Photo by Zain Gillani

Vacation Rentals in Water Island

Top cities in Water Island

A beach with clear turquoise water, a person walking towards the water, boats, and a green chair on the sand.
Vacation Rentals

Estate Western Water Island

Estate Western Water Island

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Water Island vacation rentals

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (963 reviews)
"All around great place"
United States
Hector
$159 nightly
The price is $179
Nov 16 - Nov 17
Total with taxes and fees
Bluebeard's Castle Resort
A coastal resort with beachfront villas, a golf course, and lush greenery.

2. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
$249 nightly
The price is $253
Nov 15 - Nov 16
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A resort with a beach, pool, and lush greenery.

3. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
$468 nightly
The price is $507
Nov 25 - Nov 26
Total with taxes and fees
Beachfront Villas at Crystal Cove
A swimming pool with lounge chairs and thatched umbrellas.

4. 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, (204 reviews)
"Great place to stay and peaceful"
United States
Candice D.
$249 nightly
The price is $253
Nov 13 - Nov 14
Total with taxes and fees
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A spacious living room with a large grey sofa, a white armchair, and a bench. There is a ceiling fan, a wall-mounted TV, and a large window providing natural light.

5. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
$564 nightly
The price is $635
Nov 15 - Nov 16
Total with taxes and fees
Villa Island Paradise
A beachfront hotel with multiple buildings, a sandy beach, and rocky shoreline.

6. 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, (246 reviews)
"Great clean and safe place to stay"
United States
angela C.
$326 nightly
The price is $349
Nov 14 - Nov 15
Total with taxes and fees
The Captain and the Mermaid - Adventures in Paradise are waiting!
A modern kitchen with a marble countertop, bar seating, and a television.

7. 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
9.8 out of 10, Exceptional, (208 reviews)
"Greetings from St Thomas Capitol of the United States Virgin Islands. 90 Days Residency Required to become a United States Virgin Islands Citizen. USVI 5% IRS Corporate Tax rate on All World-Wide income without City or State Taxes just Open a Headquarters Expedia....."
United States
Kevin
$326 nightly
The price is $334
Nov 22 - Nov 23
Total with taxes and fees
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

8. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
$357 nightly
The price is $396
Nov 19 - Nov 20
Total with taxes and fees
The Mermaid's Pearl at Sapphire Beach
A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

9. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
$280 nightly
The price is $299
Nov 12 - Nov 13
Total with taxes and fees
Breathtaking Views from Sapphire Village II
A balcony with a table and chairs, overlooking a scenic view of the sea and hills.

10. Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.6 out of 10, Good, (7 reviews)
"I like this hotel location , design of hotel, view from window, and comfortable inside. Some other near pool women destroyed my car of scratches because do not like when I parked near their car. However, very quant and clean hotel. Only what I did not like : no people for help in hotel , all was online ."
United States
Tetyana L
Shibui Cove
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

11. The Breeze

The Breeze
2.0 star property
ST Thomas
$168 nightly
The price is $189
Nov 12 - Nov 13
Total with taxes and fees
The Breeze
A table set with plates, cutlery, and glasses, overlooking a marina with boats and a clear sky.

12. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (102 reviews)
"Initially, somewhat tough to locate specific condo within the condo complex. Overall nice property. Very comfortable bed. Very close to Sapphire beach, Lindquist beach, and Red Hook. I would definitely stay again."
United States
Christopher
$245 nightly
The price is $273
Nov 26 - Nov 27
Total with taxes and fees
Updated: Luxe Condo steps from Sapphire Beach!
A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

13. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
$305 nightly
The price is $344
Nov 12 - Nov 13
Total with taxes and fees
The Perch at Hawk Hill
A resort with a central pool, palm trees, and a view of the ocean.

14. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (513 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
$391 nightly
The price is $440
Nov 24 - Nov 25
Total with taxes and fees
The Westin St. John Resort Villas
A wooden deck with lounge chairs and a pool, overlooking a body of water with boats and a mountainous backdrop.

15. Villa East - Panoramic beachfront views - Prime location

Villa East - Panoramic beachfront views - Prime location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (52 reviews)
"Room was very clean and the staff at the resort were very helpful and friendly. The view was incredible!"
United States
Konner
$336 nightly
The price is $375
Nov 12 - Nov 13
Total with taxes and fees
Villa East - Panoramic beachfront views - Prime location
A pool area with lounge chairs, palm trees, and a view of the ocean.

16. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
$260 nightly
The price is $276
Nov 18 - Nov 19
Total with taxes and fees
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A swimming pool with a pergola, lounge chairs, and a table in a backyard setting.

17. Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (24 reviews)
"Great experience. Nice property, easy walk to the beach, fun pool, TV to decompress with in the later evening. Cool rain shower, grill, quiet and peaceful. Good AC as well!Lovely time. Absolutely would book again and most likely will! Highly recommend."
United States
Timothy l.
$487 nightly
The price is $542
Nov 14 - Nov 15
Total with taxes and fees
Romantic Private Pool Villa @ Sapphire. Generator.Grill
A balcony with a glass table and wicker chairs, overlooking a scenic landscape with hills and a body of water.

18. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (130 reviews)
"Super clean, hotness responsive. Would highly recommend"
United States
Nolan Y.
$257 nightly
The price is $273
Nov 16 - Nov 17
Total with taxes and fees
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
An outdoor seating area with wooden tables and chairs, a covered patio, and a sandy beach in the background.

19. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
$258 nightly
The price is $273
Nov 12 - Nov 13
Total with taxes and fees
Sophisticated Beach Condo-Ocean View-Sapphire
A covered outdoor seating area with wicker furniture, a bar, and a yellow building.

20. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful experience with clean and comfortable room."
United States
Peiming
$192 nightly
The price is $207
Nov 12 - Nov 13
Total with taxes and fees
Octopus Den Glamping Site with AC
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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Find vacation rentals that suit your style

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Top Water Island Hotel Reviews

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.
Bluebeard's Castle Resort

Bluebeard's Castle Resort

Bluebeard's Castle Resort
Charlotte Amalie

10/10 Excellent

None
United States
Javon A.
Reviewed November 10, 2026
Bluebeard's Castle Resort

Frequently Asked Questions

How many vacation rentals are available in Water Island?

Expedia has plenty of vacation rentals to choose from in and around Water Island, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Water Island?

The selection of Water Island vacation rentals we have selected for you start as low as $179 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Water Island?

Vacation rentals in Water Island come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Water Island vacation rentals to suit everyone.


Why should I choose a vacation rental in Water Island?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Water Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.


How do I find the best deal on a vacation rental in Water Island?

Find vacation rentals in Water Island by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Water Island.


What amenities are available in a vacation rental in Water Island?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Water Island vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Water Island?

Everytime is a great time to head to Water Island! Staying in a Water Island vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Water Island. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Water Island vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Water Island, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Water Island vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.