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Head of The Bay Holiday Rentals

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Our top choices for Head of The Bay holiday 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 NZ$385
includes taxes & fees
21 July - 22 July
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 NZ$435
includes taxes & fees
17 July - 18 July
Fort Recovery Beachfront Resort

#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)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is NZ$371
includes taxes & fees
17 July - 18 July
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

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.
The price is NZ$329
includes taxes & fees
20 July - 21 July
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

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 NZ$925
includes taxes & fees
17 July - 18 July
Oceanfront 2 Bedroom Signature Villa

#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 NZ$386
includes taxes & fees
17 July - 18 July
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

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 NZ$516
includes taxes & fees
1 Aug - 2 Aug
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Sailor's Gem | 2BR Apartment Near Nanny Cay Marina w/ Balcony & Parking

Sailor's Gem | 2BR Apartment Near Nanny Cay Marina w/ Balcony & Parking
Tortola
9.2 out of 10, Wonderful, (15 reviews)
"Absolutely wonderful stay. Will plan to stay here whenever we’re in Nanny Cay!"
United States
Margaret
The price is NZ$443
includes taxes & fees
17 July - 18 July
Sailor's Gem | 2BR Apartment Near Nanny Cay Marina w/ Balcony & Parking

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 NZ$636
includes taxes & fees
20 July - 21 July
Beachfront 1-Bedroom Signature Villa

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 NZ$12,299
includes taxes & fees
2 Aug - 3 Aug
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

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 NZ$280
includes taxes & fees
24 July - 25 July
Nature's Hideaway

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 NZ$580
includes taxes & fees
17 July - 18 July
Top of the Hill Blue Sunshine

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 NZ$369
includes taxes & fees
17 July - 18 July
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

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 NZ$308
includes taxes & fees
28 July - 29 July
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 NZ$787
includes taxes & fees
17 July - 18 July
Entire home with Mesmerizing Sea Views

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 NZ$328
includes taxes & fees
13 Aug - 14 Aug
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

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 NZ$436
includes taxes & fees
20 July - 21 July
5 Studio with queen bed & bathroom - 10 min to beach & 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 NZ$578
includes taxes & fees
19 July - 20 July
Oceanfront 1-Bedroom Premium Corner Villa

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

Charming 2-bedroom vacation suite in beautiful East End Tortola!
Tortola
The price is NZ$561
includes taxes & fees
28 July - 29 July
Charming 2-bedroom vacation suite in beautiful East End Tortola!

Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is NZ$863
includes taxes & fees
17 July - 18 July
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 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 NZ$385 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?

Unique beach front property steps away from the beautiful waters of brewers 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 fridge, a stovetop and a microwave. Make the most 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 The Baths National Park 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.