Head of The Bay Holiday Rentals

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Our top choices for Head of The Bay holiday rentals

The Lighthouse Villas

The Lighthouse Villas
3.5 star property
Cane Garden Bay
9.0 out of 10, Wonderful, (180)
"Unbeatable location, excellent host, comfortable & cleanliness."
United States
Anabel
The Lighthouse Villas

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.8 out of 10, Exceptional, (19)
"Excellent staff service. Room is big, bed is very good and view amazing!"
United States
Lisandra
The price is AU$510
includes taxes & fees
19 Dec - 20 Dec
Coconut Breeze Villas

Ke Villas

Ke Villas
3.0 star property
West End
9.6 out of 10, Exceptional, (110)
"Great stay"
United States
Nicole
Ke Villas

Mango Bay Resort

Mango Bay Resort
3.5 star property
Virgin Gorda
9.4 out of 10, Exceptional, (57)
"A truly great vacation spot"
Canada
Sandra
Mango Bay Resort

Amazing Water Front Villa West End Tortola

Amazing Water Front Villa West End Tortola
West End
10.0 out of 10, Exceptional, (102)
"The house and location were stunning. It’s the perfect place to relax after exploring the island. We were able to spend 2 more nights due to the hurricane and Gayle and Ivet were very helpful during our stay. "
United States
Leanne B.
Amazing Water Front Villa West End Tortola

VERY Private, Spectacular, Waterfront Location

VERY Private, Spectacular, Waterfront Location
Virgin Gorda
10.0 out of 10, Exceptional, (61)
"Absolutely amazing, and the managers came and gave us suggestions for our stay. "
United States
Anusha R.
VERY Private, Spectacular, Waterfront Location

Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
9.8 out of 10, Exceptional, (10)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
The price is AU$517
includes taxes & fees
20 Dec - 21 Dec
Top of the Hill Blue Sunshine

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Tortola
10.0 out of 10, Exceptional, (127)
"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

Stylish, Secluded, Hot Tub and Amazing Views

Stylish, Secluded, Hot Tub and Amazing Views
Cooten Bay
10.0 out of 10, Exceptional, (100)
"The house and views were absolutely incredible. On top of that Jeremy was an excellent host and was always available to answer any questions we had as it was our first time on the island. We were very glad the AC worked so well in the bedroom as we traveled in August so it was very hot out!"
United States
Hayden N.
Stylish, Secluded, Hot Tub and Amazing Views

SeaChange- A Private Villa for Family Vacations, with Wyndham Resort Membership

SeaChange- A Private Villa for Family Vacations, with Wyndham Resort Membership
Lambert Estate
10.0 out of 10, Exceptional, (3)
"We've stayed in Vrbo houses for years and this is the first time I've ever been inclined to write a review of the property. Its because Matt provided us with the absolute best customer service we've ever experienced! He and his wife Debbie went out of their way to welcome us to the property and could not have been more accomodating during our stay. Too many accolades to list them all here, so just trust me when I say that they will go all out to make sure you have a wonderful vacation!!!"
United States
Chris N.
SeaChange- A Private Villa for Family Vacations, with Wyndham Resort Membership

Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.

Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Little Apple Bay
10.0 out of 10, Exceptional, (33)
"Absolutely beautiful view from this property! The property was very well kept and clean. The property owner and manager were very helpful and full of local knowledge. I will most definitely be returning for a second visit! Thank you for the wonderful stay!"
United States
Norman M.
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Tortola
10.0 out of 10, Exceptional, (28)
"We loved this seaside retreat"
United States
Mike F.
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

Villa Sirenetta-Minutes from the beach!

Villa Sirenetta-Minutes from the beach!
Tortola
9.8 out of 10, Exceptional, (120)
"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!

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, (2)
"Our host was awesome and really accommodating. 10 out of 10. We will stay again."
United States
Najla D.
The price is AU$487
includes taxes & fees
19 Dec - 20 Dec
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay

COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay
Long Bay
10.0 out of 10, Exceptional, (22)
"Everything was excellent "
United States
Bob M.
COASTIN' A-LONG - bright & breezy Caribbean vibes above beautiful Long Bay

"Your Caribbean Haven: Where Comfort Meets Local Charm"

"Your Caribbean Haven: Where Comfort Meets Local Charm"
2.0 star property
Parham Town
10.0 out of 10, Exceptional, (5)
"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"

Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA

Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA
Long Bay
10.0 out of 10, Exceptional, (41)
"I loved our stay so much. The view was indescribable and only steps away from the most pristine secluded beach. We will book again next time!"
United States
Z D.
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Road Town
8.4 out of 10, Very good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is AU$474
includes taxes & fees
19 Dec - 20 Dec
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

Private Luxury Villas

Private Luxury Villas
Tortola
9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
The price is AU$1,705
includes taxes & fees
19 Dec - 20 Dec
Private Luxury Villas

The best sunset view in the Bay

The best sunset view in the Bay
Tortola
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
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$474 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. Mahoe Bay Beach 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.