Search Deals onWindward Islands Vacation Packages
Windward Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Masquerade Tower at Rio Hotel & Casino
Save 100% on your flight
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 3-star hotel in Las Vegas. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Colosseum at Caesars Palace and Bellagio Casino are located nearby.
ERTH INN by AGA Los Angeles
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this 3-star motel in Los Angeles. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dodger Stadium and L.A. Live are located nearby.
Hotel Angeleno
Save 100% on your flight
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this 4-star boutique hotel in Los Angeles. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Rodeo Drive and Santa Monica Beach are located nearby.
Creekside Inn Islamorada
Save 100% on your flight
per person
Sep 21 - Sep 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Old Road Gallery are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
The LEEF Hotel
Save 100% on your flight
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this hotel in Glendale. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Dodger Stadium and Rose Bowl Stadium are located nearby.
Hilton Garden Inn LAX Los Angeles Airport
Save 100% on your flight
per person
Sep 25 - Sep 29
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this 3-star business-friendly hotel in Los Angeles. Enjoy free WiFi, a free airport shuttle, and a 24-hour fitness center. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Kia Forum and SoFi Stadium are located nearby.
Sound View Greenport
Save 100% on your flight
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.
1 Hotel Brooklyn Bridge
per person
Sep 13 - Sep 17
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Treasure Island - TI Las Vegas Hotel & Casino
Save 100% on your flight
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 4-star spa resort in Las Vegas. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Treasure Island Casino and The Venetian Casino are located nearby.
Fontainebleau Las Vegas
Save 100% on your flight
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Stay at this 5-star luxury resort in Las Vegas. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Casino at Circus Circus and Sahara Las Vegas Casino are located nearby.
The Orleans Hotel & Casino
Save 100% on your flight
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
Book a stay at this spa resort in Las Vegas. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. Popular attractions Allegiant Stadium and Excalibur Casino are located nearby.
3-4 Night Vacations in Windward Islands
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windward Islands
Price found within the past 48 hours. Click for updated prices.
Windward Islands Last Minute Hotel Deals
Coconut Bay Beach Resort & Spa All Inclusive
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 ...
Beachcombers Hotel
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 ...
Sandals St. Vincent and the Grenadines Couples Only
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 ...
Sugar Beach, A Viceroy Resort
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 ...
Ladera Resort - Adults Only
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 ...
Sunset Shores Beach Hotel
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. ...
Blue Lagoon Hotel & Marina
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 ...
Grenadine House
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 ...
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.
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