Wesley Will Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Wesley Will vacation rentals

Terrace/patio
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
2.0 star property
Jost Van Dyke
The price is ￥49,763
￥61,115 total
includes taxes & fees
Dec 30 - Dec 31
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
Terrace/patio
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Tortola
The price is ￥16,951
￥39,287 total
includes taxes & fees
Jan 19 - Jan 20, 2026
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Terrace/patio
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is ￥15,395
￥37,773 total
includes taxes & fees
Dec 22 - Dec 23
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Fridge, microwave, oven, stovetop
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
2.0 star property
Road Town
The price is ￥16,173
￥19,283 total
includes taxes & fees
Dec 23 - Dec 24
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
Beach
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Tortola
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.
The price is ￥20,061
￥25,177 total
includes taxes & fees
Dec 30 - Dec 31
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Interior
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Road Town
8.4 out of 10, Very Good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is ￥18,661
￥47,555 total
includes taxes & fees
Dec 28 - Dec 29
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Terrace/patio
Coconut Breeze Villas

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.8 out of 10, Exceptional, (19)
"Excellent staff service. Room is big, bed is very good and view amazing!"
United States
Lisandra
The price is ￥41,872
￥52,340 total
includes taxes & fees
Dec 21 - Dec 22
Coconut Breeze Villas
Fridge, microwave, stovetop, coffee/tea maker
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
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
The price is ￥20,061
￥25,177 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
Interior
Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
9.8 out of 10, Exceptional, (10)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
The price is ￥31,102
￥52,718 total
includes taxes & fees
Dec 21 - Dec 22
Top of the Hill Blue Sunshine
Terrace/patio
Ocean View Villa

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (31)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is ￥55,984
￥61,582 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ocean View Villa
Property grounds
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
Tortola
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.
The price is ￥31,120
￥51,504 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Property grounds
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
The price is ￥15,256
￥37,464 total
includes taxes & fees
Dec 27 - Dec 28
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Property grounds
5 Studio with queen bed & bathroom - 10 min to beach & town

5 Studio with queen bed & bathroom - 10 min to beach & town

5 Studio with queen bed & bathroom - 10 min to beach & town
Tortola
The price is ￥16,951
￥46,949 total
includes taxes & fees
Jan 19 - Jan 20, 2026
5 Studio with queen bed & bathroom - 10 min to beach & town
4 bedrooms, iron/ironing board, WiFi, bed sheets
Private Luxury Villas

Private Luxury Villas

Private Luxury Villas
Tortola
9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
The price is ￥139,959
￥173,860 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Private Luxury Villas
Terrace/patio
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Leonards
10.0 out of 10, Exceptional, (2)
"Our host was awesome and really accommodating. 10 out of 10. We will stay again."
United States
Najla D.
The price is ￥43,607
￥48,431 total
includes taxes & fees
Dec 20 - Dec 21
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Dining
Nature's Hideaway

Nature's Hideaway

Nature's Hideaway
Horsepath
The price is ￥24,104
￥34,679 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Nature's Hideaway
Property grounds
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Road Town
The price is ￥31,880
￥64,910 total
includes taxes & fees
Dec 20 - Dec 21
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Spa
Modern Luxury Villas in Trunk Bay, Tortola

Modern Luxury Villas in Trunk Bay, Tortola

Modern Luxury Villas in Trunk Bay, Tortola
Tortola
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.
The price is ￥196,056
￥278,213 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Modern Luxury Villas in Trunk Bay, Tortola
Beach towels
Cameron's Paradise Villa

Cameron's Paradise Villa

Cameron's Paradise Villa
Tortola
10.0 out of 10, Exceptional, (19)
"On Tortola for a sailing race"
United States
michael k.
The price is ￥62,204
￥88,796 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cameron's Paradise Villa
Exterior
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Tortola
The price is ￥38,489
￥50,308 total
includes taxes & fees
Dec 27 - Dec 28
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
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 Wesley Will Hotel Reviews

Village Cay Hotel and Marina

Village Cay Hotel and Marina

10/10 Excellent
"Nice location, bar, restaurant and staff. Laundry service was only $8 for a large bag"
Tony 1-night trip
Posted 2 days ago
Village Cay Hotel and Marina

Find out more about Wesley Will

Search for holiday rentals in Wesley Will on Expedia! You can easily find your home rentals, villas, holiday apartments in Wesley Will using one of the methods below:

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Look no further and take a look at our great range of rental properties in Wesley Will!

Frequently asked questions

Are there vacation rentals in Wesley Will?

Yes, we offer vacation rentals close to top local attractions in Wesley Will, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Wesley Will has to offer?

Top of the Hill Blue Sunshine: Visitors like this Wesley Will vacation home rental. It 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 Wesley Will?

Get outdoors into nature at a spot like Cooten Bay, or visit other top attractions such as Trunk Bay. In the larger area, you’ll find Trunk Bay Beach and Anegada Island.

What are vacation rentals like in Wesley Will?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Wesley Will. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.