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Vacation Rentals in Water Island

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Our top choices for Water Island vacation 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, (807)
"location nice pool "
United States
Gary
$178 nightly
The price is $198
Jan 4 - Jan 5, 2026
Total with taxes and fees
Flamboyan on the Bay Resort and Villas

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (24)
"The location is amazing, the space was clean, and the kitchen area, shower, and snorkeling/beach gear were much appreciated!"
United States
Ann
$228 nightly
The price is $246
Dec 31 - Jan 1, 2026
Total with taxes and fees
Lameshur Bay Glamping Site with AC

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
$656 nightly
The price is $731
Dec 25 - Dec 26
Total with taxes and fees
Villa Island Paradise

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (133)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
Lameshur Cottage's Guest House

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (30)
"Overall great property only semi complaint which is more needy than anything is the tent will get a bit stuffy and hot when the fans die. "
United States
Will C.
$249 nightly
The price is $269
Dec 31 - Jan 1, 2026
Total with taxes and fees
Family Glamping Site with AC

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
$356 nightly
The price is $382
Jan 24 - Jan 25, 2026
Total with taxes and fees
The Landmark Apartment

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, (179)
"This room was absolutely perfect for my stay in St Thomas. It had everything I needed and was convenient to all the places I had to visit during my stay. A short walk to the beach, plenty of very good on site restaurants, nice pools, incredible views every day. As far as the room the bed was comfortable. It had a nice big TV, small kitchen with big frig, blender and Pod Coffee maker. I liked that they even supplied snorkeling gear, coolers, beach chairs, sunscreen lotion, bug spray, aloe and...
United States
Paul
$263 nightly
The price is $273
Jan 15 - Jan 16, 2026
Total with taxes and fees
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (32)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
$294 nightly
The price is $315
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sophisticated Beach Condo-Ocean View-Sapphire

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
$221 nightly
The price is $238
Dec 31 - Jan 1, 2026
Total with taxes and fees
Salt Pond Bay Glamping Site With AC

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
10.0 out of 10, Exceptional, (39)
"Clean home, accurate check-in instructions, splendid view!"
United States
Jeffrey
$231 nightly
The price is $247
Jan 11 - Jan 12, 2026
Total with taxes and fees
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

The Breeze St Thomas

The Breeze St Thomas
2.0 star property
St. Thomas
$443 nightly
The price is $495
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Breeze St Thomas

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, (152)
"Condo was everything it was advertised to be - Sudi’s was the cherry on top"
United States
John A.
$325 nightly
The price is $339
Jan 1 - Jan 2, 2026
Total with taxes and fees
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
Maho Bay Quarter
9.6 out of 10, Exceptional, (27)
"Beautiful property with gorgeous views! Tommy was very quick to answer any questions or just give us information!"
United States
Amy G.
$1,245 nightly
The price is $1,437
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
$341 nightly
The price is $382
Jan 1 - Jan 2, 2026
Total with taxes and fees
Shibui Cove

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.4 out of 10, Very Good, (22)
"Amazing views, very nice people"
United States
Ramie
$312 nightly
The price is $336
Dec 25 - Dec 26
Total with taxes and fees
Little Indigo Apartments

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, (222)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
$195 nightly
The price is $198
Dec 30 - Dec 31
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Caribbean Escape just steps from Sapphire Beach!

Caribbean Escape just steps from Sapphire Beach!
St Thomas
9.8 out of 10, Exceptional, (78)
"Very clean unitGood restaurant on siteOcean view with boat dockShort walk to the beach"
United States
Ade Gabriel S.
$296 nightly
The price is $328
Dec 26 - Dec 27
Total with taxes and fees
Caribbean Escape just steps from Sapphire Beach!

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
$985 nightly
The price is $1,084
Jan 11 - Jan 12, 2026
Total with taxes and fees
Suite St. John at Gallows Point Resort

Lazy Loft: Tiny Room Loft Queen w Pool

Lazy Loft: Tiny Room Loft Queen w Pool
St Thomas
10.0 out of 10, Exceptional, (11)
"Awesome Laid Back Island Asthethics"
United States
Ryan
$169 nightly
The price is $181
Dec 31 - Jan 1, 2026
Total with taxes and fees
Lazy Loft: Tiny Room Loft Queen w Pool

Oceanfront Condo with Balcony, Pool & Fast Wi-Fi – Near Red Hook

Oceanfront Condo with Balcony, Pool & Fast Wi-Fi – Near Red Hook
St. Thomas
9.8 out of 10, Exceptional, (17)
"Great location and a very nice 1BR condo overlooking the ocean. We walked to nearby spots for food and drinks. Really liked this place and would stay again. "
United States
David
$353 nightly
The price is $392
Jan 8 - Jan 9, 2026
Total with taxes and fees
Oceanfront Condo with Balcony, Pool & Fast Wi-Fi – Near Red Hook
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

Discover your perfect Water Island vacation rental with Expedia

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 $198 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.