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Pleasent Valley Holiday Rentals

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Our top choices for Pleasent Valley holiday rentals

1. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed."
United States
Alberta
The price is NZ$453
includes taxes & fees
1 Oct - 2 Oct
Fort Recovery Beachfront Resort

2. 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, (8 reviews)
"Perfect for both a little sightseeing and a lot of relaxing."
United States
Michael
The price is NZ$479
includes taxes & fees
4 Oct - 5 Oct
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

3. 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
Road Town
The price is NZ$294
includes taxes & fees
2 Oct - 3 Oct
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

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

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
Jost Van Dyke
10.0 out of 10, Exceptional, (2 reviews)
"The views where beautiful Nigel was an excellent host very friendly and welcoming this is one of the best spots in the bvi "
United States
Jake P.
The price is NZ$845
includes taxes & fees
1 Oct - 2 Oct
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

5. Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.4 out of 10, Exceptional, (35 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is NZ$612
includes taxes & fees
10 Oct - 11 Oct
Ocean View Villa

6. Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (21 reviews)
"Our view, room and our host were amazing. We would stay here again. The king bed is very comfortable. "
United States
L H.
The price is NZ$597
includes taxes & fees
4 Oct - 5 Oct
Oceanfront 1-Bedroom Premium Corner Villa

7. Oceanfront 2 Bedroom Signature Villa

Oceanfront 2 Bedroom Signature Villa
Tortola
8.6 out of 10, Excellent, (8 reviews)
"Clean. It was a little tired. Great view. "
United States
Jennifer G.
The price is NZ$955
includes taxes & fees
4 Oct - 5 Oct
Oceanfront 2 Bedroom Signature Villa

8. Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (17 reviews)
"This property is beautiful. "
United States
Charles F.
The price is NZ$651
includes taxes & fees
1 Oct - 2 Oct
Beachfront 1-Bedroom Signature Villa

9. #4 One Studio with AC and Bathroom - 10 Minutes from two beaches

#4 One Studio with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is NZ$383
includes taxes & fees
2 Oct - 3 Oct
#4 One Studio with AC and Bathroom - 10 Minutes from two beaches

10. Oceanfront 3 Bedroom Signature Villa

Oceanfront 3 Bedroom Signature Villa
Tortola
9.4 out of 10, Exceptional, (11 reviews)
"Very nice place, great views and access to the beach. Host was very responsive and helpful as well!"
United States
Brian S.
The price is NZ$1,421
includes taxes & fees
5 Oct - 6 Oct
Oceanfront 3 Bedroom Signature Villa

11. #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 NZ$398
includes taxes & fees
1 Oct - 2 Oct
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

12. Tortola Waterfront Escape 2BR/2BA with Bay Views

Tortola Waterfront Escape 2BR/2BA with Bay Views
Road Town
Tortola Waterfront Escape 2BR/2BA with Bay Views

13. Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands
Tortola
The price is NZ$362
includes taxes & fees
12 Oct - 13 Oct
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

14. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (14 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is NZ$604
includes taxes & fees
5 Oct - 6 Oct
Top of the Hill Blue Sunshine

15. Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
Road Town
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful views, Roger is a gracious and helpful host. Nearby access to secluded and beautiful beaches."
United States
Melissa A.
The price is NZ$1,163
includes taxes & fees
2 Oct - 3 Oct
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

16. Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is NZ$891
includes taxes & fees
1 Oct - 2 Oct
Oceanfront 2 Bedroom Premium Villa

17. Nature's Hideaway

Nature's Hideaway
Horsepath
10.0 out of 10, Exceptional, (1 review)
"Naja is the best! "
United States
John
The price is NZ$291
includes taxes & fees
10 Oct - 11 Oct
Nature's Hideaway

18. #4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
6.0 out of 10, (1 review)
"Tough to find location even with the directions provided, poor signage overall. The bedding left some to be desired (one small blanket barely large enough for 1 person, the roosters and barking dogs made impossible to sleep without closing the windows making using the air conditioner necessary, communication was ok"
United States
Michael
The price is NZ$383
includes taxes & fees
1 Oct - 2 Oct
#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

19. 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 NZ$449
includes taxes & fees
1 Oct - 2 Oct
5 Studio with queen bed & bathroom - 10 min to beach & town

20. 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 NZ$741
includes taxes & fees
3 Oct - 4 Oct
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
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 Pleasent Valley Hotel Reviews

Find out more about Pleasent Valley

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pleasent Valley holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pleasent Valley. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pleasent Valley. Seeing all the best attractions is bound to make you fall in love with Pleasent Valley. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pleasent Valley short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Pleasent Valley?

Yes, there are holiday rentals close to the most popular sights in Pleasent Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasent Valley has to offer?

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay: This holiday home rental outside of Pleasent Valley is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Pleasent Valley?

While you're exploring the area, Sapphire Beach and Nanny Cay are a couple of picturesque spots to get outside and enjoy nature. Cane Garden Bay Beach and Tortola Cruise Ship Port are a couple of places you'll find in the wider area.

What are holiday rentals like in Pleasent Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasent Valley. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.