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Caribbean Boating Vacation Rentals

191 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 51 - 75 of 191
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2 bedroom Vacation Rental Villa in Sapodilla Bay - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Sapodilla Bay, Providenciales, Turks and Caicos Islands
Description: Crystal Sands Villa is HUGE! The Beach Level Suite and the Penthouse Suite can be rented separately or together. Each Crystal Sands Villa Suite h...
Rates
$2950 - $9500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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...
Rates
$4400 - $7600 week


Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Christiansted - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Christiansted, St. Croix, US Virgin Islands
Description: Beautiful vacation condo in the Virgin Islands, come and enjoy a beautifully decorated two plus bedrooms, two bathroom, fully equipped condominium ...
Rates
$215 - $315 night
$1500 - $2200 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Apartment in Beacon Hill - Ocean View
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...
Rates
$100 - $285 night
$700 - $2000 week


Pet Friendly   High-Speed Internet


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1 bedroom Vacation Rental Condo in Sapphire Beach - Ocean Front
Condo: 1 Bedroom, 2 Bathroom, Sleeps 7
Location: Sapphire Beach, St. Thomas, US Virgin Islands
Description: Beachfront Luxury Duplex, 1+1 Bedroom (Queen Murphy in Living Rm), 2 Bath Ritz Carlton Guests Welcome! Deluxe Beachfront Duplex Villa @ Sapphire B...
Rates
$225 - $450 night


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Beacon Hill - Ocean Front
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...
Rates
$310 - $650 night
$2190 - $4340 week


Pet Friendly   Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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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...
Rates
$75 - $100 night


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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 ...
Rates
$175 - $245 night


Non Smoking


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1 bedroom Vacation Rental Cottage in Water Island - Ocean View
Cottage: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Water Island, St. Thomas, US Virgin Islands
Description: Self-contained eco-tent-cottages set on pristine 500-acre Water Island – a secluded getaway where you can spend a quiet day looking out over the oc...
Rates
$99 - $200 night
$693 - $1225 week


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3 bedroom Vacation Rental Villa in Flamands - Ocean View
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Located in the Roc Flamands private complex and within walking (steep) distance to gorgeous Flamands Beach, this three bedroom fully air conditione...
Rates
$5957 - $15945 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Samana - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Samana, Samana, Dominican Republic
Description: this beautiful 3 bebroom, 3 bathroom penthouse, is locate inside of Puerto Bahia & Marina complex (Valle Alto, Samana). Enjoy panoramic views of th...
Rates
$343 - $493 night
$2088 - $4541 week


Non Smoking


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5 bedroom Vacation Rental Villa in Grand cul de Sac - Ocean View
Villa: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: Contemporary in design and décor, this luxurious 5 bedroom villa - all with baths en suite - is terraced into the hillside overlooking Grand Cul d...
Rates
$15357 - $52957 week


High-Speed Internet


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3 bedroom Vacation Rental Villa in Colombier - Ocean View
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Villa Donato, a three bedroom mountaintop property in Colombier offers luxury, privacy and magnificent views from every vantage point. The main pav...
Rates
$11832 - $41207 week


High-Speed Internet


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2 bedroom Vacation Rental Villa in Vitet - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Hillside in Vitet, this deluxe 2 bedroom villa boasts stunning views of the sea, neighboring St. Maarten and glorious sunsets. Beautifully furnishe...
Rates
$3466 - $15357 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in St. Jean - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Situated hillside in St. Jean, the luxurious 4 bedroom Villa Lakshmi possesses a commanding panorama of the island including verdant Saline and its...
Rates
$16239 - $44145 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in Lurin - Ocean View
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Luxurious and very private, Au Soleil is beautifully situated high in the hills of Lurin. Its 4 bedrooms (3 kings and a queen) have baths en suite,...
Rates
$11832 - $44732 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in Pointe Milou - Ocean View
Villa: 4 Bedroom, 4.5 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...
Rates
$12420 - $47082 week


High-Speed Internet


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3 bedroom Vacation Rental Villa in Domaine du Levant - Ocean View
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Domaine du Levant, St. Barts, St. Barths - St. Barts
Description: Enjoy the great view from this tastefully decorated three bedroom three and a half bath room hillside located in the exclusive Domaine du Levant. T...
Rates
$11868 - $32982 week


Handicap Accessible


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2 bedroom Vacation Rental Villa in Pointe Milou - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Hillside in Pointe Milou, this lovely 2 bedroom villa boasts panoramic vistas and spectacular sunsets viewed from the terrace. An open floor plan ...
Rates
$3607 - $5370 week


High-Speed Internet


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3 bedroom Vacation Rental Villa in Lurin - Ocean View
Villa: 3 Bedroom, 3.5 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...
Rates
$14065 - $41207 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in Gustavia - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 9
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Situated in the heart of Gustavia, this four bedroom four bathroom fully air conditioned luxury villa is the perfect choice for guests seeking to b...
Rates
$11832 - $38857 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in Mont Jean - Ocean View
Villa: 4 Bedroom, 4.2 Bathroom, Sleeps 8
Location: Mont Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in the exclusive gated community of Mont Jean, this fabulous four bedroom luxury villa offers a panoramic seascape and by evening, the t...
Rates
$15357 - $54132 week


High-Speed Internet


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5 bedroom Vacation Rental Villa in Cayman Kai
Villa: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cab...
Rates
$480 - $1250 night
$3360 - $8750 week


High-Speed Internet


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1 bedroom Vacation Rental Villa in St. Thomas - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Thomas, St. Thomas, US Virgin Islands
Description: Resort-Managed Villa: Spacious Top Floor Villa with Beautiful Ocean Views! Akers Ellis, the official operator of Point Pleasant Resort, manages th...
Rates
$167 - $500 night
$1310 - $2459 week


Non Smoking


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6 bedroom Vacation Rental Villa in St. Barts - Ocean View
Villa: 6 Bedroom, 7.5 Bathroom, Sleeps 12
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Cliffside on the breezy side of Pointe Milou, the sprawling and spectacular 6 bedroom Villa Seascape lays claim to a panoramic view of the sea and ...
Rates
$27284 - $136100 week


Handicap Accessible   High-Speed Internet


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