
Holiday 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.

A View Above
“A View Above” is a artfully furnished 2BR/2BA condominium with a dramatic, direct out, ocean view! Located in the confines of exclusive Mahogany Run, the unit offers clean lines, cool colors and vaulted ceilings! World famous Magens Bay Beach is located just 5 minutes away by car. Dining options nearby include Northside Grind, coffee shop & deli, Root 42 for lunch & dinner @ the Old Stone Farmhouse a fine dining option nearby. On your next trip to St Thomas, we invite you to Stay… A View Above!

Ocean views from every room!
Relax and enjoy peaceful moments from this large one bedroom condo. Open the expansive windows and enjoy taking in the ocean breeze and amazing views. Serene and private while only being minutes away from Magen’s Bay. Watch the beautiful sunrises in the morning from the large balcony overlooking the Ocean and the nearby islands. Located across from the community pool for those days when you don’t feel like going to the beach. This unit can also be rented as a 2 bed/2 bath by special request.

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 18 or older.

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.

OceanView! Condo near Magen’s Bay - 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

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.

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.*

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.

Walk to dining - 2 mins to beach - Private Pool!
Shore Adore is in the heart of the Northside, just minutes from local favorites like Hull Bay Beach and Fish Bar Restaurant. This private 2-bedroom retreat is situated in a lush oasis and the perfect home for your next family vacation, couple's getaway, or any kind of serene escape! With balcony access from every room and waterfall feature in the pool, you really won't want to leave the property, but what a great home base for all of your island adventures.

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.

2 Bed Condo w/Full Ocean Views & Guarded Community
Spectacular sunrises to memorable sunsets, Saltwater Dreams offers panoramic views of the British Virgin Islands and beyond. This spacious two bedroom, two bathroom condo offers two floors for ultimate privacy. A large living and dining area, full kitchen and an immense primary bedroom ensuite encompass the main level. Up a brief set of stairs, you will find the guest bedroom and second full bathroom.

Oceanfront Villa w/ Private Pool near Magen’s Bay
Discover On The Rocks, a private oceanfront villa in St. Thomas, U.S. Virgin Islands, perched above the shimmering Caribbean Sea. This one-bedroom waterfront retreat offers unmatched privacy, sweeping water views, and a private pool steps from the ocean—making it ideal for couples, honeymooners, or anyone seeking a romantic island getaway or luxury vacation rental.
Popular amenities for Northside rentals with a pool
House rentals with a pool

Vind Lyst - Roof Top Deck & Stunning Ocean Views

Island Retreat-Amazing Views/Heated Pool/Generator

PalmPoolVilla | Luxury Ocean View 4 En-Suite Beds

5BR villa w/infinity pool- 5 mins from Magen's Bay

NEW Villa La Brisa Luxury Hideaway

Tropical Shores a Waterfront Villa

Quirky Charm~ Killer Pool and Jaw Dropping Views!

Stunning View, Magens Bay, Pool, Amazing Villa!
Condo rentals with a pool

A Sweet Ginger Retreat, near Magens Bay St. Thomas

Paradise Found 1BR/1BA, Mahogany Run. North Side

Family Vacation Spot/Amazing Ocean Views/Book Now!

Modern Condo 5 Mins to Magens

NEW - Modern Remodel, Magens View, pool, Deck,

Generator! 5 mins to Magen - Views from every room

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

Unplug & Unwind
Other holiday rentals with a pool

Beachfront Cottage #6

St Thomas Cliffside Villa with Pool & Hot Tub!

Close to Magens Bay, gated, private pool, solar

Lovenlund Bay Villa - Designer's Dream!

Mountain top condo #22

Ocean Views In Every Room-5 Minutes to Magen's Bay

Serenity at Mahogany Run-1 Bdrm-Generator-Pool

Stunning Ocean & Island Views! St Thomas NorthSide
Destinations to explore
- House rentals Northside
- Pet-friendly rentals Northside
- Waterfront rentals Northside
- Family-friendly rentals Northside
- Apartment rentals Northside
- Rentals with beach access Northside
- Private suite rentals Northside
- Villa rentals Northside
- Condo rentals Northside
- Hotel rooms Northside
- Rentals with a kayak Northside
- Rentals with a fire pit Northside
- Guesthouse rentals Northside
- Rentals with outdoor seating Northside
- Rentals with a patio Northside
- Smoking-friendly rentals Northside
- Rentals with a washing machine and dryer Northside
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Sun Bay Beach
- Coral World Ocean Park
- The Baths
- Lindquist Beach
- Cond Marina Lanais
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Isla Palomino
- Point Udall




