Head of The Bay Holiday Rentals from €141: Search Short-Term Rentals

Q: 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 air conditioning 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.

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Our top choices for Head of The Bay holiday rentals

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Tortola

Sue T.

includes taxes & fees

2 Mar - 3 Mar

Coconut Breeze Villas

Cane Garden Bay

Kathryn

includes taxes & fees

27 Feb - 28 Feb

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

Tortola

Anonymous traveller

includes taxes & fees

10 Mar - 11 Mar

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Leonards

Renato Bruno dos Santos

includes taxes & fees

1 Mar - 2 Mar

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Tortola

Sovill

includes taxes & fees

3 Mar - 4 Mar

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Road Town

includes taxes & fees

28 Feb - 1 Mar

1 bedroom, iron/ironing board, free WiFi, bed sheets

Nature's Hideaway

Horsepath

includes taxes & fees

27 Feb - 28 Feb

5 Studio with queen bed & bathroom - 10 min to beach & town

Tortola

includes taxes & fees

27 Feb - 28 Feb

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Top Head of The Bay Hotel Reviews

Fort Burt Hotel

10/10 Excellent

"Staff was fantastic and accommodating. "

Sugar Mill hotel

10/10 Excellent

"Trip was amazing. This is a small resort that has incredible rooms, restaurants, and a private beach. The staff was attentive, friendly, and always ready to help. The manager, Andrea, was very helpful and always was ready to do whatever we needed to make our stay great. The main restaurant had amazing food and outstanding service. The beachfront restaurant was a little more casual but food and service was great as well. Eating breakfast on the beach was relaxing. Carlos at the bar was friendly and good with the drinks. The resort is remote and not in a busy area, while this is wonderfully relaxing it does mean that there is very little within walking distance. There are a couple of restaurants within walking distance, if you need to go to the store or to another restaurant you'll need a taxi. The hotel is always glad to help you book one and the cab drivers were all fun and happy to talk about the island. If you're looking for a relaxing trip to the beach, with beautiful views, amazing staff, away from crowds, and top tier food you won't go wrong with the Sugar Mill. "

The Lighthouse Villas

10/10 Excellent

"The room property were very clean. The staff were helpful and nice. The property and room are charming. Fresh little flowers on the bed and table. You will not mistake this for a corporate hotel and that is a good thing! If you have mobility issues this is probably not the place for you as the drive up/walk is steep. We would stay there again."

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 €141 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?

Top of the Hill Blue Sunshine: This holiday home rental outside of Head of The Bay offers a patio, a garden and air conditioning 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.

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Our top choices for Head of The Bay holiday rentals