Windward Islands Holidays

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Top hotels in Windward Islands

Siesta Hotel

Siesta Hotel

Morne Rouge Street St. George's
2.105.842 ₫
2.527.010 ₫ total
30 Sept - 1 Oct
includes taxes & fees
Siesta Hotel
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

1 Choc Bay Gros Islet
Fully refundableReserve now, pay when you stay
15.558.166 ₫
15.558.166 ₫ total
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (261 reviews)
"everything was wonderful! the staff was amazing nixon, eloy, dean, are a few i remember who were super helpful!"

Reviewed on 26 Sept 2026

Secrets St. Lucia Resort & Spa All Inclusive Adults Only
Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

Eau Piquant Vieux Fort
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Coconut Bay Beach Resort & Spa All Inclusive
See all 6,887 properties in Windward Islands
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 Windward Islands attractions

A beach with two surfboards leaning against a post, a clear blue sky, and calm sea with boats in the distance.
Photo by Catherine Carroll

Grand Anse Beach

9.6/10 (1,447 reviews)
If a restful holiday is part of your travel plans, Grand Anse Beach might be the perfect place to visit during your trip to Grand Anse. Make time to visit the area's shops or simply enjoy its top-notch restaurants.
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A beach with a sandy shore, calm water, and sailboats.

Reduit Beach

9.0/10 (1,288 reviews)
Why not spend a care-free afternoon at Reduit Beach during your travels in Gros Islet? Visit the shops and top-notch restaurants in this relaxing area.
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A coastal town with colorful houses, a mountain, and a rainbow over the sea.

Gros Piton

9.6/10 (803 reviews)
Explore the great outdoors at Gros Piton and enjoy the mountain views during your trip to Soufrière. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.
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A terrace with wicker furniture overlooking a coastal landscape with mountains and the ocean.

Anse Chastanet Beach

9.2/10 (538 reviews)
Why not spend a care-free afternoon at Anse Chastanet Beach during your travels in Soufrière? Discover the top-notch restaurants in this romantic area or seek out the local tours.
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A beach at sunset with waves, palm trees, and a silhouette of a person walking.
Photo by Davz

Sandy Beach

7.8/10 (211 reviews)
If a restful holiday is part of your travel plans, Sandy Beach might be the perfect place to visit during your trip to Vieux Fort. While in this romantic area, you can savour the top-notch restaurants.
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A coastal marina with sailboats, surrounded by lush greenery and a hillside with buildings.

Marigot Bay

8.8/10 (598 reviews)
Commune with nature and explore the great outdoors at Marigot Bay during your travels in Marigot Bay. While in this relaxing area, you can savour the top-notch restaurants.
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A marina at sunset with boats docked and palm trees in the foreground.
Photo by Nerdin St Rose

Rodney Bay Marina

8.8/10 (1,500 reviews)
Explore the waterfront in Gros Islet with a trip to Rodney Bay Marina. Stroll along the beautiful beaches or visit the shops in this relaxing area.
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