Pleasent Valley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pleasent Valley vacation rentals

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (33 reviews)
"Staff was great. Place was clean. Outside seating was perfect. "
United States
Kathryn
The price is CA $245
CA $307 total
includes taxes & fees
Jun 4 - Jun 5
Coconut Breeze Villas

#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, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is CA $128
CA $290 total
includes taxes & fees
May 31 - Jun 1
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 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
Chuck
The price is CA $492
CA $541 total
includes taxes & fees
May 11 - May 12
Ocean View Villa

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 CA $149
CA $349 total
includes taxes & fees
May 11 - May 12
5 Studio with queen bed & bathroom - 10 min to beach & town

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)
"Views, Views, Views! And great accomodations"
United States
Renato Bruno dos Santos
The price is CA $399
CA $455 total
includes taxes & fees
May 19 - May 20
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
The price is CA $307
CA $361 total
includes taxes & fees
May 11 - May 12
Fort Recovery Beachfront Resort

Entire home with Mesmerizing Sea Views

Entire home with Mesmerizing Sea Views
Virgin Gorda
The price is CA $465
CA $632 total
includes taxes & fees
May 11 - May 12
Entire home with Mesmerizing Sea Views

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 CA $196
CA $225 total
includes taxes & fees
May 11 - May 12
Nature's Hideaway

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 CA $280
CA $573 total
includes taxes & fees
May 10 - May 11
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

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 CA $273
CA $468 total
includes taxes & fees
May 11 - May 12
Top of the Hill Blue Sunshine

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

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Tortola
9.0 out of 10, Wonderful, (13 reviews)
"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 CA $272
CA $443 total
includes taxes & fees
May 19 - May 20
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

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
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 CA $134
CA $298 total
includes taxes & fees
May 11 - May 12
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.

Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.
Jost Van Dyke
The price is CA $389
CA $443 total
includes taxes & fees
May 9 - May 10
Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.

The view!!!

The view!!!
White bay jost van dyke
10.0 out of 10, Exceptional, (15 reviews)
"The Host was fantastic! Always in contact and even had a car for us to us. The view is a perfect name. The view is amazing. Lots of amenities. We loved it and will be back! "
United States
Wendy
The price is CA $387
CA $550 total
includes taxes & fees
May 11 - May 12
The view!!!

Fort Recovery Oceanfront 2BR Signature Villa

Fort Recovery Oceanfront 2BR Signature Villa
Tortola
8.4 out of 10, Very good, (7 reviews)
"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.
The price is CA $600
CA $746 total
includes taxes & fees
May 11 - May 12
Fort Recovery Oceanfront 2BR Signature Villa

Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units

Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units
Scrub Island
The price is CA $7,310
CA $9,995 total
includes taxes & fees
Jun 3 - Jun 4
Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units

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

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Tortola
10.0 out of 10, Exceptional, (1 review)
"Excellent!!! Took us in with almost no notice! They were exceptionally friendly and helpful. Place very comfortable and immaculate! Would definitely stay again . "
United States
Garth
The price is CA $375
CA $491 total
includes taxes & fees
May 11 - May 12
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Vacation Rental in Jost Van Dyke.

Vacation Rental in Jost Van Dyke.
Jost Van Dyke
10.0 out of 10, Exceptional, (69 reviews)
"Hosts were great. Rooms were clean and the view was spectacular!"
United States
Charles F.
The price is CA $675
CA $903 total
includes taxes & fees
May 31 - Jun 1
Vacation Rental in Jost Van Dyke.

#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 CA $149
CA $313 total
includes taxes & fees
May 11 - May 12
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

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, (18 reviews)
"Fantastic place to stay! Well organized and easy to access. The recommendation for a Taxi driver familiar with the property made getting there much more convenient. "
United States
Barrett W.
The price is CA $667
CA $918 total
includes taxes & fees
May 24 - May 25
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
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

Top Pleasent Valley Hotel Reviews

Find out more about Pleasent Valley

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Pleasent Valley?

Yes, there are vacation rentals close to top sights in Pleasent Valley, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Pleasent Valley?

Unique beach front property steps away from the beautiful waters of brewers bay.: Visitors like this Pleasent Valley vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Pleasent Valley?

Get outdoors into nature at a spot like Trunk Bay, or visit other top attractions such as Sapphire Beach. Nanny Cay and Cane Garden Bay Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Pleasent Valley?

Vacation rentals are privately owned accommodations you can book for several days or more in Pleasent Valley. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.