A coastal area with numerous sailboats anchored in turquoise waters, surrounded by lush greenery and a row of buildings with domed roofs.

St. Thomas and St. John Holiday Rentals

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Our top choices for St. Thomas and St. John holiday rentals

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (729 reviews)
"The view, the accommodation, the staff were all superb. I always stay there when I visit the Island."
United States
Janice
The price is NZ$423
includes taxes & fees
11 Sept - 12 Sept
Bluebeard's Castle Resort

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (36 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is NZ$902
includes taxes & fees
15 Aug - 16 Aug
Villa Island Paradise

3. 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, (251 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is NZ$471
includes taxes & fees
3 Sept - 4 Sept
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

4. 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, (501 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is NZ$713
includes taxes & fees
1 Sept - 2 Sept
The Westin St. John Resort Villas

5. 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, (199 reviews)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is NZ$346
includes taxes & fees
28 Aug - 29 Aug
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

6. 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, (200 reviews)
"Great stay! Easy to check in, communicate with host, perfect location!"
United States
Sarah L.
The price is NZ$465
includes taxes & fees
14 Aug - 15 Aug
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

7. 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, (94 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 NZ$393
includes taxes & fees
14 Aug - 15 Aug
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

8. 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, (236 reviews)
"Nice for what we needed pool close, we didnt rent a car so be advised condo is up a big hill , if going to beach you have to walk a ways, if you have mobility issue you may need a car , Suzi bar was great every one friendly. Michael the host is very responsive."
United States
Steve
The price is NZ$442
includes taxes & fees
20 Aug - 21 Aug
The Captain and the Mermaid - Adventures in Paradise are waiting!

9. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"Had a great time. Mary was very responsive and helpful."
United States
Teresa S.
The price is NZ$481
includes taxes & fees
14 Aug - 15 Aug
Breathtaking Views from Sapphire Village II

10. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (161 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is NZ$454
includes taxes & fees
20 Aug - 21 Aug
The Mermaid's Pearl at Sapphire Beach

11. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (43 reviews)
"Swell"
United States
Chelsea
The price is NZ$440
includes taxes & fees
16 Aug - 17 Aug
Sophisticated Beach Condo-Ocean View-Sapphire

12. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,294
includes taxes & fees
14 Aug - 15 Aug
The Breeze

13. Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (82 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is NZ$398
includes taxes & fees
14 Aug - 15 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

14. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is NZ$1,244
includes taxes & fees
14 Aug - 15 Aug
Suite St. John at Gallows Point Resort

15. 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)
"Room was just what we needed. Easy to check in and out. Good location near Sapphire Beach and some restaurants. It is a good hill so walking back is tougher but manageable for me and my 12 year old. "
United States
Nicole C.
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

16. Hidden Hilltop Treasure

Hidden Hilltop Treasure
St. Thomas
9.6 out of 10, Exceptional, (45 reviews)
"Home was nice. "
United States
Anna L.
The price is NZ$290
includes taxes & fees
20 Aug - 21 Aug
Hidden Hilltop Treasure

17. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Saint Thomas
9.2 out of 10, Wonderful, (64 reviews)
"Cozy and romantic room with an excellent air conditioner. "
United States
Matt R.
The price is NZ$600
includes taxes & fees
22 Aug - 23 Aug
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

18. 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 NZ$518
includes taxes & fees
20 Aug - 21 Aug
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

19. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is NZ$601
includes taxes & fees
22 Aug - 23 Aug
Villa Indigo 1BR in Private Gated Estate

20. Villa East - Panoramic waterfront view - Best location

Villa East - Panoramic waterfront view - Best 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
The price is NZ$619
includes taxes & fees
14 Aug - 15 Aug
Villa East - Panoramic waterfront view - Best location
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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Everything you need to know about St. Thomas and St. John 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 St. Thomas and St. John 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 St. Thomas and St. John holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Thomas and St. John holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Thomas and St. John. 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 St. Thomas and St. John 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 St. Thomas and St. John holiday rentals we have selected for you start as low as NZ$423 per night. Entering your travel dates in the search wizard you might find even better deals!

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At Expedia, we put the best St. Thomas and St. John 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 St. Thomas and St. John 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 St. Thomas and St. John 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 St. Thomas and St. John. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.