Vacation rentals with a pool in Water Island

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Popular amenities for Water Island rentals with a pool

House rentals with a pool

Guest favorite
A large swimming pool is surrounded by a sun deck featuring several lounge chairs. Lush tropical plants and trees provide a natural backdrop, while a well-maintained stone pathway leads down to the pool area. Bright sky and distant hills can be seen in the background.
Home in Northside
4.94 out of 5 average rating, 52 reviews

Private Saltwater Poolside Cottage w/View and Gate

GaryRating, 5 stars2 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!
Superhost
A well-maintained pool area features a clear blue water pool surrounded by several lounge chairs. Lush greenery is evident in the background, while a wooden deck offers ample space for relaxation. The area is fenced, providing a sense of privacy.
Home in Northside
4.94 out of 5 average rating, 33 reviews

Generator! Beautiful Virgin Island Triplex

JodiRating, 5 stars1 month ago
We had a great stay! Plenty of room for our party of 8 to spread out! Suzy was very responsive to any requests or questions we had.
Top guest favorite
An outdoor infinity pool offers serene views of the ocean and surrounding greenery. Four blue lounge chairs are positioned near the water's edge, providing a perfect spot for relaxation. Bright blue skies and distant islands complete the picturesque landscape.
Home in NorthSide
5 out of 5 average rating, 42 reviews

Heated Pool, OceanView, Generator, Local Discounts

MatthewRating, 5 stars5 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.
Superhost
An indoor pool area is featured, surrounded by smooth flooring and large glass doors leading to an outdoor deck. The pool reflects light, highlighting its inviting blue water. Tropical plants and comfortable seating create a serene ambiance, with panoramic views of the sea visible beyond.
Home in Northside
4.91 out of 5 average rating, 44 reviews

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

Carissa And BrandonRating, 5 stars6 days 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.
Guest favorite
An outdoor space features a hot tub surrounded by lush greenery and potted plants. A small table and chairs sit nearby, offering a comfortable spot to relax while taking in views of the hills and ocean in the distance.
Home in Northside
5 out of 5 average rating, 5 reviews

Fanta Sea Villa ~ Peaches Seaside Sanctuary

MichaelRating, 5 stars1 month ago
Enjoyed the hummingbirds, Bananaquits and the noise of the Coki frogs every night. Beautiful views. Wonderful house with everything you could need. Excellent stay.
Superhost
Home in Saint Thomas
5 out of 5 average rating, 9 reviews

Villa Paradis II! Private Pool! Amazing Views!

EvelynRating, 5 stars3 months ago
The place was amazing! The view was incredible and place was well furnished. We would detina consider coming back!
Guest favorite
Home in Northside
4.95 out of 5 average rating, 105 reviews

Change Your Perspective at Villa Point of View

Eilidh MRating, 5 stars3 weeks ago
One of the best places to stay on the island because you can get to town or country relatively fast and have a phenomenal view as well. Definitely worth the price and definitely coming back!!
Guest favorite
A scenic view of an outdoor pool and hot tub surrounded by lush greenery. Brightly colored cabanas with red roofs stand nearby, complemented by lounge chairs and an umbrella positioned beside the pool, offering a relaxing vibe. The distant coastline can be seen beneath a clear blue sky.
Home in St Thomas
4.92 out of 5 average rating, 13 reviews

Gray Manor 3 - Even more tranquility awaits you

JoanRating, 5 stars3 months ago
We stayed with our sons and families, 10 in total, with a 2 and 1 year old. Norman was very helpful in communicating what was available for the little ones and having crib and pack & play set up. We had two levels of house that could be rented separately but we had both connected by outside stairs. We had enough kitchen cookware and utensils to cook breakfast and dinners at the house. The balcony had comfortable furniture and looks out over Magen Bay, which is beautiful. The house was large with lots of room. Living area had comfortable couch for evening family time. The pool wasn’t heated so was a bit chilly but it was December and sun wasn’t hitting it due to its low position in the sky. The hot tub was nice since we could keep it a bit cooler and kids played in it. Location is not walkable but everything was within a quick drive. The house is older but they have updated it and we had no issues. Appliances are newer. Driveway is steep but manageable. Good value for space and pool.

Condo rentals with a pool

Guest favorite
Condo in Northside
4.92 out of 5 average rating, 144 reviews

VIEWS! Studio by Magen's Beach w/ POOL & Generator

DinoRating, 5 stars2 days ago
Absolutely stunning view very peaceful very clean. Mark was an awesome host. Wish I’ve could’ve stayed longer. Looking forward to see you next time.
Guest favorite
A dining table set for four is positioned on a private balcony, showcasing stunning ocean views. Glassware, plates, and a floral centerpiece are arranged on a reflective surface, while the backdrop features the lush outline of Hans Lollik Island amidst a clear blue sky.
Condo in Northside
5 out of 5 average rating, 26 reviews

Sol et Mar: Stunning Oceanview Escape 2-Bdrm

ShanteRating, 5 stars2 weeks ago
We enjoyed the lovely views and the peaceful, welcoming neighbors. My only complaint was that the beds were really firm, which isn't my preferred kind of mattress.
Superhost
A spacious pool area features two interconnected pools, one larger and a smaller circular one. Surrounding lounge chairs provide ample seating, with shaded umbrellas positioned for comfort. Lush tropical greenery and colorful flowers add a vibrant backdrop against a clear blue sky.
Condo in St. Thomas
4.84 out of 5 average rating, 264 reviews

REGATTA R&R

LucaRating, 5 stars1 week ago
The host was very nice and wrote back fast! The location is amazing (renting a car is a must tho). Highly recommend to stay here!
Guest favorite
A serene pool area is surrounded by lush green foliage, providing a natural frame. White umbrellas offer shade over the water, while palm trees and shrubs add to the tropical atmosphere. Clear blue skies with scattered clouds complete the scene.
Condo in St Thomas
4.93 out of 5 average rating, 43 reviews

Situated above the Caribbean Sea with Beach Access

KevinRating, 5 stars3 months ago
My partner and I thought this was the perfect balance of value and quality. We did not want to overpay for amenities we didn’t need, particularly on an island with so much to do…but we definitely had standards we expected regarding comfort, safety, scenic views, and a warm feeling of “home”. One of the many highlights was the balcony aligned perfectly with the sunset. We ate every home meal out there. I’d come back here if/when back on the Island. I’d highly recommend it.
Superhost
A serene beach scene features soft, white sand bordered by lush green trees. Calm turquoise waters stretch out to the horizon, dotted with small boats. A clear sky frames the tranquil setting, creating a peaceful atmosphere ideal for relaxation.
Condo in Northside
4.74 out of 5 average rating, 110 reviews

Lovely condo with two pools

NeelumRating, 5 stars1 month ago
The place is just a 15 min walk to Megan's Bay but be warned that the walk is on the side of the road and there isn't a side walk but it was doable. Our AC broke the first night but they were able to get us a new room and the property is stunning with amazing views. Northside grind is a great place to get breakfast/lunch and the bar and grill on the property is good as well. Overall we loved our stay and hope to visit again soon!
Guest favorite
An inviting ocean-side pool is surrounded by a spacious deck with several lounge chairs and tables. Clear blue water reflects the sunlight, while the vast ocean extends beyond the pool area, providing a stunning backdrop.
Condo in St. Thomas
4.95 out of 5 average rating, 127 reviews

Oceanfront Condo Perfect Sunsets Backup Generator!

MerissaRating, 5 stars2 weeks ago
Beautiful views, comfortable and clean! Chris and Carol were excellent hosts. Very informative and communicated well. Responsive and friendly! The bed was comfortable and the condo had everything we needed. The AC worked great!!! Definitely follow the recommended temperature, it stays very comfortable. We did not want to leave!!!! We will definitely be back!!!!
Guest favorite
A private patio features a wooden dining table surrounded by rattan chairs, overlooking the sparkling blue waters of Bolongo Bay. Lush greenery and palm trees are visible in the foreground, complementing the clear sunny sky and tranquil seaside setting.
Condo in Southside
5 out of 5 average rating, 6 reviews

Generator! 4BR remodeled, w/BEACH and 3 POOLS!

OzlemRating, 5 stars2 weeks ago
This place was absolute paradise! The location right by the beach couldn’t have been more perfect—just steps from the sand and crystal-clear water. Waking up to the sound of the waves and the view each morning was truly unforgettable. The home itself was clean, cozy, and well-equipped with everything we needed for a relaxing stay. The host was super responsive and made us feel right at home, offering great local recommendations and making check-in a breeze. Whether you’re looking to unwind on the beach, explore the island, or just enjoy some peace and quiet with a killer view, this spot has it all. Can’t wait to come back!
Guest favorite
Condo in Southside
4.94 out of 5 average rating, 18 reviews

Sea You Soon Retreat- OCEAN VIEWS, pool, Jeep

DevinRating, 5 stars3 weeks ago
Nice location being we spent most of the time towards Redhook or on St. Johns. Did a different beach or two everyday with no issues. Was able to check off all the sea creatures we wanted to see while snorkeling

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