
Vacation rentals with a pool in Water Island
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Top-rated 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

Private Saltwater Poolside Cottage w/View and Gate
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!

Generator! Beautiful Virgin Island Triplex
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.

Heated Pool, OceanView, Generator, Local Discounts
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.

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite
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.

Fanta Sea Villa ~ Peaches Seaside Sanctuary
Enjoyed the hummingbirds, Bananaquits and the noise of the Coki frogs every night. Beautiful views. Wonderful house with everything you could need. Excellent stay.

Villa Paradis II! Private Pool! Amazing Views!
The place was amazing! The view was incredible and place was well furnished. We would detina consider coming back!

Change Your Perspective at Villa Point of View
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!!

Gray Manor 3 - Even more tranquility awaits you
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

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

Sol et Mar: Stunning Oceanview Escape 2-Bdrm
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.

REGATTA R&R
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!

Situated above the Caribbean Sea with Beach Access
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.

Lovely condo with two pools
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!

Oceanfront Condo Perfect Sunsets Backup Generator!
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!!!!

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

Sea You Soon Retreat- OCEAN VIEWS, pool, Jeep
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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- Virgin Islands National Park
- Limetree Beach
- Morningstar Beach
- Salt River Beach
- Sugar Beach
- Hull Bay Beach
- Mandahl Bay Beach
- Turquoise Beach
- Playa Puerto Real
- Hansen Bay Beach
- Sandy Point Beach
- Cathys Fancy Beach
- Cormorant Beach Club
- Grassy Point Beach
- Playa Media Luna
- Luis Pena Beach
- Coral World Ocean Park
- Johns Folly Beach
- Sprat Hall Beach
- Frederiksted Beach
- Buccaneer Beach
- Judiths Fancy Beach
- Tamarind Reef Beach
- Reef Beach