
Vacation rentals with a pool in Charlotte Amalie
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Charlotte Amalie
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

"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. Be among the many visitors who LOVE this totally renovated condo.

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.

Charming Beach Condo w/ Balcony- 2 Pools and Beach
Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

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.

Stunning Ocean View w/Balcony~Shades of Sapphire~
Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.

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.

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.

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.

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.*

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.

Ocean View Studio • Near Magens • Pool & Generator
Wake up to sweeping ocean vistas just 5 min from iconic Magen's Bay Beach. This remodeled studio seats you on the hillside with ocean views. • Shared pool • Back-up generator & fast Wi-Fi • King bed • Full kitchen & beach gear (snorkels, chairs, umbrella) Minutes to restaurants, Red Hook ferries and island adventures. Book your carefree St. Thomas escape today! We highly recommend renting a car to get around the island.

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.
Popular amenities for Charlotte Amalie rentals with a pool
House rentals with a pool

Ocean View Retreat- 2BR/2BA Heated Pool, Generator

Private Saltwater Poolside Cottage w/View and Gate

Secluded Villa with Ocean Views

The Caribbean Farmhouse/Ocean Views, Solar Power

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Private Pickleball Court - 5 min walk to Beach

Texas Embassy
Condo rentals with a pool

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

REGATTA R&R

Villa in Paradise with Private Pool and Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

C'est Jolie - Views! Views! Views!

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

★★★★★ Breathtaking Ocean Views-Private Balcony
Other vacation rentals with a pool

A Sweet Ginger Retreat, near Magens Bay St. Thomas

Mid-Century: Caribbean Style

Good Vibes Only Ocean Villa-Private Pool-Views!

Lovely 1 bedroom near Magens Bay

Villa Morning Glory - Private Pool - Amazing Views

Tropical Studio | Ocean Views | Pool | Bar | 244

Peaceful Oceanfront Oasis / Pool, Beach, Generator

Marie's Gorgeous Oceanfront Condo-1 Bdrm-3 Pools
Quick stats about vacation rentals with a pool in Charlotte Amalie
Total rentals
60 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
- Punta Cana Vacation rentals
- San Juan Vacation rentals
- La Romana Vacation rentals
- Bayahibe Vacation rentals
- Juan Dolio Vacation rentals
- Carolina Vacation rentals
- Culebra Vacation rentals
- Sainte-Anne Vacation rentals
- Samana Vacation rentals
- St. Croix Vacation rentals
- Saint Thomas Vacation rentals
- Tortola Vacation rentals
- Apartment rentals Charlotte Amalie
- Pet-friendly rentals Charlotte Amalie
- Rentals with beach access Charlotte Amalie
- Rentals with outdoor seating Charlotte Amalie
- House rentals Charlotte Amalie
- Rentals with a hot tub Charlotte Amalie
- Rentals with a washer and dryer Charlotte Amalie
- Villa rentals Charlotte Amalie
- Rentals with a patio Charlotte Amalie
- Family-friendly rentals Charlotte Amalie
- Fitness-friendly rentals Charlotte Amalie
- Rentals with pools Saint Thomas
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Secret Harbor Beach
- Playa Sun Bay
- Maho Bay Beach
- Virgin Islands National Park
- Playa el Convento
- Playa Puerto Real
- Buccaneer Beach
- Sandy Point Beach
- Mandahl Bay Beach