Vacation rentals in Josiah's Bay

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Top-rated vacation rentals in Josiah's Bay

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Guest favorite

Apartment in Road Town, British Virgin Islands

4.87 out of 5 average rating, 210 reviews

Trunk Bay downstairs self-contained room

Hi! We paused this listing first because it was badly damaged by Hurricane Irma and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

Dec 5 – 12

ﺩ.ﺇ394 per night

Guest favorite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Jan 20 – 27

ﺩ.ﺇ1,260 per night

Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Jan 6 – 13

ﺩ.ﺇ1,055 per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 140 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Jun 28 – Jul 5

ﺩ.ﺇ635 per night

Superhost

Home in Josiah's Bay, British Virgin Islands

4.92 out of 5 average rating, 51 reviews

The Green house at Josiah's Bay

Welcome to your own private getaway in Josiah's Bay. This house embodies living in nature as it is surrounded by various trees. The house is equipped with two large rooms and everything you need for a comfortable stay. Spend your evenings in the backyard enjoying a meal or a drink and fall asleep to the sound of waves. You will conveniently be 10 minutes drive away from the airport and 15 minutes drive from Road Town. Most importantly, you can walk to Josiah's Bay beach in 5 minutes.

Dec 8 – 15

ﺩ.ﺇ580 per night

Superhost

Cottage in Coral Bay, U.S. Virgin Islands

4.97 out of 5 average rating, 186 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. While the space is small, it definitely packs a BIG punch including a kitchenette, a/c, wifi, queen bed, full bath, valley views, and a completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

Jun 26 – Jul 3

ﺩ.ﺇ593 per night

Superhost

Villa in Trunk Bay, British Virgin Islands

4.9 out of 5 average rating, 10 reviews

Luxury Villa near Beach~ Private Estate~ Pool

This listing highlights Odyssea House, our 2-bedroom sanctuary within Odyssea Villas in Tortola. Enjoy luxury with stunning Trunk Bay views, modern amenities, and pool access. Perfect for those seeking tranquility and natural beauty, it's a short stroll from secluded beaches. Interested in more space? Explore our 3-bedroom option in our other listing, with the addition of the nearby "Odyssea Oasis" - a one bed unit with rooftop entertainment, lawn and jaccuzi.

Oct 21 – 28

ﺩ.ﺇ3,269 per night

Guest favorite

Guesthouse in Tortola, British Virgin Islands

5.0 out of 5 average rating, 12 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

Sep 20 – 27

ﺩ.ﺇ456 per night

Guest favorite

Apartment in Cane Garden Bay, British Virgin Islands

4.92 out of 5 average rating, 53 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks the beautiful Cane Garden Bay with a panoramic view of the ocean and neighboring islands. This spacious one bedroom ocean view apartment offers a comfortable atmosphere to stay in during your visit to the BVI. This apartment is located on Windy Hill in Tortola in a very quite low traffic neighborhood . Windy Hill Sea View is perfect for couples or just one person.

Dec 7 – 14

ﺩ.ﺇ472 per night

Guest favorite

Villa in Brewers Bay, British Virgin Islands

4.84 out of 5 average rating, 43 reviews

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)!

Nov 11 – 18

ﺩ.ﺇ1,534 per night

Guest favorite

Hut in Tortola, British Virgin Islands

4.94 out of 5 average rating, 135 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

Dec 23 – 30

ﺩ.ﺇ390 per night

Guest favorite

Home in Tortola, British Virgin Islands

4.93 out of 5 average rating, 122 reviews

Private One Bedroom Villa, HotTub, 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.

Aug 13 – 20

ﺩ.ﺇ1,007 per night