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:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Villa Belle Vue is perched looking over the white sand beach of scenic Orient Bay on the Caribbean Island paradise of French St. Martin. Luxury 4 ... Learn More
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Villa Belle Vue is perched looking over the white sand beach of scenic Orient Bay on the Caribbean Island paradise of French St. Martin. Luxury 4 ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
Apartment:
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 - $1470 week
$140 - $210 night
$840 - $1470 week
Featured
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Marigot Bay’s deliciously private Villa La Tortue is the quintessential romantic haven and a perfect spot for a honeymoon or secluded getaway. New... Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Marigot Bay’s deliciously private Villa La Tortue is the quintessential romantic haven and a perfect spot for a honeymoon or secluded getaway. New... Learn More
Rates
$3549 - $11562 week
$3549 - $11562 week
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: Overlooking the incredible Caribbean Sea and within a mile of Cruz Bay, SeaCruz has a secluded and unparalleled view. By day, sunset, or night the... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Overlooking the incredible Caribbean Sea and within a mile of Cruz Bay, SeaCruz has a secluded and unparalleled view. By day, sunset, or night the... Learn More
Rates
$2800 - $4300 week
$2800 - $4300 week
Featured
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Sosua, Puerto Plata, Dominican Republic
Description: Property Description: Grand Laguna Beach is nestled in a private, gated residential area between the towns of Sosua and Cabarete on the North shore... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Property Description: Grand Laguna Beach is nestled in a private, gated residential area between the towns of Sosua and Cabarete on the North shore... Learn More
Rates
$210 - $270 night
$1470 - $1890 week
$210 - $270 night
$1470 - $1890 week
Featured
Home:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: High up on the hill overlooking beautiful Fish Bay, is a lovely yellow villa with light purple shutters. Welcome to Daffodil Villa, a lovely two b... Learn More
Location: St. John, St. John, US Virgin Islands
Description: High up on the hill overlooking beautiful Fish Bay, is a lovely yellow villa with light purple shutters. Welcome to Daffodil Villa, a lovely two b... Learn More
Rates
$2995 - $4050 week
$2995 - $4050 week
Featured
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: A breathtaking ocean view, lush tropical gardens and a Balinese styled entrance with an artfully lit Buddha fountain, set the ambiance for this stu... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: A breathtaking ocean view, lush tropical gardens and a Balinese styled entrance with an artfully lit Buddha fountain, set the ambiance for this stu... Learn More
Rates
$12420 - $65377 week
$12420 - $65377 week
Featured
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: Villa Anaïs is a lovely 3 Bedroom/3 Bathroom Villa located in the gated community of Dawn Beach Estates. The villa offers nice oceanviews and view... Learn More
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: Villa Anaïs is a lovely 3 Bedroom/3 Bathroom Villa located in the gated community of Dawn Beach Estates. The villa offers nice oceanviews and view... Learn More
Rates
$286 - $429 night
$1715 - $4500 week
$286 - $429 night
$1715 - $4500 week
Featured
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Rates
$100 - $100 night
$600 - $600 week
$100 - $100 night
$600 - $600 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Located on the southwest end of Hart Bay, this beachfront villa is a perfect villa for newlyweds, families and small groups. Convenient to the main... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Located on the southwest end of Hart Bay, this beachfront villa is a perfect villa for newlyweds, families and small groups. Convenient to the main... Learn More
Rates
$3675 - $6500 week
$3675 - $6500 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Christiansted, St. Croix, US Virgin Islands
Description: Ocean's Edge is decorated and furnished in the warm spirit of the Caribbean - you'll find it comfortable and inviting. The two-level condominium, ... Learn More
Location: Christiansted, St. Croix, US Virgin Islands
Description: Ocean's Edge is decorated and furnished in the warm spirit of the Caribbean - you'll find it comfortable and inviting. The two-level condominium, ... Learn More
Rates
$275 - $475 night
$1925 - $3325 week
$275 - $475 night
$1925 - $3325 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Gabriela is located In the Arrecife neighborhood (the back nine of the 'La Cana' Golf Course) of the Punta Cana Resort ... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Gabriela is located In the Arrecife neighborhood (the back nine of the 'La Cana' Golf Course) of the Punta Cana Resort ... Learn More
Rates
$2370 - $3130 night
$14220 - $14220 week
$2370 - $3130 night
$14220 - $14220 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vaca... Learn More
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vaca... Learn More
Rates
$310 - $650 night
$2190 - $4340 week
$310 - $650 night
$2190 - $4340 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Chocolate Hole, St. John, US Virgin Islands
Description: Villa IntimaSea, located in Chocolate Bay on the beautiful island of St. John, U.S. Virgin islands, is the ultimate in intimate island vacation spo... Learn More
Location: Chocolate Hole, St. John, US Virgin Islands
Description: Villa IntimaSea, located in Chocolate Bay on the beautiful island of St. John, U.S. Virgin islands, is the ultimate in intimate island vacation spo... Learn More
Rates
$500 - $785 night
$500 - $785 night
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Rates
$3772 - $12960 week
$3772 - $12960 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Rates
$95 - $140 night
$600 - $900 week
$95 - $140 night
$600 - $900 week
Villa:
8 Bedroom, 8.5 Bathroom, Sleeps 16
Location: St. John, Virgin Islands, US Virgin Islands
Description: Great Expectations is different than most private villas which usually have one Master bedroom for the owners with the best amenities and view, plu... Learn More
Location: St. John, Virgin Islands, US Virgin Islands
Description: Great Expectations is different than most private villas which usually have one Master bedroom for the owners with the best amenities and view, plu... Learn More
Rates
$2375 - $15000 week
$2375 - $15000 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Under new management and extensively renovated, this affordable and awesome villa, located at the water's edge overlooking the big blue sea is avai... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Under new management and extensively renovated, this affordable and awesome villa, located at the water's edge overlooking the big blue sea is avai... Learn More
Rates
$1900 - $4200 week
$1900 - $4200 week
Special Offer Jan 6 - Feb 1 ***CAR INCLUDED***A Daihatsu Terios type of rental ...
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Rates
$35332 - $199915 week
$35332 - $199915 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Cruz Bay, St. John, US Virgin Islands
Description: Best value on St. John! Newly renovated interior, clean, fresh and conveniently located. Two bedrooms- queen bed, 2 twins (put together for another... Learn More
Location: Cruz Bay, St. John, US Virgin Islands
Description: Best value on St. John! Newly renovated interior, clean, fresh and conveniently located. Two bedrooms- queen bed, 2 twins (put together for another... Learn More
Rates
$175 - $175 night
$1250 - $1250 week
$175 - $175 night
$1250 - $1250 week
Villa:
8 Bedroom, Sleeps
Location: Gros Islet, St. Lucia, St. Lucia
Description: Per night(USD)$199 - $1,600 Per week$1,393 - $11,200 Bedrooms8 Sleeps18 8 Bathrooms 1 Half Bath 12 Reviews MAIN VILLA 6-B... Learn More
Location: Gros Islet, St. Lucia, St. Lucia
Description: Per night(USD)$199 - $1,600 Per week$1,393 - $11,200 Bedrooms8 Sleeps18 8 Bathrooms 1 Half Bath 12 Reviews MAIN VILLA 6-B... Learn More
Rates
$199 - $1600 night
$1393 - $11200 week
$199 - $1600 night
$1393 - $11200 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Pigeon Cay, Cat Island, Bahamas
Description: The Boathouse is a custom built, Bahamian-style home set on a privately owned 3 1/4 acre property. The acreage runs from the ocean to the bay with ... Learn More
Location: Pigeon Cay, Cat Island, Bahamas
Description: The Boathouse is a custom built, Bahamian-style home set on a privately owned 3 1/4 acre property. The acreage runs from the ocean to the bay with ... Learn More
Rates
$1350 - $1350 week
$1350 - $1350 week
Apartment:
2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Rates
$108 - $135 night
$756 - $945 week
$108 - $135 night
$756 - $945 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Rates
$180 - $226 night
$1260 - $1582 week
$180 - $226 night
$1260 - $1582 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Beachfront apartment (2nd Floor). spectacular views and relaxing sounds of the Atlantic Ocean. Step out onto the glass front ba... Learn More
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Beachfront apartment (2nd Floor). spectacular views and relaxing sounds of the Atlantic Ocean. Step out onto the glass front ba... Learn More
Rates
$200 - $300 night
$1000 - $1600 week
$200 - $300 night
$1000 - $1600 week
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