Vacation Rentals & Villas in Little Trunk Bay

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199 Houses

(1) Excellent 

30

Sun and shadow

Virgin Gorda / Little Trunk Bay

Little Trunk Bay villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$2,060

Price per night from

$2,060

33

On the Rocks BVI

Virgin Gorda / Little Trunk Bay

Little Trunk Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$1,205

Price per night from

$1,205

42

Valley Trunk Estate

Virgin Gorda / Little Trunk Bay

Little Trunk Bay villa

10 20 min stay varies

  • 10 bedrooms
  • sleeps 20
  • min stay varies
  • Child Friendly
  • Ask about pets

Price per night from

$19,055

Price per night from

$19,055

6

Walk or Snorkel to six beaches. 2 to 3 bedrooms

Virgin Gorda / Little Trunk Bay

Little Trunk Bay house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$625

Price per night from

$625

35

Southern Gables

Virgin Gorda / Little Trunk Bay

Little Trunk Bay villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$472

Price per night from

$472

Great rentals within 20 miles that match your search

Distance approx 9.02 km from Little Trunk Bay

10

Luxury 5 Bedroom Waterfront Villa

British Virgin Isles / Virgin Gorda

Virgin Gorda house

5 10 6 nights min

  • 5 bedrooms
  • sleeps 10
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$10

Price per night from

$10

Distance approx 18.77 km from Little Trunk Bay

14

Private Home In St John Usvi

St. John / Coral Bay

Coral Bay house

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Ask about children
  • Car not necessary

Price per night from

$249

Responds fast!
avg. 2 hours 13 minutes

Price per night from

$249

Distance approx 0.1 km from Little Trunk Bay Show on Map

(9) Very Good 

24

Bigger Splash, Private Villa-The Baths w/Concierge

Virgin Gorda / The Baths

The Baths villa

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

Price per night from

$380

Price per night from

$380

Distance approx 18.04 km from Little Trunk Bay

(6) Excellent 

26

"One of the most astonishing rental homes on earth” says Caribbean Travel & Life

Tortola / West End

West End villa

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Incredible return to Steele Point” Having stayed at Steele Point in the early 2000's, I was really looking forward to my return, as the house and property are like no other I have ever experienced. But my return was much greater than I expected - the
…see more

Price per night from

$2,171

Responds fast!
avg. 3 hours 29 minutes

Price per night from

$2,171

Distance approx 13.42 km from Little Trunk Bay

(21) Excellent 

26

Summer Heights. A perfect,affordable choice for larger groups. Owner direct.

Tortola / Road Town

Road Town villa

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Beautiful and exciting stay.” The villa was wonderful and the owners were delightful. Beautiful views good service and very comfortable accommodations. Barry and Ros gave excellent advice that enhanced our stay. Would highly recommend this villa to
…see more

Price per night from

$790

Price per night from

$790

Distance approx 18.79 km from Little Trunk Bay

(13) Excellent 

12

Complete Privacy & Peace at Surf Sound Cottage

St. John / Coral Bay

Coral Bay house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation

Price per night from

$183

Price per night from

$183

Distance approx 18.98 km from Little Trunk Bay

12

Horizons Cottage. Walk to the beach, amazing views, privacy and comfort.

St. John / Coral Bay

Coral Bay house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Private garden

Price per night from

$310

Responds fast!
avg. 1 hour 52 minutes

Price per night from

$310

Distance approx 18.43 km from Little Trunk Bay

(33) Excellent 

24

St John Oceanfront Siempre Azul Honeymoon Delight

St. John / Coral Bay

Coral Bay villa

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Air conditioning
“Rent this villa now!” Siempre azul is absolutely perfect for a couple interested in morning coffee on the balcony watching the sailboats and evenings soaking in the jacuzzi gazing at an unencumbered sky filled with the moon and stars. Add the outdoor
…see more

Price per night from

$296

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$296

Distance approx 12.91 km from Little Trunk Bay

(25) Very Good 

54

The Pink House

British Virgin Isles / Jost Van Dyke

Jost Van Dyke house

8 22 7 nights min

  • 8 bedrooms
  • sleeps 22
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Pink Paridise” We absolutely loved our vacation here. The house is beautiful & well equipped. The sunsets are phenominal from the porch! We had 6 adult family members & there was plenty of space for privacy, as well as plenty of room for gatherings fo
…see more

Price per night from

$702

Price per night from

$702

Distance approx 4.66 km from Little Trunk Bay

(22) Excellent 

25

South Sound Villa Waterfront Luxury villa 7 br w/pool on Virgin Gorda A/C

Virgin Gorda / South Sound

South Sound villa

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Great place for peaceful down time or on-the-go activities.” I found this villa a great place to relax and let the stress fall away. At the same time, others in our party had lots of fun with all the activity available - swimming, snorkeling, kayakin
…see more

Price per night from

$402

Price per night from

$402

Distance approx 3.53 km from Little Trunk Bay

(1) Excellent 

30

Virgin Gorda BVI villa 4 bdrm 4 bath with pool

British Virgin Isles / Virgin Gorda

Virgin Gorda villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great Vacation Spot!” Our family spent the Christmas Holiday at both Villa Val Marc and Wendy's Watch. My husband and I brought our three boys, ages 8, 7 and 5 with us. We thoroughly enjoyed the breathtaking views from our balconies, the short walk to
…see more

Price per night from

$480

Price per night from

$480

Distance approx 16.84 km from Little Trunk Bay

(1) Excellent 

30

Villa Del Mar - British Virgin Islands

Tortola / West End

West End villa

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$874

Price per night from

$874

Distance approx 16.3 km from Little Trunk Bay

(2) Very Good 

25

ocean view

Tortola / Long Bay, Tortola

Long Bay, Tortola villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$346

Price per night from

$346

Distance approx 16.63 km from Little Trunk Bay

(4) Excellent 

11

Limeberry House

Tortola / West End

West End villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$560

Price per night from

$560

Distance approx 19.24 km from Little Trunk Bay

(5) Excellent 

20

St. John Villa Rental with pool, Coral Bay

St. John / Coral Bay

Coral Bay villa

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Beautiful Villa!” My family (myself, my husband, my two young sons and my sister and her family with two young daughters - all kids under 6) traveled to St. John and stayed at this beautiful villa for about eight days. The home is spacious, with a b
…see more

Price per night from

$489

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$489

Distance approx 8.78 km from Little Trunk Bay

(21) Excellent 

7

Oil Nut Bay - The Cliff Suites

Virgin Gorda / North Sound

North Sound hotel apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$740

Price per night from

$740

Distance approx 19.85 km from Little Trunk Bay

(5) Very Good 

16

Honeymoon Hikers Cottage- Coral Bay,USVI- St. John

St. John / Coral Bay

Coral Bay villa

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Amazing Vacation Rental” I have stayed at this property owner's other rental and did not think I could top that..I was wrong! This property was just as, if not more gorgeous than her other place, Mimosa. The views were amazing and we always felt like
…see more

Price per night from

$283

Price per night from

$283

Distance approx 18.51 km from Little Trunk Bay

(4) Excellent 

20

Spyglass Hill - Coral Bay

St. John / Coral Bay

Coral Bay house

4 9 6 nights min

  • 4 bedrooms
  • sleeps 9
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$366

Price per night from

$366

Distance approx 19.8 km from Little Trunk Bay

(10) Excellent 

21

Sea Cottage - Romantic Getaway w/ a Stunning View

St. John / Coral Bay

Coral Bay cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
“Unexpected Escape” We were looking to get away from the common vacation grind, crowded pools and cookie cutter resort life and hoped to find a quiet, remote and authentic retreat. We found exactly that at the "Sea Cottage”. The sounds of the forest at
…see more

Price per night from

$183

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$183

Distance approx 4.25 km from Little Trunk Bay

(9) Excellent 

19

Romantic Beachfront Honeymoon Villa/Very Private !

Virgin Gorda / Nail Bay

Nail Bay villa

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
“The perfect honeymoon.” The Sundowner at the Sunset Watch Villa was amazing. My husband and I had the perfect honeymoon and Sonny was incredible and accommodating. It was private and beautiful. The photos don't even do it justice! The villa was stocke
…see more

Price per night from

$489

Price per night from

$489

Distance approx 9.02 km from Little Trunk Bay

5

Oil Nut Bay - Poseidon's Perch Ridge Villa

Virgin Gorda / North Sound

North Sound villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,233

Price per night from

$2,233

Distance approx 18.67 km from Little Trunk Bay

(9) Excellent 

17

Amarilla Villa

St. John / Coral Bay

Coral Bay house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Incredible home/incredible views” Can't say enough about amarilla Villa and the folks at Windspree. The house was impeccable (except for a front door lock which nagged us at the end.) Great views of Coral Bay and the Bvis in the distance. Sugar b
…see more

Price per night from

$523

Price per night from

$523

Distance approx 18.45 km from Little Trunk Bay

24

Villa Adeste - A Beautiful Destination

St. John / Coral Bay

Coral Bay villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$474

Price per night from

$474

Distance approx 18.72 km from Little Trunk Bay

13

Sail View

St. John / Coral Bay

Coral Bay house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$301

Price per night from

$301

Distance approx 18.9 km from Little Trunk Bay

12

The Villa Solemare Experience

St. John / Virgin Islands National Park

Virgin Islands National Park villa

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$739

Price per night from

$739

Distance approx 18.31 km from Little Trunk Bay

(2) Excellent 

24

Banana Cabana

St. John / Coral Bay

Coral Bay house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
“How can I realistically relocate to St. John's?” Beautiful home. Beautiful Island. Beautiful view. Unforgettable week in paradise, wish I was there right now. The staff at Windspree could not have been anymore accommodating. Did miss air conditio
…see more

Price per night from

$209

Price per night from

$209

Distance approx 18.95 km from Little Trunk Bay

(4) Excellent 

20

Casa de Suenos

St. John / Coral Bay

Coral Bay house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“House of Dreams” Windspree was great! Weather delays caused us to have to change our trip the night before we arrived and Windspree said no problem and helped us with the new arrangements. They met us on their day off and escorted us personally to t
…see more

Price per night from

$874

Price per night from

$874

Distance approx 0.1 km from Little Trunk Bay Show on Map

(27) Excellent 

24

On the Rocks Villa-stay 7 pay 5 summer / Fall Season- Official Site

Virgin Gorda / Spanish Town

Spanish Town villa

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
“Perfect solution” On the Rocks was a perfect solution for our first visit to Virgin Gorda, a family of 4 with two adult children, each requiring their own room. The house was in a brilliant location - view of the Atlantic from the terraces, 5 minutes
…see more

Price per night from

$1,339

Price per night from

$1,339

Distance approx 9 km from Little Trunk Bay

14

Prettyview Villa

Tortola / Sage Mountain National Park

Sage Mountain National Park villa

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 0 mi
  • Air conditioning

Price per night from

$247

Price per night from

$247

Distance approx 18.93 km from Little Trunk Bay

11

Captain's Cabin~Private 1BR, Fabulous Views, Quiet, funky, Outdoor Shower, Decks

St. John / Coral Bay

Coral Bay house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min

Price per night from

$228

Responds fast!
avg. 1 hour 52 minutes

Price per night from

$228

Distance approx 13.45 km from Little Trunk Bay

(1) Excellent 

23

Villa with swimmingpool, private

Tortola / Road Town

Road Town villa

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$296

Price per night from

$296

Distance approx 11.14 km from Little Trunk Bay

(1) Excellent 

12

British Virgin Island's Catamaran Sailing

Tortola / Road Town

Road Town yacht

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$1,291

Price per night from

$1,291

Distance approx 11.02 km from Little Trunk Bay

24

Catamaran Lagoon 45

Tortola / Road Town

Road Town yacht

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly

Price per night from

$1,198

Price per night from

$1,198