Holiday rentals in St. John

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Top-rated holiday rentals in St. John

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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, 158 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
The villa's unique round structure is framed by lush tropical foliage and vibrant flowers. A pathway leads to the entrance, with the sun setting behind distant islands in the background, casting warm hues over the landscape.
Villa in St. John
4.99 out of 5 average rating, 171 reviews

Penthouse Great Views Full AC Coral Bay St John VI

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

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, 230 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?

Guest favourite
A private saltwater pool surrounded by a spacious deck offers stunning views of the turquoise waters and lush hills. Beach lounge chairs are present for relaxation, accompanied by vibrant potted plants, enhancing the serene outdoor space.
Home in Coral Bay
5 out of 5 average rating, 5 reviews

Seascape Villa w/ Private Pool

Discover the ultimate tropical retreat at this exclusive 3-bedroom, 3-bathroom villa, perched high above the pristine waters of St. John’s East End. Indulge in luxury accommodations complete with a fully equipped kitchen, spacious indoor & outdoor living areas, and both SOLAR power & backup generator Step out to a private saltwater pool, where you can bask in the Caribbean sun while enjoying the tranquility of this serene hideaway all just minutes from local restaurants, shops and 3 markets

Top guest favourite
A serene view of Coral Bay at sunset captures the calm water reflecting vibrant hues of orange and yellow. Sailboats are gently anchored in the bay, while lush greenery lines the shoreline, creating a tranquil atmosphere.
Flat in Coral Bay
4.98 out of 5 average rating, 176 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

Superhost
A serene outdoor scene captures the luxurious poolside area of the villa, framed by vibrant tropical landscaping. The pool reflects the surrounding lush hills and turquoise waters. The villa's Mediterranean architecture and terracotta-tiled roof complement the expansive views of Hurricane Hole and distant islands.
Villa in Coral Bay
4.93 out of 5 average rating, 128 reviews

Heaven's Gate - Off Grid Ocean View Villa

This Mediterranean style, four bedroom luxury villa sits at the top of a mountainside overlooking St. John’s pristine Hurricane Hole, designated a Virgin Islands Coral Reef Monument in 2001. Heaven’s Gate is a serene and very private hilltop vacation villa. Each of the four handsomely furnished bedroom suites includes its own private bath, three with outside showers, and each suite has access to outside terraces. Please review the House Rules prior to booking. Compliance is mandatory.

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, 135 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 tranquil pool area features a glistening pool surrounded by a tiled deck. Two wooden lounge chairs and several sun loungers are positioned nearby, complemented by a textured stone wall adorned with green plants. The setting invites relaxation in a serene environment.
Flat in Cruz Bay
5 out of 5 average rating, 113 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.

Guest favourite
An open and airy kitchen features white cabinetry complemented by colorful accents. A large island with bar stools invites gathering. Natural light floods the space through a window, illuminating shelves filled with tableware. A coastal chandelier hangs gracefully from the vaulted ceiling.
Villa in Coral Bay
4.9 out of 5 average rating, 87 reviews

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝

Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! If you need a Jeep while you are on St John, we rent out our 4 door Jeep Wrangler

Guest favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 116 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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Top guest favourite
Cottage in Saint John
4.95 out of 5 average rating, 137 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 panoramic view captures the shimmering turquoise waters of Coral Bay, bordered by lush green hills. The rocky shoreline is complemented by patches of sand, creating a tranquil atmosphere. The clear sky is filled with scattered clouds, enhancing the natural beauty of the landscape.
Cottage in St. John
5 out of 5 average rating, 36 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!

Popular amenities for St. John holiday rentals