Pleasent Valley Holiday Rentals

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Our top choices for Pleasent Valley holiday rentals

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 AU$248
includes taxes & fees
22 Dec - 23 Dec
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

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 AU$519
includes taxes & fees
22 Dec - 23 Dec
Top of the Hill Blue Sunshine

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 AU$509
includes taxes & fees
22 Dec - 23 Dec
Coconut Breeze Villas

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 AU$599
includes taxes & fees
1 Jan - 2 Jan 2026
Ocean View Villa

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

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Road Town
8.4 out of 10, Very good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is AU$472
includes taxes & fees
22 Dec - 23 Dec
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

#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 AU$364
includes taxes & fees
4 Jan - 5 Jan 2026
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

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 AU$469
includes taxes & fees
19 Jan - 20 Jan 2026
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

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 traveller
The price is AU$248
includes taxes & fees
5 Jan - 6 Jan 2026
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this 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
The price is AU$370
includes taxes & fees
22 Dec - 23 Dec
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

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 AU$484
includes taxes & fees
22 Dec - 23 Dec
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

#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 AU$387
includes taxes & fees
3 Jan - 4 Jan 2026
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

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 AU$640
includes taxes & fees
3 Jan - 4 Jan 2026
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

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

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Tortola
The price is AU$496
includes taxes & fees
22 Dec - 23 Dec
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

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 AU$874
includes taxes & fees
6 Jan - 7 Jan 2026
Cameron's Paradise 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 AU$456
includes taxes & fees
15 Jan - 16 Jan 2026
5 Studio with queen bed & bathroom - 10 min to beach & town

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, (15)
"We had a quick one night stay, but would definitely recommend. The secluded beach is so beautiful. Definitely coming back to explore more."
United States
Braxton H.
The price is AU$1,031
includes taxes & fees
28 Dec - 29 Dec
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves

BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves
Scrub Island
The price is AU$1,218
includes taxes & fees
22 Dec - 23 Dec
BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves

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 AU$1,665
includes taxes & fees
22 Dec - 23 Dec
Private Luxury Villas

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

Little Harbour Mariner Villa- Luxurious- 1BR-1Bath Apt -
Jost Van Dyke
The price is AU$484
includes taxes & fees
27 Dec - 28 Dec
Little Harbour Mariner Villa- Luxurious- 1BR-1Bath Apt -

The view!!!

The view!!!
2.0 star property
White bay jost van dyke
10.0 out of 10, Exceptional, (6)
"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! "
United States
Sean M.
The price is AU$560
includes taxes & fees
28 Dec - 29 Dec
The view!!!
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

Everything you need to know about Pleasent Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasent Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pleasent Valley holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasent Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasent Valley holiday rentals we have selected for you start as low as AU$472 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pleasent Valley rentals

At Expedia, we put the best Pleasent Valley holiday 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 holiday.

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 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?

Top of the Hill Blue Sunshine: This holiday home rental outside of Pleasent Valley offers a patio, a garden and a BBQ 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 holiday with a selection of games and 1 hot tub.

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 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.