Holiday rentals with a pool in Water Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Water Island rentals with a pool

House rentals with a pool

Top Guest favourite
Home in NorthSide
5 out of 5 average rating, 46 reviews

Heated Pool, OceanView, Generator, Local Discounts

MeganRating, 5 stars1 week ago
Wonderful place to stay! It felt private and safe. It was a little challenging to get to, but as with anywhere on the island, without the adventure you don’t get the views! Stacie had exceptional communication, including a guide for nearby beaches/restaurants/grocery stores. Very clean. What stood out most were the “extra” amenities. We made use of the beach chairs, beach towels, a pair of snorkeling fins, etc., even the first aid kit! Would highly recommend!
Guest favourite
Home in Northside
4.95 out of 5 average rating, 57 reviews

Private Saltwater Poolside Cottage w/View and Gate

JerryRating, 5 stars1 week ago
The view and pool are amazing! The inside was nicely done and well equipped. If you’re looking for something with a view and pool and not far from town, this is a great option.
Superhost
Home in Northside
4.91 out of 5 average rating, 47 reviews

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

KyleRating, 5 stars2 weeks ago
Matina's place was outstanding! Convenient to downtown Charlotte Amalie and not terribly far to popular beaches. Kitchen had everything we needed to cook full family meals. Beach toys, chairs and cooler also provided. The pool is always shaded, so can be cool, even on the hottest days and at nights. We found it refreshing.
Superhost
Home in St. Thomas
5 out of 5 average rating, 32 reviews

Secluded Villa with Ocean Views

BryantRating, 5 stars6 days ago
Justins place was everything we wanted and more for our trip to St. Thomas. As soon as you walk in you enter into a gorgeous view of the island. Which you can see from virtually anywhere on the property. The place was very clean, private, and had all the amenities we needed for our stay. Justin provided amazing recommendations which we utilized almost daily especially the food choices. Justin and his team were very communicative and helpful throughout the stay. Overall this place is incredible and I highly recommend it for anyone coming to visit St. Thomas.
Guest favourite
Home in Northside
5 out of 5 average rating, 33 reviews

Oceanfront Private Caribbean Resort!

MargaretRating, 5 stars1 week ago
Sea La Vie was the perfect St. Thomas escape. The space is clean, stylish, and peaceful, with a fully stocked kitchen that made cooking at home a breeze. The pool area was a highlight – quiet, with plenty of lounge chairs and an incredible ocean view that we never got tired of. The hosts were welcoming and responsive, and the location made it easy to explore beaches, restaurants, and local spots. Whether relaxing by the pool or enjoying dinner on the deck, every moment felt like paradise. Highly recommend!
Top Guest favourite
Home in Northside
5 out of 5 average rating, 8 reviews

Villa Pamela

DonishaRating, 5 stars2 months ago
The place was exactly as the pictures. The host was friendly respectful responsive and made my friends and I feel comfortable and welcomed. He also explained safety precautions if the weather was to change and how to make sure we had power and water. We cooked dinner most of the nights and the cabinets were filled with seasons spices aluminum foil, plastic bags, Tupperware, cooking, dishware, microwave, pots, and pans, all the things we needed to cook. They also provided toiletries trash bags towels, washcloths and also has a washer and dryer. The pool was very clean and clear with an amazing view. Both of the master bedrooms have a balcony. My friends and I will only book with this host when we are in town. Thank you so much for making our vacation enjoyable and relaxing! See you soon :)
Top Guest favourite
Home in Saint Thomas
5 out of 5 average rating, 46 reviews

Caribbean Poolside Cottage

SarahRating, 5 stars1 week ago
Michael and Jenny were above and beyond the best hosts we have had from AirBnB. From the beautiful location, amazing recommendations, and easy going demeanor you couldn’t ask for more. Everything about the description is accurate and you can expect the view to be even better in person. They also provided a detailed cottage guide that clearly stated guest expectations and provided amazing recommendations for beaches/restaurants/groceries/etc.
Superhost
Home in Northside
4.82 out of 5 average rating, 114 reviews

Texas Embassy

KunguRating, 5 stars2 months ago
Great view! very spacious! We enjoyed our stay & would come back again. It can be a little difficult to locate even with instructions, but once located no additional issues getting into the house. You should definitely rent an SUV or Jeep to get around the island and to get up the driveway at the property. Host was very accommodating as we arrived earlier than expected. The local co-host (Donovan) provided some local food options & less busy beach options.

Condo rentals with a pool

Guest favourite
Condo in Northside
4.91 out of 5 average rating, 151 reviews

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

RobertRating, 5 stars3 weeks ago
Mark’s place was just as described. Great view and location. Very clean. He had quick responses to any questions we had. Would high recommend and stay again!
Guest favourite
Condo in Southside
4.95 out of 5 average rating, 103 reviews

Sea Dreams at Regatta Point Villas

HeidiRating, 5 stars4 days ago
Such a cute place and communication/response time amazing! Love our time here, fantastic space and location!
Superhost
Condo in St. Thomas
4.84 out of 5 average rating, 267 reviews

REGATTA R&R

MirandaRating, 5 stars1 month ago
Excellent location ! Would definitely stay here again! Love bolongo bay area in general but Kendra's place is amazing!
Guest favourite
Condo in Southside
4.85 out of 5 average rating, 54 reviews

☆ Spectacular view ☆ Turtle Cove studio

CharlesRating, 5 stars2 months ago
Absolutely loved my stay at Lizzie’s place. It was exactly as pictured and actually, better in person. Accommodations were spotless, well maintained, super comfortable bed and cold a/c. Beautiful views, quiet, peaceful and extremely relaxing. Perfect space for a solo traveler or couple. Access to multiple pools, walking distance to a great restaurant and seaside bar for breakfast, lunch and dinner, and a beautiful beach. Lizzie was spot on with all her directions and she was always one step ahead of me. If available on my next trip, will definitely be staying again at Lizzie’s
Superhost
Condo in Northside
4.88 out of 5 average rating, 33 reviews

Modern Condo 5 Mins to Magens

RexRating, 5 stars2 weeks ago
You will not be disappointed here! The space is private, clean, easy to access, and has everything needed for a quality stay. The patio allows for a beautiful view and is very peaceful, and the pool is a great spot to relax and look toward the ocean. It’s close enough to restaurants, beaches, and other activities to be convenient and just far enough away to enjoy peace and quiet away from everything. Arial is also extremely thorough in her directions and offers many great recommendations for your stay. Highly recommend!
Guest favourite
Condo in Saint Thomas
4.89 out of 5 average rating, 102 reviews

Little Fairway at Mahogany Run, Quiet & Cozy

VannaRating, 5 stars2 weeks ago
Love how the place is cozy, and very clean, and came with equipped kitchen ware to cook with. The condo had a beautiful view, and the drive was not as bad as we thought from the airport. Overall this place is lovely we have no complaints.
Superhost
Condo in Northside
4.75 out of 5 average rating, 115 reviews

Lovely condo with two pools

TaKeniaRating, 5 stars3 weeks ago
Mts's was a great accommodation for my daughter and I for her birthday trip. The scenery was breathtakingly beautiful. We enjoyed being awakened by the roosters each morning. There were several restaurants in the vicinity. We ate dinner at the restaurant called Root 42 bar and Grill located on the resort. We had breakfast at the coffee shop on the resort called Northside Grind. We did walk to Magen's Bay which was about a 10-15 minute walk so it wasn't too bad just a little scary (due to the fast drivers and critters roaming around) since there were no sidewalks. We did stop by the a restaurant/ice cream shop for lunch called the Udder Delights and Double Palms Bar and Grill. I must admit that the food was delicious. All in all, we enjoyed our stay. A few words of caution.........MAKE SURE YOU PUT ON BUG REPELLENT!!!!! I had over 100 mosquito bites on me and it was nothing nice.
Guest favourite
Condo in Southside
4.94 out of 5 average rating, 122 reviews

Stay in style right on the ocean -Simply the BEST!

KatyaRating, 5 stars1 month ago
Couldn’t have asked for a better stay! The location was PERFECT. The condo was clean and equipped with everything that we needed. The welcome packet that Mike provided was extremely helpful! We will definitely be back!

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