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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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, (846 reviews)
"Bluebeards is one of my favorite places to stay when I am on the island."
United States
Erica
The price is ฿6,149
฿7,609 total
includes taxes & fees
19 Oct - 20 Oct
Bluebeard's Castle Resort
Aerial view

2. 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 ฿2,863
฿16,662 total
includes taxes & fees
11 Oct - 12 Oct
Villa Island Paradise
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 ฿16,493
฿24,481 total
includes taxes & fees
1 Oct - 2 Oct
Suite St. John at Gallows Point Resort
Outdoor pool, pool cabanas (surcharge), pool loungers

4. 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 ฿11,695
฿13,157 total
includes taxes & fees
3 Oct - 4 Oct
The Westin St. John Resort Villas
Luxury Penthouse | Balcony view

5. 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 ฿20,825
฿29,051 total
includes taxes & fees
24 Sept - 25 Sept
Peter Bay Gatehouse
Beach nearby, snorkelling

6. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 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 ฿20,958
฿23,578 total
includes taxes & fees
21 Sept - 22 Sept
Marriott's Frenchman's Cove
Family Apartment, Ocean View | Terrace/patio

7. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is ฿5,735
฿11,450 total
includes taxes & fees
21 Sept - 22 Sept
The Perch at Hawk Hill
Deluxe House, Ocean View | Living area

8. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is ฿4,383
฿24,923 total
includes taxes & fees
3 Oct - 4 Oct
The Breeze
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

9. 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 ฿7,410
฿13,334 total
includes taxes & fees
21 Sept - 22 Sept
The Landmark Apartment
Deluxe Apartment | Balcony

10. 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 ฿6,897
฿11,867 total
includes taxes & fees
21 Sept - 22 Sept
Villa Indigo 1BR in Private Gated Estate
Terrace/patio

11. 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 ฿2,562
฿8,169 total
includes taxes & fees
7 Oct - 8 Oct
Shibui Cove
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

12. 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 ฿5,668
฿10,346 total
includes taxes & fees
21 Sept - 22 Sept
Little Indigo Apartments
Villa (3 Bedrooms) | Interior

13. 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 ฿21,325
฿37,747 total
includes taxes & fees
24 Sept - 25 Sept
St Thomas Cliffside Villa With Pool & Hot Tub!
Luxury Apartment, 1 Bedroom, Sea Facing | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

14. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is ฿7,467
฿13,397 total
includes taxes & fees
1 Oct - 2 Oct
Aqua
Cottage | 2 bedrooms, premium bedding, down duvets, pillow-top beds

15. 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 ฿8,966
฿15,261 total
includes taxes & fees
21 Sept - 22 Sept
The Cottage at Villa Indigo
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 Estate Great Saint James Island Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

8/10 Good
"The Windward Passage is a convenient option for early morning ferries"
Lynne 1-night trip
Posted 3 hours ago
Windward Passage Hotel

Find out more about Estate Great Saint James Island

Search for holiday rentals in Estate Great Saint James Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Great Saint James Island using one of the methods below:

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

While you're exploring the area, Sapphire Beach and Cowpet Bay are a couple of picturesque spots to get outside and enjoy nature. Bluebeards Beach and Secret Harbour Beach 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.