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Head of The Bay Vacation Rentals

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Our top choices for Head of The Bay vacation rentals

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (36 reviews)
"An absolutely amazing place to stay"
United States
Julian
The price is ¥29,041
¥36,301 total
includes taxes & fees
Jul 28 - Jul 29
Coconut Breeze Villas

Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed."
United States
Alberta
The price is ¥34,124
¥40,295 total
includes taxes & fees
Jul 13 - Jul 14
Fort Recovery Beachfront Resort

Oceanfront 2 Bedroom Signature Villa

Oceanfront 2 Bedroom Signature Villa
Tortola
8.4 out of 10, Very Good, (7 reviews)
"Great accommodations, clean well provision, and the views were spectacular. Best of all Justin was so accommodating and helpful as well as his father Brian. Thank you very much we appreciate everything and we will be back."
United States
Brenda B.
The price is ¥70,990
¥85,995 total
includes taxes & fees
Jul 8 - Jul 9
Oceanfront 2 Bedroom Signature Villa

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 ¥39,932
¥45,095 total
includes taxes & fees
Jul 11 - Jul 12
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

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

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Tortola
9.0 out of 10, Wonderful, (14 reviews)
"Absolutely wonderful stay. Will plan to stay here whenever we’re in Nanny Cay!"
United States
Margaret
The price is ¥26,936
¥41,650 total
includes taxes & fees
Jul 13 - Jul 14
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

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

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (7 reviews)
"I could have not asked for a better veiw."
United States
Deborah
The price is ¥15,973
¥34,511 total
includes taxes & fees
Jul 8 - Jul 9
#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

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Tortola
The price is ¥17,586
¥36,403 total
includes taxes & fees
Jul 13 - Jul 14
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (16 reviews)
"This property is beautiful. "
United States
Charles F.
The price is ¥48,402
¥60,180 total
includes taxes & fees
Jul 11 - Jul 12
Beachfront 1-Bedroom Signature Villa

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 ¥23,233
¥26,621 total
includes taxes & fees
Jul 23 - Jul 24
Nature's Hideaway

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 ¥37,108
¥42,110 total
includes taxes & fees
Aug 1 - Aug 2
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (20 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 ¥45,175
¥56,146 total
includes taxes & fees
Jul 10 - Jul 11
Oceanfront 1-Bedroom Premium Corner Villa

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 ¥32,268
¥54,694 total
includes taxes & fees
Jul 10 - Jul 11
Top of the Hill Blue Sunshine

Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units
Scrub Island
The price is ¥865,912
¥1,206,727 total
includes taxes & fees
Aug 2 - Aug 3
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is ¥66,149
¥82,283 total
includes taxes & fees
Jul 8 - Jul 9
Oceanfront 2 Bedroom Premium Villa

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

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
6.0 out of 10, (1 review)
"Tough to find location even with the directions provided, poor signage overall. The bedding left some to be desired (one small blanket barely large enough for 1 person, the roosters and barking dogs made impossible to sleep without closing the windows making using the air conditioner necessary, communication was ok"
United States
Michael
The price is ¥15,827
¥35,157 total
includes taxes & fees
Jul 13 - Jul 14
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

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

Charming 2-bedroom vacation suite in beautiful East End Tortola!
Tortola
The price is ¥32,268
¥54,049 total
includes taxes & fees
Jul 13 - Jul 14
Charming 2-bedroom vacation suite in beautiful East End Tortola!

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, (18 reviews)
"Beautiful views, Roger is a gracious and helpful host. Nearby access to secluded and beautiful beaches."
United States
Melissa A.
The price is ¥78,895
¥108,582 total
includes taxes & fees
Jul 13 - Jul 14
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

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

5 Studio with queen bed & bathroom - 10 min to beach & town
Tortola
The price is ¥17,586
¥40,803 total
includes taxes & fees
Jul 13 - Jul 14
5 Studio with queen bed & bathroom - 10 min to beach & town

Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands
Tortola
The price is ¥30,493
¥35,817 total
includes taxes & fees
Jul 14 - Jul 15
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

Entire home with Mesmerizing Sea Views

Entire home with Mesmerizing Sea Views
Virgin Gorda
The price is ¥55,057
¥73,947 total
includes taxes & fees
Jul 10 - Jul 11
Entire home with Mesmerizing Sea Views
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

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?

Unique beach front property steps away from the beautiful waters of brewers 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 fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

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.