Holiday houses in Anegada

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Top-rated holiday rentals in Anegada

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Guest favourite

Apartment in Road Town

4.89 out of 5 average rating, 232 reviews

Trunk Bay downstairs self-contained room

Hi! We paused this listing first because it was badly damaged by Hurricane Irma and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

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Villa in Virgin Gorda

4.93 out of 5 average rating, 73 reviews

Sundowner romantic 1BR beachfrontvilla privatepool

Sundowner reigns as Virgin Gorda's most sought-after honeymoon villa. This majestic yet romantic beachfront villa, with a street address of 1 Paradise Lane within Nail Bay Estate, impresses guests with its royally inviting decor. Sliding glass doors on this villa's private patio lead to the inside dining and living areas, and the open-plan spacious gourmet kitchen. The view from the throne bed overlooks the turquoise sea and the cloud-strewn azure sky with colors custom-made in the Caribbean.

Guest favourite

Cottage in Loblolly Bay

4.76 out of 5 average rating, 21 reviews

2 bedroom cottage on the beach! Full kitchen & AC

“Purple Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

Top Guest favourite

Villa in Anegada

4.93 out of 5 average rating, 75 reviews

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)

“Green Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

Top Guest favourite

Villa in Leverick Bay

4.98 out of 5 average rating, 111 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Top Guest favourite

Apartment in Mount Healthy

5 out of 5 average rating, 33 reviews

Shark Bay Views

Peaceful with beautiful surroundings, if your ideal is serene, quaint and quiet, our home fits your bill! This "apartment" was actually our one bedroom home before building an adjacent bedroom/bathroom and our new home above. The stairway leads to your private abode, where you can just enjoy the breeze, sit back and relax. About a 10 minute drive to Road Town, nestled high in the mountains, you'll find a tranquil setting and a clean apartment. Hope to see you soon!

Top Guest favourite

Guesthouse in Tortola

4.97 out of 5 average rating, 71 reviews

The Anchorage- Studio apt above Cane Garden Bay

We are back with a newly renovated guest room! Charming studio apartment on lower level of provencal estate, centrally located in the hills above Cane Garden Bay w/view of Jost Van Dyke & surf at Cane Garden Bay. Private terrace w/outdoor dining. Includes use of shared pool. Small trail through 1 acre of undeveloped but landscaped jungle. 4WD vehicle required. Property is 10 min drive to Road Town & Cane Garden Bay, 5 min to Nanny Cay. 30 min to airport & west end.

Guest favourite

Apartment in Cane Garden Bay

4.89 out of 5 average rating, 76 reviews

Windy Hill Sea View

Windy Hill Sea View over looks the beautiful Cane Garden Bay with a panoramic view of the ocean and neighboring islands. This spacious one bedroom ocean view apartment offers a comfortable atmosphere to stay in during your visit to the BVI. This apartment is located on Windy Hill in Tortola, in a very quite low traffic neighborhood . Windy Hill Sea View is perfect for couples or just one person.

Guest favourite

Villa in Brewers Bay

4.85 out of 5 average rating, 68 reviews

Villa Matija

Villa Matija is nestled comfortably into the hillside overlooking Brewers Bay on Tortola in the British Virgin Islands. Allow yourself a little luxury and be eco-friendly at the same time! Villa Matija (pronounced ma-TEE-ya) sits above Brewers Bay with an outstanding view of Jost Van Dyke and several other smaller cays & islands. On a clear day you can see Puerto Rico (about 70 miles away)!

Guest favourite

Hotel room in Tortola

4.88 out of 5 average rating, 17 reviews

Right on the Beach, Cozy Cane Garden Bay Room

Welcome to ELM Beach Suites in Cane Garden Bay! Our little slice of paradise is right on the beachfront, where you can hear the waves crashing on the shore right from your room's balcony. Special Offer: 50% OFF: Book 5+ nights between August 1 and September 30, 2025, with a 100% refund guarantee for bad weather cancellation) Discounts apply automatically!

Guest favourite

Hut in Tortola

4.95 out of 5 average rating, 167 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

Guest favourite

Home in Tortola

4.94 out of 5 average rating, 146 reviews

Private One Bedroom Villa, HotTub, Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

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Other great holiday rentals in Anegada

Treehouse in Tortola

4.56 out of 5 average rating, 9 reviews

Glamping treehouse 1 bedroom

Hilary MarieRating, 5 stars10 months ago

The house was great. Super charming. Super in love with the bathtub. We had to leave early, heartbreaking. I was just getting to love seeing the Hollywood sign. Found an easy bus into downtown, and there are some cool places, restaurants just up the road. We'll be back for sure. Heads up, there are lots of stairs to the house, which Dino told me about. They are totally worth it. Thanks so much H

Apartment in Virgin Gorda

4.83 out of 5 average rating, 18 reviews

The View Apartment

MERVINRating, 5 stars2 months ago

Very private and well secure

Cabin in Kingston

4.63 out of 5 average rating, 8 reviews

Champagne Chalet

IainRating, 5 stars2 months ago

Located in the gardens of the Brandywine Estate (best restaurant on Tortola) - excellent hosts. I arrived in the dark and awoke the next morning to a gorgeous view from my bed. Good value for money in the area, and an excellent stopover before or after a charter - convenient location to charter bases in the area!!

Apartment in Cane Garden Bay

4.83 out of 5 average rating, 6 reviews

Modern surfside apartment

MarieRating, 5 stars4 weeks ago

We had an amazing stay at Charlotte’s. The pool was so nice to have to escape the heat but still enjoy the outside and the beautiful views. Penney met us at check-in and was extremely friendly and welcoming. She showed us around the apartment and deck/patio areas. She had a lot of fresh fruit, water, and even a bottle of wine for us. The restaurants at the nearby beach were really good with good drinks and drink specials. We loved staying at Charlotte’s and will definitely book again next time we visit Tortola before our sailing charter. Thank you!

Guesthouse in Threllfall

5 out of 5 average rating, 10 reviews

Hidden Gem Tucked Away

DevoraRating, 5 stars3 months ago

We loved our stay at this place. Waking up to the sound of roosters was priceless. The house is close to restaurants and the ferry terminal but secluded at the top of the hill so it feels private. Host was very responsive and AC was AMAZING! We would totally stay here again if we return.

Guesthouse in Brandywine Bay

5 out of 5 average rating, 4 reviews

Modern 1BR Hideaway | Near Beach | With Workspace

SudarshanieRating, 5 stars1 month ago

Our stay in Tortola was absolutely incredible, and Chantal and Lincoln’s apartment made it even more memorable. From the very beginning, communication was excellent. Even before we finalized the booking, Chantal and Lincoln were quick to respond, super helpful, and made everything feel easy and straightforward. The apartment itself is absolutely spectacular. Spotlessly clean, beautifully designed, and incredibly comfortable—it had everything we needed for a relaxing, stress-free stay. The space was quiet and peaceful, and every detail felt thoughtfully prepared. It truly felt like a home away from home. Throughout our visit, Chantal and Lincoln continued to be amazing hosts. We had zero issues the entire time, and the whole experience—from booking to check-out—was seamless. We can’t thank Chantal and Lincoln enough for their hospitality. We would absolutely stay here again and highly recommend this apartment to anyone visiting Tortola. It was truly a five-star experience in every way

Apartment in Tortola

4.55 out of 5 average rating, 11 reviews

Cozy beachfront Nook

JuirhonRating, 5 stars2 weeks ago

Nice place beach right out front, great host respond very quick, a nice person kind and understands, we had no problems at all everything was perfectly fine, and would definitely go again when going to Tortola 🙏🏽

Guest favourite

Apartment in Road Town

4.88 out of 5 average rating, 25 reviews

The Cozy Loft

MilindaRating, 5 stars4 days ago

The Cozy Loft was exactly as described and close to everything. There was a water issue on the island when I first arrived but got quickly resolved later that day. Calisa was very accommodating and easy to reach at all times! Loved it all and would definitely recommend for a solo or couples trip!

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Holiday houses in Anegada

Top-rated holiday rentals in Anegada

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