Lesser Antilles Beach Holidays

Book a Beach Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Beach hotel deals in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
Save 100% on your flight
£803
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9.2/10 Wonderful! (1,507 reviews)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
£1,238
per person
22 Sept - 29 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Philipsburg (SXM)
9/10 Wonderful! (1,961 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

£2,850
per person
27 Oct - 3 Nov
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Philipsburg (SXM)
8.8/10 Excellent! (1,017 reviews)
It was perfect

Reviewed on 22 Aug 2026

Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
£1,483
per person
22 Sept - 29 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Philipsburg (SXM)
9.2/10 Wonderful! (1,004 reviews)
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

£2,449
per person
27 Oct - 3 Nov
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Philipsburg (SXM)
8/10 Very good! (3,145 reviews)
The hotel was nice and clean. The rooms were nice too. Staff friendly. Beach and the pools were nice and maintained….St Maarten is a beautiful place to visit …I definitely recommend and go back there myself…but will stay in the adult only side of the hotel.

Reviewed on 22 Aug 2026

Don't see what you're looking for?
See all available trips from New York to Lesser Antilles
View all trips

5* Beach holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

£2,850
per person
27 Oct - 3 Nov
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Philipsburg (SXM)
8.8/10 Excellent! (1,017 reviews)
It was perfect

Reviewed on 22 Aug 2026

Don't see what you're looking for?
See all available trips from Birmingham to Lesser Antilles
View all trips

4 Night Beach holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
Save 100% on your flight
£803
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9.2/10 Wonderful! (1,507 reviews)
The Verandah Antigua - All Inclusive - Adults Only

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight
£1,350
per person
26 Oct - 30 Oct
found 24 hours ago
Return direct flight included
London (LHR) to St. John's (ANU)
8.6/10 Excellent! (636 reviews)
Excellent service, staff and accommodation. Beautiful resort in paradise

Reviewed on 21 Aug 2026

St. James's Club Antigua - All Inclusive

St. James's Club Antigua - All Inclusive

£1,416
per person
26 Oct - 30 Oct
found 24 hours ago
Return direct flight included
London (LHR) to St. John's (ANU)
8.2/10 Very good! (827 reviews)
Don't see what you're looking for?
See all available trips from New York to Lesser Antilles
View all trips

Find your perfect Lesser Antilles beach holiday

How can I book the best beach holidays in Lesser Antilles?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Lesser Antilles beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Lesser Antilles?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Lesser Antilles beach holidays, which start from £803. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Lesser Antilles?

Enjoy out-of-season seclusion on a beach holiday to Lesser Antilles during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Lesser Antilles with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Lesser Antilles beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Lesser Antilles beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Lesser Antilles. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Lesser Antilles beach holidays which are all inclusive?

A beach holiday to Lesser Antilles is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Lesser Antilles beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Lesser Antilles beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Lesser Antilles on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

Top Beach Lesser Antilles Hotels

Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

Bolans Village, St. Mary's Jolly Harbour Antigua
  • 2 hours drive from Oyster Bay Marina
Stay at this beach resort in Jolly Harbour. Enjoy free parking, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
7/10 Good! (1,226 reviews)

Travelers like: on the beach, sunloungers, beach umbrellas, beach towels

Travelers say...
"Trip was so much fun. Staff was amazing. Food was great the room though needed some upgrades, but the view from the room was beautiful every morning overall it was a great time. The beach and the pool's so wonderful."

Reviewed on 22 Aug 2026

Jolly Beach Antigua - All-inclusive
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
  • 4 hours drive from Oyster Bay Marina
Stay at this luxury resort in St. Thomas. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very good! (1,414 reviews)

Travelers like: near the beach, cabanas, beach bars, beach towels

Travelers say...
"Beautiful property. The staff was tremendous, and we were fortunate enough to come during non peak"

Reviewed on 22 Aug 2026

The Westin St. Thomas Beach Resort & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
  • 10 min drive from Oyster Bay Marina
Stay at this beach resort in Simpson Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
Hilton Vacation Club Flamingo Beach St. Maarten
See all 15,156 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.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.