Holiday rentals with a pool in Northside

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.

Location · Value · Beach

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.

Value · Family · Cleanliness

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 21 or older.

Value · Location · Air conditioning

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!

Location · Value · Check-in

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.

Location · Family · Indoor spaces

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.

Location · Family · Accuracy

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.

Family · Location · TV

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.

Family · Location · Amenities

The Grande Escape in Yacht Haven Grand

This fully remodeled professionally decorated 3 bedrooms 3 1/2 bath condo has the best everything marble tile, granite countertops, Viking range, 3 screened balconies' all overlooking the Mega Yachts docked at the marina. Yacht Haven Grande condo amenities offer 24 hours Security, parking, pool, tennis, and volleyball court. This property is perfect for ''easy traveling,'' no need to have a car or cook when on Island walk to one of many nearby restaurants.

Location · Bathroom · Decor

Serenity at Mahogany Run | 1BR | Generator | Pool

This newly refreshed one-bedroom condo is tastefully decorated and features a stunning balcony with sweeping ocean views of Hans Lollik, St. John, and the British Virgin Islands. Enjoy a modern bathroom with a walk-in shower, convenient parking, and a comfy sleeper sofa for extra sleeping space. The property also offers access to a beautiful pool, creating the perfect setting for a relaxing Caribbean escape. Back-up GENERATOR for any island power outages!

Value · Location · Cleanliness

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.

Value · Location · Checkout

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.

Family · Location · Getting around