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

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 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$983
includes taxes & fees
29 June - 30 June
Villa Island Paradise

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, (246 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is NZ$473
includes taxes & fees
1 July - 2 July
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is NZ$1,297
includes taxes & fees
12 July - 13 July
Suite St. John at Gallows Point Resort

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, (196 reviews)
"Great location. "
United States
Nicole V.
The price is NZ$480
includes taxes & fees
5 July - 6 July
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

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, (229 reviews)
"Great location. "
United States
Carolyn W.
The price is NZ$442
includes taxes & fees
30 June - 1 July
The Captain and the Mermaid - Adventures in Paradise are waiting!

Charming Beach Condo w/ Balcony

Charming Beach Condo w/ Balcony
Smith Bay
9.4 out of 10, Exceptional, (46 reviews)
"Perfect stay. I will definitely come back. Host was responsive and accommodating. Great location. Thank you. "
United States
Anonymous traveller
The price is NZ$514
includes taxes & fees
1 July - 2 July
Charming Beach Condo w/ Balcony

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (41 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is NZ$480
includes taxes & fees
29 June - 30 June
Sophisticated Beach Condo-Ocean View-Sapphire

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is NZ$627
includes taxes & fees
2 July - 3 July
Lameshur Cottage's Guest House

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,393
includes taxes & fees
4 July - 5 July
The Breeze

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (112 reviews)
"Great place to stay for the night."
United States
Kyle E.
The price is NZ$602
includes taxes & fees
6 July - 7 July
Breathtaking Views from Sapphire Village

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, (79 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is NZ$411
includes taxes & fees
26 July - 27 July
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (23 reviews)
"Location was great-short walk to beach. In walking distance to excellent restaurant. The accommodation was clean and comfortable. Could use some maintenance updates. Overall it was a great place to stay. We communicated directly with Chris! She was very helpful it getting us settled and giving info on beaches, eateries and sites to see. Would recommend to others."
United States
pat
The price is NZ$854
includes taxes & fees
12 July - 13 July
Romantic Private Pool Villa @ Sapphire. Generator.Grill

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (159 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is NZ$495
includes taxes & fees
11 July - 12 July
The Mermaid's Pearl at Sapphire Beach

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is NZ$1,546
includes taxes & fees
11 July - 12 July
Peter Bay Gatehouse

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
The price is NZ$592
includes taxes & fees
10 July - 11 July
Shibui Cove

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, (127 reviews)
"The studio was fully equipped to enjoy a beach vacation."
United States
Mary
The price is NZ$464
includes taxes & fees
11 July - 12 July
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

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, (93 reviews)
"Very clean comforting room. Owner thought of everything, beach chairs, towels, excellent stay in the area. "
United States
wing
The price is NZ$414
includes taxes & fees
6 July - 7 July
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

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$636
includes taxes & fees
9 July - 10 July
Villa Indigo 1BR in Private Gated Estate

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, (51 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$666
includes taxes & fees
10 July - 11 July
Villa East - Panoramic waterfront view - Best location

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$303
includes taxes & fees
2 July - 3 July
Hidden Hilltop Treasure
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$442 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.