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. 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 NZ$846
includes taxes & fees
11 Oct - 12 Oct
Villa Island Paradise

2. 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, (507 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 NZ$705
includes taxes & fees
20 Oct - 21 Oct
The Westin St. John Resort Villas

3. 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$322
includes taxes & fees
8 Oct - 9 Oct
Flamingo Grove Glamping Site with AC

4. 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$633
includes taxes & fees
10 Oct - 11 Oct
Lameshur Cottage's Guest House

5. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is NZ$322
includes taxes & fees
8 Oct - 9 Oct
Octopus Den Glamping Site with AC

6. 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$595
includes taxes & fees
10 Oct - 11 Oct
St John Inn Boutique Hotel Suite w/ Kitchenette

7. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is NZ$509
includes taxes & fees
9 Oct - 10 Oct
Turtle Nest Family Glamping Site with AC

8. Cruz Bay Oasis | Walk to Beach & Restaurants

Cruz Bay Oasis | Walk to Beach & Restaurants
Cruz Bay
8.6 out of 10, Excellent, (11 reviews)
"You can basically walk to everything more importantly walk home after all the fun "
United States
Edward J.
The price is NZ$858
includes taxes & fees
11 Oct - 12 Oct
Cruz Bay Oasis | Walk to Beach & Restaurants

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

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is NZ$714
includes taxes & fees
8 Oct - 9 Oct
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

10. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (60 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$1,031
includes taxes & fees
8 Oct - 9 Oct
Aahana Studio 4-303S

11. 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$1,523
includes taxes & fees
8 Oct - 9 Oct
Suite St. John at Gallows Point Resort

12. Dolphin Suites Unit 8

Dolphin Suites Unit 8
Cruz Bay
8.6 out of 10, Excellent, (16 reviews)
"Great location, easy check in, lots of shops and restaurants in walking distance, very clean, recommend this home."
United States
Sophia V.
The price is NZ$624
includes taxes & fees
10 Oct - 11 Oct
Dolphin Suites Unit 8

13. 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$1,320
includes taxes & fees
8 Oct - 9 Oct
St. John Escape 4-304

14. Oceanview Villa | Walk to Beach & Cruz Bay

Oceanview Villa | Walk to Beach & Cruz Bay
Cruz Bay
8.6 out of 10, Excellent, (7 reviews)
"Our unit was perfect! Walking distance into Cruz Bay is a huge plus. The friendly kitty outside sealed the deal!"
United States
Tom R.
The price is NZ$1,091
includes taxes & fees
12 Oct - 13 Oct
Oceanview Villa | Walk to Beach & Cruz Bay

15. Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!

Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!
Cruz Bay
10.0 out of 10, Exceptional, (190 reviews)
"Loved the location and will stay there again"
United States
Mark L.
The price is NZ$1,556
includes taxes & fees
3 Nov - 4 Nov
Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!

16. Cruz Bay Oasis | Walk to Beach & Restaurants

Cruz Bay Oasis | Walk to Beach & Restaurants
Cruz Bay
Cruz Bay Oasis | Walk to Beach & Restaurants

17. Oceanview Escape | Walk to Cruz Bay & Beaches

Oceanview Escape | Walk to Cruz Bay & Beaches
Cruz Bay
8.0 out of 10, Very good, (8 reviews)
"Great location and cozy atmosphereThe apartment is just a short walk from everything. Comfortable bed, quiet at night, and good Wi-Fi. Only downside: a bit hard to find parking nearby"
United States
Baptiste F.
The price is NZ$1,035
includes taxes & fees
16 Oct - 17 Oct
Oceanview Escape | Walk to Cruz Bay & Beaches

18. Scenic Villa | Walk to Cruz Bay & Stunning Views

Scenic Villa | Walk to Cruz Bay & Stunning Views
Cruz Bay
7.6 out of 10, Good, (9 reviews)
"I loved my stay! I felt really like at home! Everything is beautiful, clean and the facilities are great.Nothing to stay but wonderful!"
United States
Sabrina E.
Scenic Villa | Walk to Cruz Bay & Stunning Views

19. 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$1,074
includes taxes & fees
30 Oct - 31 Oct
Oceanview Stay - Walk to Beach

20. Aahana 4-303

Aahana 4-303
Cruz Bay, St. John
9.8 out of 10, Exceptional, (37 reviews)
"Great location, great view, seemless arrival, clean, well equipped with beach gear. "
United States
Douglas D.
The price is NZ$1,318
includes taxes & fees
8 Oct - 9 Oct
Aahana 4-303
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?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This highly rated holiday home rental in St. John is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in St. John include New 2BR villa w/ balcony near Cruz Bay and Private Pool overlooking ocean, large deck on Estate Property. Great Privacy..

How many holiday rentals are there in St. John?

With 202 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 Maho Beach 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 Cinnamon Bay Beach and Cinnamon Bay.

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.