
Vacation rentals with a pool in Charlotte Amalie
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Charlotte Amalie

Total vacation rentals
Explore 50 vacation rentals in Charlotte Amalie

Nightly prices starting at
Charlotte Amalie vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 620 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
50 of Charlotte Amalie vacation rentals include wi-fi access

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

4.7 Average rating
Charlotte Amalie stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Charlotte Amalie
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Book Now! Caribbean Sunshine! Amazing Views!
Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

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.

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.

Entire villa with beautiful views! Amazing
Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

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.

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.*

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.

Breathtaking Views from Sapphire Village
Enjoy our studio unit located in Sapphire Village Condominium development! Our unit is smoke-free, pet-free, fully air conditioned, and offers breathtaking views of neighboring USVI and BVI. We are offering a vacation home with the comforts that we would want while we are vacationing on the island. The unit features a king bed, new sliding doors to the balcony as well as a new split air conditioning unit. New internet router January 2024

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.

Ocean View Studio • by Magen's • 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
Popular amenities for Charlotte Amalie rentals with a pool
House rentals with a pool

Villa Bliss - 3 Bedroom Island Oasis

Island Retreat - Generator/Ocean View/Heated Pool

Ocean View Villa w/ Pool | 4 King En-Suites

Northside Ocean View Villa • Pool • Near Magens

The Caribbean Farmhouse/Ocean Views, Solar Power

Disconnect & Reset Here | Pool + Generator

Quirky Charm~ Killer Pool and Jaw Dropping Views!

Caribbean Poolside Cottage
Condo rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Stunning Ocean View w/Balcony~Shades of Sapphire~

BEST REVIEWS on the East End - HANDS DOWN!

Sea Dreams at Regatta Point Villas

Romantic Private Pool Villa@Sapphire. Generator.

Wrap Around Balcony~Views~Pack your Bathing Suit!

Pack your Bathing Suit! Warm Weather & Sunshine!

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

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

Caribe Blue Tropical Paradise-Modern, Heated Pool

Paradise at Luxurious Bluebeards Castle Resort

Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun

Villa Morning Glory - Private Pool - Amazing Views

Frenchman's View Villa 2 BD/2.5 BA w/ Pool

Ocean views from every room!

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
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.ﺇ 1,623 | ﺩ.ﺇ 1,454 | ﺩ.ﺇ 1,465 | ﺩ.ﺇ 1,414 | ﺩ.ﺇ 1,432 | ﺩ.ﺇ 1,142 | ﺩ.ﺇ 1,197 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,432 | ﺩ.ﺇ 1,322 |
| 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 |
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