Water Island Holiday Rentals

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Featured Water Island Holiday Rentals

Relax on a wide, sandy beach with palm trees swaying in the breeze.

"Excellent place to stay! "

Relax by the pool overlooking the marina and sea.

"great place to stay"

Relax by the serene pool surrounded by lush greenery and a waterfall.

"I can't wait to stay here again! Best hotel experience I've had on island to date!"

includes taxes & fees

3 Aug - 4 Aug

Stunning traditional architecture surrounded by lush gardens and a serene natural setting.

"Great stay at amazing location, very close to nearby attractions and stores! "

includes taxes & fees

29 Jul - 30 Jul

Relax on the balcony with a serene sea view and enjoy dining or unwinding in the shade of the pergola.

"This is my third time staying here. The pool is clean rooms are clean and comfy. Great place to stay with kids "

Stunning beachfront hotel complex with balconies and serene ocean views.

"Property was beautiful!"

includes taxes & fees

2 Aug - 3 Aug

Enjoy breathtaking ocean views from this serene island retreat, surrounded by lush greenery and a picturesque beach.

"The area was perfect as it’s close to red hook & the ferry to St. John, taxis everywhere to get wherever you need to go. "

Experience the tranquility of Gallows Point, where ocean views and lush greenery meet a relaxing pool area.

"Amazing accomodations!"

Relax by the clear blue pool surrounded by palm trees and lounge chairs.

"It was close to the beach was a definite plus, only minus was having to leave. "

Relax on the balcony with a sofa, chair, and table, taking in the marina views and distant mountains.

"Condo was clean and comfortable. Loved that there was a restaurant on property. Bed comfortable. Loved the view"

Enjoy breathtaking views of the turquoise ocean from this hillside hotel, where the beach is just steps away.

" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "

includes taxes & fees

1 Aug - 2 Aug

Enjoy breathtaking views of the coastal landscape from the spacious rooftop terrace with a hot tub.

"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "

Relax by the serene pool surrounded by arched windows and a pergola.

"Beautiful, high end condo-like suite with full kitchen and laundry. Beds were comfortable and it was very upscale homey."

Relax by the pool surrounded by palm trees and lounge chairs.

"Great spot. Close to beach and dinning. "

Cozy living space with a sofa, ottoman, and dining area, featuring a kitchenette and natural light.

"This property was a nice safe place for family of 4. It was in a more residential neighborhood. A car is a must if you are going to stay here as it's a ways from beaches and night life. There is one bar/restaurant that is walkable and was great for breakfast and drinks. It does include washer and dryer but no laundry detergent and minimal toiletries/towels. Some touches such as laundry detergent, beach chairs that you could take to beaches, and some toiletries would make it 5 stars. "

includes taxes & fees

21 Jul - 22 Jul

Relax by the resort's inviting pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

"LOVED this property and would def go back. Room was a bit dated but in good shape and HUGE and the terrace / views amazing. The highlight!!! Love walking into town. Two thumbs up!! "

includes taxes & fees

21 Jul - 22 Jul

Relax in a shaded seating area with sofas and chairs, surrounded by potted plants and a serene ocean view.

"The property was very nice, we had everything we needed. We appreciated that there were restaurants available if we didn’t choose to drive anywhere. The beach was beautiful and it was so convenient that there were lounge chairs available on the beach. "

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, sink, and coffee maker.

"Enjoyed a relaxing 3-day family staycation in this wonderful rental. The 1-BR unit is modern and spacious, with all the necessary amenities. Located within a gated community and a residential property, it was a “home away from home” experience that no hotel stay can duplicate. Great dining, beach and shopping options within a short driving distance, and a popular restaurant just within walking distance. My family will definitely return. Thank you! "

includes taxes & fees

30 Jul - 31 Jul

Compact kitchen with a refrigerator, microwave, and oven, sink, and chair.

"I will be back "

includes taxes & fees

21 Jul - 22 Jul

Standalone residence with a two-story design, featuring a blue door and window, and a metal gate with decorative details.

"Property management was incredibly. Easy to enter. Great for one night stay with 2 couples. Only 2 bathrooms and one shower "

includes taxes & fees

21 Jul - 22 Jul

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Recent reviews in Water Island

5/5 Excellent

"I liked the location to shopping and dinning. I didn't like is staff not giving out information about shuttle to the beaches and airports. They didn't inform us about any of that at check-in. An also the restaurant hours aren't available during the week alot. An also they dont tell you about breakfast. But overall it was a great stay. "

A verified traveller stayed at Windward Passage Hotel

Posted 1 day ago