Head of The Bay Holiday Rentals

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Holiday Rentals in Head of The Bay

The Lighthouse Villas
3.5 star property
9.0 out of 10, Wonderful, (177)
"Unbeatable location, excellent host, comfortable & cleanliness."
United States
Anabel
The Lighthouse Villas
Coconut Breeze Villas
2.5 star property
9.8 out of 10, Exceptional, (19)
"Great service and great people. Beautiful place to stay!"
United States
William
The price is AU$394
includes taxes & fees
2 Nov - 3 Nov
Coconut Breeze Villas
Ke Villas
3.0 star property
9.6 out of 10, Exceptional, (110)
"Tranquil, clean, and comfortable are just some of the qualities that describe Ke Villas. I would definitely stay there again when I return to Tortola."
United States
Janice
Ke Villas
Villa Sirenetta-Minutes from the beach!
9.8 out of 10, Exceptional, (119)
"Great house with a nice pool on the West End of Tortola. It was convenient to Soper's Hole, the ferry dock at a West End, and Several beaches on the North side of the island. The property manager Sylvia was terrific! Would definitely recommend this house to anyone."
United States
Matt H.
Villa Sirenetta-Minutes from the beach!
Amazing Water Front Villa West End Tortola
10.0 out of 10, Exceptional, (100)
"We had a wonderful stay!!! This home is a treasure!!! We are already planning our return trip for next year!"
United States
Lindsey C.
Amazing Water Front Villa West End Tortola
Top of the Hill Blue Sunshine
9.8 out of 10, Exceptional, (10)
"View is breathtaking..Hosts are Very friendly, helpful, and accommodating "
United States
Ken G.
The price is AU$524
includes taxes & fees
5 Nov - 6 Nov
Top of the Hill Blue Sunshine
Mango Bay Resort
3.5 star property
9.4 out of 10, Exceptional, (57)
"A truly great vacation spot"
Canada
Sandra
The price is AU$1,493
includes taxes & fees
24 Nov - 25 Nov
Mango Bay Resort
VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (61)
"This beautiful house with pool easily accommodates 5 couples or 10 people. It is located on a private bay. The kitchen is fully equipped and there is a nice gas grill and pool. It is ideal if you are looking for quiet and beautiful surroundings. Great beaches, hikes and restaurants are all 20 minutes away by car. Highly recommend it."
United States
M A M.
VERY Private, Spectacular, Waterfront Location
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA
10.0 out of 10, Exceptional, (40)
"The view from the balcony is hands down breathtaking! The location and beach access is superb. The house had 3 ensuite bedrooms and an efficient floor plan."
United States
josh w.
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA
Endless Summer Villa - Luxury by the Sea
10.0 out of 10, Exceptional, (52)
"Words cannot describe the peacefulness of this property and the essence that is Tortola. A stellar home I can’t wait to return to."
United States
Reed S.
Endless Summer Villa - Luxury by the Sea
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
10.0 out of 10, Exceptional, (27)
"Stay was awesome. Love Val he took such good care of us. Appreciated the prompt replies on every question I had - so helpful. I will definitely stay here again on my next trip down."
United States
Kimberly B.
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
10.0 out of 10, Exceptional, (125)
"This is our favorite place to stay!! Jonathan is wonderful and very accommodating. We have had an exceptional time every time we stay here. "
United States
Jennifer S.
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
10.0 out of 10, Exceptional, (33)
"The best all around VRBO ever. Exactly as described with surprising added touches to make your stay more enjoyable. If this is available and fits your needs then stop looking. "
United States
Chris C.
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
8.4 out of 10, Very good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is AU$476
includes taxes & fees
12 Nov - 13 Nov
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
"Your Caribbean Haven: Where Comfort Meets Local Charm"
2.0 star property
10.0 out of 10, Exceptional, (4)
"The host was very friendly and extended herself to make us feel welcome. We wished we could have spent more time there. Thanks Ashley. "
United States
ERNST
"Your Caribbean Haven: Where Comfort Meets Local Charm"
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
9.8 out of 10, Exceptional, (49)
"Caroline is a great host, appreciate how easy she is to deal with. "
United States
Blair D.
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
Stylish, Secluded, Hot Tub and Amazing Views
10.0 out of 10, Exceptional, (98)
"Great view and private"
United States
garry p.
Stylish, Secluded, Hot Tub and Amazing Views
The best sunset view in the Bay
9.6 out of 10, Exceptional, (8)
"Simply the best stay in Tortola - the property was perfect with amazings views, easy access to best beaches and very helpful and kind owner. LOVE to stay again soon."
United Kingdom
Philip S.
The best sunset view in the Bay
The Blu-Edge - 3-bedroom Beach Villa • Oceanview + FREE Wyndham Resort Access
The Blu-Edge - 3-bedroom Beach Villa • Oceanview + FREE Wyndham Resort Access
Sea Breeze - AppleSurf! Beachfront one bedroom in Apple Bay
10.0 out of 10, Exceptional, (26)
"We had a wonderful week at Apple Surf on Tortola. The property was exactly as advertised. Clean, comfortable and convenient with great views. It was a short drive to several great beaches (Smugglers Cove, Long Bay, Cane Garden) and restaurants (Sebastians, Sugar Mill, D'Coal Pot). Definitely would recommend a rental car for getting around. Great spot for a couple looking to relax."
United States
Tom J.
Sea Breeze - AppleSurf! Beachfront one bedroom in Apple Bay
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$394 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?

Top of the Hill Blue Sunshine: This holiday home rental outside of Head of The Bay offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub.

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. Spring Bay Beach 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.