Holiday rentals with a pool in Charlotte Amalie

4.97 out of 5 average rating, 117 reviews

An outdoor balcony offers expansive ocean views, featuring a comfortable lounge chair and a dining set with cushioned seating. The blue waters of the Atlantic extend towards distant islands, framed by bright blue skies and white clouds, enhancing the serene atmosphere.

Condo in Lovenlund Gns

2 Bed Ocean Views, Gated Community & Backup Power

The property is equipped with a full automatic backup generator, ensuring uninterrupted comfort should local power outages occur. Saltwater Dreams, a beautiful two-bedroom St. Thomas condo located in the prestigious gated community of Mahogany Run. This ocean view condo in the U.S. Virgin Islands offers breathtaking views of the Atlantic Ocean and the neighboring British Virgin Islands, creating the perfect setting for couples, families, and friends seeking an unforgettable Caribbean getaway.

Apartment in Saint Thomas

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.

4.98 out of 5 average rating, 220 reviews

A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.

5.0 out of 5 average rating, 207 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

4.94 out of 5 average rating, 141 reviews

The living room features vaulted ceilings with wooden beams, large windows providing views of the water, and comfortable seating arrangements. A neutral color palette is complemented by decorative plants and light fabrics. Natural light fills the space, enhancing the open layout.

Villa in Southside

Sunset Terrace | Epic Views, Pool, & Family Fun!

Sunset Terrace offers panoramic views of the Caribbean Sea and surrounding islands from nearly every room. This fully air-conditioned villa features a private saltwater pool, four en-suite bedrooms, and spacious living and dining areas. . Relax on the covered patio, grill outdoors, or lounge poolside. Just a 5-minute drive to beaches, restaurants, and shopping. Perfect for families or groups, with kid-friendly amenities, backup generator, and concierge support for a seamless St. Thomas stay.

A spacious sleeping area features a large bed with soft linens, complemented by a cozy seating arrangement nearby. Floor-to-ceiling glass doors offer stunning views of the ocean and outdoor seating. A modern entertainment unit provides convenience with a flat-screen TV.

4.94 out of 5 average rating, 139 reviews

Seas The View-Updated & Oceanview @ Sapphire Beach

This updated and stylish condo offers incredible views of the Caribbean and neighboring St. John & BVI! We are located in Sapphire Village, nestled between Sudi’s Pool Bar & Grille and the second community pool. We are a 2-minute walk to the marina and another few steps to beautiful Sapphire Beach, which offers 3 restaurants, bars, boutique and coffee shop. Red Hook is a quick drive for dining, entertainment and the ferry to St. John/BVI. If you need a car during your stay, please inquire!

4.99 out of 5 average rating, 175 reviews

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

Ocean Views | Near Magen’s Bay 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!

4.98 out of 5 average rating, 102 reviews

Villa in Anna's Retreat

Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun

Gorgeous Caribbean paradise w/ a salt water pool. Sleeping for 10 including 3 private bedrooms w/ensuite bathrooms. Sprawling living & fully stocked kitchen. Additional Queen sleepers in living & master + 1/2 bath. Enjoy stunning ocean views w/ direct line of site over to White Bay in the BVI, Tortola, Hans Lollik & Mandahl Beach/Salt Pond. The villa is equipped w/multiple patio areas & stunning pool w/ soothing trade-winds that blow through the property for comfortable outdoor living.

A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.

4.95 out of 5 average rating, 146 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Full property generator. Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life.

4.97 out of 5 average rating, 158 reviews

Home in East End

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.

4.97 out of 5 average rating, 172 reviews

A balcony table is set with two plates of breakfast, accompanied by cups, overlooking the tranquil blue waters of the Caribbean Sea. The rhythmic sound of waves enhances the serene dining experience, with a clear sky and fluffy clouds visible in the background.

Condo in Saint Thomas

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the ocean, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Holiday home in Saint Thomas

A light-filled living area features a spacious white sofa paired with a geometric wooden coffee table. An open dining space with a wooden table and chairs can be seen in the background, while large sliding doors invite natural light and offer easy access to the outdoors.

Villa La Realeza - Award Winning Design - VIEWS!

Welcome to Villa LaRealeza inside Point Plesent. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated community. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. When you rent with us directly here on airbnb you save $! Unfortunately, the community does not allow renters pets on site. 🐕

4.93 out of 5 average rating, 204 reviews

Apartment in Charlotte Amalie

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.

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.

4.99 out of 5 average rating, 159 reviews

Popular amenities for Charlotte Amalie rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 104 reviews

An outdoor infinity pool is shown with tranquil waters extending towards the Caribbean Sea. Lush greenery and palm trees surround the area, with views of the coastline and sailboats on the horizon. The sky is partly cloudy, enhancing the serene atmosphere of the setting.

Home in Southside

Entire villa with beautiful views! Amazing

4.89 out of 5 average rating, 101 reviews

A private pool is highlighted in the foreground, with steps leading into the water. A spacious deck offers lounge chairs and a shaded dining area under a pergola. Clear blue skies and distant islands create a stunning coastal backdrop.

Home in Cruz Bay

Mar de Amores - October special!

4.99 out of 5 average rating, 100 reviews

A vibrant red ginger flower stands tall amidst lush green foliage, showcasing intricate layers of petal-like bracts. The natural lighting enhances its striking color, creating a vivid focal point within the tranquil garden setting.

Home in Cruz Bay

Wild Ginger at Casa Tre Fiori

5.0 out of 5 average rating, 85 reviews

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

Caribbean Poolside Cottage

Superhost

Home in Charlotte Amalie

Bellavista Grand Historic Villa | 6BR with Pool

4.91 out of 5 average rating, 11 reviews

5.0 out of 5 average rating, 9 reviews

Home in West End

Disconnect & Reset Here | Pool + Generator

4.99 out of 5 average rating, 72 reviews

Home in Northside

Island Retreat - Generator/Ocean View/Heated Pool

4.96 out of 5 average rating, 54 reviews

An inviting outdoor area features a clear swimming pool surrounded by a tiled deck. A shaded patio area is equipped with seating and tropical plants, offering a relaxing atmosphere. The backdrop includes lush greenery and a distant view of the sky, enhancing the tranquil setting.

Home in Saint Thomas

Ocean Kaleidoscope Living

Condo rentals with a pool

4.9 out of 5 average rating, 140 reviews

Natural light floods the open space from expansive glass windows, framing ocean views. A wooden ceiling adds warmth to the interior, while a staircase leads down to a casual dining area nearby. Clean lines and neutral tones create a serene atmosphere.

Condo in Southside

Sunshine Daydream - Our little piece of paradise!

A covered balcony features two comfortable rattan chairs and a sofa, providing a cozy seating area. The view includes sandy beach and turquoise waters, with lush greenery in the background. Soft overhead lighting enhances the serene atmosphere.

4.97 out of 5 average rating, 202 reviews

Beachfront • King • W/D • By RH • Pool • Marina

4.93 out of 5 average rating, 113 reviews

Condo

Wrap Around Balcony w/Amazing Views! Remodeled!

4.95 out of 5 average rating, 131 reviews

An open-concept living area features high wooden ceilings and large sliding glass doors, providing unobstructed views of the ocean and surrounding islands. A dining table and chairs are visible alongside a turquoise cabinet, with a ceiling fan above for comfort.

Condo in Saint Thomas

Wrap Around Balcony~Views~Pack your Bathing Suit!

4.93 out of 5 average rating, 164 reviews

A vast ocean view is captured from a covered balcony, showcasing the stunning blue waters and nearby islands. Sailboats dot the tranquil sea, with a coastal community visible along the shoreline. Soft clouds drift across a clear sky, enhancing the serene coastal atmosphere.

Condo in Saint Thomas

★★★★★ Breathtaking Ocean Views-Private Balcony

A spacious balcony offers a relaxing seating area with comfortable chairs and a table, overlooking the scenic Sapphire Beach. Lush palm trees sway in the gentle breeze, framing views of the turquoise waters and distant mountains under a partly cloudy sky.

4.89 out of 5 average rating, 190 reviews

Seaside Escape at Sapphire Beach Resort

A round table with four chairs is positioned on a covered balcony, offering a view of the beach and calm waters beyond. Lush greenery and distant hills are visible along the shoreline, creating a serene coastal scene.

4.88 out of 5 average rating, 295 reviews

View!!! Beautiful studio !!!

A private balcony is equipped with stylish lounge chairs overlooking a vibrant blue ocean. Lush greenery frames the view, which includes distant rolling hills and a clear sky with scattered clouds. The serene setting invites relaxation and enjoyment of the tropical landscape.

4.96 out of 5 average rating, 104 reviews

Your front row seat to Paradise! Back-up Power!

Other holiday rentals with a pool

Guest suite in Saint Thomas

A large private pool reflects the clear blue sky, surrounded by lush greenery. In the background, the serene ocean view stretches to the horizon under a scattered cloud formation, offering a tranquil setting for relaxation.

Grandma's Oasis

4.95 out of 5 average rating, 149 reviews

Superhost

Apartment in Saint Thomas

The Grande Escape in Yacht Haven Grand

5.0 out of 5 average rating, 4 reviews

A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.

5.0 out of 5 average rating, 65 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

Apartment in Charlotte Amalie

Paradise at Luxurious Bluebeards Castle Resort

4.93 out of 5 average rating, 44 reviews

4.99 out of 5 average rating, 77 reviews

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

Ocean views from every room!

Superhost

Apartment in Northside

Tranquil Tides Hideaway | 1BR | Pool | Sleeps 4

4.78 out of 5 average rating, 9 reviews

4.9 out of 5 average rating, 89 reviews

A panoramic ocean view is captured, featuring vibrant blue waters that meet a distant island. Lush greenery frames the scene, while a white residential building blends into the landscape. The sky is clear, enhancing the tranquil atmosphere of the coastal setting.

Condo in Northside

St Thomas Ocean View Hide Away!