We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Trunk Bay Vacation Rentals

List your property
Owner log in
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
52 rentals in Trunk Bay.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Stylish, Secluded, Hot Tub and Amazing Views, vacation rental in Trunk Bay
Stylish, Secluded, Hot Tub and Amazing Views, vacation rental in Trunk Bay
Stylish, Secluded, Hot Tub and Amazing Views, vacation rental in Trunk Bay

Stylish, Secluded, Hot Tub and Amazing Views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

3 min walk to surf. Amazing ocean views, beautiful gardens, private and peaceful, vacation rental in Trunk Bay
3 min walk to surf. Amazing ocean views, beautiful gardens, private and peaceful, vacation rental in Trunk Bay
3 min walk to surf. Amazing ocean views, beautiful gardens, private and peaceful, vacation rental in Trunk Bay

3 min walk to surf. Amazing ocean views, beautiful gardens, private and peaceful

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Exceptional, Exquisite, Exotic..., vacation rental in Trunk Bay
Exceptional, Exquisite, Exotic..., vacation rental in Trunk Bay
Exceptional, Exquisite, Exotic..., vacation rental in Trunk Bay

Exceptional, Exquisite, Exotic...

Rental Home
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Stylish, Secluded Villa with Pool, Hot tub and Stunning Views, vacation rental in Trunk Bay
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views, vacation rental in Trunk Bay
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views, vacation rental in Trunk Bay

Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spectacular clifftop house next to gorgeous Sandy Beach With Stunning Views, vacation rental in Trunk Bay
Spectacular clifftop house next to gorgeous Sandy Beach With Stunning Views, vacation rental in Trunk Bay
Spectacular clifftop house next to gorgeous Sandy Beach With Stunning Views, vacation rental in Trunk Bay

Spectacular clifftop house next to gorgeous Sandy Beach With Stunning Views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury 4 Bed Villa, by beach, 30' infinity pool, hot tub, gym.

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Aqua Vista Villa, Tortola, BVI, vacation rental in Trunk Bay
Aqua Vista Villa, Tortola, BVI, vacation rental in Trunk Bay
Aqua Vista Villa, Tortola, BVI, vacation rental in Trunk Bay

Aqua Vista Villa, Tortola, BVI

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury Beach Accommodations, vacation rental in Trunk Bay
Luxury Beach Accommodations, vacation rental in Trunk Bay
Luxury Beach Accommodations, vacation rental in Trunk Bay

Luxury Beach Accommodations

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

5 bedroom villa with pool in stunning clifftop location next to gorgeous beach, vacation rental in Trunk Bay
5 bedroom villa with pool in stunning clifftop location next to gorgeous beach, vacation rental in Trunk Bay
5 bedroom villa with pool in stunning clifftop location next to gorgeous beach, vacation rental in Trunk Bay

5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Luxury Villas, vacation rental in Trunk Bay
Private Luxury Villas, vacation rental in Trunk Bay
Private Luxury Villas, vacation rental in Trunk Bay

Private Luxury Villas

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Save time - get the best Trunk Bay rentals sent straight to your email!
Cooper Bay Villas, vacation rental in Trunk Bay
Cooper Bay Villas, vacation rental in Trunk Bay
Cooper Bay Villas, vacation rental in Trunk Bay

Cooper Bay Villas

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection

Abigail's Apartment -Lovely Ocean View-FULL KITCHEN-Free WIFI, vacation rental in Trunk Bay
Abigail's Apartment -Lovely Ocean View-FULL KITCHEN-Free WIFI, vacation rental in Trunk Bay
Abigail's Apartment -Lovely Ocean View-FULL KITCHEN-Free WIFI, vacation rental in Trunk Bay

Abigail's Apartment -Lovely Ocean View-FULL KITCHEN-Free WIFI

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Villa Lune, Trunk Bay, vacation rental in Trunk Bay
Villa Lune, Trunk Bay, vacation rental in Trunk Bay
Villa Lune, Trunk Bay, vacation rental in Trunk Bay

Villa Lune, Trunk Bay

Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Crewed all inclusive luxury 5* catamaran, special offer 15% off inquire now !, vacation rental in Trunk Bay
Crewed all inclusive luxury 5* catamaran, special offer 15% off inquire now !, vacation rental in Trunk Bay
Crewed all inclusive luxury 5* catamaran, special offer 15% off inquire now !, vacation rental in Trunk Bay

Crewed all inclusive luxury 5* catamaran, special offer 15% off inquire now !

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Amazing ocean views, newly renovated, large pool, AC all 4 bedrooms, sleeps 8, vacation rental in Trunk Bay
Amazing ocean views, newly renovated, large pool, AC all 4 bedrooms, sleeps 8, vacation rental in Trunk Bay
Amazing ocean views, newly renovated, large pool, AC all 4 bedrooms, sleeps 8, vacation rental in Trunk Bay

Amazing ocean views, newly renovated, large pool, AC all 4 bedrooms, sleeps 8

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Villa Matija - Eco-Friendly, Luxurious Getaway, vacation rental in Trunk Bay
Villa Matija - Eco-Friendly, Luxurious Getaway, vacation rental in Trunk Bay
Villa Matija - Eco-Friendly, Luxurious Getaway, vacation rental in Trunk Bay

Villa Matija - Eco-Friendly, Luxurious Getaway

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC, vacation rental in Trunk Bay
KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC, vacation rental in Trunk Bay
KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC, vacation rental in Trunk Bay

KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

AnaCapri Estate, vacation rental in Trunk Bay
AnaCapri Estate, vacation rental in Trunk Bay
AnaCapri Estate, vacation rental in Trunk Bay

AnaCapri Estate

Rental Home
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection

In the prestiges Belmont Estates just above Smugglers Cove with pool, vacation rental in Trunk Bay
In the prestiges Belmont Estates just above Smugglers Cove with pool, vacation rental in Trunk Bay
In the prestiges Belmont Estates just above Smugglers Cove with pool, vacation rental in Trunk Bay

In the prestiges Belmont Estates just above Smugglers Cove with pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Sailing the Grenadines and Lesser Antilles 2022/2023, vacation rental in Trunk Bay
Sailing the Grenadines and Lesser Antilles 2022/2023, vacation rental in Trunk Bay
Sailing the Grenadines and Lesser Antilles 2022/2023, vacation rental in Trunk Bay

Sailing the Grenadines and Lesser Antilles 2022/2023

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Your home away from home..., vacation rental in Trunk Bay
Your home away from home..., vacation rental in Trunk Bay
Your home away from home..., vacation rental in Trunk Bay

Your home away from home...

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

In the Prestigious Belmont Estates just above Smugglers Cove, vacation rental in Trunk Bay
In the Prestigious Belmont Estates just above Smugglers Cove, vacation rental in Trunk Bay
In the Prestigious Belmont Estates just above Smugglers Cove, vacation rental in Trunk Bay

In the Prestigious Belmont Estates just above Smugglers Cove

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Catamaran Lagoon 42, vacation rental in Trunk Bay
Catamaran Lagoon 42, vacation rental in Trunk Bay
Catamaran Lagoon 42, vacation rental in Trunk Bay

Catamaran Lagoon 42

Rental Home
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
Payment Protection

Prettyview Villa, vacation rental in Trunk Bay
Prettyview Villa, vacation rental in Trunk Bay
Prettyview Villa, vacation rental in Trunk Bay

Prettyview Villa

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ultimate Island Hopping Vacation - physical distancing with all the adventure!, vacation rental in Trunk Bay
Ultimate Island Hopping Vacation - physical distancing with all the adventure!, vacation rental in Trunk Bay
Ultimate Island Hopping Vacation - physical distancing with all the adventure!, vacation rental in Trunk Bay

Ultimate Island Hopping Vacation - physical distancing with all the adventure!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

***Sail All Inclusive Caribbean**british Virgins , vacation rental in Trunk Bay
***Sail All Inclusive Caribbean**british Virgins , vacation rental in Trunk Bay
***Sail All Inclusive Caribbean**british Virgins , vacation rental in Trunk Bay

***Sail All Inclusive Caribbean**british Virgins

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

New Yacht Charter Week Special 2016 BVI's, vacation rental in Trunk Bay
New Yacht Charter Week Special 2016 BVI's, vacation rental in Trunk Bay
New Yacht Charter Week Special 2016 BVI's, vacation rental in Trunk Bay

New Yacht Charter Week Special 2016 BVI's

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

105 ft Luxury Trimaran , vacation rental in Trunk Bay
105 ft Luxury Trimaran , vacation rental in Trunk Bay
105 ft Luxury Trimaran , vacation rental in Trunk Bay

105 ft Luxury Trimaran

Rental Home
10 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
More info
Check in
Check out
Payment Protection

The Best Caribbean sailing vacations for the best price; No Bad Days Sailing, vacation rental in Trunk Bay
The Best Caribbean sailing vacations for the best price; No Bad Days Sailing, vacation rental in Trunk Bay
The Best Caribbean sailing vacations for the best price; No Bad Days Sailing, vacation rental in Trunk Bay

The Best Caribbean sailing vacations for the best price; No Bad Days Sailing

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ocean Beach Suites and Villas Bedroom 9, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 9, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 9, vacation rental in Trunk Bay

Ocean Beach Suites and Villas Bedroom 9

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ocean Beach Suites and Villas Bedroom 8, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 8, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 8, vacation rental in Trunk Bay

Ocean Beach Suites and Villas Bedroom 8

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ocean Beach Suites and Villas Bedroom 1, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 1, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 1, vacation rental in Trunk Bay

Ocean Beach Suites and Villas Bedroom 1

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ocean Beach Suites and Villas Bedroom 7, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 7, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 7, vacation rental in Trunk Bay

Ocean Beach Suites and Villas Bedroom 7

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Ocean Beach Suites and Villas Bedroom 10, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 10, vacation rental in Trunk Bay
Ocean Beach Suites and Villas Bedroom 10, vacation rental in Trunk Bay

Ocean Beach Suites and Villas Bedroom 10

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

All Inclusive Sailing. Explore the Caribbean from your own private yacht!, vacation rental in Trunk Bay
All Inclusive Sailing. Explore the Caribbean from your own private yacht!, vacation rental in Trunk Bay
All Inclusive Sailing. Explore the Caribbean from your own private yacht!, vacation rental in Trunk Bay

All Inclusive Sailing. Explore the Caribbean from your own private yacht!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Comfortable 1-bed apartment with extra sofa-bed - Close to Nanny Cay Marina, vacation rental in Trunk Bay
Comfortable 1-bed apartment with extra sofa-bed - Close to Nanny Cay Marina, vacation rental in Trunk Bay
Comfortable 1-bed apartment with extra sofa-bed - Close to Nanny Cay Marina, vacation rental in Trunk Bay

Comfortable 1-bed apartment with extra sofa-bed - Close to Nanny Cay Marina

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Goal Seal Approved and Certified
Ocean View Villa is your home away from home, vacation rental in Trunk Bay
Goal Seal Approved and Certified
Ocean View Villa is your home away from home, vacation rental in Trunk Bay
Goal Seal Approved and Certified
Ocean View Villa is your home away from home, vacation rental in Trunk Bay

Goal Seal Approved and Certified Ocean View Villa is your home away from home

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Turquoise Turtle Catamaran, vacation rental in Trunk Bay
Turquoise Turtle Catamaran, vacation rental in Trunk Bay
Turquoise Turtle Catamaran, vacation rental in Trunk Bay

Turquoise Turtle Catamaran

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Villa overlooking one of the BVI's finest beaches, vacation rental in Trunk Bay
Villa overlooking one of the BVI's finest beaches, vacation rental in Trunk Bay
Villa overlooking one of the BVI's finest beaches, vacation rental in Trunk Bay

Villa overlooking one of the BVI's finest beaches

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

52 Foot 2020 Lagoon Catamaran (6 bedroom / 6 Bath + single cabin with bath), vacation rental in Trunk Bay
52 Foot 2020 Lagoon Catamaran (6 bedroom / 6 Bath + single cabin with bath), vacation rental in Trunk Bay
52 Foot 2020 Lagoon Catamaran (6 bedroom / 6 Bath + single cabin with bath), vacation rental in Trunk Bay

52 Foot 2020 Lagoon Catamaran (6 bedroom / 6 Bath + single cabin with bath)

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Fort Hill's Hidden Secret, vacation rental in Trunk Bay
Fort Hill's Hidden Secret, vacation rental in Trunk Bay
Fort Hill's Hidden Secret, vacation rental in Trunk Bay

Fort Hill's Hidden Secret

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches, vacation rental in Trunk Bay
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches, vacation rental in Trunk Bay
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches, vacation rental in Trunk Bay

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Bedroom/Bathroom #1 at Atlantic Breeze Ocean View - SHARED-Apt, vacation rental in Trunk Bay
Private Bedroom/Bathroom #1 at Atlantic Breeze Ocean View - SHARED-Apt, vacation rental in Trunk Bay
Private Bedroom/Bathroom #1 at Atlantic Breeze Ocean View - SHARED-Apt, vacation rental in Trunk Bay

Private Bedroom/Bathroom #1 at Atlantic Breeze Ocean View - SHARED-Apt

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Private Bedroom/Bathroom #2 at Atlantic Breeze Ocean View-SHARED-aPT, vacation rental in Trunk Bay
Private Bedroom/Bathroom #2 at Atlantic Breeze Ocean View-SHARED-aPT, vacation rental in Trunk Bay
Private Bedroom/Bathroom #2 at Atlantic Breeze Ocean View-SHARED-aPT, vacation rental in Trunk Bay

Private Bedroom/Bathroom #2 at Atlantic Breeze Ocean View-SHARED-aPT

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close to Town Luxurious Panoramic View - Villa 2, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 2, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 2, vacation rental in Trunk Bay

Close to Town Luxurious Panoramic View - Villa 2

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close to Town Luxurious Panoramic View - Villa 3, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 3, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 3, vacation rental in Trunk Bay

Close to Town Luxurious Panoramic View - Villa 3

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lovely 1 Bedroom Apartment in Road Town, vacation rental in Trunk Bay
Lovely 1 Bedroom Apartment in Road Town, vacation rental in Trunk Bay
Lovely 1 Bedroom Apartment in Road Town, vacation rental in Trunk Bay

Lovely 1 Bedroom Apartment in Road Town

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

#3/3 Bedroom Shared Apartment, vacation rental in Trunk Bay
#3/3 Bedroom Shared Apartment, vacation rental in Trunk Bay
#3/3 Bedroom Shared Apartment, vacation rental in Trunk Bay

#3/3 Bedroom Shared Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close to Town Luxurious Panoramic View - Villa 1, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 1, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 1, vacation rental in Trunk Bay

Close to Town Luxurious Panoramic View - Villa 1

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close to Town Luxurious Panoramic View - Villa 4, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 4, vacation rental in Trunk Bay
Close to Town Luxurious Panoramic View - Villa 4, vacation rental in Trunk Bay

Close to Town Luxurious Panoramic View - Villa 4

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

PreviousNext
12