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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. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed."
United States
Alberta
The price is €227
includes taxes & fees
1 Sept - 2 Sept
Fort Recovery Beachfront Resort

2. #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 €189
includes taxes & fees
13 Sept - 14 Sept
#4 One Studio with AC and Bathroom - 10 Minutes from two beaches

3. Luxury BVI Accommodations with Pools Near Island Hikes & Sailing Tours | 4 Units

Luxury BVI Accommodations with Pools Near Island Hikes & Sailing Tours | 4 Units
Scrub Island
The price is €4,147
includes taxes & fees
1 Sept - 2 Sept
Luxury BVI Accommodations with Pools Near Island Hikes & Sailing Tours | 4 Units

4. 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 €292
includes taxes & fees
2 Sept - 3 Sept
Top of the Hill Blue Sunshine

5. Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
Tortola
8.6 out of 10, Excellent, (17 reviews)
"Everything went well with our stay. "
United States
Mark D.
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

6. #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 €203
includes taxes & fees
1 Sept - 2 Sept
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

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 €157
includes taxes & fees
1 Sept - 2 Sept
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

8. 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 €245
includes taxes & fees
1 Sept - 2 Sept
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

9. #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 €193
includes taxes & fees
1 Sept - 2 Sept
#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

10. 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 €226
includes taxes & fees
1 Sept - 2 Sept
5 Studio with queen bed & bathroom - 10 min to beach & town

11. 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 €170
includes taxes & fees
6 Sept - 7 Sept
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

12. 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 €307
includes taxes & fees
1 Sept - 2 Sept
Oceanfront 1-Bedroom Premium Corner Villa

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

Discover the Beauty of BVI at a Waterfront Suite Near Dive Excursions | 4 Units
Scrub Island
The price is €4,147
includes taxes & fees
1 Sept - 2 Sept
Discover the Beauty of BVI at a Waterfront Suite Near Dive Excursions | 4 Units

14. 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 €329
includes taxes & fees
1 Sept - 2 Sept
Beachfront 1-Bedroom Signature Villa

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

Charming 2-bedroom vacation suite in beautiful East End Tortola!
Tortola
The price is €288
includes taxes & fees
3 Sept - 4 Sept
Charming 2-bedroom vacation suite in beautiful East End Tortola!

16. 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 €6,579
includes taxes & fees
11 Sept - 12 Sept
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

17. Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units

Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units
Scrub Island
The price is €6,493
includes taxes & fees
11 Sept - 12 Sept
Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units

18. Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units

Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units
Scrub Island
The price is €5,835
includes taxes & fees
4 Sept - 5 Sept
Endless Caribbean Views from a Luxury Villa Near Kayak & Dive Spots | 2 Units

19. Discover the Beauty of BVI from a Villa with Pools & Snorkel Access | 2 Units

Discover the Beauty of BVI from a Villa with Pools & Snorkel Access | 2 Units
Scrub Island
The price is €5,835
includes taxes & fees
4 Sept - 5 Sept
Discover the Beauty of BVI from a Villa with Pools & Snorkel Access | 2 Units

20. 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 €361
includes taxes & fees
5 Sept - 6 Sept
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
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 €227 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 Mahoe 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.