Water Island Holiday Rentals

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Our top choices for Water Island holiday rentals

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (855 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is AU$154
includes taxes & fees
7 May - 8 May
Flamboyan on the Bay Resort and Villas

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
The price is AU$593
includes taxes & fees
1 May - 2 May
Lameshur Cottage's Guest House

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (23 reviews)
"Everything was clean and well appointed."
United States
Josh
The price is AU$919
includes taxes & fees
29 Apr - 30 Apr
Villa Island Paradise

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is AU$352
includes taxes & fees
15 Apr - 16 Apr
Lameshur Bay Glamping Site with AC

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (236 reviews)
"The place was spotless "
United States
Harvey A
The price is AU$294
includes taxes & fees
19 Apr - 20 Apr
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (33 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
The price is AU$486
includes taxes & fees
30 Apr - 1 May
Family Glamping Site with AC

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (6 reviews)
"Very clean"
United States
James
The price is AU$352
includes taxes & fees
18 Apr - 19 Apr
Salt Pond Bay Glamping Site With AC

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (166 reviews)
"Great location"
United States
Aleric
The price is AU$388
includes taxes & fees
15 Apr - 16 Apr
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
The price is AU$390
includes taxes & fees
5 May - 6 May
Sophisticated Beach Condo-Ocean View-Sapphire

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
9.0 out of 10, Wonderful, (17 reviews)
"Yes it was very clean and staff was very helpful"
United States
Fran
The price is AU$534
includes taxes & fees
6 May - 7 May
The Landmark Apartment

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (222 reviews)
"Great location and amazing views."
United States
Jewel W.
The price is AU$358
includes taxes & fees
20 Apr - 21 Apr
The Captain and the Mermaid - Adventures in Paradise are waiting!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (188 reviews)
"This host was great, our flight was delayed a day due to the government shut down of the airspace, and he was totally accommodating. Couldn’t recommend enough as avid travelers. "
United States
Beth A.
The price is AU$294
includes taxes & fees
17 Apr - 18 Apr
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Studio Double @ WorldMark Elysian Beach Resort

Studio Double @ WorldMark Elysian Beach Resort
St Thomas
9.0 out of 10, Wonderful, (4 reviews)
"Nice room, property is nice as well, not the nicest on the island but certainly not the worst. Would stay again. At the top of the hill, so if that bothers you, St. thomas might not be for you"
United States
Christopher L.
The price is AU$654
includes taxes & fees
16 Apr - 17 Apr
Studio Double @ WorldMark Elysian Beach Resort

Luxury Beachside Escape with private pool, generator n great WiFi!

Luxury Beachside Escape with private pool, generator n great WiFi!
St Thomas
9.4 out of 10, Exceptional, (34 reviews)
"Host was available to provide help when needed. The place was incredible, and probably the best location I've stayed at to date. Absolutely perfect, the golden standard. "
United States
Shelby M.
The price is AU$544
includes taxes & fees
7 May - 8 May
Luxury Beachside Escape with private pool, generator n great WiFi!

Regatta’s Island Time Getaway

Regatta’s Island Time Getaway
St Thomas
9.2 out of 10, Wonderful, (13 reviews)
"Perfect for a couple. Has everything you need for a comfortable stay. Quiet in the evenings for good nights sleep. Looking forward to returning. "
United States
Frank
The price is AU$411
includes taxes & fees
25 Apr - 26 Apr
Regatta’s Island Time Getaway

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (34 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is AU$400
includes taxes & fees
22 Apr - 23 Apr
Breathtaking Views from Sapphire Village II

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (32 reviews)
"Very clean and easy to navigate. Beds were comfortable and the unit was quiet. Gorgeous view. Nice to be next to iggys and the bolongo restaurant"
United States
Kelly
The price is AU$876
includes taxes & fees
14 May - 15 May
Stunning St. Thomas Condo for Your Tropical Escape

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is AU$573
includes taxes & fees
17 Apr - 18 Apr
The Cottage at Villa Indigo

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views
St Thomas
9.4 out of 10, Exceptional, (6 reviews)
"The location was perfect as we were able to visit many beaches with the Jeep that we rented then would end our day at this beautiful condo on the beach. Snorkeling at Sapphire beach was amazing. "
United States
Mike W.
The price is AU$660
includes taxes & fees
15 Apr - 16 Apr
Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (149 reviews)
"We found the condo to have everything we needed. Very nice interior decor, clean and well stocked. The porch was nice and had a great view. Having the restaurant Sudi’s within walking distance was a plus. The walk down to the beach was a bit far and challenging coming back up the hill! We would stay again. Host was very responsive. "
United States
David
The price is AU$431
includes taxes & fees
7 May - 8 May
The Mermaid's Pearl at Sapphire Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Water Island Hotel Reviews

Find out more about Water Island

Everything you need to know about Water Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Water Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Water Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Water Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Water Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Water Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Water Island holiday rentals we have chosen for you start as low as AU$154 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Water Island rentals

At Expedia, we put the best Water Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Water Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Water Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Water Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.