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Windward Islands Vacation Packages

Windward Islands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach
Malibu Country Inn
Night Hotel Broadway
President Villa
The Retreat Collection at 1 Hotel & Homes South Beach
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Hotel Riu Plaza Miami Beach
Flow Miami Hotel
President Hotel
Crest Hotel Suites
Kaskades Hotel South Beach
1 Hotel South Beach

3-4 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
Crest Hotel Suites
President Villa
Kaskades Hotel South Beach
Bay Breeze Premium Apartments By Eskape Collection

5-7 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
Malibu Country Inn
The Retreat Collection at 1 Hotel & Homes South Beach
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Hotel Riu Plaza Miami Beach

Windward Islands Last Minute Hotel Deals

Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

4 out of 5
Eau Piquant, Vieux Fort
Stay at this 4-star beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Coconut Bay Beach Resort & Spa All Inclusive
Sandals St. Vincent and the Grenadines  Couples Only

Sandals St. Vincent and the Grenadines Couples Only

4 out of 5
Buccament Bay Valley, Kingstown, Saint Andrew
Stay at this 4-star all-inclusive resort in Kingstown. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Fort Charlotte and Barrouallie ...
Sandals St. Vincent and the Grenadines Couples Only
Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort

5 out of 5
Val des Pitons, Soufrière
Stay at this 5-star luxury resort in Soufrière. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Sugar Beach, A Viceroy Resort
Beachcombers Hotel

Beachcombers Hotel

3.5 out of 5
Villa beach, Villa
Stay at this 3.5-star family-friendly resort in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Beachcombers Hotel
Grenadine House

Grenadine House

4 out of 5
Kingstown Park, P.O. Box 2523, Kingstown
Stay at this 4-star spa hotel in Kingstown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Grenadine House
Sunset Shores Beach Hotel

Sunset Shores Beach Hotel

3 out of 5
Windward Highway, Villa Beach, Villa
Stay at this 3-star beach hotel in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in our reviews. ...
Sunset Shores Beach Hotel
Ladera Resort - Adults Only

Ladera Resort - Adults Only

5 out of 5
Rabot Estate, Soufrière
Book a stay at this spa resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Ladera Resort - Adults Only
Cobblestone Inn

Cobblestone Inn

3 out of 5
Bay Street, Kingstown
Stay at this 3-star hotel in Kingstown. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Cobblestone Inn
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.