Title: Pleasent Valley Vacation Rentals from $225: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635976384943&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635976384943&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635976384943&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=553248635976384943&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pleasent Valley vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102940000/102931800/102931707/17a21d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Ocean View | Living area | 45-inch Smart TV with digital channels, streaming services](https://images.trvl-media.com/lodging/103000000/102940000/102931800/102931707/9c0fd7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/103000000/102940000/102931800/102931707/1f662059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach bar](https://images.trvl-media.com/lodging/103000000/102940000/102931800/102931707/eaec2b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Breeze Villas

[](https://www.expedia.com/Cane-Garden-Bay-Hotels-Coconut-Breeze-Villas.h102931707.Hotel-Information)

Cane Garden Bay

9.4/10

Exceptional

(30 reviews)

"Staff was great. Place was clean. Outside seating was perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathryn

$207 nightly

$225 total

Apr 17 - Apr 18

Total with taxes and fees

[](https://www.expedia.com/Cane-Garden-Bay-Hotels-Coconut-Breeze-Villas.h102931707.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11840000/11836800/11836753/9ab6479c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 1 Bedroom, Kitchen, Ocean View Seashell | Front of property](https://images.trvl-media.com/lodging/12000000/11840000/11836800/11836753/f92a08a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 1 Bedroom, Kitchen, Ocean View, Seascape | View from room](https://images.trvl-media.com/lodging/12000000/11840000/11836800/11836753/53ddf922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11840000/11836800/11836753/51ff6329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Villa

[](https://www.expedia.com/Jost-Van-Dyke-Hotels-Ocean-View-Villa.h11836753.Hotel-Information)

Jost Van Dyke

9.6/10

Exceptional

(33 reviews)

"Very nice villa with great view. Friendly and helpful owner. Only minor issue was the HVAC was pretty loud."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chuck

$360 nightly

$396 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Jost-Van-Dyke-Hotels-Ocean-View-Villa.h11836753.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&regionId=553248635976384943&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Pleasent+Valley%2C+Road+Town%2C+Tortola%2C+British+Virgin+Islands&regionId=553248635976384943&latLong=18.398505%2C-64.639814&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=HOUSE_BOAT)

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## Top Pleasent Valley Hotel Reviews

![The Moorings Yacht Club Hotel](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/78a9e62b_y.jpg)

### The Moorings Yacht Club Hotel

10/10 Excellent

"On site shopping, pool, grocery , clean rooms, good food, coffee shop, restaurant. 10/10 "

[](https://expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.Hotel-Information)

![Sugar Mill hotel](https://images.trvl-media.com/lodging/90000000/89740000/89730300/89730265/bb90e0ae_y.jpg)

### Sugar Mill hotel

10/10 Excellent

"Experience perfection. ​Our stay at Sugar Mill was incredible. The room was perfect, offering stunning sunrise and sunset views that were the highlight of our mornings and evenings. Rupert and Andrea were so welcoming, expertly coordinating all our rides and boat trip. With impeccable service and delicious food, it was an incredibly relaxing getaway, we truly cannot wait to come back!"

[](https://expedia.com/West-End-Hotels-Sugar-Mill-Hotel.h89730265.Hotel-Information)

![Sebastian's on the Beach](https://images.trvl-media.com/lodging/1000000/810000/803300/803227/7860d983_y.jpg)

### Sebastian's on the Beach

6/10 Okay

"The staff were wonderful and the view was beautiful, but the room needs updating. The restaurant had a super fun family bingo and karaoke night, which our kids loved and the staff were warm and kind, but the food seemed overpriced for the quality and we weren't sure about why there was a 15% additional charge that we then were expected to tip on top of. Would definitely recommend renting a car to stay on this side of the island as taxis seemed to require at $40 minimum for any distance from the hotel. The view and beach were awesome and we loved watching the surfers from the restaurant!"

[](https://expedia.com/West-End-Hotels-Sebastians-On-The-Beach.h803227.Hotel-Information)

![Rosewood Little Dix Bay](https://images.trvl-media.com/lodging/1000000/540000/532500/532492/074a6f87_y.jpg)

### Rosewood Little Dix Bay

10/10 Excellent

"This resort is first class. First time to stay at a Rosewood property. Little Dix Bay is such a great and beautiful place. They do their absolute best to make your stay a great experience. We stayed in an Ocean Cottage just steps away from the beach. Amazing all the way around. Food was great. The butlers were great too. Rented a jeep for a day and explored the island. Hit The Baths and some great beaches, as well as Saba Rock. Can’t wait to go back. Worth the money. "

[](https://expedia.com/Virgin-Gorda-Hotels-Rosewood-Little-Dix-Bay.h532492.Hotel-Information)

![Fort Burt Hotel](https://images.trvl-media.com/lodging/10000000/9770000/9767200/9767158/30fb695f_y.jpg)

### Fort Burt Hotel

4/10 Poor

"Most of the other reviews really say it. Its not a 5 star resort and you should not expect that. We had the room with the private pool and it was out of service and drained. This is a historical site which is a lot of fun, originally built by the Dutch sometime before the English took it over in 1666."

[](https://expedia.com/Road-Town-Hotels-Fort-Burt-Hotel.h9767158.Hotel-Information)

![The Lighthouse Villas](https://images.trvl-media.com/lodging/10000000/9520000/9518700/9518695/277ee3ab_y.jpg)

### The Lighthouse Villas

10/10 Excellent

"We found the villas to be charming and everything we needed. This is not a high end hotel but it is clean, and quaint and comfy. The balconies have wonderful views of the Tortola bay. I took way too many pictures! The hostess and cleaning staff are very friendly and helpful if you have questions. It is a quick walk to the beach and many restaurants. Beds are cozy, WIFI works well. Showers are not the best - hot water runs out fast but that would be my only concern."

[](https://expedia.com/Cane-Garden-Bay-Hotels-The-Lighthouse-Villas.h9518695.Hotel-Information)

![Cane Garden Bay Beach Hotel](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/2566c510_y.jpg)

### Cane Garden Bay Beach Hotel

10/10 Excellent

"Great hotel!"

[](https://expedia.com/Cane-Garden-Bay-Hotels-Quitos-Luxury-Inn.h46949848.Hotel-Information)

![Long Bay Beach Resort](https://images.trvl-media.com/lodging/70000000/69540000/69532300/69532253/deb1c576_y.jpg)

### Long Bay Beach Resort

10/10 Excellent

"Nice property. Well maintained. Beautiful beach. Very friendly and courteous service."

[](https://expedia.com/West-End-Hotels-Long-Bay-Beach-Resort.h69532253.Hotel-Information)

![Coconut Breeze Villas](https://images.trvl-media.com/lodging/103000000/102940000/102931800/102931707/17a21d43_y.jpg)

### Coconut Breeze Villas

10/10 Excellent

"The manager Ashur was most helpful and responsive. They responded to minor issues promptly. We loved the large space and stunning view. The bed was super comfy. The kitchen had plenty of equipment. Would highly recommend. One suggestion - add a sofa bed for additional guests. Note: there is a single hideaway bed. "

[](https://expedia.com/Cane-Garden-Bay-Hotels-Coconut-Breeze-Villas.h102931707.Hotel-Information)

## Find out more about Pleasent Valley

**Everything you need to know about Pleasent Valley 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 Pleasent Valley 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 Pleasent Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Pleasent Valley vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pleasent Valley. 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 Pleasent Valley 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 $225 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 Pleasent Valley rentals**

At Expedia, we put the best Pleasent Valley 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 Pleasent Valley 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 Pleasent Valley 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 Pleasent Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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## Frequently asked questions

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