Lesser Antilles Holidays

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Our guide on where to stay in Lesser Antilles

Find the best Lesser Antilles areas and neighborhoods for the activities you enjoy most. Learn more about Lesser Antilles
A sunset over a calm sea with several boats, a sandy beach, and a distant mountain range.

Esperanza

Stroll along the coastal boulevard and visit the collection of shops and restaurants on the main strip in the charming town.

Find hotels in Esperanza

Lesser Antilles Holiday

Our pick of the best Lesser Antilles Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$444 per night from 5 Nov to 6 Nov
NZ$444
5 Nov - 6 Nov
includes taxes & fees
9/10 Wonderful! (2,165 reviews)
"I enjoyed the views from my stay. The rooms were good, had many useful amenities. Only downside is that the rooms are outdated. In my opinion; the rooms could use extra sweeping, somewhat dusty. Good for the price, but I’d choose a different stay if I visit again."

Reviewed on 3 Nov 2026

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$988 per night from 15 Nov to 16 Nov
NZ$988
15 Nov - 16 Nov
includes taxes & fees
9/10 Wonderful! (2,430 reviews)
"Rooms were very clean, beautiful view, friendly staff. Definitely will stay there again"

Reviewed on 3 Nov 2026

The Morgan Resort Spa Village
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is NZ$393 per night from 3 Dec to 4 Dec
NZ$393
3 Dec - 4 Dec
includes taxes & fees
Bluebeard's Castle Resort
See all 15,379 properties in Lesser Antilles
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.

Stay near popular Lesser Antilles attractions

A beach with clear turquoise water, a large tree, and a distant hill with buildings.

Sapphire Beach

9.0/10 (1,479 reviews)
Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.
See properties

Frequently asked questions

How much does a Lesser Antilles holiday package cost?
Explore the best of Lesser Antilles from as low as . We offer a great selection of hotels, flights and rental cars to suit every budget. Land even better deals when you add some sightseeing tours to your package.
How do I get a cheap travel package to Lesser Antilles?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings stack up with a Lesser Antilles holiday package. It's as simple as that! From flights and hotels to tours and rental cars, Expedia makes travelling cheap and easy. And with more than 550 partner airlines and 1 000 000 hotel options around the globe to choose from, you won't be short of choice.
Where should I stay in Lesser Antilles?
St. Thomas is a terrific place to visit. This is where you'll find impressive sights including Magens Bay Beach and Coki Point Beach. Charlotte Amalie also draws in many travellers eager to check out some of the best attractions in Lesser Antilles. Some of the best are Blackbeards Castle and Fort Christian.
What are the top hotels in Lesser Antilles?
When it comes to hotels in St. Barthelemy, Christopher Hotel and Le Sereno are two excellent options. If you're visiting St. Thomas, Hilltop Villas At Bluebeard's Castle By Capital Holidays and Bunker Hill Hotel are waiting to welcome you.
How far in advance should I book my Lesser Antilles holiday?
Savvy travellers always book early. Airlines usually advertise flight tickets up to 12 months in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to take your holiday time next week? No need to worry. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Lesser Antilles travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you'll have to do is pick your ideal combination. Once you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to put together an awesome Lesser Antilles holiday.
What should I know before booking a Lesser Antilles travel package?
Whether it's relaxation or adventure you're craving, a Lesser Antilles holiday package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Lesser Antilles Expedia holiday package?
Yes, you can. We have more than 550 airline partners worldwide, so pick the carrier that's a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Lesser Antilles holiday package?
We understand — life doesn't always go according to plan. If you've locked in a Lesser Antilles holiday package and have to amend or cancel it, we can help. It's always worth browsing our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel and rebook at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.