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Vacation rentals with a pool in Northside

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Top-rated rentals with a pool in Northside

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A private pool is situated on a terrace, featuring clear water reflecting the sky. Lounge chairs and a table with four chairs are positioned nearby, offering expansive views of the ocean and surrounding hillsides under a bright blue sky.
Home in Northside
5 out of 5 average rating, 24 reviews

The Green Goat Waterfront | Pool & Magens Views

Wake up to breathtaking waterfront views of Magens Bay in this serene St. Thomas, USVI villa, designed for effortless Caribbean island living. The interior offers single-level living with no interior steps; pool just below. Enjoy premium bedding & a complimentary Cruzan cocktail at our welcome bar. A 4x4 is needed to access this stunning oceanfront retreat near Magens Bay, Hull Bay & Charlotte Amalie. Snorkel, swim & explore St. John by ferry. Perfect USVI vacation rental for couples & families.

Top guest favorite
Apartment in Saint Thomas
4.98 out of 5 average rating, 215 reviews

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Top guest favorite
A spacious living area features large glass sliding doors that open to a balcony with ocean views. Outdoor furniture is visible on the balcony, overlooking the tranquil sea and distant islands, while the interior showcases modern furnishings and a cozy throw draped over a sofa.
Condo in Northside
4.99 out of 5 average rating, 71 reviews

Ocean views from every room!

Relax and enjoy peaceful moments from this large one bedroom condo. Open the expansive windows and enjoy taking in the ocean breeze and amazing views. Serene and private while only being minutes away from Magen’s Bay. Watch the beautiful sunrises in the morning from the large balcony overlooking the Ocean and the nearby islands. Located across from the community pool for those days when you don’t feel like going to the beach. This unit can also be rented as a 2 bed/2 bath by special request.

Top guest favorite
Home in NorthSide
4.99 out of 5 average rating, 68 reviews

Island Retreat - Generator/Ocean View/Heated Pool

Escape to Sunrise Villas by Stacie, a private tropical mountaintop retreat in St. Thomas. Enjoy panoramic ocean views, a heated pool with Baja sun deck, jets and lights, plus elegant indoor-outdoor living area with 20-ft sliding doors, gourmet kitchen, bar, and fireplaces. With a whole-home generator, comfort is guaranteed. Perfect for couples, families, or friends—book the villa next door for up to 4 more guests. Includes beach chairs, cooler, and Cressi snorkel gear for perfect beach days!

Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 114 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Top guest favorite
A spacious outdoor patio is featured with a dining table and colorful chairs, offering unobstructed ocean views. Large sliding glass doors lead to the living area, allowing natural light to fill the space. A gentle breeze and serene scenery are prominent.
Condo in Northside
4.99 out of 5 average rating, 166 reviews

Ocean View Condo near Magen’s Bay - Pool/Generator

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Guest favorite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Apartment in Charlotte Amalie
4.99 out of 5 average rating, 145 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Top guest favorite
Condo in Northside
5 out of 5 average rating, 8 reviews

5 mins to Magens + 15 mins to STJ ferry

Hillside Retreat is a stylish one-bedroom condo in a gated community on St. Thomas's Northside, one of the quieter, greener parts of the island. The private balcony looks out over a lush valley, which makes it a pretty great spot for morning coffee or an evening beverage. Magens Bay is just a few minutes down the road, and the Northside has a handful of local coffee shops and restaurants worth checking out. You're also only a 15-minute drive to Red Hook and the STJ ferry!

Top guest favorite
An open living space is featured with a large sliding glass door that reveals panoramic ocean views. Comfortable seating is arranged around a coffee table, while a dining area with bar stools is visible. Natural light floods the room, enhancing the coastal atmosphere.
Condo in Northside
4.96 out of 5 average rating, 97 reviews

Island View Retreat | Stunning Ocean Views!

Breathtaking ocean views from every room! This beautifully updated 2-bedroom, 2-bath condo in Mahogany Run features private balconies, stylish interiors, beach gear, in-unit laundry, and a fully stocked kitchen with modern appliances. Enjoy cool island breezes, a 5-minute walk to the community pool, and a short drive to Magens Bay. Backup generator for an extra piece of mind. Ideal for families or couples seeking peace, comfort, and an unforgettable island escape.

Guest favorite
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, 97 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 favorite
A functional kitchen area is displayed, featuring grey cabinets and a white refrigerator. A breakfast bar with two stools is positioned next to the kitchen, complementing the cozy living space. A coffee table with decorative items sits in front of a comfortable seating area.
Apartment in charlotte amalie
4.89 out of 5 average rating, 140 reviews

View of Magen’s Bay Beach

The apartment is very close to a private beach below. The community is private which has now turn into a gated community. If you love jogging since the traffic is not high the area has jogging or walking. Transportation is needed. President Clinton stayed in this area villa just below. I am retired and I enjoy hosting also I am easy to get along with. There are beach chairs, snorkeling equipment and beach towels available for your use.

Guest favorite
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
4.88 out of 5 average rating, 125 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.

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