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Cooper Island Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Cooper Island vacation rentals

Terrace/patio
Ocean View Villa

Villa in Jost Van Dyke

Ocean View Villa
3.5 star property
9.6 out of 10, Exceptional, (31)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is ￥56,365
￥62,002 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Ocean View Villa
Beach
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Apartment in Tortola

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
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 ￥20,198
￥25,349 total
includes taxes & fees
Dec 29 - Dec 30
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Terrace/patio
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Apartment in Tortola

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is ￥14,725
￥37,179 total
includes taxes & fees
Jan 11 - Jan 12, 2026
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Property grounds
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Vacation Home in Tortola

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
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 ￥28,183
￥48,067 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Marina
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Apartment in Scrub Island

Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units
The price is ￥882,585
￥1,209,879 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units
Spa
Modern Luxury Villas in Trunk Bay, Tortola

Vacation Home in Tortola

Modern Luxury Villas in Trunk Bay, Tortola
10.0 out of 10, Exceptional, (1)
"Villa Odyssea was a great place for our family vacation. We enjoyed going down to trunk bay beach and evening dinners on the patio. "
United States
Jeffrey D.
The price is ￥197,278
￥279,947 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Modern Luxury Villas in Trunk Bay, Tortola
Fridge, microwave, stovetop, coffee/tea maker
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Apartment in Tortola

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
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 traveler
The price is ￥20,198
￥25,349 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
Terrace/patio
Coconut Breeze Villas

Aparthotel in Cane Garden Bay

Coconut Breeze Villas
2.5 star property
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 ￥42,133
￥52,666 total
includes taxes & fees
Dec 29 - Dec 30
Coconut Breeze Villas
Property grounds
5 Studio with queen bed & bathroom - 10 min to beach & town

Apartment in Tortola

5 Studio with queen bed & bathroom - 10 min to beach & town
The price is ￥17,066
￥47,268 total
includes taxes & fees
Jan 5 - Jan 6, 2026
5 Studio with queen bed & bathroom - 10 min to beach & town
Interior
Top of the Hill Blue Sunshine

Vacation Home in Parham Town

Top of the Hill Blue Sunshine
10.0 out of 10, Exceptional, (11)
"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 ￥31,314
￥53,704 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Top of the Hill Blue Sunshine
Dining
Nature's Hideaway

Apartment in Horsepath

Nature's Hideaway
The price is ￥24,268
￥34,915 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Nature's Hideaway
Terrace/patio
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Apartment in Tortola

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
The price is ￥17,066
￥39,554 total
includes taxes & fees
Dec 29 - Dec 30
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
1 bedroom, in-room safe, free WiFi, bed sheets
Secluded Beachfront Teepee Villa w/ Ocean Views

Villa in Buck Island

Secluded Beachfront Teepee Villa w/ Ocean Views
The price is ￥319,090
￥412,359 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Secluded Beachfront Teepee Villa w/ Ocean Views
Interior
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

Apartment in Road Town

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
8.4 out of 10, Very Good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is ￥21,137
￥50,932 total
includes taxes & fees
Dec 31 - Jan 1, 2026
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Beach towels
Cameron's Paradise Villa

Villa in Tortola

Cameron's Paradise Villa
10.0 out of 10, Exceptional, (19)
"On Tortola for a sailing race"
United States
michael k.
The price is ￥62,628
￥89,401 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cameron's Paradise Villa
Outdoor pool, a heated pool
Eyrie Guest Cottage, Greenbank

Vacation Home in Greenbank Estate

Eyrie Guest Cottage, Greenbank
The price is ￥234,855
￥312,592 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Eyrie Guest Cottage, Greenbank
4 bedrooms, iron/ironing board, WiFi, bed sheets
Private Luxury Villas

Villa in Tortola

Private Luxury Villas
9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
The price is ￥140,913
￥175,045 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Private Luxury Villas
Terrace/patio
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Villa in Leonards

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
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 ￥43,879
￥49,359 total
includes taxes & fees
Dec 29 - Dec 30
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Property grounds
The view!!!

Vacation Home in White bay jost van dyke

The view!!!
2.0 star property
10.0 out of 10, Exceptional, (7)
"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 ￥39,925
￥57,931 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The view!!!
Interior
Top‑Level Sunrise Oceanview Suite, Private Balcony

Aparthotel in Buck Island

Top‑Level Sunrise Oceanview Suite, Private Balcony
The price is ￥284,801
￥368,073 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Top‑Level Sunrise Oceanview Suite, Private Balcony
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 Cooper Island Hotel Reviews

Sebastian's on the Beach

Sebastian's on the Beach

10/10 Excellent
"Great "
Zene 1-night trip
Posted 5 days ago
Sebastian's on the Beach

Find out more about Cooper Island

Search for holiday rentals in Cooper Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cooper Island using one of the methods below:

  • View our selection of featured holiday rentals in Cooper Island
  • Use the map to find apartments and other holiday homes in the Cooper Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cooper Island while they last

Look no further and take a look at our great range of rental properties in Cooper Island!

Frequently asked questions

Can I find a vacation rental in Cooper Island?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Cooper Island, or you can go with a more remote option if you're looking for relaxation. Cooper Island is known for its beaches.

What are some of the best vacation home rentals that Cooper Island has to offer?

Top of the Hill Blue Sunshine: You might want to consider this vacation home rental near Cooper Island, which offers a patio, a garden, and a barbecue grill 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 vacation with a selection of games and a hot tub.

What’s there to see and do in Cooper Island?

Cooper Island East Lagoon and Manchioneel Bay Beach are a couple of lovely local spots to get outside and enjoy nature. Beatta Wreck and Wreck Alley are other places to visit while you're in town.

What’s a vacation rental in Cooper Island like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cooper Island. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.