Caribbean Boating Vacation Rentals
238 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: Gustavia, St. Barts, St. Barths - St. Barts
Description: This fully air conditioned duplex apartment A-2 at the ever popular Colony Club offers a great western view as well as a view towards the north and... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: This fully air conditioned duplex apartment A-2 at the ever popular Colony Club offers a great western view as well as a view towards the north and... Learn More
Rates
$2667 - $8037 week
$2667 - $8037 week
Featured
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
Featured
Villa:
5 Bedroom, 6 Bathroom, Sleeps 14
Location: Cap Cana, Cap Cana, Dominican Republic
Description: Property Description: Punta Cayuco 33 villa in Cap Cana Complex, is a villa made to entertain, to relax, and most importantly to give you the vacat... Learn More
Location: Cap Cana, Cap Cana, Dominican Republic
Description: Property Description: Punta Cayuco 33 villa in Cap Cana Complex, is a villa made to entertain, to relax, and most importantly to give you the vacat... Learn More
Rates
$1940 - $2970 night
$12480 - $12480 week
$1940 - $2970 night
$12480 - $12480 week
Featured
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
Featured
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Dawn Beach, 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, 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
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
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: 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
$550 - $679 night
$3850 - $11500 week
$550 - $679 night
$3850 - $11500 week
Featured
Special Offer Jul 1 - Aug 31 5% discount on top of our regular low off-season r ...
Condo:
3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Fajardo, East, Puerto Rico
Description: Enjoy a family vacation without the cost of expensive hotels. Garden apartment at an exclusive gated community across the street from the best beac... Learn More
Location: Fajardo, East, Puerto Rico
Description: Enjoy a family vacation without the cost of expensive hotels. Garden apartment at an exclusive gated community across the street from the best beac... Learn More
Rates
$1000 - $1400 week
$1000 - $1400 week
Special Offer Jun 8 - Aug 2 Inquire about last minute availability specials an ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 7
Location: Sapodilla Bay, Providenciales, Turks and Caicos Islands
Description: Crystal Sands Villa is a HUGE, 2100 square feet per floor! The Beach Level Suite and the Penthouse Suite can be rented separately or together. Ea... Learn More
Location: Sapodilla Bay, Providenciales, Turks and Caicos Islands
Description: Crystal Sands Villa is a HUGE, 2100 square feet per floor! The Beach Level Suite and the Penthouse Suite can be rented separately or together. Ea... Learn More
Rates
$2700 - $9000 week
$2700 - $9000 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:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 parking. Located in a convenience location by Isla Verde Ave., walking dis... Learn More
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 parking. Located in a convenience location by Isla Verde Ave., walking dis... Learn More
Rates
$89 - $89 night
$550 - $550 week
$89 - $89 night
$550 - $550 week
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
Apartment:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Rates
$100 - $285 night
$700 - $2000 week
$100 - $285 night
$700 - $2000 week
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Long Bay, Portland, Jamaica
Description: This cottage, with its large surrounding wooden balcony, overlooks the Caribbean Sea. The sunrise with its colours of the ocean and green mountai... Learn More
Location: Long Bay, Portland, Jamaica
Description: This cottage, with its large surrounding wooden balcony, overlooks the Caribbean Sea. The sunrise with its colours of the ocean and green mountai... Learn More
Rates
$60 - $80 night
$420 - $560 week
$60 - $80 night
$420 - $560 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
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:
6 Bedroom, 5 Bathroom, Sleeps 14
Location: Runaway Bay, St. Ann, Jamaica
Description: Sevilla Villa is a luxury villa overlooking a championship golf course and the Caribbean sea with access to a private residents beach only five min... Learn More
Location: Runaway Bay, St. Ann, Jamaica
Description: Sevilla Villa is a luxury villa overlooking a championship golf course and the Caribbean sea with access to a private residents beach only five min... Learn More
Rates
$375 - $920 night
$2620 - $6390 week
$375 - $920 night
$2620 - $6390 week
Bed and Breakfast:
8 Bedroom, 6.5 Bathroom, Sleeps 16
Location: Providenciales, Pls, Turks and Caicos Islands
Description: Our B and B is a three story, townhouse / duplex structure; with four bedrooms on each side. Two bedrooms on the second floor on each side share a... Learn More
Location: Providenciales, Pls, Turks and Caicos Islands
Description: Our B and B is a three story, townhouse / duplex structure; with four bedrooms on each side. Two bedrooms on the second floor on each side share a... Learn More
Rates
$2500 - $3000 week
$2500 - $3000 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Enjoy sensational views from this four bedroom four and a half bathroom luxury villa above St. Jean Beach. A gazebo with both outdoor living and di... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Enjoy sensational views from this four bedroom four and a half bathroom luxury villa above St. Jean Beach. A gazebo with both outdoor living and di... Learn More
Rates
$13360 - $48692 week
$13360 - $48692 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
Special Offer Mar 15 - Mar 31 DISCOUNTS
1. Baby Boomers, Firefighters, Teacher ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Rates
$195 - $245 night
$1000 - $1200 week
$195 - $245 night
$1000 - $1200 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: The Colony Club is a delightful apartment complex perched tip-top in Gustavia. The fully air-conditioned Apartment D-4 - an end unit - is particula... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: The Colony Club is a delightful apartment complex perched tip-top in Gustavia. The fully air-conditioned Apartment D-4 - an end unit - is particula... Learn More
Rates
$2432 - $7332 week
$2432 - $7332 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
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
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