
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.

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.

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.

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 beach, 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! 🌴

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.*

Ocean View Studio • by 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.

Villa La Realeza - Award Winning Design - VIEWS!
Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. 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. NO PETS allowed, $250 fee if violated.

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.

Beautiful Mahogany Run Villa - Ocean view, Private
Stunning views at this huge, beautiful home in Mahogany Run! Grab views of Lovenlund bay and relax by your private pool in this stunning, Northside, house! Start your vacation off by sipping your favorite cocktail in the private pool! This beautiful home can accommodate ten people, making this spacious home a perfect location for a family or group of friends.
Popular amenities for Charlotte Amalie rentals with a pool
House rentals with a pool

Island Retreat-Amazing Views/Heated Pool/Generator

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

Tropical Shores a Waterfront Villa

Villa Paradis II! Private Pool! Amazing Views!

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Texas Embassy

3 BR Villa with Stunning Harbor Views
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Seas The View-Updated & Oceanview @ Sapphire Beach

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

Villa in Paradise with Private Pool and Generator

C'est Jolie - Views! Views! Views!

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

★★★★★ Breathtaking Ocean Views-Private Balcony

Oceanfront Apt with Panoramic Views
Other vacation rentals with a pool

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Mid-Century: Caribbean Style

Good Vibes Only Ocean Villa-Secluded-Pool-Views!

Cozy condo by Magens Bay!

Exquisite Hillside Condo 2 - St. Thomas, U.S.V.I.

Beautiful Luxury Condo

Escape the Cold/Amazing Views/Tropical Trade Winds

Marie's Gorgeous Oceanfront Condo-1 Bdrm-3 Pools
When is the best time to visit Charlotte Amalie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,374 | ﺩ.ﺇ1,432 | ﺩ.ﺇ1,399 | ﺩ.ﺇ1,414 | ﺩ.ﺇ1,432 | ﺩ.ﺇ1,142 | ﺩ.ﺇ1,197 | ﺩ.ﺇ1,021 | ﺩ.ﺇ1,098 | ﺩ.ﺇ940 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,010 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about vacation rentals with a pool in Charlotte Amalie

Total vacation rentals
Explore 60 vacation rentals in Charlotte Amalie

Nightly prices starting at
Charlotte Amalie vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Charlotte Amalie vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charlotte Amalie rentals

4.8 Average rating
Charlotte Amalie stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Saint Thomas
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