Holiday houses in Apple Bay

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Top-rated holiday rentals in Apple Bay

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Top Guest favourite
The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.
Cottage in Central
4.99 out of 5 average rating, 177 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Top Guest favourite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay
4.99 out of 5 average rating, 157 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Top Guest favourite
A spacious villa is nestled on a hillside, showcasing a covered outdoor patio and a shimmering pool. Multiple lounge chairs are arranged around the pool, with vibrant landscape and ocean views in the background. The striking red roofs complement the serene setting.
Villa in Tortola
5 out of 5 average rating, 44 reviews

Gorgeous 4 bed villa with pool and amazing views

'Twin Oceans on Spyglass' is our beautiful 4 bed/4 bath villa at the West End of Tortola. Standing majestically on the hillside with beautiful views across the ocean to St John on one side and to Jost on the other. We are sure you will love this home, with its cool breezes, gorgeous pool and spacious entertaining areas. Just a few mins drive to Long Bay, Smugglers or any of the pristine deserted beaches on the North shore and just a five mins to the world renowned surf break at Apple Bay.

Guest favourite
A panoramic view of Cane Garden Bay is presented, showcasing turquoise waters meeting a sandy beach. Lush greenery lines the coastline, while hills in the background are dotted with residential homes, creating a serene landscape that captures the beauty of the island.
Apartment in Cane Garden Bay
4.89 out of 5 average rating, 102 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

Top Guest favourite
Cottage in East End
5 out of 5 average rating, 57 reviews

BEACHFRONT Cottage in Privateer Bay𓆉

Let us be your base camp as you have the adventure of a lifetime! The beach cottage is simple (2 bedroom/ 2.5bath) for those looking to explore everything the island of St. John has to offer. Here, swim in the crystal clear Caribbean waters just 75 steps away from your covered deck that overlooks Privateer Bay. The ends of the bay have fantastic small tide pools to explore. There's a full kitchen to prep meals on the deck. And fast wifi to stay connected. Solar power with back-up battery.

Guest favourite
A rooftop terrace is showcased with modern wicker seating and a low table at the center. A door leads out to the terrace, while views of nearby trees and distant ocean are visible in the background. The space is shaded by a stylish pergola.
Guesthouse in Carrot Bay
5 out of 5 average rating, 11 reviews

1 Bdrm/1 Bath @ Kurt's Bayside Oasis

Relax with the whole family at this peaceful place to stay. Located in quaint Carrot Bay, Kurt's Bayside Oasis is nestled between the shores of Long Bay & Cane Garden Bay. A beach lover's dream & a surfer's paradise, minutes from the West End Ferry Dock, within walking distance to the white sandy beach & a 3 minute drive to the swollen surfs of Capoon's Bay. Directly across the street from the renowned D'Coal Pot Restaurant. The spacious primary bedroom opens onto a roof-top terrace.

Guest favourite
A swing is situated beneath a white trellis, surrounded by lush greenery and overlooking the bay with moored boats. The sunset casts a warm glow over the scene, highlighting the peaceful atmosphere and natural beauty of the tropical landscape.
Apartment in Cane Garden Bay
4.97 out of 5 average rating, 34 reviews

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

Guest favourite
Villa in Road Town
4.97 out of 5 average rating, 31 reviews

Fort Recovery Oceanfront 1BR Villa

Fort Recovery’s oceanfront 1BR villa is set just steps from the shoreline and offers a relaxed Caribbean stay with sweeping sea views. These charming one-bedroom villas feature a private patio or balcony, comfortable living area, full kitchen, separate bedroom, and private bathroom. French doors open to views of the Caribbean and nearby St. John. Available in both ground-level and upstairs layouts, each designed for comfort, privacy, and easy indoor-outdoor living.

Top Guest favourite
An aerial view of a contemporary home reveals a red roof and an infinity pool lined with lounge chairs. Surrounding greenery enhances the sense of privacy, while a spacious driveway provides easy access. Large windows allow for plenty of natural light to enter the interior.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 104 reviews

Hilltop Paradise Vacation Package with Jeep

Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.

Top Guest favourite
An inviting plunge pool is situated on a wooden deck, surrounded by lush greenery and offering panoramic views of the turquoise waters below. The horizon showcases distant islands under a bright blue sky dotted with fluffy clouds.
Villa in Brewers Bay
4.88 out of 5 average rating, 86 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)!

Top Guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.95 out of 5 average rating, 167 reviews

Stylish, Secluded, Hot Tub and 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.

Top Guest favourite
Apartment in Long Bay
4.96 out of 5 average rating, 24 reviews

Long Bay Lookout II

A bright studio retreat overlooking Long Bay Resort with beautiful views of the beach, pool, and tennis courts. Perfect for couples, this stylish space features a king bed, full kitchen, and private balcony with outdoor seating for two. Just a short two-minute walk to the soft sands of Long Bay Beach.

Popular amenities for Apple Bay holiday rentals