Search Deals onWindward Islands Vacation Packages
Windward Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ocean Villas of Deerfield
Save 100% on your flight
per person
May 18 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this motel in Deerfield Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Deerfield Beach Pier and Pompano Beach are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
per person
Jun 7 - Jun 11
found 2 days 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 Collins Avenue Shopping Area and Miami Beach Boardwalk are located nearby.
Fontainebleau Miami Beach
per person
May 16 - May 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.
Hollywood Inn Suites Hotel
Save 100% on your flight
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this hotel in Gardena. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SoFi Stadium and Kia Forum are located nearby.
Golden Nugget Las Vegas Hotel & Casino
per person
May 28 - Jun 2
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, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Golden Nugget Casino and Fremont Street Experience are located nearby.
Dua Miami, Autograph Collection
per person
May 16 - May 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Solé Miami, A Noble House Resort
per person
May 16 - May 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Sunny Isles Beach Beach are located nearby.
Pinewood Hotel Rome
per person
May 23 - May 27
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Stay at this 4-star family-friendly hotel in Rome. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Vatican Museums and St. Peter's Basilica are located nearby.
Villa EUR - Parco dei Pini
per person
May 23 - May 27
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Stay at this 3-star hotel in Rome. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Colosseum and Roman Forum are located nearby.
c-hotels Club House Roma
per person
May 23 - May 27
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Stay at this 4-star hotel in Rome. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Vatican Museums and St. Peter's Basilica 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 ...
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 ...
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 ...
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. ...
Spring Gardens Resort
SPRING, BIABOU PERUVIAN VALE, Biabou
Stay at this 3.5-star business-friendly hotel in Biabou. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Montreal Gardens and Argyle Beach ...
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 ...
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 ...
Cobblestone Inn
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 ...
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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Car Rentals in Windward Islands
- Car rentals in Soufrière
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