Default HTG hotel image

Estate Great Saint James Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Estate Great Saint James Island holiday rentals

Exterior

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (784 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is NZ$386
includes taxes & fees
29 Sept - 30 Sept
Bluebeard's Castle Resort
Outdoor pool, pool cabanas (surcharge), pool loungers

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, (504 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$668
includes taxes & fees
13 Sept - 14 Sept
The Westin St. John Resort Villas
Luxury Suite Ocean View Upper 15D | View from room

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$1,242
includes taxes & fees
1 Sept - 2 Sept
Suite St. John at Gallows Point Resort
Aerial view

4. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (38 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is NZ$894
includes taxes & fees
28 Sept - 29 Sept
Villa Island Paradise
Beach nearby, snorkelling

5. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (205 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is NZ$1,196
includes taxes & fees
2 Sept - 3 Sept
Marriott's Frenchman's Cove
Luxury Penthouse | Balcony view

6. 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$1,474
includes taxes & fees
1 Sept - 2 Sept
Peter Bay Gatehouse
Children’s activities

7. 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$1,062
includes taxes & fees
5 Sept - 6 Sept
Sunset Ridge Villas Unit D
Deluxe House, Ocean View | Living area

8. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,255
includes taxes & fees
14 Sept - 15 Sept
The Breeze
Villa (3 Bedrooms) | Interior

9. St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is NZ$1,915
includes taxes & fees
4 Sept - 5 Sept
St Thomas Cliffside Villa With Pool & Hot Tub!
Terrace/patio

10. 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$406
includes taxes & fees
4 Sept - 5 Sept
Shibui Cove
Family Apartment, Ocean View | Terrace/patio

11. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is NZ$566
includes taxes & fees
1 Oct - 2 Oct
The Perch at Hawk Hill
City Apartment, 3 Bedrooms, Kitchen, City View | Living room

12. The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is NZ$639
includes taxes & fees
2 Sept - 3 Sept
The Landmark Apartment
Deluxe Apartment | Balcony

13. 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$602
includes taxes & fees
1 Sept - 2 Sept
Villa Indigo 1BR in Private Gated Estate
Cottage

14. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$774
includes taxes & fees
1 Sept - 2 Sept
The Cottage at Villa Indigo
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

15. Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is NZ$525
includes taxes & fees
1 Sept - 2 Sept
Little Indigo Apartments
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Great Saint James Island Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"⭐⭐⭐⭐⭐ We had a wonderful experience! The amenities were excellent, clean, and well maintained, making our stay comfortable and enjoyable. The customer service was outstanding from beginning to end. Everyone was friendly, welcoming, and always willing to help. A special thank you to Brittany, the manager, who went above and beyond to make sure our stay was pleasant and that we had everything we needed. Her professionalism, kindness, and attention to detail truly made a difference. You can tell she genuinely cares about her guests and their experience. We really enjoyed our stay and would definitely recommend this place to anyone looking for great amenities, excellent customer service, and a welcoming atmosphere. We look forward to coming back! ⭐️⭐️⭐️⭐️⭐️"
Derick Damian Cortez 5-night trip
Posted 8 hours ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Estate Great Saint James Island

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 Estate Great Saint James Island 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 Estate Great Saint James Island. 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 Estate Great Saint James Island. Seeing all the best attractions is bound to make you fall in love with Estate Great Saint James Island. 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 Estate Great Saint James Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Estate Great Saint James Island?

Yes, there are holiday rentals close to the most popular sights in Estate Great Saint James Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Great Saint James Island has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This holiday home rental outside of Estate Great Saint James Island 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.

What can I see and do in Estate Great Saint James Island?

Get outdoors into nature at a spot like Sapphire Beach, or visit other top attractions such as Trunk Bay. Virgin Islands National Park and Cowpet Bay are a couple of places you'll find in the wider area.

What are holiday rentals like in Estate Great Saint James Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Great Saint James Island. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.