Vacation rentals in Pockwood Pond

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided -Backup solar and batteries

Location · Family · Long stay

Windy Hill Sea View

Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

Location · Value · Access

Gorgeous 4 bed villa with pool and amazing views

'Twin Oceans on Spyglass' is our beautiful 4 bed/4 bath villa at the West End of Tortola. Standing majestically on the hillside with beautiful views across the ocean to St John on one side and to Jost on the other. We are sure you will love this home, with its cool breezes, gorgeous pool and spacious entertaining areas. Just a few mins drive to Long Bay, Smugglers or any of the pristine deserted beaches on the North shore and just a five mins to the world renowned surf break at Apple Bay.

Family · Location · Decor

L’chaim & Slainte Home Rental

Our newly renovated one-bedroom, two full bathroom apartment is your perfect island escape. Enjoy modern comforts including a 75" and 65" TV with cable, sound bar, fiber-optic WiFi, and fully equipped kitchen. Start your mornings with coffee on the porch, and end your evenings with a glass of wine on the cozy daybed as you unwind from your BVI adventures. Whether you’re here to explore, relax, or a little bit of both, we’re excited to host you and help make your stay unforgettable.

Location · Walkability · Getting around

Villa Almondeen- Peaceful 2bedroom villa with pool

Villa Almondeen sits about 100 feet from the water’s edge in a private and secured area. It is five minutes away from the popular Cane Garden Bay Beach and 15 minutes from other close-by beaches. You can enjoy views of Jost Van Dyke and the boating activities around the “Bay.” To the left is an area called “The Pointe,” a line-fishing and snorkeling area, and to the right is the famous “Smith’s Toe (pronounced “Smittoe”), another fishing area, and home to the blue parrot fish.

Location · Value · Condition

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

Location · Family · Kitchen

Cannon Point: Surfside luxe villa

Welcome to Cannon Point Estate — a chic, family-friendly villa set on expansive, secluded grounds with 75ft of exclusive waterfront on one of the Caribbean’s top surf breaks. Enjoy seamless indoor-outdoor living with a stunning teak pool deck, spacious covered terraces, and floor-to-ceiling sliding glass doors. Soak in breathtaking 280° views of beaches, islands, and unforgettable sunsets. All just a short stroll from sandy beaches, restaurants, bars, and shops.

Location · Family · Indoor spaces

Nanny Cay Hillside Villa|On-site car rental

Welcome to your island home away from home—a spacious 3-bedroom retreat with stunning island views. Perched above Nanny Cay, our mahogany-crafted modern villa offers panoramic views from Virgin Gorda to St. John, USVI. Whether you're grilling with family, soaking in the scenery, or working remotely with high-speed fibre-optic internet and a cozy office nook, DenJen Villa offers the perfect blend of comfort, style, and tranquility for a truly memorable stay.

Value · Family · View

Magical Limeberry House, walk to stunning beaches

Limeberry House a designers dream, distinct West Indian flair, Limeberry House, offers a romantic setting, situated in a tropical garden location, with a short walk to two of Tortola’s finest white sand beaches. The House offers everything you could need to make a wonderful vacation, alfresco dining, views of the Caribbean Sea, sparkling turquoise pool and flower filled sundeck. You may never want to leave this Caribbean version of heaven!

Value · Family · Biking

Tortola, Turpentine House, pool+sunset+aircon

Turpentine House is locateted on one of the highest points of Havers, located on the largest island of the BVI‘s , Tortola. The view leads over the Sir Francis Drake Channel and Cooper Island in the east, than Salt,- Peter-, and Norman Island to St. John and St. Thomas in the west. At the back you can enjoy a view over Sea Cows Bay. You will enjoy the fascinating sunrise as well as you will love the spectacular sunsets.

Value · Location · Kitchen

Villa Matija

Villa Matija is nestled comfortably into the hillside overlooking Brewers Bay on Tortola in the British Virgin Islands. Allow yourself a little luxury and be eco-friendly at the same time! Villa Matija (pronounced ma-TEE-ya) sits above Brewers Bay with an outstanding view of Jost Van Dyke and several other smaller cays & islands. On a clear day you can see Puerto Rico (about 70 miles away)!

Location · Family · Checkout

Stylish, Secluded, Hot Tub and Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Value · Location · Pool