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.
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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
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:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Just minutes from beautiful Flamands Beach, the 3 bedroom multi-level Villa Pressyne is a unique vacation home that has a delightful tree-house amb... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Just minutes from beautiful Flamands Beach, the 3 bedroom multi-level Villa Pressyne is a unique vacation home that has a delightful tree-house amb... Learn More
Rates
$5840 - $20022 week
$5840 - $20022 week
Villa:
4 Bedroom, 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,... Learn More
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,... Learn More
Rates
$11832 - $56565 week
$11832 - $56565 week
Villa:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: This one bedroom one and a half bathroom intimate and luxurious hillside villa is comprised of three separate pavilions and boasts a breathtaking ... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: This one bedroom one and a half bathroom intimate and luxurious hillside villa is comprised of three separate pavilions and boasts a breathtaking ... Learn More
Rates
$3431 - $10975 week
$3431 - $10975 week
Villa:
4 Bedroom, 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... Learn More
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... Learn More
Rates
$12420 - $65377 week
$12420 - $65377 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Just two minutes from Gouverneur Beach and boasting a delightful view of its Caribbean blue waters, the nicely private four bedroom Villa Bleu Outr... Learn More
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Just two minutes from Gouverneur Beach and boasting a delightful view of its Caribbean blue waters, the nicely private four bedroom Villa Bleu Outr... Learn More
Rates
$11715 - $40232 week
$11715 - $40232 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: This luxurious 2 bedroom villa enjoys a great St. Jean location and some magnificent views of its beach, the sea beyond and that notorious little r... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: This luxurious 2 bedroom villa enjoys a great St. Jean location and some magnificent views of its beach, the sea beyond and that notorious little r... Learn More
Rates
$4195 - $15910 week
$4195 - $15910 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:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Rates
$13595 - $92990 week
$13595 - $92990 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Step into luxurious villa Le Phare (The Lighthouse), and you are treated to a panoramic vista of Gustavia Harbor. Take it all in; from the spacious... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Step into luxurious villa Le Phare (The Lighthouse), and you are treated to a panoramic vista of Gustavia Harbor. Take it all in; from the spacious... Learn More
Rates
$23582 - $49432 week
$23582 - $49432 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Rates
$10270 - $45602 week
$10270 - $45602 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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Rates
$3772 - $12960 week
$3772 - $12960 week
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
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The lovely 3 bedroom Villa Les Mouettes is privately tucked away in the Vitet hillside and guests delight in the island’s tropical trade winds. Th... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The lovely 3 bedroom Villa Les Mouettes is privately tucked away in the Vitet hillside and guests delight in the island’s tropical trade winds. Th... Learn More
Rates
$3607 - $12866 week
$3607 - $12866 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
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Rates
$10540 - $42347 week
$10540 - $42347 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: This stylish one-bedroom villa is beautifully situated in scenic Grand Cul de Sac, walking distance to two beaches (Grand Cul de Sac and Anse Marec... Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: This stylish one-bedroom villa is beautifully situated in scenic Grand Cul de Sac, walking distance to two beaches (Grand Cul de Sac and Anse Marec... Learn More
Rates
$4195 - $16615 week
$4195 - $16615 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The exciting 4 bedroom Villa Anges is described by our French associates as haut de gamme - top of the line. We all agree. Ensconced in a tropical ... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The exciting 4 bedroom Villa Anges is described by our French associates as haut de gamme - top of the line. We all agree. Ensconced in a tropical ... Learn More
Rates
$16532 - $70665 week
$16532 - $70665 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Hillside in Gustavia and overlooking its harbor and the islands beyond, this 4 bedroom villa boasts a big-and-beautiful swimming pool. It’s the foc... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Hillside in Gustavia and overlooking its harbor and the islands beyond, this 4 bedroom villa boasts a big-and-beautiful swimming pool. It’s the foc... Learn More
Rates
$16532 - $20057 week
$16532 - $20057 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Location, location, location! Villa Jasmin - hillside in Lurin - not only offers proximity to Gustavia’s trendy shops and eateries, it boasts panor... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Location, location, location! Villa Jasmin - hillside in Lurin - not only offers proximity to Gustavia’s trendy shops and eateries, it boasts panor... Learn More
Rates
$6545 - $24840 week
$6545 - $24840 week
Villa:
8 Bedroom, 10 Bathroom, Sleeps 22
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Gustavia’s hillside and exclusive Domaine du Soleil Couchant is the setting of the deliciously private Fabrizia Estate, where the ambiance is rival... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: Gustavia’s hillside and exclusive Domaine du Soleil Couchant is the setting of the deliciously private Fabrizia Estate, where the ambiance is rival... Learn More
Rates
$22995 - $66552 week
$22995 - $66552 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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: High up in the hills of Gustavia, the two bedroom Villa Wästra boasts a nice view of everyone’s favorite vista - the island’s picture-postcard harb... Learn More
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: High up in the hills of Gustavia, the two bedroom Villa Wästra boasts a nice view of everyone’s favorite vista - the island’s picture-postcard harb... Learn More
Rates
$5017 - $22725 week
$5017 - $22725 week
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