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Leonards Holiday Rentals

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Holiday Rentals in Leonards

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

9.6 out of 10, Exceptional, (8)
"Beautiful property. 8 of us stayed before our charter SaiL The Villa was fabulous! Never felt crowed together. I recommend the Villa. "
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

Coconut Breeze Villas

2.5 star property
10.0 out of 10, Exceptional, (15)
"Great service and great people. Beautiful place to stay!"
The price is AU$434
includes taxes & fees
14 July - 15 July
Coconut Breeze Villas

White Bay Villas and Beach Club

4.0 star property
9.4 out of 10, Exceptional, (33)
"Best views in the islands! "
White Bay Villas and Beach Club

Great House Villa

10.0 out of 10, Exceptional, (72)
"Our family had an incredible week here. The property was perfect for us and had the best views. Loved everything about it. Saga was amazing and extremely helpful. Cathryn was very helpful with details and recommendations on transport/provisioning/etc. We plan to return again as soon as we can!"
Great House Villa

The Lighthouse Villas

3.5 star property
9.0 out of 10, Wonderful, (174)
"We loved this property. It is conveniently located in Cane Garden Bay. The staff were very friendly and checked on us daily to make sure everything was perfect. We highly recommend staying here."
The Lighthouse Villas

Amazing Water Front Villa West End Tortola

10.0 out of 10, Exceptional, (93)
"My daughter and her friend stayed and had an absolutely wonderful time at Stone Beach House. Gayle and Ivet were fantastic and welcoming hosts, and what a beautiful house in a stunning location! Thank you so much!"
Amazing Water Front Villa West End Tortola

Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!

9.8 out of 10, Exceptional, (115)
"Terrific place to stay… would definitely book again"
Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!

Ocean View Villa

3.5 star property
9.6 out of 10, Exceptional, (28)
"Amazing views, easily the most beautiful place I've ever been."
The price is AU$526
includes taxes & fees
15 July - 16 July
Ocean View Villa

Mango Bay Resort

3.5 star property
9.4 out of 10, Exceptional, (56)
"Nice property with beautiful beach just steps away from your door. "
Mango Bay Resort

Ke Villas

3.0 star property
9.6 out of 10, Exceptional, (107)
"Great stay"
Ke Villas

VERY Private, Spectacular, Waterfront Location

10.0 out of 10, Exceptional, (61)
"This is a great place for a family vacation. The house is in great condition and has all the amenities you may need. It is located in a place to itself but at the same time, close to everything. Virgin Gorda is amazing. Owners were great in helping us get there, and with many tips that made our vacation great!"
VERY Private, Spectacular, Waterfront Location

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

10.0 out of 10, Exceptional, (122)
"Wonderful property with a great pool and incredible views. Totally open air concept with private bedrooms with AC. Great sunsets and good location close to two incredible beaches."
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

9.8 out of 10, Exceptional, (117)
"An overall excellent experience. The views were outstanding in a very secluded area. "
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

Stylish, Secluded, Hot Tub and Amazing Views

10.0 out of 10, Exceptional, (94)
"Awesome place to get away! "
Stylish, Secluded, Hot Tub and Amazing Views

Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI

9.8 out of 10, Exceptional, (47)
"Fantastic place. "
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI

Old World Caribbean with new world amenities

6.6 out of 10, (4)
"I was very impressed with the house. It was very clean. Easy to get to and enjoy the island. Would definitely stay again and highly recommend this house for your stay. We rented a car and The host arranged for Leroy to show us to the property. The house was very comfortable and had plenty of room and was well appointed. We thoroughly enjoyed our stay."
Old World Caribbean with new world amenities

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

The price is AU$415
includes taxes & fees
13 July - 14 July
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

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

10.0 out of 10, Exceptional, (29)
"Stayed for 5 nights with a friend and it was absolutely perfect! Spent most of our time there on the back porch drinking coffee in the morning and cocktails in the evening. Val, the property manager, was amazing and super responsive. Loved that coffee AND milk were provided! Great location with beach and restaurants a short walk away."
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.

Amazing sunset, ocean front, open air villa w/path to sea and dock

10.0 out of 10, Exceptional, (28)
"We had a wonderful vacation in a beautiful spot. The staff and property are outstanding in every way."
Amazing sunset, ocean front, open air villa w/path to sea and dock

VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach

10.0 out of 10, Exceptional, (9)
"Wonderful property in a fabulous location. It's our 5th trip to Tortola and we've stayed at numerous locations. Trunk Bay is quite special. Great place to completely unwind. "
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
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 Leonards?

Yes, there are holiday rentals close to the most popular sights in Leonards, 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 Leonards has to offer?

Exceptional design, spacious covered decks, super views, set in Long Bay Estate: This holiday home rental outside of Leonards is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Leonards?

While you're exploring the area, Sapphire Beach and Cane Garden Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Tortola Cruise Ship Port and Anegada Island.

What are holiday rentals like in Leonards?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leonards. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. 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 great option for small groups.