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.
Select a country to narrow your vacation rental search or browse listings below:
Top Cities
Filters Applied:
Boating
Search results are filtered by the criteria above. Click "X" next to criteria to remove. Or clear all filters.
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Rates
$500 - $500 night
$1500 - $1500 week
$500 - $500 night
$1500 - $1500 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
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Rincon, West, Puerto Rico
Description: BARRERO BEACH HOUSE is a beach house... is not a hotel... is not a condo... is not a resort... BARRERO BEACH HOUSE is a lovely typical Puertorican ... Learn More
Location: Rincon, West, Puerto Rico
Description: BARRERO BEACH HOUSE is a beach house... is not a hotel... is not a condo... is not a resort... BARRERO BEACH HOUSE is a lovely typical Puertorican ... Learn More
Rates
$150 - $150 night
$850 - $850 week
$150 - $150 night
$850 - $850 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
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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: The elegant hillside Villa Pralin enjoys a great location within walking distance of Anse des Cayes Beach. The 2 bedrooms here (king and king/twin... Learn More
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: The elegant hillside Villa Pralin enjoys a great location within walking distance of Anse des Cayes Beach. The 2 bedrooms here (king and king/twin... Learn More
Rates
$4665 - $18941 week
$4665 - $18941 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: North Side, Grand Cayman, Cayman Islands
Description: Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury a... Learn More
Location: North Side, Grand Cayman, Cayman Islands
Description: Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury a... Learn More
Rates
$209 - $750 night
$209 - $750 night
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
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Aguadilla, West, Puerto Rico
Description: We offer a luxurious and spacious two bedroom, two full bath Mediterranean Style Condo in a residential / tourist development known as Puerta del M... Learn More
Location: Aguadilla, West, Puerto Rico
Description: We offer a luxurious and spacious two bedroom, two full bath Mediterranean Style Condo in a residential / tourist development known as Puerta del M... Learn More
Rates
$150 - $165 night
$900 - $1100 week
$150 - $165 night
$900 - $1100 week
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Rates
$30 - $83 night
$180 - $540 week
$30 - $83 night
$180 - $540 week
Villa:
7 Bedroom, 7.5 Bathroom, Sleeps 18
Location: Moonraker Villa, Sile Bay, Anguilla
Description: Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxati... Learn More
Location: Moonraker Villa, Sile Bay, Anguilla
Description: Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxati... Learn More
Rates
$795 - $2350 night
$5950 - $17750 week
$795 - $2350 night
$5950 - $17750 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
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
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
Villa:
6 Bedroom, 6 Bathroom, Sleeps 14
Location: St. John, St. John, US Virgin Islands
Description: Securely snuggled into the verdant green hillside of Bordeaux Mountain, Estate Chateau Margot is situated on Bordeaux's eastern slope, approximatel... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Securely snuggled into the verdant green hillside of Bordeaux Mountain, Estate Chateau Margot is situated on Bordeaux's eastern slope, approximatel... Learn More
Rates
$4400 - $9400 week
$4400 - $9400 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
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Terraced waterfront on Marigot Bay, Villa Buddha Bay is not just beach front, it is literally steps from the water and at that, baby steps. A deck... Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Terraced waterfront on Marigot Bay, Villa Buddha Bay is not just beach front, it is literally steps from the water and at that, baby steps. A deck... Learn More
Rates
$3607 - $13677 week
$3607 - $13677 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The charming and beautiful two bedroom three bathroom Villa Ylang Ylang is one of the island’s prettiest. The lovely, beautifully furnished living... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The charming and beautiful two bedroom three bathroom Villa Ylang Ylang is one of the island’s prettiest. The lovely, beautifully furnished living... Learn More
Rates
$3490 - $17049 week
$3490 - $17049 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 10
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: The 4 bedroom deluxe Safran is nicely situated hillside in the exclusive gated community of Domaine du Levant and offers beautiful views. A well-eq... Learn More
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: The 4 bedroom deluxe Safran is nicely situated hillside in the exclusive gated community of Domaine du Levant and offers beautiful views. A well-eq... Learn More
Rates
$9482 - $50690 week
$9482 - $50690 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Serenely situated hillside in Devé, the lovely 4 bedroom Manonjul boasts a panoramic view and features a sleek kitchen, and a comfortable living ro... Learn More
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Serenely situated hillside in Devé, the lovely 4 bedroom Manonjul boasts a panoramic view and features a sleek kitchen, and a comfortable living ro... Learn More
Rates
$5875 - $23970 week
$5875 - $23970 week
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Rates
$350 - $1000 night
$2450 - $2450 week
$350 - $1000 night
$2450 - $2450 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This four-bedroom villa is located close by P.B. Dye's stunning La Cana Golf Course, and located in an exclusive, gated commu... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This four-bedroom villa is located close by P.B. Dye's stunning La Cana Golf Course, and located in an exclusive, gated commu... Learn More
Rates
$720 - $860 night
$4320 - $4320 week
$720 - $860 night
$4320 - $4320 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this fully air-conditioned three bedroom, three and a half bathroom luxury villa is contemporary in design with a colorful tr... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this fully air-conditioned three bedroom, three and a half bathroom luxury villa is contemporary in design with a colorful tr... Learn More
Rates
$11832 - $100122 week
$11832 - $100122 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
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 beautif... 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 beautif... Learn More
Rates
$110 - $180 night
$660 - $1080 week
$110 - $180 night
$660 - $1080 week
Villa:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Romantic and luxurious, this 1 bedroom villa is tucked away high in the hills of Vitet with views overlooking three bays: Petit Cul de Sac, Marigot... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Romantic and luxurious, this 1 bedroom villa is tucked away high in the hills of Vitet with views overlooking three bays: Petit Cul de Sac, Marigot... Learn More
Rates
$3443 - $14100 week
$3443 - $14100 week
Find additional Vacation Rentals:
