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

Water Island Vacation Rentals

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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, (890 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is CA $263
CA $326 total
includes taxes & fees
Nov 9 - Nov 10
Bluebeard's Castle Resort
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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
The price is CA $71
CA $335 total
includes taxes & fees
Oct 29 - Oct 30
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A coastal landscape with a beach, clear blue waters, and lush greenery.

3. 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
The price is CA $99
CA $683 total
includes taxes & fees
Oct 11 - Oct 12
Villa Island Paradise
A clear turquoise sea with people swimming.

4. 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
The price is CA $224
CA $447 total
includes taxes & fees
Oct 25 - Oct 26
Breathtaking Views from Sapphire Village II
A resort with a central pool, palm trees, and a view of the ocean.

5. 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, (509 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is CA $500
CA $563 total
includes taxes & fees
Oct 24 - Oct 25
The Westin St. John Resort Villas
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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, (243 reviews)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
The price is CA $141
CA $338 total
includes taxes & fees
Oct 11 - Oct 12
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water and waves.

7. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is CA $151
CA $371 total
includes taxes & fees
Oct 11 - Oct 12
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

8. 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, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $71
CA $335 total
includes taxes & fees
Oct 16 - Oct 17
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

9. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is CA $188
CA $1,066 total
includes taxes & fees
Oct 11 - Oct 12
The Breeze
A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

10. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is CA $245
CA $490 total
includes taxes & fees
Oct 11 - Oct 12
The Perch at Hawk Hill
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

11. 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, (174 reviews)
"Excellent location and very nice place to visit and Sudi's Bar/restaurant is the place to be and the whole staff is Excellent and the food is delicious and reminds you of Cheers 😎."
United States
Quincy
The price is CA $114
CA $431 total
includes taxes & fees
Oct 12 - Oct 13
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

12. 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
The price is CA $167
CA $406 total
includes taxes & fees
Oct 11 - Oct 12
Sophisticated Beach Condo-Ocean View-Sapphire
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

13. 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 CA $358
CA $621 total
includes taxes & fees
Oct 31 - Nov 1
The Cottage at Villa Indigo
A beach with clear turquoise water, sandy shore, and buildings in the background.

14. 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, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is CA $135
CA $332 total
includes taxes & fees
Oct 11 - Oct 12
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with clear turquoise water, gentle waves, and distant islands.

15. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is CA $288
CA $751 total
includes taxes & fees
Oct 11 - Oct 12
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A beach with clear turquoise water, sandy shore, and buildings in the background.

16. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is CA $164
CA $413 total
includes taxes & fees
Oct 19 - Oct 20
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with clear turquoise water, a sandy shore, and a distant view of a hill with buildings.

17. Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (38 reviews)
"Enjoyed my stay! "
United States
Eric B.
The price is CA $198
CA $493 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Beachside Escape with Private Pool and Generator!
A wooden deck with outdoor furniture, including chairs and a table, under a large umbrella.

18. Hidden Hilltop Treasure

Hidden Hilltop Treasure
Charlotte Amalie
9.8 out of 10, Exceptional, (46 reviews)
"Home was nice. "
United States
Anna L.
The price is CA $128
CA $229 total
includes taxes & fees
Oct 12 - Oct 13
Hidden Hilltop Treasure
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

19. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is CA $797
CA $897 total
includes taxes & fees
Oct 16 - Oct 17
Marriott's Frenchman's Cove
A beach with palm trees, clear blue sky, and a calm sea.

20. 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, (96 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is CA $135
CA $335 total
includes taxes & fees
Oct 12 - Oct 13
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
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

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Great hotel & resort"
David Josiah 7-night trip
Posted 3 hours ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Water Island

Everything you need to know about Water Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Water Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Water Island vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Water Island vacation rentals we have selected for you start as low as CA $326 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 vacation 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 vacation.

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.