Holiday houses in St. John

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Top-rated holiday rentals in St. John

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Top Guest favourite
An outdoor terrace is furnished with a dining table and chairs, set against a backdrop of lush tropical plants and the ocean. A partially filled ice bucket is placed on the table, with decorative table settings. The sun casts a warm glow, enhancing the natural beauty.
Guesthouse 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 stone pathway leads from the structure down toward a wooden railing overlooking a shimmering sea. Lush tropical plants frame the path, while distant islands are visible on the horizon. The entire scene is bathed in natural sunlight, enhancing the serene coastal ambiance.
Apartment 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.

Guest favourite
An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.
Cottage in Coral Bay
4.97 out of 5 average rating, 239 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Top Guest favourite
The covered deck showcases panoramic views of Coral Bay, adorned with potted plants and a cozy swing seat. An air conditioning unit is positioned nearby, complementing the inviting space with tiled flooring and yellow walls.
Apartment in Coral Bay
4.98 out of 5 average rating, 184 reviews

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. AUTOMATIC BACK UP GENERATOR. 5 minutes to restaurants & grocery stores. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly. NON-SMOKING/NON-VAPING

Guest favourite
A light and airy sitting area features a spacious couch and two woven chairs. A flat-screen TV is mounted on the wall, and sliding glass doors lead to a furnished terrace with scenic views. Natural light fills the space through windows with white blinds.
Apartment in Cruz Bay
4.82 out of 5 average rating, 67 reviews

Sea Star 1-bedroom apt in Cruz Bay (A-6)

Enjoy the colorful sights and sounds of Cruz Bay, St. John, while being a little removed from the action. Our unit in the Caneel Bay Apartments offers the ideal location. Sea Star is light and airy, accessed by a short flight of stairs. It consists of a bedroom with a king bed and air-conditioning unit, a bathroom and a well-sized sitting and dining room (with a full-size sleeper sofa) and a fully furnished kitchen. Best of all, there is a furnished terrace with a view overlooking Cruz Bay.

Top Guest favourite
A spacious bedroom features vaulted ceilings with exposed beams. A king-size bed is positioned to offer views through large sliding glass doors, which open to a balcony overlooking the ocean. A television stands beside the bed, and sheer white curtains frame the doors.
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

Top Guest favourite
A shared pool with clear blue water is seen surrounded by a sun deck featuring two lounge chairs. Lush green hills rise in the background, while a shade sail provides relief from the sun. The scene is framed by palm leaves and vibrant sky.
Apartment in Cruz Bay
5 out of 5 average rating, 130 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Top Guest favourite
Cottage in Saint John
4.95 out of 5 average rating, 141 reviews

Peaceful 1 bed/Lush gardens/Plunge pools

Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Top Guest favourite
A serene swimming pool reflects the sky, surrounded by lounge chairs. Large arched windows provide views of the outdoors, while the pool deck is framed by a stylish railing, creating an inviting space for relaxation.
Condo in Cruz Bay
4.94 out of 5 average rating, 125 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.

Top Guest favourite
Cottage in St. John
5 out of 5 average rating, 44 reviews

One bedroom cottage on the water

Take it easy at this unique and tranquil getaway. The property is on the water, and is located in Coral Bay. Brand new, and boasts a king size memory foam bed, custom kitchen with quartz countertops and a two burner Miele stove, full bathroom, air conditioning and deck overlooking a salt pond and coral bay. Vaulted Cyprus ceiling, Kohler faucets, 600 thread count cotton sheets and a 60″ tv, and gas grill. Solar power with batteries and generator for consistent power!

Top Guest favourite
A vibrant sunset casts warm hues over the water, with rays of sunlight breaking through clouds. Sailboats are anchored in the foreground, while silhouettes of distant islands provide a serene backdrop.
Guest suite in Coral Bay
4.91 out of 5 average rating, 149 reviews

CORAL BAYVIEW STUDIO WITH RENTAL JEEP AVAILABLE

Coral Bayview is a deluxe, private studio apartment overlooking Coral Bay with breathtaking panoramic views of the Harbor. With private entrance, Coral Bayview is self sufficient with King bed, A/C, kitchenette, and 100' wrap around covered deck. AUTOMATIC BACK UP GENERATOR. A 5 minute drive to restaurants, grocery stores, shopping, and water sports rentals. 4WD Rental Jeep Avail. Reserved Beach Space - Hansen's East End (15-18 m. Dr.). NON-SMOKING/NON-VAPING PROPERTY

Top Guest favourite
An open-concept living area features large glass doors and windows that frame stunning views of the Caribbean Sea. Sunlight fills the space, highlighting the wooden flooring and a potted plant in the corner, contributing to a relaxed atmosphere.
Home in Cruz Bay
4.98 out of 5 average rating, 60 reviews

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

Popular amenities for St. John holiday rentals