Vacation rentals with a pool in Northside

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Top-rated rentals with a pool in Northside

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Top guest favorite

A private pool area is surrounded by loungers and shaded by large umbrellas. The pool features clear waters and is bordered by a brick patio. Lush greenery and the home's exterior can be seen in the background, illustrating a tranquil, tropical environment.

Home in Northside

5 out of 5 average rating, 20 reviews

The Caribbean Farmhouse/Ocean Views, Solar Power

Welcome to your St. Thomas Northside retreat! This tropical side of the island offers breathtaking views of the world-famous Magens Bay. Located 5 minutes to Hull Bay & 10 minutes to Magens Bay. Enjoy privacy surrounded by lush landscaping. Solar power & generator on property to never lose power! The outdoor space features a private pool and backyard. Spend evenings watching stunning sunsets with breathtaking views, this property is perfect for unforgettable vacations with family or friends!

Top guest favorite

A cozy living area is equipped with a dark blue sofa, a stylish lamp, and a wooden TV stand. A vibrant rug is placed on the floor, and natural light filters through the white window curtains. A decorative plant adds a touch of greenery to the space.

Apartment in Saint Thomas

4.98 out of 5 average rating, 200 reviews

Hillside Hideaway

Perfect getaway for island romance, 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

Condo in Northside

4.99 out of 5 average rating, 147 reviews

VIEWS! Condo by Magen's Beach w/ 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

A private infinity pool is surrounded by several lounge chairs, each featuring soft blue towels. Lush tropical vegetation frames the area, while unobstructed ocean views stretch into the distance, capturing serene coastal hues under a clear blue sky.

Villa in Northside

5 out of 5 average rating, 20 reviews

Private Villa*MagensBay *Ocean front* Private Pool

Del Mar Dos is a luxurious villa for up to four guests, featuring two elegant king suites with en-suite baths, walk-in closets, private terraces, and individual A/C units. The villa includes a spacious great room, three dining areas, and four ocean-facing terraces. Enjoy breathtaking views from every space, including the private pool. Suite One boasts a stunning outdoor double shower framed by palm trees. Experience total privacy and Caribbean luxury—this entire estate is yours to enjoy.

Top 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

5 out of 5 average rating, 105 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.

Guest favorite

A spacious outdoor area features a private pool surrounded by sun loungers. A large palm tree provides shade, while vibrant greenery frames the scene. Scenic views of the Caribbean Sea and harbor are visible in the background, enhancing the inviting atmosphere.

Home in Northside

4.95 out of 5 average rating, 65 reviews

Private Saltwater Poolside Cottage w/View and Gate

Come experience Jefe’s Poolside Oasis, nestled in the mountains with breathtaking views of the Caribbean Sea, Harbor, and Charlotte Amalie. You'll have your own guest house inside the Reel Paradise Estate, which feels like a tropical paradise. Step outside and take a dip in the pool just a few steps away, or lounge in the sun with a refreshing drink. The cozy living area has a comfortable seating area with an HD TV, a fully equipped kitchen, and a dining table for four.

Superhost

A private balcony features a lounge chair and a small table adorned with tropical foliage. The expansive view reveals the ocean stretching towards distant islands, accompanied by a bright sky dotted with clouds.

Condo in Northside

4.89 out of 5 average rating, 71 reviews

Ocean View Luxury Condo Near Magen's Bay Beach!

Our condo, situated in the private gated community of Mahogany Run, boasts stunning ocean views of several islands across both the US and British Virgin Islands. Relax by the community pool, or take a short 10-minute drive to Magen's Bay, which is ranked as one of the best beaches in the world. Our property provides a peaceful retreat while also being a short 15 to 20 minute drive away from most beaches, shops, bars, outdoor markets, and fine dining options on the island.

Superhost

A spacious white villa with multiple arched windows is situated on a hillside, providing impressive views of the sea and surrounding islands. A large outdoor area features a pool, patio furniture, and a beautifully manicured garden, enhancing the inviting atmosphere of the property.

Island in St. Thomas

4.79 out of 5 average rating, 291 reviews

Sleek & Sunny Island Studio | Kitchenette

This unit is very small and cozy with great views of the seaports, airport, and downtown. Escape to your own oasis on the beautiful island of St. Tomas! This beautiful home features the following: *Pool *Free WiFi *Fully stocked kitchen *5 minutes to St. Thomas Airport *Coffee station *5-10 minutes from restaurants This unit is great for active solo adventurers or business travelers that are capable of using stairs. *This unit requires the use of stairs.*

Top guest favorite

A serene pool area is depicted with a clear turquoise pool reflecting the sky. A graceful statue stands nearby, enhancing the tranquil setting. The distant view of the harbor is visible under a partly cloudy sky, framed by a decorative railing and outdoor seating.

Cottage in Northside

4.94 out of 5 average rating, 101 reviews

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

Guest favorite

A spacious deck showcases a lagoon pool with lounge chairs and an umbrella. Lush greenery surrounds the area, and sweeping views of Magens Bay and the turquoise lagoon can be seen under a clear blue sky, creating an inviting outdoor retreat.

Villa in Northside

5 out of 5 average rating, 13 reviews

Caribe Blue Tropical Paradise-Modern, Heated Pool

Sweeping views of Magens Bay, a lagoon pool (heated to a comfortable 85 degrees), and lush tropical gardens surround this stunning two bedroom, two bathroom villa. The villa has all the modern amenities to ensure you have a relaxing tropical vacation and is a 5 minute drive to Magens Bay beach and even less to dining options. Caribe Blue is newly renovated and re-decorated, so experience the new lagoon pool and cool contemporary design yourself!

Top guest favorite

A clear view of the pool surrounded by lush greenery, with a spacious deck offering seating options. The ocean is visible in the background, featuring varying shades of blue. The semi-open cottage can be seen adjacent to the pool, blending harmoniously with the natural landscape.

Home in Saint Thomas

5 out of 5 average rating, 56 reviews

Caribbean Poolside Cottage

Take it easy at this unique and tranquil getaway. Enjoy million-dollar views of the Caribbean while relaxing in your poolside oasis. Nestled atop St. Thomas, this brand new air-conditioned cottage affords breathtaking sunrises and sunsets. Centrally located, you are 5 minutes from world-famous Magens Bay beach, Hull Bay, and downtown Charlotte Amalie. Join the locals at Sib's restaurant and bar, only a two-minute walk away.

Superhost

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, 108 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.