and card table.

Popular amenities for Caribbean boat rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly boat rentals

A sleek boat is anchored in calm waters, with a cloudy sky overhead. Two people are standing at the bow, enjoying the scenery while palm trees and waterfront buildings are visible in the background.
Boat in Naples
4.91 out of 5 average rating, 45 reviews

"Comfort Zone" Private Yacht-Charter

The airy salon features large windows that provide views of the marina. A cozy L-shaped sofa with blue accent pillows surrounds a spacious coffee table, and a patterned rug adds contrast to the wood flooring. A small dining table with two chairs is positioned near the galley.
Boat in Key West
4.5 out of 5 average rating, 6 reviews

The Sea Ray Experience

Boat in Key West
4.73 out of 5 average rating, 22 reviews

Beautiful 43 ' sportfish yacht

The hotel lobby features a spacious design with high ceilings and large windows allowing natural light. A modern reception area is accented by artwork and wooden elements. Comfortable seating arrangements are provided in the lounge area, fostering a welcoming environment for guests.
Boat in Key West
4.67 out of 5 average rating, 9 reviews

Romantic Captain's Quarters

The tranquil ocean reflects vibrant orange and pink hues as the sun sets on the horizon. Gentle ripples can be seen in the water, while a sailboat is positioned peacefully on the right, adding to the serene coastal atmosphere.
Boat in Saint George's
5 out of 5 average rating, 7 reviews

Grenada: Stay at sea

An aerial view showcases a serene beach island surrounded by clear turquoise waters. Lush greenery covers the land, dotted with palm trees. A sailboat is anchored nearby, complementing the tranquil atmosphere provided by the soft sandy shore and distant hills under a bright sky.
Boat in Samaná
4.53 out of 5 average rating, 36 reviews

Boat Experience, Marina Puerto Bahía Samana.

A well-equipped sailboat is anchored peacefully in clear blue waters, showcasing a sleek white hull and a spacious deck with a canopy for shade. The mast rises prominently, while various supplies are neatly arranged in the cockpit area. Lush greenery and a clear sky frame the vessel.
Boat in Fort Myers Beach
4.8 out of 5 average rating, 5 reviews

Comfy Private Sailboat

A cabin cruiser is anchored in clear blue water, showcasing its sleek lines against a backdrop of fluffy white clouds and a bright blue sky. The boat's spacious top deck provides ample shaded area for relaxation, while gentle waves lap against the hull.
Boat in Key West
4.79 out of 5 average rating, 43 reviews

Make Memories and Enjoy Sunsets on Euphoria

Boat rentals with beach access

A couple is seen on a serene beach, walking hand in hand along the shore. The water sparkles in various shades of blue, and a sailing yacht is visible in the distance. A thatched-roof structure can be seen further along the beach, surrounded by the calm sea.
Boat in Cayos Chichime
4.75 out of 5 average rating, 24 reviews

Private Yacht All-inclusive San Blas Adventure

Superhost
A 50ft catamaran is anchored in clear turquoise waters, surrounded by small, uninhabited islands with patches of white sand and clusters of palm trees. A person can be seen swimming nearby, and the expansive ocean backdrop enhances the serene setting.
Boat in PA

Privat Catamaran San Blas Panama

Superhost
The yacht is showcased in its sleek form, anchored in the marina. Its white exterior reflects the warm hues of the sky during sunset. Masts and rigging are visible, with other boats and a scenic waterfront providing a serene backdrop.
Boat in Cole Bay

54' Destiny in Rodney Bay Marina

A Viking Yacht is seen docked in the water at night, with blue lights illuminating the area around it. The boat's name, 'Against All Odds II,' is displayed prominently on the rear. A figure can be seen onboard, enhancing the vibrant, inviting atmosphere.
Boat in Marathon
4.5 out of 5 average rating, 38 reviews

Viking Yacht Getaway

The kitchen area features sleek cabinetry and a minimalist design. A window allows natural light in, framing views of the water outside. Essential appliances, including a coffee machine, are visible, alongside a wooden cutting board and kitchen utensils arranged neatly.
Boat in Sainte-Anne
5 out of 5 average rating, 16 reviews

Bali catamaran moored in Saint Anne!

The image displays the bow of a catamaran named 'Mascali', securely docked. A small motorboat is tied alongside, with wooden steps leading onto the deck. The surrounding water is calm and has a rich turquoise hue, with other boats visible in the background.
Boat in Le Marin

Catamaran at the pontoon

A 33-foot sailboat named Sail la Vie is docked in clear turquoise waters, showcasing a blue canopy and a wooden deck. Surrounding greenery and a light-colored coastal building are visible in the background, creating a tranquil marina setting.
Boat in Key West
4.5 out of 5 average rating, 28 reviews

Amazing 33ft sailboat. Sail, stay and play.

Guest favorite
A private yacht is docked alongside a concrete pier, surrounded by turquoise waters. Lush greenery and tropical plants are visible on the pier, under a partly cloudy sky. The yacht features a sleek design with a raised bridge and large windows, offering a modern appearance.
Boat in Simpson Bay
5 out of 5 average rating, 9 reviews

Private Yacht

Waterfront boat rentals

Superhost
A 28-foot sailboat is anchored calmly on the tranquil water, displaying a tall mast and a sunshade over the deck. The hull is painted in a clean white, contrasting softly with the surrounding landscape and sky. A quiet and serene atmosphere is evident in the scene.
Boat in Fort Pierce
4.79 out of 5 average rating, 29 reviews

28 foot hunter sailboat

Top guest favorite
An outdoor dining area is presented with a rectangular table and six chairs, surrounded by lush greenery and serene water. A partially opened umbrella offers shade, while a compact air conditioning unit is positioned nearby on the rooftop surface.
Boat in Marathon
5 out of 5 average rating, 63 reviews

Dan’s 2024 catamaran cruiser vessel can’t be moved

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

Guest favorite
The boat is anchored peacefully in calm waters, showcasing a robust structure with a white and black cabin and red accents along the hull. Fishing rods are mounted on the sides, and a spacious deck is visible, providing ample space for relaxing or fishing.
Boat in Fort Pierce
4.95 out of 5 average rating, 20 reviews

Fort Pierce Yacht sleeping 2 bed 2 bath

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

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

Superhost
A 40-foot yacht is docked alongside a tranquil waterway, with lush palm trees and residential buildings in the background. The yacht is positioned near a private dock, enhancing the serene setting of the neighborhood.
Boat in Fort Lauderdale
4.66 out of 5 average rating, 194 reviews

Enjoy stay on beautiful airconditioned yacht.

Guest favorite
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
4.72 out of 5 average rating, 72 reviews

Private 45’ Luxury Yacht

Destinations to explore

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