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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
StripSuite Palms Place Hotel/Resort & Casino
Park Lane New York
The LEEF Hotel
Fontainebleau Miami Beach
The Shelborne By Proper
Aliante Casino & Hotel
The Palazzo Prestige Club Lounge
The Orleans Hotel & Casino
Pelican Hotel

3-4 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
StripSuite Palms Place Hotel/Resort & Casino

5-7 Night Vacations in Windward Islands

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
1 Hotel Brooklyn Bridge
StripSuite Palms Place Hotel/Resort & Casino

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
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
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
Ladera Resort - Adults Only
Ladera Resort - Adults Only
5 out of 5
Rabot Estate, Soufrière
Book a stay at this beach resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Ladera Resort - Adults Only
Jade Mountain Resort
Jade Mountain Resort
5 out of 5
1000 Anse Chastanet Road, Soufrière
Stay at this 5-star luxury resort in Soufrière. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Anse Chastanet Beach and Gros Piton ...
Jade Mountain Resort
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
Blue Lagoon Hotel & Marina
Blue Lagoon Hotel & Marina
4 out of 5
Blue Lagoon Bay, Ratho Mill
Stay at this 4-star beach hotel in Ratho Mill. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Blue Lagoon Hotel & Marina
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
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.