Vacation rentals with a pool in Charlotte Amalie

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Top-rated rentals with a pool in Charlotte Amalie

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Guest favorite

An inviting ocean-side pool is surrounded by a spacious deck with several lounge chairs and tables. Clear blue water reflects the sunlight, while the vast ocean extends beyond the pool area, providing a stunning backdrop.

Condo in St. Thomas

4.96 out of 5 average rating, 142 reviews

Oceanfront Condo Perfect Sunsets Backup Generator!

Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

Top guest favorite

A large iguana is seen lounging near the edge of a turquoise swimming pool. The water's surface reflects bright sunlight, creating shimmering patterns. The pool is surrounded by a tiled border, and tall structures provide shade in the background.

Condo in Southside

4.94 out of 5 average rating, 125 reviews

Stay in style right on the ocean -Simply the BEST!

Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

Guest favorite

A clear pool surrounded by palm trees is visible, with a thatched-roof hut to one side. Lounge chairs are positioned near the pool. The background features white buildings against a blue sky, complemented by vibrant greenery and flowering plants.

Condo in Sapphire Beach

4.97 out of 5 average rating, 202 reviews

Salt Life at Sapphire Beach

Salt Life condo is located within Sapphire Village, at beautiful Sapphire Beach, close to Red Hook, and Coral World. You’ll love Salt Life condo because of the 1 minute walk to Sapphire Beach, the views, the ambiance, and a 2 minute drive to Red Hook. Salt Life condo is good for couples, solo adventurers, and business travelers. Are your dates in Salt Life already booked? Check out our other condo called Beachtime! at Sapphire Beach, also in the Dominica building, and listed on Air BnB.

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, 197 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.

Guest favorite

Condo in Northside

4.99 out of 5 average rating, 139 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

Top guest favorite

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.

Top guest favorite

A clear blue pool is framed by palm trees and tropical plants, with sun loungers arranged around its perimeter. The expansive ocean view is visible in the background, under a vibrant sky. The surrounding patio is paved with natural stone.

Condo in Southside

4.95 out of 5 average rating, 108 reviews

Sea Dreams at Regatta Point Villas

Regatta Point Villas is located in Bolongo Bay, St. Thomas. This spacious condo (2 full baths and 1 bedroom) features 1000sq.ft. of living space and is located steps away from the pool. It has beautiful ocean views from each room. Bolongo beach is a short walk and has great snorkeling. 2 Tennis Courts, basketball hoop, and 3 pools are all accessible and steps away from the ocean. A short drive to Havensight and Redhook with many beaches and restaurants to choose from.

Superhost

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.*

Superhost

The image captures a serene view of a multi-level pool surrounded by lush greenery and palm trees. The expansive blue ocean glimmers in the background under a clear sky, while sun loungers are positioned around the pool, inviting relaxation.

Condo in Southside

4.89 out of 5 average rating, 113 reviews

Sunshine Daydream - Our little piece of paradise!

Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.

Superhost

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.

Top guest favorite

An outdoor seating area is showcased, featuring two cushioned armchairs and a wooden coffee table. The space offers views of lush greenery and a pool below, framed by a wrought iron railing. Bright skies and distant hills enhance the tranquil ambiance.

Apartment in Cruz Bay

5 out of 5 average rating, 151 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Guest favorite

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, 106 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!