Caribbean Hiking Vacation Rentals
178 Caribbean Hiking 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:
Hiking
Search results are filtered by the criteria above. Click "X" next to criteria to remove. Or clear all filters.
Villa:
3 Bedroom, 2 Bathroom, Sleeps 7
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Perfectly suited for families, this three bedroom two bathroom hillside villa has a sensational sweeping view and is very nicely furnished. The liv... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Perfectly suited for families, this three bedroom two bathroom hillside villa has a sensational sweeping view and is very nicely furnished. The liv... Learn More
Rates
$5405 - $14887 week
$5405 - $14887 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 4 Unit Description: This cottage is fully air conditioned and includes a kitchenette, cable TV, and a private furnished porch, maki... Learn More
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 4 Unit Description: This cottage is fully air conditioned and includes a kitchenette, cable TV, and a private furnished porch, maki... Learn More
Rates
$125 - $165 night
$875 - $1155 week
$125 - $165 night
$875 - $1155 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Well designed and prettily furnished, this charming 2 bedroom villa is located on the St Jena hillside and is a perfect villa to share with friends... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Well designed and prettily furnished, this charming 2 bedroom villa is located on the St Jena hillside and is a perfect villa to share with friends... Learn More
Rates
$3643 - $14688 week
$3643 - $14688 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: This stunning 2 bedroom villa is built into the hillside of Flamands and offers sweeping views of both the sea and the surrounding mountains. Conte... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: This stunning 2 bedroom villa is built into the hillside of Flamands and offers sweeping views of both the sea and the surrounding mountains. Conte... Learn More
Rates
$8895 - $38352 week
$8895 - $38352 week
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 ... Learn More
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 ... Learn More
Rates
$3490 - $10023 week
$3490 - $10023 week
Villa:
5 Bedroom, 7 Bathroom, Sleeps 10
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Rates
$11597 - $17590 week
$11597 - $17590 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Peaceful and private best describe this 2 bedroom hillside villa, and the views across the beautiful bay of Lorient are sensational. There is a com... Learn More
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Peaceful and private best describe this 2 bedroom hillside villa, and the views across the beautiful bay of Lorient are sensational. There is a com... Learn More
Rates
$4030 - $12338 week
$4030 - $12338 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Always a favorite for its spectacular views and charm, the lovely and secluded four bedroom, five bathroom Villa Camaruche embodies an elegant Zen-... Learn More
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Always a favorite for its spectacular views and charm, the lovely and secluded four bedroom, five bathroom Villa Camaruche embodies an elegant Zen-... Learn More
Rates
$8965 - $30174 week
$8965 - $30174 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, TV, DVD, CD, BBQ / Grill, Walk to Beach, Safe, AC-Bedrooms, Internet Access Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, TV, DVD, CD, BBQ / Grill, Walk to Beach, Safe, AC-Bedrooms, Internet Access Learn More
Rates
$16532 - $55390 week
$16532 - $55390 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: The luxurious 4 bedroom Belle Bague leverages its perch high in the hills of Colombier and offers magnificent 270° views of the neighboring islands... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: The luxurious 4 bedroom Belle Bague leverages its perch high in the hills of Colombier and offers magnificent 270° views of the neighboring islands... Learn More
Rates
$21820 - $68902 week
$21820 - $68902 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 2 - all inclusive Unit Description: This unit is an efficiency unit, with a king bed. It is fully airconditioned with cable tv and... Learn More
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 2 - all inclusive Unit Description: This unit is an efficiency unit, with a king bed. It is fully airconditioned with cable tv and... Learn More
Rates
$155 - $398 night
$1085 - $2786 week
$155 - $398 night
$1085 - $2786 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This stunning 5 bedroom villa located in the exclusive gated community of Domaine du Levant offers privacy, fabulous views, and a host of special f... Learn More
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This stunning 5 bedroom villa located in the exclusive gated community of Domaine du Levant offers privacy, fabulous views, and a host of special f... Learn More
Rates
$47082 - $170540 week
$47082 - $170540 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: This lovely 3 bedroom villa in Gustavia enjoys a superb location from which guests can walk to the shops, bakeries and restaurants, and take full a... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: This lovely 3 bedroom villa in Gustavia enjoys a superb location from which guests can walk to the shops, bakeries and restaurants, and take full a... Learn More
Rates
$6298 - $23359 week
$6298 - $23359 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The luxurious 2 bedroom Villa Victoria enjoys a tranquil setting in the hills of Vitet - and a spectacular view of the sea. The unique and gorgeous... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The luxurious 2 bedroom Villa Victoria enjoys a tranquil setting in the hills of Vitet - and a spectacular view of the sea. The unique and gorgeous... Learn More
Rates
$7720 - $26602 week
$7720 - $26602 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 4 - all inclusive Unit Description: This unit is an efficiency unit, with two double beds. It is fully airconditioned with cable tv... Learn More
Location: St. Croix, VI, US Virgin Islands
Description: Cottage-sleeps 4 - all inclusive Unit Description: This unit is an efficiency unit, with two double beds. It is fully airconditioned with cable tv... Learn More
Rates
$125 - $795 night
$875 - $5565 week
$125 - $795 night
$875 - $5565 week
Villa:
5 Bedroom, 7 Bathroom, Sleeps 10
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Listen to the "song of the sea" while gazing at magnificent views from this exquisite five bedroom, seven bathroom luxury villa. The gourmet kitche... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Listen to the "song of the sea" while gazing at magnificent views from this exquisite five bedroom, seven bathroom luxury villa. The gourmet kitche... Learn More
Rates
$32982 - $103565 week
$32982 - $103565 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Teak. Mahogany. Stainless steel. Bamboo wood...This newly reinvented villa combines local architecture with custom furnishings and art from around ... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Teak. Mahogany. Stainless steel. Bamboo wood...This newly reinvented villa combines local architecture with custom furnishings and art from around ... Learn More
Rates
$4935 - $17966 week
$4935 - $17966 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This wonderfully furnished five bedroom five and a half bathroom luxury villa is located by the water and boasts a gorgeous view. The gourmet kitc... Learn More
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: This wonderfully furnished five bedroom five and a half bathroom luxury villa is located by the water and boasts a gorgeous view. The gourmet kitc... Learn More
Rates
$16885 - $105092 week
$16885 - $105092 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
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Rates
$10939 - $52147 week
$10939 - $52147 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, luxurious Villa Blue Heaven’s pool terrace lays claim to dramatic views of the mountainside, the sea at Saline and the neighb... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, luxurious Villa Blue Heaven’s pool terrace lays claim to dramatic views of the mountainside, the sea at Saline and the neighb... Learn More
Rates
$11127 - $18882 week
$11127 - $18882 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this deluxe villa architecturally evokes a plantation house of yore and has been beautifully and lovingly furnished by its ow... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this deluxe villa architecturally evokes a plantation house of yore and has been beautifully and lovingly furnished by its ow... Learn More
Rates
$6134 - $10599 week
$6134 - $10599 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Hillside in Anse de Cayes, this quixotic romantic villa is just perfect for a romantic getaway. It features a gorgeous 4-poster king bed, a panoram... Learn More
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Hillside in Anse de Cayes, this quixotic romantic villa is just perfect for a romantic getaway. It features a gorgeous 4-poster king bed, a panoram... Learn More
Rates
$3842 - $13325 week
$3842 - $13325 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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Guests staying at this newly refurbished two bedroom two bathroom beachfront villa enjoy the splendid view that spans across the cove. They can t... Learn More
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Guests staying at this newly refurbished two bedroom two bathroom beachfront villa enjoy the splendid view that spans across the cove. They can t... Learn More
Rates
$3372 - $11680 week
$3372 - $11680 week
Find additional Vacation Rentals:
