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Head of The Bay Holiday Rentals

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Our top choices for Head of The Bay holiday rentals

1. Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (39 reviews)
"An absolutely amazing place to stay"
United States
Julian
The price is AU$294
includes taxes & fees
4 Dec - 5 Dec
Coconut Breeze Villas

2. 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 AU$228
includes taxes & fees
4 Nov - 5 Nov
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

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 AU$301
includes taxes & fees
12 Nov - 13 Nov
#4 One Studio with AC and Bathroom - 10 Minutes from two beaches

4. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.6 out of 10, Exceptional, (8 reviews)
"Enjoyed."
United States
Alberta
The price is AU$362
includes taxes & fees
6 Nov - 7 Nov
Fort Recovery Beachfront Resort

5. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (16 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 AU$457
includes taxes & fees
4 Nov - 5 Nov
Top of the Hill Blue Sunshine

6. The Lighthouse Villas

The Lighthouse Villas
3.5 star property
Cane Garden Bay
9.0 out of 10, Wonderful, (203 reviews)
"This was our second time at The Lighthouse Villas and it was just as amazing as the first time."
United States
Amoreena
The price is AU$415
includes taxes & fees
11 Nov - 12 Nov
The Lighthouse Villas

7. 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 AU$226
includes taxes & fees
27 Nov - 28 Nov
Nature's Hideaway

8. 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 AU$497
includes taxes & fees
4 Nov - 5 Nov
Beachfront 1-Bedroom Signature Villa

9. #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 AU$313
includes taxes & fees
4 Nov - 5 Nov
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

10. 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, (9 reviews)
"Perfect for both a little sightseeing and a lot of relaxing."
United States
Michael
The price is AU$480
includes taxes & fees
6 Nov - 7 Nov
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

11. Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (21 reviews)
"I only hope I get to stay there again! View is perfect every night and every morning!"
United States
Natalie J.
The price is AU$467
includes taxes & fees
4 Nov - 5 Nov
Oceanfront 1-Bedroom Premium Corner Villa

12. 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 AU$343
includes taxes & fees
4 Nov - 5 Nov
5 Studio with queen bed & bathroom - 10 min to beach & town

13. 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 AU$289
includes taxes & fees
10 Nov - 11 Nov
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

14. The Dream | Private 360° View Suite in Buck Island

The Dream | Private 360° View Suite in Buck Island
Buck Island
The price is AU$3,176
includes taxes & fees
4 Nov - 5 Nov
The Dream | Private 360° View Suite in Buck Island

15. Presence | Sunrise Ocean View in BVI

Presence | Sunrise Ocean View in BVI
Buck Island
The price is AU$2,837
includes taxes & fees
5 Nov - 6 Nov
Presence | Sunrise Ocean View in BVI

16. Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.

Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.
Tortola
The price is AU$418
includes taxes & fees
4 Nov - 5 Nov
Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.

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

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Road Town
The price is AU$564
includes taxes & fees
7 Nov - 8 Nov
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

18. 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 AU$10,321
includes taxes & fees
4 Nov - 5 Nov
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

19. 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)
"Unbelievable property! Highly recommend"
United States
Cameron C.
The price is AU$910
includes taxes & fees
4 Nov - 5 Nov
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

20. Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is AU$684
includes taxes & fees
4 Nov - 5 Nov
Oceanfront 2 Bedroom Premium Villa
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

Everything you need to know about Head of The Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Head of The Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Head of The Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Head of The Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Head of The Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Head of The Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Head of The Bay holiday rentals we have selected for you start as low as AU$294 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Head of The Bay rentals

At Expedia, we put the best Head of The Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Head of The Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Head of The Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Head of The Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Head of The Bay?

Yes, there are holiday rentals close to the most popular sights in Head of The Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Head of The Bay has to offer?

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay: This holiday home rental outside of Head of The Bay is located on the beach, and has a balcony, a garden and a BBQ 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 wider area.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Head of The Bay. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.