Top Chalets in Lesser Antilles in 2026

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In two weeks

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In three months

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Our top choices for Lesser Antilles chalets

Deluxe Suite, 1 King Bed | View from room

1. Sea Gate Hotel

Isabel II

Drew

includes taxes & fees

5 Sept - 6 Sept

2. Nanny Cay Resort and Marina

Road Town

jose

includes taxes & fees

25 Aug - 26 Aug

Room, 2 Queen Beds, Beachfront | Premium bedding, in-room safe, iron/ironing board, free WiFi

3. Mary's Boon Beach Resort & Spa

Simpson Bay

Christopher

includes taxes & fees

17 Aug - 18 Aug

Outdoor pool, pool umbrellas, pool loungers

4. Old Crow Hotel and Suites

Vieques

Alexis

includes taxes & fees

9 Aug - 10 Aug

6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

5. Simpson Bay Resort, Marina & Spa

Pelican Key

Ginnette

includes taxes & fees

5 Sept - 6 Sept

6. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

vanekie

includes taxes & fees

1 Sept - 2 Sept

Deluxe Triple Room | In-room safe, desk, free WiFi

7. The Moorings Yacht Club Hotel

Road Town

Corwin

includes taxes & fees

25 Aug - 26 Aug

Penthouse, 2 Bedrooms, 2 Bathrooms, Ocean View | View from room

8. Royal Islander Resort La Plage

Lowlands

Jason

includes taxes & fees

10 Aug - 11 Aug

Daily cooked-to-order breakfast for a fee

9. Baker's Suites

Simpson Bay

Jamil

includes taxes & fees

22 Aug - 23 Aug

10. Hommage Hotel & Residences

Nettle Bay

Christopher

includes taxes & fees

11 Aug - 12 Aug

11. Azure Hotel and Art Studio

Simpson Bay

Ebony

includes taxes & fees

10 Aug - 11 Aug

Superior Condo, 2 Bedrooms, Garden View | Balcony

12. Village Cay Hotel and Marina

Wickhams Cay 1

Teresa

includes taxes & fees

5 Sept - 6 Sept

13. Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

Victor

includes taxes & fees

12 Aug - 13 Aug

14. The Cove Hotel St.Croix

Christiansted

Reinaldo

includes taxes & fees

23 Aug - 24 Aug

15. Vieques BioBay Bed and Breakfast

Vieques

"We can't say enough good about this wonder place! Everything was five star. The hostess was very helpful and caring, giving great tips for all our activities. The home cooked breakfasts were a very nice touch. The property is extremely well designed for guest comfort. The location is very central to all the fun too. So, whether we were out enjoying the island or taking breaks in the heat, Vieques Biobay B&B made our stay truly epic. Thank you."

Donald

includes taxes & fees

11 Aug - 12 Aug

16. Orient Beach Hotel

Orient Bay

Chantel

includes taxes & fees

16 Aug - 17 Aug

Executive Suite, 1 Bedroom, Kitchen, Marina View | Terrace/patio

17. Antigua Superyacht Marina & Resort

Falmouth Harbour

delano

includes taxes & fees

7 Aug - 8 Aug

Deluxe Room, 1 King Bed, Balcony, Ocean View | Premium bedding, blackout curtains, iron/ironing board, free WiFi

18. The Waves at Cane Bay

Kingshill

Andrew

includes taxes & fees

21 Aug - 22 Aug

19. Blue Horizon Boutique Resort - Adults Only

Esperanza

Kristen

includes taxes & fees

9 Aug - 10 Aug

Suite, 2 Double Beds, Beach View | Beach/ocean view

20. The Crown House Hotel

Downtown Philipsburg

Elvis

includes taxes & fees

16 Aug - 17 Aug

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Top Lesser Antilles Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"The property looked exactly like it did in the photos. It was clean. The staff was friendly and very, very helpful. Great location if you are not driving, but also includes free parking.."

Margaritaville Vacation Club - St. Thomas

8/10 Good

"I stayed at Margaritaville Vacation Club St. Thomas for six days. Overall, it was a nice resort that served its purpose, but there were a few drawbacks. The room was the highlight. It was spacious and included a fully stocked kitchen with plates, cups, utensils, glasses, a Conair hairdryer, an in-room margarita machine, and an ice machine nearby. The property is nice but feels a little dated. There are two pools, including one with a bar, which was a plus. Housekeeping was disappointing. Our sheets were never changed during our stay, and after requesting towels, we had to remind staff before they arrived two days later. The phones in the rooms also didn’t work. The Margaritaville restaurant was hit or miss. The shrimp tacos were delicious, but the jerk pork was not good and had to be sent back. A special thank you to Elaine “Haiti” at the front desk. She was incredibly helpful with restaurant recommendations, excursions, and answering our questions. Transportation can get expensive since taxis charge per person, so I recommend renting a car if possible. Be prepared for a timeshare presentation offer, though it’s optional. Golf carts are available to take guests to their rooms, and taxis are usually waiting on-site. Would I stay again? Maybe. The spacious room was the best part, but the service could definitely be improved."

Seaview Beach Hotel

8/10 Good

"Nice hotel, friendly staff and good facilities. Pool, bar, café and beach beds are very nice. The rooms are okay. The first room had no window, so I was easily transferred to another room. A nice room, only the door to the next room allowed for hearing all conversations. Luckily we all were willing to adjust our volume. All in all a nice hotel, pleasant stay!"

Find out more about Lesser Antilles

Lesser Antilles Chalets information

Number of reviews	7,477
Accommodation	0 Chalets
Lowest Price	£79
Highest Price	£302

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lesser Antilles chalets

1. Sea Gate Hotel

2. Nanny Cay Resort and Marina

3. Mary's Boon Beach Resort & Spa

4. Old Crow Hotel and Suites

5. Simpson Bay Resort, Marina & Spa

6. Hilton Vacation Club Flamingo Beach St. Maarten

7. The Moorings Yacht Club Hotel

8. Royal Islander Resort La Plage

9. Baker's Suites

10. Hommage Hotel & Residences

11. Azure Hotel and Art Studio

12. Village Cay Hotel and Marina

13. Club Vieques - Adults Only Resort - LGBT Friendly

14. The Cove Hotel St.Croix

15. Vieques BioBay Bed and Breakfast

16. Orient Beach Hotel

17. Antigua Superyacht Marina & Resort

18. The Waves at Cane Bay

19. Blue Horizon Boutique Resort - Adults Only

20. The Crown House Hotel

Find holiday rentals that suit your style

Top Lesser Antilles Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Oyster Bay Beach Resort

Bluebeard's Castle Resort

Windward Passage Hotel

Margaritaville Vacation Club - St. Thomas

Seaview Beach Hotel

The Ritz-Carlton, St. Thomas

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Find out more about Lesser Antilles

Lesser Antilles Chalets information

Search Chalets in Lesser Antilles

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lesser Antilles chalets

1. Sea Gate Hotel

2. Nanny Cay Resort and Marina

3. Mary's Boon Beach Resort & Spa

4. Old Crow Hotel and Suites

5. Simpson Bay Resort, Marina & Spa

6. Hilton Vacation Club Flamingo Beach St. Maarten

7. The Moorings Yacht Club Hotel

8. Royal Islander Resort La Plage

9. Baker's Suites

10. Hommage Hotel & Residences

11. Azure Hotel and Art Studio

12. Village Cay Hotel and Marina

13. Club Vieques - Adults Only Resort - LGBT Friendly

14. The Cove Hotel St.Croix

15. Vieques BioBay Bed and Breakfast

16. Orient Beach Hotel

17. Antigua Superyacht Marina & Resort

18. The Waves at Cane Bay

19. Blue Horizon Boutique Resort - Adults Only

20. The Crown House Hotel

Find holiday rentals that suit your style

Top Lesser Antilles Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Lesser Antilles

Lesser Antilles Chalets information