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Holiday rentals in Great Cruz Bay

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Top-rated holiday rentals in Great Cruz Bay

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Top guest favourite
Cottage in Cruz Bay
4.9 out of 5 average rating, 120 reviews

SKIPPER COTTAGE unit number 1

Skipper is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is a Marriott Silver Beauty Rest & full futon along with full kitchen & shower bathroom. The property is all fenced for Skipper, my Portuguese Water Dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like a mini rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

Top guest favourite
An open-concept living space features modern kitchen cabinetry with stainless steel appliances. A plush lounge chair and a sleek coffee table provide comfort, while a large wall-mounted TV is visible. Floor-to-ceiling windows offer expansive views of the ocean, enhancing the bright atmosphere.
Flat in Cruz Bay
5 out of 5 average rating, 90 reviews

76, 5 Star Reviews, "Ultra Modern Cottage for Two"

Sweet St. John -1 , was conceived and built as an ultra-modern, contemporary 1 bedroom, 1 bath, vacation rental home. It features outstanding views from a great location, with polished marble flooring, Italian cabinets, quartz countertops, high-ed stainless steel appliances, central air conditioning, washer/dryer, automatic generator, beach chairs/towels, cooler, sunshade/tent, UV-Filtered water & covered deck . The property is safe/secure, super comfortable with gated private parking on site.

Top guest favourite
Guest house in Cruz Bay
5 out of 5 average rating, 21 reviews

Oceanfront Clifftop Escape Guest Suite

Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

Top guest favourite
A wooden table and chairs are positioned on a balcony, offering sweeping views of the blue ocean and nearby islands. A glass lantern and a seashell are placed decoratively on the table, surrounded by lush greenery.
Flat in Cruz Bay
4.98 out of 5 average rating, 89 reviews

Big Ocean View, Minutes From Town

Stunning sunsets and million-dollar views of St. Thomas and surrounding islands! This 600 square foot studio apartment is roomy, comfortable and stylishly decorated. It's in an ideal spot - just a 2-minute drive from town but in a quiet neighborhood. A rental car is recommended but not absolutely necessary for those who are able to walk up long and very steep hills. This apartment is on the lower level of a private home that is currently in the process of being rebuilt after the hurricanes.

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, 138 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 bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Flat in Cruz Bay
5 out of 5 average rating, 103 reviews

Esperance~Pool~New~National Park

Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

Top guest favourite
A coastal view captures the vibrant turquoise waters of the Caribbean Sea meeting rugged rocky shores. Lush green hills rise in the background, bordered by scattered homes and palm trees under a clear blue sky with wispy clouds.
Villa in Cruz Bay
5 out of 5 average rating, 143 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Guest favourite
A light-filled living area features a comfortable gray sofa adorned with turquoise cushions. A coffee table sits at the center, while a ceiling fan provides a cooling breeze. Sliding glass doors lead to an outdoor terrace, offering an inviting connection to the outside.
Flat in Cruz Bay
5 out of 5 average rating, 22 reviews

Sea Pelican 1-bedroom apt in Cruz Bay (A-1)

Enjoy all the colorful sights and sounds of Cruz Bay, St. John, while being slightly removed from the action! Sea Pelican is a light, airy apartment, accessed by two short flights of stairs. Consisting of a bedroom with a king bed and air-conditioning unit, a bathroom and a well-sized sitting and dining room (with a full-side sleeper sofa) and a fully equipped kitchen, furnishings have a contemporary Caribbean style. There is a furnished terrace with a limited view of Mongoose Junction.

Top guest favourite
A sheltered patio space features woven lounge chairs and potted plants, providing a tranquil view of the surrounding greenery and water. A ceiling fan enhances airflow, while the gravel flooring adds textural interest. Sunlight filters through, creating gentle patterns on the ground.
Flat in Cruz Bay
4.99 out of 5 average rating, 77 reviews

Turtle’s Nest : Caribbean Studio Retreat

Turtle's Nest is a thoughtfully designed waterfront studio that offers the perfect escape. Nestled along an ocean fed pond, this enchanting retreat is a haven for tranquility. The open layout seamlessly blends the living, dining, and sleeping areas, creating an inviting ambiance. Stylish and modern furnishings complement the units, evoking a sense of relaxation and peacefulness. Property has solar panels and Tesla powerwalls ensuring there are no interruptions in energy supply.

Top guest favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 124 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Guest favourite
A vibrant resort landscape unfolds with lush green palm trees and colorful flowering plants. A spacious pool area is visible in the foreground, leading to a tranquil blue bay dotted with sailboats. The clear sky is adorned with white, fluffy clouds.
Villa in Great Cruz Bay
5 out of 5 average rating, 16 reviews

Gorgeous Westin Resort St. John 2 Bed/2Ba

Stylish, spacious 2 bed/2 bath timeshare Villa on the SW coast of St. John in the award-winning Westin resort. King master suite with Westin Heavenly® Bed & Bath. Guest suite has 2 double beds & full bath. Well equipped kitchen, sofa bed in living room, 3 HDTV's, internet, washer/dryer & balcony. Resort is packed with amenities incl. private beach, water sports, tennis, pool, restaurants, fitness center & kids club. Very close to Cruz Bay. Unit layout may vary (see below)

Guest favourite
The cottage is set within a vibrant garden, with lush tropical plants and colorful shrubs surrounding the property. Tall palms provide shade, while a covered patio is visible through the greenery. A gated entrance adds a sense of privacy to the peaceful setting.
Cottage in Cruz Bay
4.92 out of 5 average rating, 37 reviews

Seabreeze Cottage with private pool in Cruz bay

The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

Popular amenities for Great Cruz Bay holiday rentals