Holiday rentals with a pool in Water Island
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Top-rated rentals with a pool in Water Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Water Island rentals with a pool
House rentals with a pool
Home in Charlotte Amalie East
4.91 out of 5 average rating, 67 reviewsSweeping view of Magens Bay & Tropical Lagoon Pool
Love this place and will return! The only tough part is the parking, but it’s not only this place- the entire island is hilly and has difficult parking. We wouldn’t change it for anything though, because the view was amazing. The entire place is air-conditioned with a generator. Carrie was wonderful. We will be back soon!!!!
Home in Northside
4.93 out of 5 average rating, 46 reviewsPrivate Saltwater Poolside Cottage w/View and Gate
Loved our stay! Can’t overstate how gorgeous the view is anytime of the day. Host was very responsive and met us close by on the first day to ensure we could find the house. It felt very private despite there being other residences on the property. They had everything we needed for our stay.
Home in Northside
4.93 out of 5 average rating, 27 reviewsGenerator! Beautiful Virgin Island Triplex
Jungle hideout! Beautiful views from the upper deck area and plenty of space for medium sized parties. A little difficult to find initially and definitely recommend a Jeep or other SUV to make your way to the property. All necessities are on-site and host is very responsive. The only gripe we had was that one of the lower rooms had a musky odor in it and we had difficulty airing it out. Would absolutely recommend, thanks for having us!
Home in NorthSide
5 out of 5 average rating, 30 reviewsHeated Pool, OceanView, Generator, Local Discounts
We just spent six glorious days at this gorgeous home. The view was spectacular, the house was pristine and Stacie was the best host we've had the pleasure interacting with. The house was fully stocked with everything we could ever need. Anything we forgot or wish we had, we found it in the house. The layout was perfect for our family. Beds were comfortable. A/C was great. Heated pool was a comfortable temperature. I highly recommend renting a Jeep to explore the island. Most of the roads are steep and curvy. We found the BEST restaurant - Fish Bar - about 10 minutes from the house. We loved it so much, we went twice in a row. Moe's grocery was a great find too. Expensive, but had it all and it was close. We can't wait to go back and are happy to recommend this house. It was a gem! Thanks, Stacie.
Home in Northside
4.89 out of 5 average rating, 37 reviewsPalm Pool Villa - Tesla solar
This place was awesome. The owners are very helpful and they had great food recommendations. Beautiful view and love the OPEN concept. Even rented us there jeep. Would definitely recommend.
Home in Southside
4.93 out of 5 average rating, 107 reviewsSunset Terrace – Perfect home for your vacation!
This was our second stay at this home. Stunning views throughout the home and outdoor areas. Very comfortable setting for family to relax and enjoy the scenery. It’s a perfect location with a short drive to good food and shopping. The host does a phenomenal job, providing recommendations and guides to local activities both on St. Thomas and St. John. They truly set the mold on how to host. Highly recommend!!!
Home in Saint Thomas
5 out of 5 average rating, 9 reviewsVilla 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!
Home in Northside
4.95 out of 5 average rating, 101 reviewsChange Your Perspective at Villa Point of View
My family of 7 just spent a week at Dionne's place and thoroughly enjoyed it! The location, gated neighborhood street on the hillside overlooking the bay is phenomenal. Pictures are accurate but don't really compare to the beautiful panoramic view off the back decks. We spent much time in back just enjoying the view and sunshine. It's handy having a restaurant, Sib's on the Mountain, within walking distance, just a couple blocks outside the neighborhood gates. Along with dinner time, they are available for morning coffee and a variety of breakfast items. Dionne was very responsive to any questions we had, and in fact reached out to us with some helpful suggestions when it was apparent our flight was delayed and we'd be coming in later evening. We'd love to return sometime and would definitely recommend Dionne's house.
Condo rentals with a pool
Condo in Northside
4.91 out of 5 average rating, 131 reviewsVIEWS! Studio near Magen's Bay Beach w/ Pool!
Great place to stay for a couples or solo getaway. 2nd time staying in Maghany run. Great views quiet gated community, quick access to one of the world's best beaches Meagans bay, short drive to the French quarters amd to red hook. Absolutely wonderful waking up to such a view of the ocean and Islands
Condo in Northside
5 out of 5 average rating, 19 reviewsSol et Mar: Stunning Oceanview Escape 2-Bdrm
Look no further! This place is safe, amazing and breath taken! I went with my wife and two kids under 12 years old. It was very safe, in a gated location and extremely relaxing. This place has the best views ive seen so far! Woke up every morning to an amazing sunset! Tryst me this place is worth every single penny. Would be coming back for sure!
Condo in St. Thomas
4.84 out of 5 average rating, 257 reviewsREGATTA R&R
Regatta R & R was a great place to stay for my short getaway. Kendra was very responsive. The property was secure and quiet. I will definitely stay here again.
Condo in Northside
4.87 out of 5 average rating, 45 reviewsApartment Karibik, Exquisite 2 Bedroom Condo
Wow Philip truly went above and beyond for us. I use Airbnb all the time and he’s been my favorite to communicate with. Not only was the place gorgeous and incredible views, but Philip also gave us local recs as well as recommended a boat company for our last minute needs. We will absolutely be back and thank you Philip again for everything💗
Condo in St Thomas
4.93 out of 5 average rating, 42 reviewsSituated 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.
Condo in Northside
4.74 out of 5 average rating, 101 reviewsLovely condo with two pools
This place was amazing and very convenient. Easy to locate for the taxi driver, which is very important. You can get lost in St. Thomas without the proper directions. Our room was clean and cozy. The property itself had a variety of restaurants to eat from. I would recommend and surely would book again.
Condo in St. Thomas
4.96 out of 5 average rating, 120 reviewsOceanfront Condo Perfect Sunsets Backup Generator!
Our stay was fantastic! Pictures definitely don’t do the condo justice. The view greets you as you enter, and is sorting we enjoyed throughout our stay. Everything was better described, except the annoying speed bumps in the parking lot. ;) Would recommend this place to anyone who asked! It seemed to be about 15th minutes to most things. We ate at the 2 restaurants close by, every night. We liked the setting better at Izzy’s at Bolonga Bar, but our food was great at both. It was really nice to have a pool to relax & cool off in!
Condo in Southside
4.92 out of 5 average rating, 38 reviewsPalm Vista - new 3 bedroom, 3 bath condo ocean
What can I say? Carrie’s place was absolutely stunning! The views when you first enter are breathtaking! I traveled with my dad and daughter. The two master suites were perfect! This condo is spacious and looks exactly as described. Waking up to the ocean views and sounds of the waves crashing was so peaceful. Restaurants and things to do are nearby. You may want to rent a car because it can be more convenient if you like to venture out, sightsee and do others things besides excursions. Red Hook has amazing restaurants. Havensite is a nice for a little shopping. Carrie was responsive and very helpful with all of my questions. I would recommend 10/10! Thank you, Carrie!
Destinations to explore
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