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Caribbean Boating Vacation Rentals

189 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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Listings 1 - 25 of 189
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2 bedroom Vacation Rental Home in St. John - Ocean View
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
Rates
$2995 - $4795 week


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2 bedroom Vacation Rental Villa in Anse des Cayes - Ocean View
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
Rates
$5840 - $15945 week


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3 bedroom Vacation Rental Villa in Vitet - Ocean View
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: A luxurious three bedroom villa, Reve de Nuit’s private Vitet location offers a beautiful vista of the sea and the verdant countryside. A long pool... Learn More
Rates
$6192 - $25968 week


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2 bedroom Vacation Rental Home in St. John - Ocean View
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
Rates
$2900 - $4500 week


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Special Offer Aug 13 - Aug 31   New Bookings ! New Lower Rates for New Boo ...
1 bedroom Vacation Rental Apartment in Cruz Bay - Ocean Front
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
Rates
$175 - $245 night


Non Smoking


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6 bedroom Vacation Rental Villa in Treasure Beach - Ocean Front
Villa: 6 Bedroom, 6 Bathroom, Sleeps 12
Location: Treasure Beach, Jamaica South Coast, Jamaica
Description: Marblue Verandah Villa - your home away from home. Enjoy Jamaican Hospitality with calm winds sweeping you away from your daily troubles. Have your... Learn More
Rates
$2550 - $5350 week


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Special Offer Jan 8 - Mar 28   Lovebirds Special 2 person occupancy entire villa ...
3 bedroom Vacation Rental Villa in Bel Air - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Bel Air, St Philip, Barbados
Description: Ocean front 3 bedroom villa overlooks pristine secluded powder white sand with pink coral beach. Take 12 gradual steps easy access to beach. Listen... Learn More
Rates
$215 - $700 night
$1500 - $4900 week


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6 bedroom Vacation Rental Villa in English Harbour
Villa: 6 Bedroom, 6 Bathroom, Sleeps 18
Location: English Harbour, English Harbour, Antigua and Barbuda
Description: Villa Sariel is in a superb location with magnificent views over Falmouth Harbour. It has a private pool and a large sundeck with a 7 seater hot-tu... Learn More
Rates
$3500 - $11000 week


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2 bedroom Vacation Rental Condo in Aguadilla - Ocean Front
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
Rates
$150 - $165 night
$900 - $1100 week


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Studio Vacation Rental Villa in Port Antonio - Ocean View
Villa: Studio, 1 Bathroom, Sleeps 3
Location: Port Antonio, Jamaica North Coast, Jamaica
Description: The Fan sits nestled in an enchanted tropical forest where hummingbirds compete for airspace, feeding on vividly colored exotic flowers. This villa... Learn More
Rates
$190 - $250 night


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3 bedroom Vacation Rental Condo in Boca Chica - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 12
Location: Boca Chica, Santo Domingo, Dominican Republic
Description: Are you thinking of getting away to the beautiful Caribbean island of the Dominican Republic? Well, now you have a place to stay just steps from th... Learn More
Rates
$150 - $175 night


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5 bedroom Vacation Rental Home in Ocho Rios - Ocean View
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 16
Location: Ocho Rios, Jamaica North Coast, Jamaica
Description: Surround yourself in luxury, and let your dedicated staff pamper you in your own private Villa. Ocean View have been the "home away from home" for... Learn More
Rates
$700 - $886 night
$1100 - $3500 week


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2 bedroom Vacation Rental Cottage in Cruz Bay
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
Rates
$175 - $175 night
$1250 - $1250 week


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2 bedroom Vacation Rental Condo in Cayman - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman, Grand Cayman, Cayman Islands
Description: 2 steps to the sand….Private Beachfront just 10 minutes from George Town and Airport. Situated on powdery, white sand, this small, “non-touristy”... Learn More
Rates
$1450 - $2250 week


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2 bedroom Vacation Rental Cottage in Parlatuvier - Ocean View
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Parlatuvier, Tobago, Trinidad and Tobago
Description: Our comfortable wooden cottage is situated on top of a hill on Tobago´s north-west side, overlooking the fishing village of Parlatuvier and Parlatu... Learn More
Rates
$75 - $100 night


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1 bedroom Vacation Rental Condo in San Juan
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: San Juan, North, Puerto Rico
Description: Condo is located in the heart of the Condado Beach area on Ashford Avenue, San Juan's main tourist area. Across the street from the beach and majo... Learn More
Rates
$650 - $995 week


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Special Offer Aug 13 - Dec 31   20% off the weekly rate of $2,100 for the whole vi ...
4 bedroom Vacation Rental Villa in Runaway Bay
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Runaway Bay, Jamaica North Coast, Jamaica
Description: Whistling Villa is a modern and affordable vacation villa located at Runaway Bay, in the exclusive Cardiff Hall Estate on the North Coast of Jamaic... Learn More
Rates
$75 - $300 night
$525 - $2100 week


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4 bedroom Vacation Rental Home in Punta Cana - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Punta Cana, Altagracia, Dominican Republic
Description: Casa Blanca is located within the luxury Punta Cana Resort & Club on the east coast of the Dominican Rep., home to no other than Oscar De La Renta,... Learn More
Rates
$1200 - $1400 night
$7000 - $8400 week


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4 bedroom Vacation Rental Home in Punta Cana - Ocean Front
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Punta Cana, Altagracia, Dominican Republic
Description: Villa Caleón is a luxury ocean front villa located within one of the most exclusive resorts in the Dominican Rep. named Cap Cana. The villa is loca... Learn More
Rates
$2000 - $2600 night
$12600 - $15400 week


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4 bedroom Vacation Rental Home in St. John - Ocean Front
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
Rates
$3675 - $6700 week


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6 bedroom Vacation Rental Villa in Runaway Bay - Ocean View
Villa: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Runaway Bay, Jamaica North Coast, 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


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4 bedroom Vacation Rental Home in Dunmore Town - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Dunmore Town, Harbour Island, Bahamas
Description: Our Home was recently renovated and elegantly upgraded. Our location is Peaceful, Tropical and Secluded in Serene Triana Shores. Our Home is rich i... Learn More
Rates
$195 - $600 night
$1395 - $4950 week


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2 bedroom Vacation Rental Villa in Charlestown - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Charlestown, West Indies, St. Kitts and Nevis
Description: This brand-new villa at Cliffdwellers faces St. Kitts offering fabulous sunset views year round. Soak in the infinity-edged pool day or night and d... Learn More
Rates
$2800 - $5200 week


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3 bedroom Vacation Rental Villa in St. John - Ocean View
Villa: 3 Bedroom, 5 Bathroom, Sleeps 6
Location: St. John, St. John, US Virgin Islands
Description: Cinnamon Stones sits high on the hillside of Estate Catherineberg, a small prestigious community of luxury villas, surrounded by the Virgin Islands... Learn More
Rates
$4400 - $7600 week


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5 bedroom Vacation Rental Villa in Lorient - Ocean View
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
Rates
$35332 - $164582 week


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