Head of The Bay Vacation Rentals from ￥36,070: Search Short-Term Rentals

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Our top choices for Head of The Bay vacation rentals

Coconut Breeze Villas

Cane Garden Bay

Kathryn

￥36,070 total

includes taxes & fees

Apr 18 - Apr 19

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Tortola

Sue T.

￥50,522 total

includes taxes & fees

Mar 30 - Mar 31

Luxury BVI Hillside Villa with Spa Perks Near Beaches & Reef Tours

Scrub Island

￥440,917 total

includes taxes & fees

Apr 10 - Apr 11

1 bedroom, in-room safe, free WiFi, bed sheets

Secluded Beachfront Teepee Villa w/ Ocean Views

Buck Island

￥388,471 total

includes taxes & fees

Apr 16 - Apr 17

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

Road Town

Barrett W.

￥107,889 total

includes taxes & fees

Mar 30 - Mar 31

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Road Town

￥66,433 total

includes taxes & fees

Apr 4 - Apr 5

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

Tortola

￥34,131 total

includes taxes & fees

Mar 30 - Mar 31

Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR

Tortola

Brenda B.

￥84,804 total

includes taxes & fees

Apr 15 - Apr 16

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Top Head of The Bay Hotel Reviews

The Moorings Yacht Club Hotel

10/10 Excellent

"On site shopping, pool, grocery , clean rooms, good food, coffee shop, restaurant. 10/10 "

Sugar Mill hotel

10/10 Excellent

"Experience perfection. Our stay at Sugar Mill was incredible. The room was perfect, offering stunning sunrise and sunset views that were the highlight of our mornings and evenings. Rupert and Andrea were so welcoming, expertly coordinating all our rides and boat trip. With impeccable service and delicious food, it was an incredibly relaxing getaway, we truly cannot wait to come back!"

Sebastian's on the Beach

6/10 Okay

"The staff were wonderful and the view was beautiful, but the room needs updating. The restaurant had a super fun family bingo and karaoke night, which our kids loved and the staff were warm and kind, but the food seemed overpriced for the quality and we weren't sure about why there was a 15% additional charge that we then were expected to tip on top of. Would definitely recommend renting a car to stay on this side of the island as taxis seemed to require at $40 minimum for any distance from the hotel. The view and beach were awesome and we loved watching the surfers from the restaurant!"

Rosewood Little Dix Bay

10/10 Excellent

"This resort is first class. First time to stay at a Rosewood property. Little Dix Bay is such a great and beautiful place. They do their absolute best to make your stay a great experience. We stayed in an Ocean Cottage just steps away from the beach. Amazing all the way around. Food was great. The butlers were great too. Rented a jeep for a day and explored the island. Hit The Baths and some great beaches, as well as Saba Rock. Can’t wait to go back. Worth the money. "

The Lighthouse Villas

10/10 Excellent

"We found the villas to be charming and everything we needed. This is not a high end hotel but it is clean, and quaint and comfy. The balconies have wonderful views of the Tortola bay. I took way too many pictures! The hostess and cleaning staff are very friendly and helpful if you have questions. It is a quick walk to the beach and many restaurants. Beds are cozy, WIFI works well. Showers are not the best - hot water runs out fast but that would be my only concern."

Coconut Breeze Villas

10/10 Excellent

"The manager Ashur was most helpful and responsive. They responded to minor issues promptly. We loved the large space and stunning view. The bed was super comfy. The kitchen had plenty of equipment. Would highly recommend. One suggestion - add a sofa bed for additional guests. Note: there is a single hideaway bed. "

Find out more about Head of The Bay

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Frequently asked questions

Are there vacation rentals in Head of The Bay?

Yes, you can find vacation rentals close to well known attractions in Head of The Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Head of The Bay?

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay: This vacation home rental outside of Head of The Bay is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Head of The Bay?

While you're exploring the area, Little Dix Bay Beach and Savannah Beach are a couple of picturesque spots to get outside and enjoy nature. Spring Bay Beach and Mahoe Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Head of The Bay like?

Vacation rentals are privately owned properties you can book for short or long periods in Head of The Bay. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for families.

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Check prices for these dates

Our top choices for Head of The Bay vacation rentals

Coconut Breeze Villas

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Luxury BVI Hillside Villa with Spa Perks Near Beaches & Reef Tours

Secluded Beachfront Teepee Villa w/ Ocean Views

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

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

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

Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR

5 Studio with queen bed & bathroom - 10 min to beach & town

Caribbean Escape, Sunrise Oceanview Suite in BVI

Top of the Hill Blue Sunshine

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Nature's Hideaway

Victotia Silver Suite

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

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Sunrise Oceanview Suite in BVI

Private Island Paradise with Ocean Views & Marina Access for Day Trips

Discover the Beauty of BVI at a Waterfront Suite Near Dive Excursions | 4 Units

Find vacation rentals that suit your style

Top Head of The Bay Hotel Reviews

The Moorings Yacht Club Hotel

Sugar Mill hotel

Sebastian's on the Beach

Rosewood Little Dix Bay

Fort Burt Hotel

The Lighthouse Villas

Cane Garden Bay Beach Hotel

Long Bay Beach Resort

Coconut Breeze Villas

Find out more about Head of The Bay

Frequently asked questions