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Head of The Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Head of The Bay vacation rentals

A balcony with a view of a marina and the sea.

1. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (14 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is ￥31,582
￥54,163 total
includes taxes & fees
Oct 7 - Oct 8
Top of the Hill Blue Sunshine
A bedroom with a bed, a chair, a dresser, and a view of a balcony with a railing.

2. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed."
United States
Alberta
The price is ￥35,516
￥41,554 total
includes taxes & fees
Oct 8 - Oct 9
Fort Recovery Beachfront Resort
A covered outdoor area with a table and chairs, a potted plant, and two doors.

3. #4 One Studio with AC and Bathroom - 10 Minutes from two beaches

#4 One Studio with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is ￥15,633
￥34,408 total
includes taxes & fees
Oct 7 - Oct 8
#4 One Studio with AC and Bathroom - 10 Minutes from two beaches
A wooden deck with wicker furniture and a view of the ocean.

4. Caribbean Escape, Sunrise Oceanview Suite in BVI

Caribbean Escape, Sunrise Oceanview Suite in BVI
Buck Island
The price is ￥221,595
￥286,417 total
includes taxes & fees
Oct 8 - Oct 9
Caribbean Escape, Sunrise Oceanview Suite in BVI
A spacious room with a large bed, a ceiling fan, and a view of the beach.

5. Secluded Beachfront Teepee Villa w/ Ocean Views

Secluded Beachfront Teepee Villa w/ Ocean Views
Buck Island
The price is ￥312,750
￥404,177 total
includes taxes & fees
Oct 8 - Oct 9
Secluded Beachfront Teepee Villa w/ Ocean Views
A modern building with a glass facade, outdoor seating area, and a view of the sunset over the water.

6. 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, (8 reviews)
"Perfect for both a little sightseeing and a lot of relaxing."
United States
Michael
The price is ￥38,254
￥43,149 total
includes taxes & fees
Oct 7 - Oct 8
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
A two-story building with a light blue exterior, a white door, and a small balcony.

7. Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
Road Town
The price is ￥23,165
￥26,323 total
includes taxes & fees
Oct 7 - Oct 8
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
A balcony with a clear view of the ocean and hills.

8. 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, (19 reviews)
"Beautiful views, Roger is a gracious and helpful host. Nearby access to secluded and beautiful beaches."
United States
Melissa A.
The price is ￥77,218
￥106,273 total
includes taxes & fees
Oct 7 - Oct 8
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
Sink into a warm soak with sparkling sea views.

9. Endless Caribbean Views from a Suite with Pools Near Snorkeling Cays | 3 Units

Endless Caribbean Views from a Suite with Pools Near Snorkeling Cays | 3 Units
Scrub Island
The price is ￥402,197
￥578,014 total
includes taxes & fees
Oct 18 - Oct 19
Endless Caribbean Views from a Suite with Pools Near Snorkeling Cays | 3 Units
A hotel room with two beds, a red patterned rug, and a view of the sea through an open door.

10. Presence | Sunrise Ocean View in BVI

Presence | Sunrise Ocean View in BVI
Buck Island
The price is ￥250,463
￥323,721 total
includes taxes & fees
Oct 11 - Oct 12
Presence | Sunrise Ocean View in BVI
A room with a view of a beach, a wooden deck, and a sofa with a lamp.

11. Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (17 reviews)
"This property is beautiful. "
United States
Charles F.
The price is ￥47,373
￥58,900 total
includes taxes & fees
Oct 10 - Oct 11
Beachfront 1-Bedroom Signature Villa
A room with a sofa, dining table, chairs, and a view of the ocean.

12. Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is ￥64,743
￥80,534 total
includes taxes & fees
Oct 7 - Oct 8
Oceanfront 2 Bedroom Premium Villa
A neatly made bed with a white and maroon bedspread, two nightstands with potted plants, and a plain wall with a light switch.

13. Nature's Hideaway

Nature's Hideaway
Horsepath
10.0 out of 10, Exceptional, (1 review)
"Naja is the best! "
United States
John
The price is ￥22,730
￥25,887 total
includes taxes & fees
Oct 14 - Oct 15
Nature's Hideaway
A wooden deck with a wicker sofa and dining set overlooking a beach.

14. Oceanfront 3 Bedroom Signature Villa

Oceanfront 3 Bedroom Signature Villa
Tortola
9.4 out of 10, Exceptional, (11 reviews)
"Very nice place, great views and access to the beach. Host was very responsive and helpful as well!"
United States
Brian S.
The price is ￥104,221
￥129,487 total
includes taxes & fees
Oct 7 - Oct 8
Oceanfront 3 Bedroom Signature Villa
A spacious room with a thatched roof, a large bed, a dining area, and a view of the ocean.

15. Luxury Teepee Villa with Ocean Views in BVI

Luxury Teepee Villa with Ocean Views in BVI
Buck Island
The price is ￥279,057
￥360,694 total
includes taxes & fees
Oct 8 - Oct 9
Luxury Teepee Villa with Ocean Views in BVI
A room with a sofa, a lamp, a bookshelf, and a view of the sea through open doors.

16. Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (21 reviews)
"Our view, room and our host were amazing. We would stay here again. The king bed is very comfortable. "
United States
L H.
The price is ￥44,215
￥54,953 total
includes taxes & fees
Oct 7 - Oct 8
Oceanfront 1-Bedroom Premium Corner Villa
A balcony with a stone wall, a view of the sea, and a seating area with a cushion.

17. Romantic Ocean Sunset Villa with Private Patio

Romantic Ocean Sunset Villa with Private Patio
Buck Island
The price is ￥250,463
￥323,721 total
includes taxes & fees
Oct 8 - Oct 9
Romantic Ocean Sunset Villa with Private Patio
A stone wall with a view of the sea, a wooden chair, and a small table.

18. Secluded Villa | Caribbean Escape | Private Island

Secluded Villa | Caribbean Escape | Private Island
Buck Island
The price is ￥250,367
￥323,123 total
includes taxes & fees
Oct 18 - Oct 19
Secluded Villa | Caribbean Escape | Private Island
A bedroom with a black and white checkered floor, a wooden dresser, a mirror, a TV, a bed with patterned bedding, a ceiling fan, and an air conditioning unit.

19. #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 ￥17,212
￥35,787 total
includes taxes & fees
Oct 7 - Oct 8
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Beach

20. Charming 2-bedroom vacation suite in beautiful East End Tortola!

Charming 2-bedroom vacation suite in beautiful East End Tortola!
Tortola
The price is ￥31,582
￥52,900 total
includes taxes & fees
Oct 7 - Oct 8
Charming 2-bedroom vacation suite in beautiful East End Tortola!
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 Head of The Bay Hotel Reviews

Fort Burt Hotel

Fort Burt Hotel

8/10 Good
"Clean room needs a table and microwave"
Ronald 7-night trip
Posted 2 days ago
Fort Burt Hotel

Find out more about Head of The Bay

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

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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. Virgin Gorda Harbor and Spring 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.