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House holiday rentals in St. John

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Top-rated house rentals in St. John

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Top Guest favourite
The image showcases a bright blue saltwater pool surrounded by a spacious deck. Two turquoise lounge chairs are placed at the pool’s edge, accompanied by a small table displaying a magazine. Lush greenery frames the stunning view of Chocolate Hole Bay and distant hills under a clear sky.
Home in Chocolate Hole
5 out of 5 average rating, 60 reviews

Down Yonder Pool Villa / Full Solar & Battery

Beautiful island memories are made at Down Yonder Pool Villa. Surrounded by lush tropical gardens and conveniently located in Chocolate Hole (less than .5 miles from the Westin resort), this well-appointed, comfortable home features two King suites - one on either side of the huge Great Room. The Great Room and each bedroom enjoys access to the glorious sundeck and 30 foot salt water pool, and every room has the same mesmerizing view of Chocolate Hole Bay and the deep blue Caribbean water beyond. Rates based on four persons occupancy. Additional guest fees apply for more guests up to 6 total. Click "Book Now" for detailed quote.

Guest favourite
An exterior view of a contemporary house is captured, featuring a private pool and a spacious deck area. Surrounding mountains and turquoise waters of Coral Bay create a picturesque backdrop, while the outdoor dining table and loungers offer options for relaxation.
Home in Coral Bay
4.97 out of 5 average rating, 36 reviews

House By The Sea | Idyllic Views, Pool, AC

Huis Aan Zee, “House by the Sea”, offers the perfect Caribbean getaway. Relax in your own private saltwater pool overlooking the turquoise waters of Coral Bay. This modern villa offers breathtaking views of Hurricane Hole and Drake’s Channel, blending seclusion, comfort, and convenience! *Lounge on sun chairs, soak in the pool *Enjoy AC + a fully equipped chef’s kitchen *High-speed Wi-Fi + peaceful work area for remote stays *Located minutes from St. John’s beaches, grocery stores, restaurants

Guest favourite
A comfortable seating area is highlighted by a modern, beige sectional sofa and a round coffee table made of woven materials. A large mirror above the sofa reflects natural light from the sliding glass doors, which open to a spacious covered porch with outdoor seating.
Home in Coral Bay
5 out of 5 average rating, 8 reviews

Castaway Cottage: Privacy, Views

This brand new cottage is pure privacy and paradise! From the moment you meander down the stone steps through the woods to discover this hidden gem, you'll know you found a unique haven. Relax on the large, covered porch and soak in ocean and island views, surrounded by tropical forest. The oversized stone shower has large windows, giving you an outdoor experience (without bugs). This stand-alone cottage runs off the sun and the rain, yet gives you all the comforts of home. Don't miss this.

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, 6 reviews

Seascape Villa w/ Private Pool & Spectacular Views

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 balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.96 out of 5 average rating, 180 reviews

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️

Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

Guest favourite
The image captures an aerial view of the property, highlighting a private infinity pool adjacent to a wooden deck. Two cushioned lounge chairs face the ocean, overlooking rocky shores and calm turquoise waters. Lush greenery surrounds the area, enhancing the tropical environment.
Home in Great Harbour
5 out of 5 average rating, 7 reviews

Tranquil Desires, Villa

Indulge in ultimate tropical bliss at our modern villa. Our sanctuary boasts a sleek interior, a private infinity pool, and breath-taking sunset views stretching across Tortola, and the US Virgin Islands. Perfect for couples or small groups, complete with his-and-her robes and slippers for your comfort. Unwind our cushioned outdoor chairs. Beaches, harbour walks, and adventure are just steps away from your doorstep. Make every moment unforgettable in your luxury island escape!

Top Guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 120 reviews

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Top Guest favourite
An aerial view showcases Sailors Cottage perched on a hillside, overlooking Coral Bay and the surrounding islands. The property features a private pool and spacious deck, framed by tropical greenery. The scenic landscape includes patches of water and distant hills, emphasizing its tranquil setting.
Home in Saint John
5 out of 5 average rating, 90 reviews

Stone Cottage with a pool and gorgeous view

Sailors Cottage is located on a knoll overlooking Coral Bay with views to the BVIs. We are a 5 minute drive to restaurants in Coral Bay, 20 minutes to the pristine National Park beaches. The pool is private with a spacious pool deck, lounge chairs, comfortable seating and a picnic table for family BBQs. It’s the perfect place for morning coffee, sunset cocktails and star gazing. Or a relaxing day playing in the pool. The bedrooms have A/C for a great nights sleep.

Top Guest favourite
A panoramic view of the Caribbean Sea is visible, with vibrant blue waters and gentle waves lapping against the shore. Lush greenery and a solitary palm tree frame the scene, enhancing the natural beauty of Hart Bay under a clear sky with scattered clouds.
Home in Cruz Bay
4.98 out of 5 average rating, 57 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.

Guest favourite
Home in Coral Bay
4.96 out of 5 average rating, 25 reviews

Flannagan's Peak Cozy 1 Bdrm Home-New Pool!

Take it easy at this unique and tranquil getaway! Flannagan's Peak is nestled in the hill top of St. Quaco & Zimmerman with breathtaking views that expand far beyond what the eye can see. There is a calming and ever flowing breeze while on the veranda. Equipped with a fully stocked kitchen, smart TV, wifi, washer and dryer amenities, beach towels, beach chairs and cooler for the beach. Your perfect vacation begins here!

Guest favourite
A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.
Home in Saint Thomas
4.87 out of 5 average rating, 111 reviews

Villa Beso Del Sol - Three Bedroom Cozy Oasis

Villa Beso Del Sol is a three bedroom, three bath beach oasis nestled into the hills above the historic town of Charlotte Amalie. We are located in estate Solberg, once you arrive you may not want to leave, the pool is partially covered so you have the option of soaking in the shade or soaking in ALL the sun. Morning coffee or afternoon cocktails, the outdoor pool area is where you'll want to be your entire vacation.

Guest favourite
A serene outdoor area is highlighted by an infinity pool reflecting the vibrant colors of a sunset sky. Two lounge chairs are positioned on a wooden deck, offering views of the ocean and nearby islands. The landscape is bordered by lush greenery.
Home in Mount Healthy
4.94 out of 5 average rating, 111 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

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