Caribbean Boating Vacation Rentals
235 Caribbean Boating Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Caribbean.
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Villa:
5 Bedroom, 7 Bathroom, Sleeps 10
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Listen to the "song of the sea" while gazing at magnificent views from this exquisite five bedroom, seven bathroom luxury villa. The gourmet kitche... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Listen to the "song of the sea" while gazing at magnificent views from this exquisite five bedroom, seven bathroom luxury villa. The gourmet kitche... Learn More
Rates
$32982 - $103565 week
$32982 - $103565 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: This beautiful villa has a private pool that has great views of the ocean. Two of the bedrooms have king size beds and the third has a queen bed. ... Learn More
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: This beautiful villa has a private pool that has great views of the ocean. Two of the bedrooms have king size beds and the third has a queen bed. ... Learn More
Rates
$286 - $429 night
$1715 - $4500 week
$286 - $429 night
$1715 - $4500 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin
Description: The name means "at the sea" and that is certainly where you are in this charming apartment. The views from the deck and the pool area are of the be... Learn More
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin
Description: The name means "at the sea" and that is certainly where you are in this charming apartment. The views from the deck and the pool area are of the be... Learn More
Rates
$214 - $300 night
$1350 - $2450 week
$214 - $300 night
$1350 - $2450 week
Villa:
6 Bedroom, 7 Bathroom, Sleeps 14
Location: Punta Cana, Punta Cana, Dominican Republic
Description: 6 Bedroom Villa | Luxury Collection | Private Beach | Ocean Front | Family Resort | Entertainment | Marina Property Descript... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: 6 Bedroom Villa | Luxury Collection | Private Beach | Ocean Front | Family Resort | Entertainment | Marina Property Descript... Learn More
Rates
$4380 - $6250 night
$30660 - $43750 week
$4380 - $6250 night
$30660 - $43750 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Rates
$10939 - $52147 week
$10939 - $52147 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Thomas, St. Thomas, US Virgin Islands
Description: 1 bedroom/ 1 bathroom Unit Description: These 1 bedroom units feature a king bed in the bedroom, a sofa sleeper in the living area, a partial kitc... Learn More
Location: St. Thomas, St. Thomas, US Virgin Islands
Description: 1 bedroom/ 1 bathroom Unit Description: These 1 bedroom units feature a king bed in the bedroom, a sofa sleeper in the living area, a partial kitc... Learn More
Rates
$139 - $229 night
$973 - $1603 week
$139 - $229 night
$973 - $1603 week
Home:
6 Bedroom, 6 Bathroom, Sleeps 16
Location: San Salvador, San Salvador, Bahamas
Description: This 10,000 square foot home is located on a pristine, private beach overlooking the crystal clear waters of the Caribbean. The cost includes a co... Learn More
Location: San Salvador, San Salvador, Bahamas
Description: This 10,000 square foot home is located on a pristine, private beach overlooking the crystal clear waters of the Caribbean. The cost includes a co... Learn More
Rates
$10000 - $10000 week
$10000 - $10000 week
Villa:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Constructed of wood, Villa Nahma was inspired by Thailand’s famous Jim Thompson House and is worthy of its spectacular views of Petit and Grand Cul... Learn More
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Constructed of wood, Villa Nahma was inspired by Thailand’s famous Jim Thompson House and is worthy of its spectacular views of Petit and Grand Cul... Learn More
Rates
$11832 - $47165 week
$11832 - $47165 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Toiny, St. Barts, St. Barths - St. Barts
Description: Toiny‘s rocky coast - which channels that of Brittany - is home to the spectacular 2 bedroom Villa Noé. This architectural gem is ultra modern in ... Learn More
Location: Toiny, St. Barts, St. Barths - St. Barts
Description: Toiny‘s rocky coast - which channels that of Brittany - is home to the spectacular 2 bedroom Villa Noé. This architectural gem is ultra modern in ... Learn More
Rates
$9482 - $30715 week
$9482 - $30715 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Rates
$13595 - $92990 week
$13595 - $92990 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Lurin, Lurin, St. Barths - St. Barts
Description: What a view! Step into Villa Azur and take it all in: an ocean panorama that includes the islands of Saba, Statia, St Kitts and Nevis - as well a... Learn More
Location: Lurin, Lurin, St. Barths - St. Barts
Description: What a view! Step into Villa Azur and take it all in: an ocean panorama that includes the islands of Saba, Statia, St Kitts and Nevis - as well a... Learn More
Rates
$9952 - $39410 week
$9952 - $39410 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Privately located in beautiful Pointe Milou, villa Sunrise-Sunset features a striking walled stone terrace where a pair of palm trees stand guard a... Learn More
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Privately located in beautiful Pointe Milou, villa Sunrise-Sunset features a striking walled stone terrace where a pair of palm trees stand guard a... Learn More
Rates
$7720 - $25897 week
$7720 - $25897 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Contemporary in design and décor, the well-appointed 3 bedroom Villa Acerola Estate has much to offer guests. A spectacular swimming pool - extra l... Learn More
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Contemporary in design and décor, the well-appointed 3 bedroom Villa Acerola Estate has much to offer guests. A spectacular swimming pool - extra l... Learn More
Rates
$9482 - $38940 week
$9482 - $38940 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Step into luxurious villa Le Phare (The Lighthouse), and you are treated to a panoramic vista of Gustavia Harbor. Take it all in; from the spacious... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Step into luxurious villa Le Phare (The Lighthouse), and you are treated to a panoramic vista of Gustavia Harbor. Take it all in; from the spacious... Learn More
Rates
$23582 - $49432 week
$23582 - $49432 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: The luxurious 4 bedroom Belle Bague leverages its perch high in the hills of Colombier and offers magnificent 270° views of the neighboring islands... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: The luxurious 4 bedroom Belle Bague leverages its perch high in the hills of Colombier and offers magnificent 270° views of the neighboring islands... Learn More
Rates
$21820 - $68902 week
$21820 - $68902 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: The island’s very desirable Pointe Milou area is the setting for this beautiful 2 bedroom villa that leverages its location to offer guests panoram... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: The island’s very desirable Pointe Milou area is the setting for this beautiful 2 bedroom villa that leverages its location to offer guests panoram... Learn More
Rates
$3607 - $12220 week
$3607 - $12220 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Dawn Beach, St. Maarten, St. Maarten - St. Martin
Description: Bell'mare is Italian for "beautiful sea" and that will be your view from this wonderful three bedroom, three bath beachfront villa. The home sits o... Learn More
Location: Dawn Beach, St. Maarten, St. Maarten - St. Martin
Description: Bell'mare is Italian for "beautiful sea" and that will be your view from this wonderful three bedroom, three bath beachfront villa. The home sits o... Learn More
Rates
$400 - $600 night
$2400 - $6300 week
$400 - $600 night
$2400 - $6300 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Always a favorite for its spectacular views and charm, the lovely and secluded four bedroom, five bathroom Villa Camaruche embodies an elegant Zen-... Learn More
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Always a favorite for its spectacular views and charm, the lovely and secluded four bedroom, five bathroom Villa Camaruche embodies an elegant Zen-... Learn More
Rates
$8965 - $30174 week
$8965 - $30174 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The delightful 4 bedroom Villa Roc Flamands #8 has a stunning hillside location and a sweeping view of its namesake gorgeous beach. The glass enclo... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The delightful 4 bedroom Villa Roc Flamands #8 has a stunning hillside location and a sweeping view of its namesake gorgeous beach. The glass enclo... Learn More
Rates
$8307 - $29540 week
$8307 - $29540 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Just minutes from beautiful Flamands Beach, the 3 bedroom multi-level Villa Pressyne is a unique vacation home that has a delightful tree-house amb... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Just minutes from beautiful Flamands Beach, the 3 bedroom multi-level Villa Pressyne is a unique vacation home that has a delightful tree-house amb... Learn More
Rates
$5840 - $20022 week
$5840 - $20022 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Nassau, New Providence, Bahamas
Description: Panorama views of the ocean, this home is grand in appearance and fashioned to create a feeling of relaxation, intimacy and seclusion. This five b... Learn More
Location: Nassau, New Providence, Bahamas
Description: Panorama views of the ocean, this home is grand in appearance and fashioned to create a feeling of relaxation, intimacy and seclusion. This five b... Learn More
Rates
$2500 - $2500 night
$12000 - $12000 week
$2500 - $2500 night
$12000 - $12000 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 6
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Out on Pointe Milou and surrounded by water on three sides, the luxurious and oh-so-private Villa Cap au Vent boasts a magnificent panorama from ev... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Out on Pointe Milou and surrounded by water on three sides, the luxurious and oh-so-private Villa Cap au Vent boasts a magnificent panorama from ev... Learn More
Rates
$21115 - $112177 week
$21115 - $112177 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Cabarete, Cabarete, Dominican Republic
Description: Property Description: Seahorse Ranch is a 250 acre exclusive, gated development on the North Coast between Cabarate and Sosua. It is a fifteen minu... Learn More
Location: Cabarete, Cabarete, Dominican Republic
Description: Property Description: Seahorse Ranch is a 250 acre exclusive, gated development on the North Coast between Cabarate and Sosua. It is a fifteen minu... Learn More
Rates
$840 - $1090 night
$5880 - $7630 week
$840 - $1090 night
$5880 - $7630 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Located in the sought-after Colony Club complex, the fully air-conditioned Azur apartment boasts a direct view of the harbor and St. Maarten, and h... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Located in the sought-after Colony Club complex, the fully air-conditioned Azur apartment boasts a direct view of the harbor and St. Maarten, and h... Learn More
Rates
$4077 - $4724 week
$4077 - $4724 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Rates
$10270 - $45602 week
$10270 - $45602 week
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