Pleasent Valley Vacation Rentals from $270: Search Short-Term Rentals

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Vacation Rentals in Pleasent Valley

Enjoy the ocean view from this covered outdoor space with a tiled floor and wooden railing.

"We were very pleased with our friendly accommodating host. The house provided everything we needed plus more! It is very spacious and cleanliness was top notch. I would definitely return and plan to stay longer next time!"

$305 nightly

Jul 20 - Jul 21

Total includes taxes and fees

Relax on the oceanfront terrace with comfortable wicker seating and take in the breathtaking views of the sea.

$286 nightly

Jul 20 - Jul 21

Total includes taxes and fees

Enjoy breathtaking ocean views from this spacious balcony with a comfortable seating area.

$342 nightly

Jul 21 - Jul 22

Total includes taxes and fees

Experience the serene coastal landscape with gentle waves lapping against the shore, surrounded by lush greenery and rugged cliffs.

"Great!!"

$673 nightly

Jul 24 - Jul 25

Total includes taxes and fees

Relax by the serene pool surrounded by a white lattice fence and shaded by a palm tree.

"The staff was great. The property manager was very responsive to our questions and when we needed help. The housekeeping staff was excellent and did a great job. The location was fantastic. The view from our deck was absolutely beautiful. Great sunsets over St John every evening. I felt bad for how much we had to contact the property manager, but we had quite a few reoccurring issues. We had daily issues with one of the mini splits cooling the room. We had an ant issue and the ants got into our...

$490 nightly

Jul 22 - Jul 23

Total includes taxes and fees

Enjoy the ocean view from this balcony with a comfortable seating area featuring two chairs and a wicker chair.

"Amazing views from Jasmine vila."

$336 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Enjoy breathtaking views of the coastline from this balcony, featuring a geometric-patterned railing and a door with a sleek handle.

"View is breathtaking..Hosts are Very friendly, helpful, and accommodating "

$341 nightly

Jul 27 - Jul 28

Total includes taxes and fees

Enjoy breathtaking views of the marina, hillside, and distant mountains from this balcony.

"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! "

$353 nightly

Jul 20 - Jul 21

Total includes taxes and fees

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Top Pleasent Valley Hotel Reviews

Cane Garden Bay Beach Hotel

10/10 Excellent

"Cane Garden Bay Beach Hotel - Our stay, 2 adults, 2 kids, was amazing. We stayed in the 1 bed suit with queen sized sofa bed. The room was large at 880 sq. feet. The kitchenette was really useful. It is directly across the street from one of the best beaches on the island, if not the best. Free lounge chairs and umbrellas are provided. There is a beach bar/restaurant and a small shop where you can rent pool noodles and inflatables, ice cream, snacks. A short 2-3 min walk down the street and you're at Bobby's market. Their prices were surprisingly reasonable, we bought food to make lunch, which saved a bit of money. The staff at Cane Garden Bay Beach Hotel is top notch. I wish I had known how expensive cab rides are prior to arriving. Renting a car is definitely the way to go, if you are ok with driving on narrow, steep mountain roads. The taxi ride from the airport to the hotel was 90 on the way in, 100 on the way out (different taxi drivers). A ride to Road Town is 12 a person, with tip came out to 60 each way. The last two days we rented a Kia Soul for 60 a day. "

Amazing Water Front Villa West End Tortola

10/10 Excellent

" From the booking process, check-in through our stay this experience was wonderful! All of our questions were answered during booking, we were assisted in boat charter, groceries and our host was so welcoming.This home is gorgeous, inside and out! Plenty of room for four adults and I still think about the lanai and private beach.The location is perfect for visiting the east and west side of the island.We'll be back!"

Maria's By the Sea Hotel

10/10 Excellent

"No better location if you are taking ferries to other islands. The staff was very professional and efficient. The entire property was very clean and maintained. The only thing lacking on this property is noise control. We tried to take an afternoon nap, when the marching band drum core started rehearsing. I laughed it off as part of the very colorful island culture. Also, I did not want to swim in the pool as the sea birds think it's their pool. Although i could see that someone was trying to keep it clean. I'll stay there again without a doubt."

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

10/10 Excellent

"Our stay at Limeberry Villa in Tortola’s West End was nothing short of magical. From the moment we arrived, we were blown away by every detail—this place is absolutely incredible. The views are truly jaw-dropping, with sweeping panoramas that made every sunrise and sunset feel like a private show just for us.The villa itself is immaculately designed. Each bedroom is beautifully appointed, offering both luxury and comfort, and the common areas were perfect for relaxing and gathering with our group. But the highlight? The infinity pool. We’ve never experienced anything like it—floating while overlooking the lush hills and sparkling sea was simply unforgettable.Jonathan, the owner, and Jubi were phenomenal hosts. They were incredibly responsive and helpful in the lead-up to our trip, and their thoughtful touches made our arrival extra special. You can tell they genuinely care about their guests’ experience.And the location? Perfect. Smugglers Cove beach is just a short walk or drive away, and it quickly became one of our favorite beaches ever—crystal clear water, soft sand, and a peaceful atmosphere that made it feel like our own private paradise. Patricia’s Beach Bar serves up the best drinks and food! Try the grouper wrap!We left already dreaming about our next visit. Limeberry Villa is a gem, and we can’t wait to return!"

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 $270 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.

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?

Exceptional design, spacious covered decks, super views, set in Long Bay Estate: Visitors like this Pleasent Valley vacation home rental. It is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 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.

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Pleasent Valley Vacation Rentals

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Vacation Rentals in Pleasent Valley

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

Tropical Garden Double

Cliffside Junior Suite

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

Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR

Deluxe Junior Suite

Top of the Hill Blue Sunshine

The view!!!

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

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

Junior Suite with Kitchen

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

Top Pleasent Valley Hotel Reviews

Cane Garden Bay Beach Hotel

Amazing Water Front Villa West End Tortola

Wyndham Tortola BVI Lambert Beach Resort

Maria's By the Sea Hotel

The Heritage Inn

Long Bay Beach Resort

Scrub Island Resort, Spa & Marina

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

Village Cay Hotel and Marina

Find out more about Pleasent Valley

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