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Holiday Rentals in Head of The Bay

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Our top choices for Head of The Bay holiday rentals

1. 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 €153
includes taxes & fees
19 Oct - 20 Oct
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

2. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (15 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 €292
includes taxes & fees
18 Oct - 19 Oct
Top of the Hill Blue Sunshine

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 €200
includes taxes & fees
27 Oct - 28 Oct
#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, (7 reviews)
"Enjoyed."
United States
Alberta
The price is €235
includes taxes & fees
21 Oct - 22 Oct
Fort Recovery Beachfront Resort

5. #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 €205
includes taxes & fees
16 Oct - 17 Oct
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

6. #4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

#4 Cozy Studio in 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 €196
includes taxes & fees
16 Oct - 17 Oct
#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

7. 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 €331
includes taxes & fees
23 Oct - 24 Oct
Beachfront 1-Bedroom Signature Villa

8. 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 €229
includes taxes & fees
16 Oct - 17 Oct
5 Studio with queen bed & bathroom - 10 min to beach & town

9. 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 €381
includes taxes & fees
17 Oct - 18 Oct
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

10. BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves

BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves
Scrub Island
The price is €730
includes taxes & fees
18 Oct - 19 Oct
BVI Oasis with Pools & Marina Access Minutes to Snorkeling at The Caves

11. 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)
"The property was as gorgeous as described. I had no issues and would definitely book again"
United States
Silké
The price is €320
includes taxes & fees
23 Oct - 24 Oct
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

12. 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 €189
includes taxes & fees
22 Oct - 23 Oct
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

13. 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 €315
includes taxes & fees
16 Oct - 17 Oct
Oceanfront 1-Bedroom Premium Corner Villa

14. 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 €614
includes taxes & fees
17 Oct - 18 Oct
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

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

The Dream | Private 360° View Suite in Buck Island
Buck Island
The price is €1,986
includes taxes & fees
18 Oct - 19 Oct
The Dream | Private 360° View Suite in Buck Island

16. Presence | Sunrise Ocean View in BVI

Presence | Sunrise Ocean View in BVI
Buck Island
The price is €1,783
includes taxes & fees
18 Oct - 19 Oct
Presence | Sunrise Ocean View in BVI

17. Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is €454
includes taxes & fees
16 Oct - 17 Oct
Oceanfront 2 Bedroom Premium Villa

18. Caribbean Escape, Sunrise Oceanview Suite in BVI

Caribbean Escape, Sunrise Oceanview Suite in BVI
Buck Island
The price is €1,582
includes taxes & fees
18 Oct - 19 Oct
Caribbean Escape, Sunrise Oceanview Suite in BVI

19. Oceanfront 2 Bedroom Signature Villa

Oceanfront 2 Bedroom Signature Villa
Tortola
8.6 out of 10, Excellent, (8 reviews)
"Clean. It was a little tired. Great view. "
United States
Jennifer G.
The price is €487
includes taxes & fees
16 Oct - 17 Oct
Oceanfront 2 Bedroom Signature Villa

20. Private Island Paradise with Ocean Views, Spa Access & Beach Adventures

Private Island Paradise with Ocean Views, Spa Access & Beach Adventures
Scrub Island
The price is €730
includes taxes & fees
18 Oct - 19 Oct
Private Island Paradise with Ocean Views, Spa Access & Beach Adventures
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, apart-hotels, 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 favorite 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 depends 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 €235 per night. Entering your travel dates in the search wizard you might find 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.