St. John Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for St. John holiday rentals

Villa in St. John

Villa Island Paradise
4.0 star property
8.4 out of 10, Very good, (8)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is NZ$1,343
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Island Paradise
10.0 out of 10, Exceptional, (134)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
The price is NZ$771
includes taxes & fees
25 Jan - 26 Jan 2026
Lameshur Cottage's Guest House
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
The price is NZ$416
includes taxes & fees
31 Dec - 1 Jan 2026
Lameshur Bay Glamping Site with AC
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.
The price is NZ$489
includes taxes & fees
31 Dec - 1 Jan 2026
Family Glamping Site with AC
9.4 out of 10, Exceptional, (9)
"Very clean, great location, loved it all. "
United States
Sarah K.
The price is NZ$574
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay
9.4 out of 10, Exceptional, (3)
"The property is very nice, a large unit with a lot of amenities, great view from upper shared roof. Had a problem with the package Orbitz/MapQuest showing it 3-4 streets from Ferry drop off. I’ve used it for years on proper location. Switched to google after discussion with agent and unit is not to far from Downtown up and down a couple of hills also has a very steep driveway and tight turn around issues. 4 wheel drive is a must not a recommendation as noted on the property info at the very...
United States
Edward
The price is NZ$547
includes taxes & fees
14 Jan - 15 Jan 2026
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
9.6 out of 10, Exceptional, (65)
"Loved our stay, close to town and beaches, great view and quiet neighborhood."
United States
Barbara
The price is NZ$493
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Aparthotel in Cruz Bay

St John Inn Boutique Hotel Suite
10.0 out of 10, Exceptional, (14)
"We had a fantastic stay. The property went above and beyond to make sure we had everything we needed for a great visit to St John. "
United States
Katie
The price is NZ$834
includes taxes & fees
31 Dec - 1 Jan 2026
St John Inn Boutique Hotel Suite
10.0 out of 10, Exceptional, (32)
"A great place for a weekend getaway"
United States
Gregory K.
The price is NZ$1,160
includes taxes & fees
16 Jan - 17 Jan 2026
Colorful Caribbean Cottage • King Bed, Pool, Lush Garden Views
2.0 star property
The price is NZ$2,169
includes taxes & fees
11 Jan - 12 Jan 2026
Scenic Villa Walk to Cruz Bay and Stunning Views
9.8 out of 10, Exceptional, (27)
"Week stay in Cruz Bay. Perfect set up for two couples. "
United States
Rick S.
The price is NZ$1,480
includes taxes & fees
16 Jan - 17 Jan 2026
Villa Bougainvillea / Caribbean Retreat
The price is NZ$402
includes taxes & fees
31 Dec - 1 Jan 2026
Salt Pond Bay Glamping Site With AC
9.2 out of 10, Wonderful, (10)
"This is our second time renting here. The views are amazing and the place is simple and perfect. "
United States
Jenna B.
Flamingo House • COCO • Ocean view • Walk to town
10.0 out of 10, Exceptional, (2)
"Step 1: Sleep late in a beautiful Villa, jump in the Jeep, pick up a bite to eat heading through town, choose a perfect beach and spend an afternoon in magic waters. Step 2: Jump back in the Jeep and swing by the market on the way home to the Villa. Step 3: Prep an awesome meal in the kitchen with the perfect view then head out to our private pool to have cocktails and watch the sun set behind the other islands. Step 4: Enjoy a delicious dinner with that perfect view and beautiful partner and...
United States
John K.
The price is NZ$1,872
includes taxes & fees
12 Jan - 13 Jan 2026
Charming 2 Bed 2 Bath Private Villa with Infinity Pool
7.6 out of 10, Good, (9)
"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.
The price is NZ$2,161
includes taxes & fees
12 Jan - 13 Jan 2026
Scenic Villa | Walk to Cruz Bay & Stunning Views
9.6 out of 10, Exceptional, (9)
"Clean and roomy! It was close enough to town to run and grab stuff from the grocery store or go out to eat. Close access to all roads that lead to the good beaches."
United States
Greg P.
The price is NZ$1,564
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms.

Holiday Home in Cruz Bay

Dolphin Suites Unit 7
9.0 out of 10, Wonderful, (2)
"Great clean place for a quick last minute vacation"
United States
Kerie H.
The price is NZ$1,051
includes taxes & fees
5 Jan - 6 Jan 2026
Dolphin Suites Unit 7
2.0 star property
The price is NZ$1,418
includes taxes & fees
6 Jan - 7 Jan 2026
Cruz Bay Oasis | Walk to Beach & Restaurants
9.6 out of 10, Exceptional, (5)
"Very charming place in a very convenient location!"
United States
Sarah S.
Flamingo House • SALT • Spacious 1BR •Walk to town
9.8 out of 10, Exceptional, (25)
"Great location, great view, great service, great everything! Thanks so much Jenny & Chris!"
United States
Terry W.
The price is NZ$1,536
includes taxes & fees
3 Jan - 4 Jan 2026
Stunning Penthouse W/ Ocean View Seconds From Cruz Bay
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. John Hotel Reviews

Find out more about St. John

Everything you need to know about 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. 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. John holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in 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. 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. John holiday rentals we have selected for you start as low as NZ$547 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. John rentals

At Expedia, we put the best 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. 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. 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. 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. 

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 popular beaches and seafood restaurants in this destination.

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

Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms.: This highly rated holiday home rental in St. John is equipped with a balcony, air conditioning and WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other homes for rent in St. John include Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep and Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!.

How many holiday rentals are there in St. John?

With 186 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?

Trunk Bay and Virgin Islands National Park are a couple of scenic spots to enjoy the outdoors, whereas Elaine Lone Sprauve Library and Museum is one of the cultural attractions. You’ll find favourite places to visit such as Sapphire Beach and Magens Bay Beach in the wider area.

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.