Head of The Bay Holiday Rentals

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Holiday Rentals in Head of The Bay

The Lighthouse Villas
3.5 star property
8.8 out of 10, Excellent, (148)
"The property was in perfect location so close to the beach restaurants thay yoi dont need car we love it, the bedroom super clean kitchen we didnt use but need a little update but people there and cleaning is perfect! Definitely recommended and I will return "
The Lighthouse Villas
Amazing Water Front Villa West End Tortola
10.0 out of 10, Exceptional, (65)
"We enjoyed 3 lovely days at this beautiful home. Ivet is a wonderful host and prepared dinner for us on the night of arrival. We would certainly stay here again."
Amazing Water Front Villa West End Tortola
Mango Bay Resort
3.5 star property
9.4 out of 10, Exceptional, (54)
"Nala was awesome, very helpful and responsive, and advised me on a good restaurant when I arrived. Beautiful beach and great location... Great Sunset!!!! Only comments: It be good to have a Restaurant there, and a Gym room. Also, better coffee in the room."
Mango Bay Resort
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VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (59)
"We had a group of 10 adults that stayed at this villa in February 2024. The villa was clean and just a little dated. Chico and his wife were so easy to deal with and very helpful throughout our 10 day stay. The road to the villa was a bit hard to find and we probably should have rented 4x4 vehicles instead of vans. The beach area was lacking due to the trash, broken glass, cows, and goats everywhere. However, we were able to take a very short drive to a beach where we had a picnic and soaked up...
VERY Private, Spectacular, Waterfront Location
Coconut Breeze Villas
3.5 star property
10.0 out of 10, Exceptional, (2)
"The view was spectacular from Ocean View Villa! The villa has been has been nicely renovated with many amenities. We were delighted to find coffee, milk and fresh baked banana bread for our first morning breakfast. We learned the bananas were grown on the properties. We would encourage using drivers recommended by the property as the driveway is step especially to the top."
The price is HK$1,900
HK$2,090 total
includes taxes & fees
4 Jun - 5 Jun
Coconut Breeze Villas
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
10.0 out of 10, Exceptional, (102)
"Property manager was easy to contact, communicated well, and was pleasant to deal with. The property itself was beautiful, everything worked well. This was a great place for us to relax before we all went on excursions. Would recommend to anyone looking for a remote place to just enjoy the natural beauty and property."
The price is HK$4,301
HK$5,349 total
includes taxes & fees
4 Jun - 5 Jun
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Villa Matija - Eco-Friendly, Luxurious Getaway
9.6 out of 10, Exceptional, (80)
"Loved the property/location! 5 min drive to the beach at Brewers Bay. Great outside space at the house with amazing views- particularly sunset! Tom was a great host- our plane in was late and he was great about meeting us later to take us up to the house. We like to cook and the kitchen was well equipped! Pool was awesome as well! Easy to get into Road Town for provisions/shopping. Perfect location if you like quiet and peaceful!"
Villa Matija - Eco-Friendly, Luxurious Getaway
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
9.8 out of 10, Exceptional, (93)
"4th stay... I here the internet service will be poppin' by the time we return : ) Thanks Ben!"
The price is HK$1,564
HK$2,842 total
includes taxes & fees
18 Jun - 19 Jun
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
9.8 out of 10, Exceptional, (73)
"From the time we booked to our actual stay, we have only good things to say. The property is absolutely charming with ocean views and the sound of surf to the calm surroundings of the interiors. Location central between Long Bay and Apple Bay with great restaurants within walking distance. Loved it!"
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
Prettyview Villa above Wyndham Lambert Beach Resort
10.0 out of 10, Exceptional, (45)
"Fantastic time!!! Bananakeete and Brandywine both amazing, cool hike Sage Mountain, enjoyed Cane Garden Bay beach swim(don’t miss Indigo Beach House). Scrub Island(Ixora Spa) and Virgin Gorda(Saba Rock) were awesome day trips. So nice to come back to the pool at Prettyview and enjoy …. The View. Gorgeous property!!!"
Prettyview Villa above Wyndham Lambert Beach Resort
Ke Villas
3.0 star property
9.4 out of 10, Exceptional, (92)
"Very clean and well maintained. Great breakfast."
Ke Villas
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
10.0 out of 10, Exceptional, (15)
"Good location to sopers hole, cane garden bay and smugglers cove. There some water and ice in the fridge for our first round of drinks great place"
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
10.0 out of 10, Exceptional, (7)
"This is an easy place to stay. It’s as advertised - new and very clean. When we booked we were trying to decide between a place in road town on the hill or this location. As we went through the week - we were so happy to stay on the West end of the island. Sopers Hole is a short 10-15 drive, Smuggler’s Cove is 10 minutes, Long Bay Beach is literally over the hill and Cane Garden bay is about 20-25 minutes. So, there are plenty of restaurants and awesome beaches close by. Val, the property...
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (15)
"We loved Drake’s View … that view! We loved the home, the pool, the grounds and that fabulous beach! Mindy was fabulous and took great care of us! A true gem!"
New Construction Oceanfront Home/Pool Private Walk To Beach
Luxury 7BR waterfront villa w/ instaviews & boat
9.6 out of 10, Exceptional, (5)
"We needed a place to escape the cold and found this paradise that could accommodate our large group. There is not much to do on Camanoe itself but that is exactly what we wanted. We could use the boats to skip to nearby islands for food/bars but the property has more than enough amenities to keep you happy. Richard our host was unbelievable. He helped us navigate the area, hire an incredible chef (Elke) , acquire a catamaran day trip, coordinate logistics seamlessly, and so much more. I can’t...
The price is HK$17,203
HK$26,157 total
includes taxes & fees
11 Jun - 12 Jun
Luxury 7BR waterfront villa w/ instaviews & boat
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
9.8 out of 10, Exceptional, (28)
"Our host, Caroline, was by far the best host we have ever encountered anywhere!! She went out of her way, literally, to make sure we had what we needed. From helping to get groceries delivered, to refilling propane to grill, to arranging transportation…we could not have asked for more. And the villa was absolutely perfect. Amazing views, equipped with everything we needed and very comfortable and relaxing. "
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
'Tortola Adventure' Private Villa: Ocean-View Pool
9.6 out of 10, Exceptional, (42)
"The home was not far from things to do, however, it afforded us complete privacy. We loved sitting on the outside decks at all times of the day sipping coffee or drinks and taking in the view. There was a good supply of nice furniture on the deck. The home had a somewhat eclectic style, was open and airy, had everything we needed, and was quite comfortable. To get to the bedrooms, you had to go outside and down the stairs to the lower level but that didn't bother us. Especially loved the outdoor...
'Tortola Adventure' Private Villa: Ocean-View Pool
Frenchman's Cay Villa at SeaScape
Frenchman's Cay Villa at SeaScape
Stylish, newly renovated and upgraded Beach house steps from the water
10.0 out of 10, Exceptional, (52)
"The location of this property is stunning! The pelican "show" was fun to watch every day. Its a bit of an adventure getting to the property (especially when it rains!) but no problem with 4wd vehicle. Easy drive to Cane Garden Bay, Long Bay Beach and Smugglers Cove."
Stylish, newly renovated and upgraded Beach house steps from the water
Bayview Vacation Apartments
3.5 star property
9.6 out of 10, Exceptional, (22)
"The condo is spacious, with a full living room and dining room. We enjoyed sitting out on the balcony. It was clean and well situated for exploring the island. It is right across from the ferry and near restaurants. We were able to store our luggage in the office before check in so it wasn’t left in our car."
Bayview Vacation Apartments
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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.

Other types of properties in Head of The Bay you may be interested in

Wyndham Tortola BVI Lambert Beach Resort
4.5 star property
8.6 out of 10, Excellent, (414)
"Absolutely fabulous property. Delicious restaurants and awesome location right on a spectacular beach. Loved this property and the staff were so kind and welcoming! Would definitely stay here again!"
The price is HK$1,447
HK$1,750 total
includes taxes & fees
4 Jun - 5 Jun
Wyndham Tortola BVI Lambert Beach Resort
Village Cay Hotel and Marina
3.5 star property
8.2 out of 10, Very good, (444)
"excellent "
The price is HK$1,290
HK$1,523 total
includes taxes & fees
10 Jun - 11 Jun
Village Cay Hotel and Marina
Maria's By the Sea Hotel
3.5 star property
8.8 out of 10, Excellent, (676)
"We stayed in the new section of the property overlooking the ocean so keep that in mind with review. Room was very nice and clean. Nice balcony overlooking ocean however only one chair and no small table to rest a snack or drink. Nice bar and restaurant area. During our stay the power was lost but the hotel had a diesel generator that kicked in. Convenient to Pusser's, the ferry and other shopping."
The price is HK$1,564
HK$1,916 total
includes taxes & fees
4 Jun - 5 Jun
Maria's By the Sea Hotel
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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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 offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable 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. Spring Bay 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.

Recent reviews of Head of The Bay properties
Expedia verified reviews