Search Villas in Josiah's Bay

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 140 Villas in Josiah's Bay with updated reviews, rates, and availability.

Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
2 bedrooms, desk, iron/ironing board, travel crib

Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI

9.8 out of 10, Exceptional, (45)
"Fantastic place. "
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
Stylish, Secluded, Hot Tub and Amazing Views
Beach nearby

Stylish, Secluded, Hot Tub and Amazing Views

10.0 out of 10, Exceptional, (93)
"Awesome place to get away! "
Stylish, Secluded, Hot Tub and Amazing Views
Ke Villas
View from property

Ke Villas

3.0 star property
9.6 out of 10, Exceptional, (107)
"The host Jerry and his staff are wonderful, great breakfast "
Ke Villas
WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay
Outdoor pool

WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay

9.8 out of 10, Exceptional, (33)
"The view of the sea is amazing. Watching the sail boats going and coming from Anegada was fun. They were improving the gravel/dirt road during our stay much better but would still get 4wd vehicle.The villa is a little dated but still wonderful."
WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay
Fun luxury water front w/ dock & free wifi on private 8 acre peninsular estate
Property grounds

Fun luxury water front w/ dock & free wifi on private 8 acre peninsular estate

10.0 out of 10, Exceptional, (24)
"We were two adult couples who stayed here. The highlight is the view -- absolutely gorgeous!"
Fun luxury water front w/ dock & free wifi on private 8 acre peninsular estate
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Outdoor pool

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

10.0 out of 10, Exceptional, (120)
"Limeberry Villa exceeded our expectations! The view from every angle was truly amazing!! Well worth it. We hope to visit again soon."
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!
Property grounds

Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!

9.8 out of 10, Exceptional, (114)
"Terrific place to stayā€¦ would definitely book again"
Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!
Old World Caribbean with new world amenities
Property grounds

Old World Caribbean with new world amenities

8.0 out of 10, Very Good, (3)
"I was very impressed with the house. It was very clean. Easy to get to and enjoy the island. Would definitely stay again and highly recommend this house for your stay. We rented a car and The host arranged for Leroy to show us to the property. The house was very comfortable and had plenty of room and was well appointed. We thoroughly enjoyed our stay."
Old World Caribbean with new world amenities
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
Outdoor dining

CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!

9.8 out of 10, Exceptional, (82)
"We couldnā€™t have asked for a better location for a quiet relaxing vacation. The property manager and owners were the best. They made sure that we had everything we needed and were prompt to do anything to make sure we had a great experience. We didnā€™t want to leave and are ready to book this beautiful apartment for next season!Sincerely, Travis"
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
Villa Matija - Eco-Friendly, Luxurious Getaway
Outdoor pool

Villa Matija - Eco-Friendly, Luxurious Getaway

9.8 out of 10, Exceptional, (86)
"We enjoyed our stay At villa Matija. It was perfect for two couples! Outdoor space was very relaxing, kitchen was well stocked and the view was amazing! "
Villa Matija - Eco-Friendly, Luxurious Getaway
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Outdoor pool

VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach

10.0 out of 10, Exceptional, (8)
"Wonderful property in a fabulous location. It's our 5th trip to Tortola and we've stayed at numerous locations. Trunk Bay is quite special. Great place to completely unwind. "
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay
Beach nearby, sun loungers, beach towels

COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay

9.8 out of 10, Exceptional, (19)
"This was a 50th birthday trip from my husband and a friend of ours and it was amazing! Sam was awesome when I needed to reach out for anything. "
COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay
Amazing sunset, ocean front, open air villa w/path to sea and dock
Aerial view

Amazing sunset, ocean front, open air villa w/path to sea and dock

10.0 out of 10, Exceptional, (28)
"We had a wonderful vacation in a beautiful spot. The staff and property are outstanding in every way."
Amazing sunset, ocean front, open air villa w/path to sea and dock
Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches
Outdoor dining

Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches

10.0 out of 10, Exceptional, (81)
"Makere Cottage was everything we hoped for during our Caribbean honeymoon! The views are spectacular, the space is private and well equipped, and having the pool on the property is an added bonus! We couldnā€™t have asked for a better stay!"
Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches
Vacation Rental in Jost Van Dyke.
Fridge, microwave, oven, stovetop

Vacation Rental in Jost Van Dyke.

10.0 out of 10, Exceptional, (67)
"Loved staying at this place for spring break. The unit is clean and nice with an absolutely gorgeous view. Close to town and docks along with swimming beach. Would absolutely stay there again."
Vacation Rental in Jost Van Dyke.
Limeberry House, easy walking to Longbay & Smugglers Cove, beaches
Outdoor pool

Limeberry House, easy walking to Longbay & Smugglers Cove, beaches

10.0 out of 10, Exceptional, (54)
"Bedrooms were great. Outside common areas had beautiful views but had trouble with mosquitoes. Roads to property were awful. Beaches nearby were glorious."
Limeberry House, easy walking to Longbay & Smugglers Cove, beaches
SOLARIA - pretty Caribbean style meets comfort, at this perfect tropical villa
Beach nearby, sun loungers, beach umbrellas, beach towels

SOLARIA - pretty Caribbean style meets comfort, at this perfect tropical villa

10.0 out of 10, Exceptional, (33)
"Fantastic home in Paradise."
SOLARIA - pretty Caribbean style meets comfort, at this perfect tropical villa
Blue Moon Villa
Outdoor pool

Blue Moon Villa

9.0 out of 10, Wonderful, (2)
"The view is absolutely amazing.The place had everything you could think of.Check in process was a breeze. Would definitely recommend. "
Blue Moon Villa
White Bay Villas and Beach Club
View from property

White Bay Villas and Beach Club

4.0 star property
9.4 out of 10, Exceptional, (31)
"Best views in the islands! "
White Bay Villas and Beach Club
Amazing Water Front Villa West End Tortola
On the beach, sun loungers, beach towels

Amazing Water Front Villa West End Tortola

10.0 out of 10, Exceptional, (92)
"We had a wonderful stay and looked forward to returning to the Beach Stone at the end of the day. Ivet and Gayle were wonderful hosts, checking in on us during our stay. They helped us find a day without cruises so we could visit Virgin Gorda without all the crowds. "
Amazing Water Front Villa West End Tortola
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your villa in Josiah's Bay with Expedia?
We think planning a vacation should be a walk in the park, so if youā€™re in search of villas at an affordable price, Expedia can help. Save some cash and choose an all-inclusive stay, or splurge on a luxury villa to treat your sweetheart. Our search filters make it easy to find a retreat in Josiahā€™s Bay that suits your needs.
How can I find cheap villas in Josiah's Bay?
Expedia is here to help you look for cheap villas in Josiahā€™s Bay. Simply use our filter tool to select budget, star rating and amenities to refine your search and find the perfect stay in a couple of quick clicks.