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:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: Villa Petit St. Louis is a one bedroom one bathroom very nice studio villa that is located near Villa Habitation St. Louis. It has its own parking... Learn More
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: Villa Petit St. Louis is a one bedroom one bathroom very nice studio villa that is located near Villa Habitation St. Louis. It has its own parking... Learn More
Rates
$3020 - $4195 week
$3020 - $4195 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Rates
$10540 - $42347 week
$10540 - $42347 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This beautiful villa is located in the Tortuga Bay neighborhood of the Punta Cana Resort & Club. The resort features three mi... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This beautiful villa is located in the Tortuga Bay neighborhood of the Punta Cana Resort & Club. The resort features three mi... Learn More
Rates
$650 - $1150 night
$3900 - $4550 week
$650 - $1150 night
$3900 - $4550 week
Home:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Nassau, Nassau, Bahamas
Description: With breathtaking views over blue-hued waters, this two-story contemporary home across from the eastern shore is perfectly named and enjoys sunny s... Learn More
Location: Nassau, Nassau, Bahamas
Description: With breathtaking views over blue-hued waters, this two-story contemporary home across from the eastern shore is perfectly named and enjoys sunny s... Learn More
Rates
$350 - $350 night
$2450 - $2800 week
$350 - $350 night
$2450 - $2800 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Situated hillside in Anse de Cayes, Villa Micalao boasts spectacular views and a charming bit of vintage elegance that puts guests in vacation mode... Learn More
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Situated hillside in Anse de Cayes, Villa Micalao boasts spectacular views and a charming bit of vintage elegance that puts guests in vacation mode... Learn More
Rates
$5840 - $21785 week
$5840 - $21785 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This five bedroom five and a half bathroom compound consists of two separate villas, each with a pool making this accommodation perfect for couples... Learn More
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This five bedroom five and a half bathroom compound consists of two separate villas, each with a pool making this accommodation perfect for couples... Learn More
Rates
$11245 - $46577 week
$11245 - $46577 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:
4 Bedroom, 5 Bathroom, Sleeps 12
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Cana Playera is an architectural jewel that elevates tropical living to the highest level. Placed right behind the 7th ... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Cana Playera is an architectural jewel that elevates tropical living to the highest level. Placed right behind the 7th ... Learn More
Rates
$2500 - $4380 night
$17500 - $30660 week
$2500 - $4380 night
$17500 - $30660 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:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: This waterfront two bedroom two bathroom villa has a spectacular sea view, a pool and Jacuzzi that lies beside a coral beach. The villa features c... Learn More
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: This waterfront two bedroom two bathroom villa has a spectacular sea view, a pool and Jacuzzi that lies beside a coral beach. The villa features c... Learn More
Rates
$4665 - $16380 week
$4665 - $16380 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:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This four bedroom 4 and a half bathroom magnificent, luxurious villa is exquisitely furnished and overlooks the water and boasts a fantastic view... Learn More
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This four bedroom 4 and a half bathroom magnificent, luxurious villa is exquisitely furnished and overlooks the water and boasts a fantastic view... Learn More
Rates
$35332 - $149977 week
$35332 - $149977 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Surrounded by fresh tropical flowers, this one bedroom one bathroom cute hillside bungalow has a gorgeous view of Grand Cul de Sac, Petit Cul de Sa... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Surrounded by fresh tropical flowers, this one bedroom one bathroom cute hillside bungalow has a gorgeous view of Grand Cul de Sac, Petit Cul de Sa... Learn More
Rates
$1962 - $5217 week
$1962 - $5217 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Rates
$140 - $210 night
$840 - $1260 week
$140 - $210 night
$840 - $1260 week
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: Lurin, St. Barts, St. Barths - St. Barts
Description: The elegant 3 bedroom Villa Bellissima is privately - and conveniently - located in the lovely hills of Lurin only a few minutes’ drive from Gouver... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: The elegant 3 bedroom Villa Bellissima is privately - and conveniently - located in the lovely hills of Lurin only a few minutes’ drive from Gouver... Learn More
Rates
$13595 - $51277 week
$13595 - $51277 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:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Located in the popular Roc Flamands complex - and just minutes from gorgeous Flamands Beach - Villa Aloa has an abundance of features that are sure... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Located in the popular Roc Flamands complex - and just minutes from gorgeous Flamands Beach - Villa Aloa has an abundance of features that are sure... Learn More
Rates
$4665 - $15910 week
$4665 - $15910 week
Villa:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Always a very special villa, Bonbonniere will surely be sought after by those looking for a romantic hideaway. A garden path leads to a private lit... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Always a very special villa, Bonbonniere will surely be sought after by those looking for a romantic hideaway. A garden path leads to a private lit... Learn More
Rates
$3455 - $5017 week
$3455 - $5017 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Anse des Lezards, St. Barts, St. Barths - St. Barts
Description: This delightful 3 bedroom villa in Anse de Lézards is cool in every way. From its coolly casual décor - pretty shades of Caribbean blues and greens... Learn More
Location: Anse des Lezards, St. Barts, St. Barths - St. Barts
Description: This delightful 3 bedroom villa in Anse de Lézards is cool in every way. From its coolly casual décor - pretty shades of Caribbean blues and greens... Learn More
Rates
$6192 - $27425 week
$6192 - $27425 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: This hillside 3 bedroom fully air-conditioned villa boasts a plethora of views: Shell Beach, St. Kitts, St. Maarten, the harbor - and beautiful sun... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: This hillside 3 bedroom fully air-conditioned villa boasts a plethora of views: Shell Beach, St. Kitts, St. Maarten, the harbor - and beautiful sun... Learn More
Rates
$5722 - $22572 week
$5722 - $22572 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This four bedroom four and a half bathroom lovely villa offers a view that extends all the way to Gustavia and is truly a delight to behold. The fu... Learn More
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This four bedroom four and a half bathroom lovely villa offers a view that extends all the way to Gustavia and is truly a delight to behold. The fu... Learn More
Rates
$8307 - $11832 week
$8307 - $11832 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Not far from beautiful Flamands Beach, Villa Ocean’s 5 boasts spacious and airy indoor and outdoor living spaces - and a gorgeous pool that is heat... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Not far from beautiful Flamands Beach, Villa Ocean’s 5 boasts spacious and airy indoor and outdoor living spaces - and a gorgeous pool that is heat... Learn More
Rates
$10422 - $45167 week
$10422 - $45167 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: What a view! Appropriately named "The View", this villa leverages its prime Colombier hillside location and boasts a panoramic view of neighborin... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: What a view! Appropriately named "The View", this villa leverages its prime Colombier hillside location and boasts a panoramic view of neighborin... Learn More
Rates
$23582 - $111790 week
$23582 - $111790 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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