A coastal town with clear turquoise waters, numerous sailboats, and lush greenery.

St. John Holiday Rentals

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Our top choices for St. John holiday rentals

1. 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, (503 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$661
includes taxes & fees
5 Sept - 6 Sept
The Westin St. John Resort Villas

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (37 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$927
includes taxes & fees
24 Aug - 25 Aug
Villa Island Paradise

3. 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$1,229
includes taxes & fees
23 Aug - 24 Aug
Suite St. John at Gallows Point Resort

4. 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$387
includes taxes & fees
30 Aug - 31 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

5. Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is NZ$1,066
includes taxes & fees
5 Sept - 6 Sept
Sunset Ridge Villas Unit D

6. 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$585
includes taxes & fees
23 Aug - 24 Aug
Lameshur Cottage's Guest House

7. Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is NZ$302
includes taxes & fees
23 Aug - 24 Aug
Flamingo Grove Glamping Site with AC

8. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (18 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is NZ$688
includes taxes & fees
1 Sept - 2 Sept
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

9. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is NZ$477
includes taxes & fees
23 Aug - 24 Aug
Turtle Nest Family Glamping Site with AC

10. St John Inn Boutique Hotel Suite w/ Kitchenette

St John Inn Boutique Hotel Suite w/ Kitchenette
Cruz Bay
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic we'll go again! "
United States
Paul D.
The price is NZ$557
includes taxes & fees
31 Aug - 1 Sept
St John Inn Boutique Hotel Suite w/ Kitchenette

11. Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
St John
10.0 out of 10, Exceptional, (324 reviews)
"The property was close to everything. Perfect spot. People at the front lobby were wonderful. Would most certainly stay there again and recommend."
United States
Bob
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

12. Flamingo House • MOON • Cozy 1BR • Walk to town

Flamingo House • MOON • Cozy 1BR • Walk to town
Cruz Bay
9.4 out of 10, Exceptional, (8 reviews)
"The host had great communications, the place was spotlessly clean, and it was a good central location"
United States
Richard F.
Flamingo House • MOON • Cozy 1BR • Walk to town

13. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (58 reviews)
"Very clean. Great location. Helpful property manager. Great value for the money. Good sunset views. Very convenient to restaurants!"
United States
Charlene Z.
The price is NZ$936
includes taxes & fees
4 Sept - 5 Sept
Aahana Studio 4-303S

14. Oceanview Stay - Walk to Beach

Oceanview Stay - Walk to Beach
Cruz Bay
6.8 out of 10, (10 reviews)
"Lovely stay - clean, comfortable, and welcoming. Great location and everything we needed for a relaxing time. Would happily return!"
United States
Sabrina E.
The price is NZ$894
includes taxes & fees
24 Aug - 25 Aug
Oceanview Stay - Walk to Beach

15. St. John Escape 4-304

St. John Escape 4-304
St. John
10.0 out of 10, Exceptional, (130 reviews)
"We had a wonderful time staying in this beautiful property while visiting St John! "
United States
Kari H.
The price is NZ$1,220
includes taxes & fees
30 Aug - 31 Aug
St. John Escape 4-304

16. Flamingo House • COVE • walkable

Flamingo House • COVE • walkable
Cruz Bay
10.0 out of 10, Exceptional, (1 review)
"Very nice host who communicated well. the suite was it very well decorated and look to be recently renovated. we only stayed one night, but were impressed with the view."
United States
Adam W.
The price is NZ$453
includes taxes & fees
23 Aug - 24 Aug
Flamingo House • COVE • walkable

17. Serene Cruz Bay Villa Low Rates Labor Day Wkd

Serene Cruz Bay Villa Low Rates Labor Day Wkd
Cruz Bay
10.0 out of 10, Exceptional, (1 review)
"The pictures do not do this place justice. The view is spectacular. The set up was ideal for our family. The patio is far bigger than expected. The newer washer and dryer were so nice to have. The grounds are beautiful!"
United States
Mia G.
The price is NZ$1,088
includes taxes & fees
5 Sept - 6 Sept
Serene Cruz Bay Villa Low Rates Labor Day Wkd

18. Cruz Bay Oasis | Walk to Beach & Stunning Views

Cruz Bay Oasis | Walk to Beach & Stunning Views
Cruz Bay
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,419
includes taxes & fees
26 Aug - 27 Aug
Cruz Bay Oasis | Walk to Beach & Stunning Views

19. Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities

Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities
Cruz Bay
9.8 out of 10, Exceptional, (32 reviews)
"a beautiful place to stay for vacation"
United States
Xiaojiang
The price is NZ$1,147
includes taxes & fees
2 Sept - 3 Sept
Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities

20. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is NZ$1,458
includes taxes & fees
24 Aug - 25 Aug
Peter Bay Gatehouse
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 St. John Hotel Reviews

Find out more about St. John

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. John holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. John. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. John. Seeing all the best attractions is bound to make you fall in love with St. John. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. John short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in St. John?

Yes, there are holiday rentals close to the most popular sights in St. John, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to St. John speak positively about the scenic seaside and seafood restaurants in this destination.

What are some of the best holiday rentals that St. John has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated holiday home rental in St. John is located on the beach, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. Some other homes for rent in St. John include Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep and Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System.

How many holiday rentals are there in St. John?

With 204 Expedia holiday rentals, you're guaranteed to find just the right place for your St. John stay.

What’s there to see and do in St. John?

Virgin Islands National Park and Trunk Bay are a couple of scenic spots to enjoy the outdoors, whereas Elaine Lone Sprauve Library and Museum is one of the cultural attractions. Other places in town to visit include Maho Beach and Waterlemon Cay.

What’s a holiday rental in St. John like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. John. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.