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Vacation rentals with a pool in Northside

Find and book unique homes with a pool on Airbnb

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 serene pool area is framed by natural rock formations and tropical greenery. The clear water reflects the surrounding landscape, and a tiled border enhances the pool's inviting appearance. A wooden deck provides ample space for relaxation, creating a peaceful outdoor setting.

Apartment in Saint Thomas

4.98 out of 5 average rating, 198 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.

Condo in Northside

4.99 out of 5 average rating, 142 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

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, 18 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.

An inviting plunge pool is set against a backdrop of lush hills and rooftops. The pool's clear water reflects the serene surroundings, while the elegant stone deck provides a welcoming space for relaxation. The view captures the essence of the tropical landscape.

Apartment in Charlotte Amalie

5 out of 5 average rating, 103 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.

A clear swimming pool is framed by light-colored concrete and illuminated by sunlight. Two lounge chairs sit beside the pool, offering a place to relax. In the background, views of the ocean and islands are visible under a partly cloudy sky.

Island in St. Thomas

4.79 out of 5 average rating, 290 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 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, 53 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.

A private balcony features a round table set for two, adorned with a vase of yellow flowers. Two turquoise chairs are positioned around the table, overlooking a scenic view of the turquoise waters and lush hills of St. Thomas, creating a welcoming outdoor dining space.

Apartment in Charlotte Amalie

4.92 out of 5 average rating, 172 reviews

St. Thomas Studio w/ Balcony & Pool

Experience your island escape at this charming studio villa, offering stunning balcony views over St. Thomas from Bluebeard’s Hilltop Villas. Guests enjoy tennis courts, a poolside spa, dining options, and concierge services, all within a lively resort atmosphere. Ideally located minutes from Charlotte Amalie’s shopping, beaches, and excursions, this villa is your ideal Virgin Islands retreat for both relaxation and adventure.

An inviting outdoor pool area is framed by a wooden deck, providing shaded seating under a pergola. Two loungers are positioned next to the pool, with lush greenery surrounding the space. The exterior showcases a blend of stone and white walls, offering a comfortable retreat.

Home in Saint Thomas

4.88 out of 5 average rating, 106 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.

A spacious deck overlooks the ocean, featuring a hot tub and outdoor dining area. Lounge chairs provide comfortable seating under the sun. A grill is positioned nearby, enhancing the outdoor experience. The view extends to serene waters and distant island landscapes under a clear blue sky.

Villa in Northside

4.95 out of 5 average rating, 37 reviews

Crosswinds Villa Gorgeous Views & Breezes, Pool

Step through the door and enter this lush property with stunning views of Hans Lollick and the British islands. This stunning villa sleeps 8 in it's three bedrooms and sleeper sofa. The large pool, hot tub and deck is where you'll spend most of your time enjoying the Caribbean breeze and views! **Please note that there are many steps from the front entry door at the road to the villa due to its cliffside location**

A community pool is featured with clear, inviting water and a spacious deck. The area is surrounded by lush green hills, and distant vistas of the landscape can be seen under a partly cloudy sky. Lounge chairs are positioned along the pool's edge.

Condo in Saint Thomas

4.9 out of 5 average rating, 107 reviews

Little Fairway at Mahogany Run, Quiet & Cozy

Welcome to Little Fairway, a perfect tiny space for couples or a solo adventurer! A cozy studio condo located in Fairway Village at Mahogany Run. Little Fairway is a small, 500 square foot condo on the north side of St.Thomas. It has a full kitchen and is steps away from the pool! This bright and tiny space close to Magen’s Bay is the perfect location for vacationing on this small island!

A private pool with a built-in hot tub is surrounded by a brick patio, offering views of lush hills and the ocean. Sun loungers are positioned beside the pool, creating a relaxing outdoor space, while a dining table is set within the area for enjoying meals with a view.

Villa in Northside

4.97 out of 5 average rating, 108 reviews

Beautiful Mahogany Run Villa - Ocean view, Private

Stunning views at this huge, beautiful home in Mahogany Run! Grab views of Lovenlund bay and relax by your private pool in this stunning, Northside, house! Start your vacation off by sipping your favorite cocktail in the private pool! This beautiful home can accommodate ten people, making this spacious home a perfect location for a family or group of friends.

A large swimming pool is surrounded by lush tropical foliage, featuring vibrant greenery and palm trees. The clear blue water reflects the sky above, creating a serene environment. Several planters with plants are positioned along the pool's edge, enhancing the natural surroundings.

Condo in Northside

4.76 out of 5 average rating, 120 reviews

Beautiful, like the islands were meant to be.

Located minutes away from world famous Magen's Bay Beach, our studio has been fully renovated to offer the comforts of a city condo in the midst of a tropical resort environment. Two pools, on-site coffee-deli shop, a great restaurant, 2 tennis courts, drop-off laundry services, ample parking, gaming rooms and great vistas from the upper pool deck.

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Popular amenities for Northside rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor infinity pool offers serene views of the ocean and surrounding greenery. Four blue lounge chairs are positioned near the water's edge, providing a perfect spot for relaxation. Bright blue skies and distant islands complete the picturesque landscape.

Home in NorthSide

4.98 out of 5 average rating, 54 reviews

Heated Pool, OceanView, Generator, Local Discounts

A large swimming pool is surrounded by a sun deck featuring several lounge chairs. Lush tropical plants and trees provide a natural backdrop, while a well-maintained stone pathway leads down to the pool area. Bright sky and distant hills can be seen in the background.

Home in Northside

4.95 out of 5 average rating, 62 reviews

Private Saltwater Poolside Cottage w/View and Gate

A shaded private pool area features a smooth concrete deck surrounding the water, with a textured column supporting the overhead structure. Nearby, a dining table and seating arrangements are visible, along with a staircase leading to an upper level showcasing glimpses of ocean views.

Home in Northside

4.9 out of 5 average rating, 51 reviews

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

A private swimming pool is framed by a wooden deck, offering a serene view of the Caribbean waters and surrounding greenery. Several lounge chairs are positioned beside the pool, inviting relaxation in a scenic landscape.

Home in Northside

4.81 out of 5 average rating, 26 reviews

Tropical Shores a Waterfront Villa

Home in Northside

5 out of 5 average rating, 37 reviews

Oceanfront Private Caribbean Resort!

Top guest favorite

A spacious living area is presented, featuring a comfortable gray sofa facing a large television. Light tiles reflect natural light from expansive glass doors, leading to a scenic view. A modern kitchen bar with blue stools is visible in the background.

Home in Northside

5 out of 5 average rating, 8 reviews

Villa Pamela

A private pool is framed by a spacious deck, offering expansive views of the ocean and distant islands. Lush greenery surrounds the area, complemented by a clear blue sky adorned with fluffy white clouds.

Home in St Thomas

4.81 out of 5 average rating, 54 reviews

$199 September October special book September

A small sitting pool is set on a spacious terrace overlooking the expansive ocean. Adjacent to the pool, a lounge chair offers a place to relax. The backdrop features a clear blue sky, with distant islands visible on the horizon.

Home in Northside

4.8 out of 5 average rating, 15 reviews

Alluring "Villa Vista" North Side, Peterborg

Condo rentals with a pool

An outdoor pool is framed by a wooden deck and palm trees, offering views of the surrounding hillside and distant ocean. Light clouds drift across a bright blue sky, creating a serene atmosphere. Lounge chairs are positioned near the water for relaxation.

Condo in Northside

4.92 out of 5 average rating, 24 reviews

A Sweet Ginger Retreat, near Magens Bay St. Thomas

The exterior of the residence is illuminated by the moonlight, highlighting the unique roof design. Large glass doors provide a glimpse into a cozy interior with wooden accents and a spacious kitchen. Soft lighting creates an inviting ambiance that complements the tranquil night sky.

Condo in Charlotte Amalie West

4.88 out of 5 average rating, 41 reviews

Mid-Century: Caribbean Style

A modern kitchen is showcased, featuring a spacious island with light blue cabinetry and a striking herringbone tile backsplash. Stainless steel appliances include a microwave and stove. Natural light fills the area, with a view of lush greenery visible through large glass doors.

Condo in Northside

4.83 out of 5 average rating, 41 reviews

Modern Condo 5 Mins to Magens

Top guest favorite

A modern bathroom features a freestanding soaking tub positioned near large windows, allowing natural light to fill the space. The walls are adorned in gray tiles, with a rainfall shower and toiletries neatly organized on a shelf. Soft white curtains frame the view outside.

Condo in Northside

4.98 out of 5 average rating, 53 reviews

Modern 2 Bedroom Overlooking Magens Bay

A spacious patio area features a wooden coffee table surrounded by comfortable seating with patterned cushions. Lush potted plants are positioned at either side, framing the view of the ocean in the distance, while white railings offer a sense of openness.

Condo in St. Thomas

4.89 out of 5 average rating, 36 reviews

Luxury in Paradise

Top guest favorite

A modern kitchen is showcased with white cabinetry and a countertop featuring speckled patterns. Stainless steel appliances, including a stove and dishwasher, are present. A large window offers stunning views of the ocean, while blue beams on the ceiling add a pop of color to the space.

Condo in Northside

4.96 out of 5 average rating, 27 reviews

Generator! 5 mins to Magen - Views from every room

A clear blue pool is seen under a bright sky, with sparkling water reflecting the sunlight. Surrounding the pool are several lounge chairs arranged for relaxation, and a fenced area provides privacy.

Condo in Northside

4.87 out of 5 average rating, 52 reviews

Amazing Ocean View 2BR/2BA Condo Near Magens Bay

A sunny pool area is seen, featuring a clear blue pool surrounded by lounge chairs and greenery. A handrail leads into the pool, and vibrant flowers are positioned in the foreground, contributing to the inviting outdoor space.

Condo in Northside

4.91 out of 5 average rating, 55 reviews

Birds Eye View

Other vacation rentals with a pool

A refreshing saltwater pool is surrounded by vibrant blue decking and tropical landscaping. To one side, a tiki bar with seating is set against the backdrop of lush greenery. Steps lead up to a covered area, offering additional seating options and shaded relaxation.

Guesthouse in Charlotte Amalie

5 out of 5 average rating, 6 reviews

Two Tickets To Paradise Cottage -Tiki Bar & Pool

An expansive ocean view is showcased, with clear blue waters and green hills in the distance. Fluffy clouds drift in a bright blue sky, while modern white buildings are visible in the foreground, highlighting the serene coastal landscape.

Condo in Northside

4.82 out of 5 average rating, 17 reviews

2BR/2BA Amazing Views/Perfect Family Vacation Spot

Top guest favorite

The image captures a serene pool area with clear water gently reflecting the sky. A spacious villa is visible in the background, surrounded by lush greenery and rolling hills. Soft colors of the sunset create a tranquil atmosphere over the scenic landscape.

Villa in St. Thomas

5 out of 5 average rating, 53 reviews

Sun Mountain Crest Villa

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, 16 reviews

The Caribbean Farmhouse/Ocean Views, Solar Power

A private pool is set against a backdrop of expansive ocean views and distant islands. The surrounding deck features wooden railings and lounge chairs, with large sliding doors leading to an open living area. The sky is partially cloudy, enhancing the tranquil atmosphere.

Home in Charlotte Amalie

4.85 out of 5 average rating, 59 reviews

Lovenlund Bay Villa - Designer's Dream!

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

4.98 out of 5 average rating, 47 reviews

Ocean views from every room!

A serene outdoor space features an infinity pool reflecting the sky, surrounded by tropical plants. Lounge chairs are positioned for relaxation, inviting views of the horizon and nearby islands. The pool area is complemented by a covered terrace with a dining table in the background.

Villa in St. Thomas

4.85 out of 5 average rating, 20 reviews

Silver Palm Villa | Ocean View | Pool | Workspace

A lagoon-style pool is surrounded by lush palm trees and tropical landscaping. Several lounge chairs are positioned along the water's edge, and a thatched-roof structure is visible in the background, providing shaded seating and dining options.

Apartment in Saint Thomas

5 out of 5 average rating, 11 reviews

***Studio Plus @ Wyndham Margaritaville St Thomas*

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