Josiah's Bay Vacation Rentals

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Our top choices for Josiah's Bay vacation rentals

Villa in Jost Van Dyke

Ocean View Villa
3.5 star property
9.6 out of 10, Exceptional, (31)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
$360 nightly
The price is $396
Jan 3 - Jan 4, 2026
Total with taxes and fees
Ocean View Villa
9.4 out of 10, Exceptional, (8)
"We had a fabulous time!! Plenty to do & see - all within walking distance. It was perfect for our trip. "
United States
Sue T.
$149 nightly
The price is $162
Dec 30 - Dec 31
Total with taxes and fees
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
United States
Sovill
$228 nightly
The price is $237
Jan 5 - Jan 6, 2026
Total with taxes and fees
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
10.0 out of 10, Exceptional, (4)
"The property is VERY nice. Spacious rooms, beautiful view of the Caribbean. The host is wonderful. Very friendly and helpful. The only thing that was a surprise was the very steep and narrow driveway to get down to the property. That, and the rooster that crowed at VERY early hours of the morning! Make sure to close the windows at night, to keep the noise down!!"
United States
Joe N.
$289 nightly
The price is $307
Jan 19 - Jan 20, 2026
Total with taxes and fees
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
$5,259 nightly
The price is $5,656
Jan 7 - Jan 8, 2026
Total with taxes and fees
Divine, Secluded Luxury Hillside Suite Near BVI Beach Hopping | 4 Units
10.0 out of 10, Exceptional, (1)
"Villa Odyssea was a great place for our family vacation. We enjoyed going down to trunk bay beach and evening dinners on the patio. "
United States
Jeffrey D.
$1,725 nightly
The price is $1,788
Jan 2 - Jan 3, 2026
Total with taxes and fees
Modern Luxury Villas in Trunk Bay, Tortola
8.6 out of 10, Excellent, (15)
"Location was great! We were only there for one night before taking a sailing trip so it was perfect for us. "
United States
Anonymous traveler
$149 nightly
The price is $162
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Aparthotel in Cane Garden Bay

Coconut Breeze Villas
2.5 star property
9.8 out of 10, Exceptional, (19)
"Excellent staff service. Room is big, bed is very good and view amazing!"
United States
Lisandra
$309 nightly
The price is $336
Jan 29 - Jan 30, 2026
Total with taxes and fees
Coconut Breeze Villas
$284 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
5 Studio with queen bed & bathroom - 10 min to beach & town

Vacation Home in Parham Town

Top of the Hill Blue Sunshine
10.0 out of 10, Exceptional, (11)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
$343 nightly
The price is $343
Jan 6 - Jan 7, 2026
Total with taxes and fees
Top of the Hill Blue Sunshine

Apartment in Horsepath

Nature's Hideaway
$223 nightly
The price is $223
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature's Hideaway
$245 nightly
The price is $253
Dec 30 - Dec 31
Total with taxes and fees
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Villa in Tortola

Cameron's Paradise Villa
10.0 out of 10, Exceptional, (19)
"On Tortola for a sailing race"
United States
michael k.
$571 nightly
The price is $571
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cameron's Paradise Villa
$2,328 nightly
The price is $2,634
Jan 5 - Jan 6, 2026
Total with taxes and fees
Secluded Beachfront Teepee Villa w/ Ocean Views

Vacation Home in Greenbank Estate

Eyrie Guest Cottage, Greenbank
$1,884 nightly
The price is $1,997
Jan 3 - Jan 4, 2026
Total with taxes and fees
Eyrie Guest Cottage, Greenbank

Villa in Tortola

Private Luxury Villas
9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
$1,023 nightly
The price is $1,113
Jan 3 - Jan 4, 2026
Total with taxes and fees
Private Luxury Villas

Vacation Home in White bay jost van dyke

The view!!!
2.0 star property
10.0 out of 10, Exceptional, (7)
"My stay here was absolutely amazing! The house came with everyone I could have needed and includes the use of a car! Shey was an excellent host and the view was awesome! I'll definitely be back again! "
United States
Sean M.
$370 nightly
The price is $370
Jan 2 - Jan 3, 2026
Total with taxes and fees
The view!!!
8.4 out of 10, Very Good, (6)
"Felt vey safe and seccure"
United States
Albeadea
$308 nightly
The price is $324
Dec 31 - Jan 1, 2026
Total with taxes and fees
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
$2,078 nightly
The price is $2,351
Dec 30 - Dec 31
Total with taxes and fees
The Dream | Private 360° View Suite in Buck Island
8.4 out of 10, Very Good, (5)
"Great accommodations, clean well provision, and the views were spectacular. Best of all Justin was so accommodating and helpful as well as his father Brian. Thank you very much we appreciate everything and we will be back."
United States
Brenda B.
$624 nightly
The price is $679
Jan 2 - Jan 3, 2026
Total with taxes and fees
Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR
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.
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Top Josiah's Bay Hotel Reviews

Find out more about Josiah's Bay

Everything you need to know about Josiah's Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Josiah's Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Josiah's Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Josiah's Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Josiah's Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Josiah's Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $318 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Josiah's Bay rentals

At Expedia, we put the best Josiah's Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Josiah's Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Josiah's Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Josiah's Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Josiah's Bay?

Yes, you can find vacation rentals near top attractions in Josiah's Bay, or you can select a more secluded option if you want a relaxing place to stay. Josiah's Bay is known for its bars and restaurants. Make sure you have time to check out the beaches while you're in the area.

What are some of the best vacation rentals in Josiah's Bay?

Top of the Hill Blue Sunshine: This vacation home rental near Josiah's Bay offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Josiah's Bay?

Josiah's Bay Beach and Josiah's Bay are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Cooten Bay and Trunk Bay.

What are vacation rentals like in Josiah's Bay?

Vacation rentals are privately owned properties you can reserve for several days or more in Josiah's Bay. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.