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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A private pool area features a clear blue pool surrounded by light wooden decking. Two lounge chairs in a turquoise hue face the water. A shaded seating area with a small table is present, and lush greenery is visible in the background.

Apartment in East End

4.98 out of 5 average rating, 50 reviews

Private Pool • Beach Access • BBQ • King • Gen.

Welcome to your 5.0-rated "Poolside Paradise"! Enjoy your own private pool steps from your bed & a 5 minute walk to restaurants & nightlife at the beautiful & lively Sapphire Beach! ★ "What a gem!! Very private, clean, and well-stocked. Heidi was super sweet and helpful. We absolutely loved our stay and will be back." ☞ Newly Renovated ☞ Onsite Generator ☞ King Bed ☞ Fast Wifi ☞ Washer & Dryer Nearby ☞ 3 mins to Red Hook (Taxi stand near by) ☞ Parking Available ☞ Secure Double-Gated Entrance

Guest favorite

Condo in East End

4.91 out of 5 average rating, 226 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Top guest favorite

A serene pool area is framed by natural rock formations and tropical greenery. The clear water reflects the surrounding landscape, and a tiled border enhances the pool's inviting appearance. A wooden deck provides ample space for relaxation, creating a peaceful outdoor setting.

Apartment in Saint Thomas

4.98 out of 5 average rating, 186 reviews

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.

Superhost

Condo in East End

4.8 out of 5 average rating, 104 reviews

Sapphire Village Resort Getaway

Kick back and relax in this calm, stylish space. This completely remodeled actual 1 bedroom is beautiful! The views are absolutely amazing. This corner unit has a full kitchen with a full size stove, full size refrigerator, dishwasher, and microwave. The bedroom has a brand new queen size bed with your own tv. The bathroom is completely redone. Just steps from the newly remodeled pool and one of my favorite restaurants on the island. Sudi’s. The crystal clear beach is just a short walk.

Top guest favorite

Home in Coral Bay

4.99 out of 5 average rating, 106 reviews

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks and pool. Everything you need for a day at the beach: chairs, umbrella, coolers, floats, toys, towels all provided. Paddle boards available for rental $100 a week. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 12

Top guest favorite

A private pool area is showcased, featuring a clear blue pool surrounded by modern outdoor furniture. A dining table sits nearby, with an umbrella providing shade. Lush green plants frame the scene, while large windows reflect natural light into the space.

Apartment in East End

4.97 out of 5 average rating, 30 reviews

Generator & Private Pool Sapphire Beach 5m walk 8

★★★ Beach & Pool ★★★ quick 5 minute walk to Sapphire Beach! You'll have a great time at this modern comfortable place with private pool. Perfect for couples and close family to relax & rejuvenate in totally private pool setting. Free parking, WiFi, 55" cableTV, modern large living room, full stainless steel kitchen. Close to everything. Popular restaurant/bar on premises. We offer Travel Insurance to protect from unexpected health, coronavirus and travel related issues (100% refund)

Guest favorite

A patio features a circular table surrounded by striped chairs, with a tranquil view overlooking a private pool and distant blue water. Two lounge chairs are positioned nearby, set against a backdrop of sunlit greenery and a clear sky.

Apartment in St. John

4.94 out of 5 average rating, 72 reviews

Private Pool 1 bedroom Ocean view

Spacious luxury 1-bedroom villa with private pool in a quiet, upscale neighborhood just minutes from Cruz Bay. Fully renovated post-hurricane, featuring a chef’s kitchen with Wolf 6-burner stove, granite counters, and vaulted ceilings. Enjoy sunset views of St. Thomas from the large deck, take a rinse in one of two private outdoor showers, and unwind in style. Ideal for 2 adults (sleeper sofa available). Onsite parking, and private dinners or in-villa spa treatments can be arranged.

Guest favorite

A sparkling pool is surrounded by lounge chairs under shaded umbrellas, bordered by tropical palms. The clear blue water reflects the bright sky and inviting scenery. The pool area provides a relaxing atmosphere, with easy access to nearby amenities.

Condo in East End

4.98 out of 5 average rating, 181 reviews

Sombrero Sapphire Village Studio

Newly renovated studio on the top floor of the Saba building with spectacular unobstructed views. Pool, restaurant, parking and laundry facilities on property. Short walk to the marina and to beautiful Sapphire Beach and five minutes away from Red Hook for shopping, restaurants and the ferry to St. John. Condo office with laundry and movie and book library. Secure gated entrance.

Guest favorite

The outdoor pool deck features a private pool with lounge floats. Two blue chaise lounges and a bistro set provide seating options. A gas barbecue grill is positioned nearby, surrounded by tropical plants against a bright turquoise wall.

Villa in East End

4.89 out of 5 average rating, 319 reviews

Romantic Villa with Private Pool - Rave Reviews!

A uniquely romantic tropical getaway - with our own generator! - for you and your special someone or a serene escape for rejuvenating solitude. Enjoy a memorable vacation with your own private and secluded pool available 24/7 and a restaurant just steps from your door. Easy 5-minute walk to Sapphire Beach.

Guest favorite

A private pool is surrounded by a tiled patio, featuring lounge chairs for relaxation. Sunlight reflects off the water, and a covered seating area offers shade. The nearby building is designed with large glass windows, allowing for views of the outdoor space.

Apartment in East End

5 out of 5 average rating, 16 reviews

Private Pool, Sapphire Area.

This stylish place to stay is perfect for a couples trip. Enjoy your own private pool. Close to RedHook for ferry, restaurants and stores. Sapphire beach is a 5 minute walk for the beach, marina and restaurants. High speed internet, cable tv and full property generator so no power outages.

0 of 0 items showing

What guests are saying

Private Saltwater Poolside Cottage w/View and Gate

4.94 out of 5 average rating, 52 reviews2 weeks ago

We really enjoyed our stay! The view of the island was amazing. I think it was the the best view we have ever had at an Air BNB. Delano and Beige were very helpful. We enjoyed chatting with Gene while he cleaned the pool everyday. The pool was a nice place to relax after a long day sight seeing. Our room had everything we needed and more, including beach and snorkeling gear. We will definitely stay here again the next time we visit St. Thomas!

Home in Northside

What guests are saying

Heated Pool, OceanView, Generator, Local Discounts

5 out of 5 average rating, 42 reviews5 days ago

This house is awesome! Perfect for our family vacation. The house and amenities are exactly as described, the view is even better than the pictures. Huge patio, nice grill, heated pool with jets and lights for nighttime swimming was great. Just a short drive to the best beaches. Stacie and Mark were very friendly and helpful, and responded very quickly every time I reached out to them. I wouldn’t stay anywhere else in Saint Thomas.

Home in NorthSide

What guests are saying

Sapphire Beach Escape VIEWS! HGTV

4.87 out of 5 average rating, 15 reviews2 weeks ago

YES! yes, yes, yes - stay here. We would absolutely come right back to this spot if/when we return to St. Thomas. Gorgeous view, comfortable bed, clean space, loved the balcony, LOVED having all of the beach/snorkel gear (!!!). Kimberly's communication was top notch - everything from booking to checkout. There were two power outages on the island while we were there and Kimberly reached out to me to check-in to see if everything was okay. I feel like her communication and recommendations went above and beyond my other AirBnB experiences. My husband and I were incredibly satisfied with our whole experience. It was sad to leave! Most of our days were spent exploring different beaches, but for those who like to stay put, the pool and convenient restaurant on the property would be great for you, too. This was an easy 5-star review for me. Thank you, Kimberly!

Apartment in East End

What guests are saying

Caribia Cottage-Elegant Villa w/Private Pool

4.94 out of 5 average rating, 97 reviews3 weeks ago

First I have to say both Maria and Chloe were fantastic hosts. They went above and beyond for me and my godmother. The cottage was absolutely adorable and perfect for two people. Very clean and homey. We loved it! The surrounding view of St. Thomas by the private pool was absolutely beautiful. You could even see the view from inside the cottage. What a amazing experience. The cottage is hands down my go too when I visit St. Thomas.

Cottage in Northside

What guests are saying

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

4.91 out of 5 average rating, 44 reviews1 week ago

CJ and Martina's place is incredible! It's clean and well-stocked with a gorgeous view. Our entire family stayed for our 20th anniversary and for our parents' 50th anniversary. CJ and Martina were so helpful and put so much thought into the house. Staying there made the trip so pleasant and stress-free -- comfortable beds, clean bathrooms, mosquito oil lamps, beach towels and chairs, AC units in the bedrooms, Tesla power generator, the washer and dryer... I could keep going. Not every home on the island has as much thought and care as this one, and certainly not every host is as responsive and exceptional as CJ and Martina. They went above-and-beyond. I have no complaints.

Home in Northside

What guests are saying

The yellow flamingo

4.93 out of 5 average rating, 14 reviews3 weeks ago

We loved our stay at the Yellow Flamingo. we traveled with 2 adults and 2 kids the size of adults(14 and 12). Honestly, I was very pleased with the condo. Based on the pictures and previous experiences with smaller rentals, I was afraid we were going to be cramped or the kids bed was going to be too small. I was pleasantly surprised they had enough room to share the sofa and we had enough room to maneuver around each other. We were very pleased with the location too it was a quick scenic drive to any of the main beaches. The view from the pool was great! The pool had a ledge to sit and was about 6 ft deep in the middle. The kids were slightly disappointed they couldn't touch bottom. This was the only complaint from them and it didn't matter because they got their water fix at the beach. The kitchen setup was great because we were able to fix quick dinners easily. Our host could not have done anything more to make our stay better.

Home in Cruz Bay

What guests are saying

Private Pool Getaway in Smith Bay (Beach Nextdoor)

4.96 out of 5 average rating, 53 reviews2 weeks ago

Place was exactly as described! It was very well stocked with amenities, and had more than enough beach towels for the party of five I went with. We made great use of the pool and the close walk to the beach. I really appreciated the helpful guides Kurt wrote to help us get places! Also there were a lot of cute cat and chicken visitors in the yard area which may be a bonus to you :)

Villa in East End

What guests are saying

Gorgeous views from every room, Pool, A/C

5 out of 5 average rating, 30 reviews2 weeks ago

I have to say House Aceso absolutely out weighed all expectations!! It’s even better than the pictures suggest. Kandee has thought of everything as far as amenities (there’s even a crockpot if you do choose). The main is where it’s at, the view, the sound of the wind, and decor is all top notch and just the perfect vacation vibe. The house is super clean and spacious. The bedrooms are exactly what you need. The 2 bathrooms are extremely useful for a larger group. The pool deck is fantastic as well! Book this house and you will not be disappointed!!

Villa in Coral Bay

What guests are saying

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

4.95 out of 5 average rating, 63 reviews2 weeks ago

This was a great place to stay, we loved watching the ships come in the harbor and leave at night. Very accessible to Havensight, and really anywhere else on island. We lived on St Thomas for ten years prior and were very very happy with the accommodations and the responsiveness of the hosts.

Villa in Southside