Estate Little Saint James Island Holidays

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Top hotels in Estate Little Saint James Island

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is S$428 per night from 20 Aug to 21 Aug
S$428
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (2,188 reviews)
"We absolutely loved it, but the seaweed was awful. It was hard to really sit outside on the property."

Reviewed on 16 Aug, 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is S$516 per night from 17 Sept to 18 Sept
S$516
17 Sept - 18 Sept
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"I can not say enough about everything. People and employees were the BEST. Will let my friends know everything."

Reviewed on 16 Aug, 2025

The Westin St. Thomas Beach Resort & Spa
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
7/10 Good! (1,383 reviews)
Emergency Use Very Accomodating
"Our flight got cancelled at Airport and Windward Passage was there to save the day. Rooms were simple, yet clean. Staff was very caring and although the neighborhood was decent, the property was helpful."

Reviewed on 18 Aug, 2025

Windward Passage Hotel
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.

Frequently asked questions

How much does an Estate Little Saint James Island holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Estate Little Saint James Island costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Estate Little Saint James Island?
You can usually find lower prices and better availability in September, October and November. Take a look at our cheap Estate Little Saint James Island holiday packages and you could land some great off-season discounts.
How many days is enough for Estate Little Saint James Island?
The ideal duration of your Estate Little Saint James Island holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to tick off all the leading sights and explore some hidden gems along the way.
How to find the best Estate Little Saint James Island package deals?
Finding a cheap Estate Little Saint James Island package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Estate Little Saint James Island package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Estate Little Saint James Island holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Estate Little Saint James Island escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Estate Little Saint James Island?
If you're planning a spur-of-the-moment Estate Little Saint James Island holiday, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Estate Little Saint James Island?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Estate Little Saint James Island.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Estate Little Saint James Island.
  3. Decide your trip length: Consider how much time you want to spend discovering Estate Little Saint James Island. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Estate Little Saint James Island holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.