Search Deals onWindward Vacation Packages
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this luxury resort in Miami Beach. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.

Fontainebleau Miami Beach
Mid Beach
Save 100% on your flight
per person
Jun 26 - Jun 30
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.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
per person
Jun 26 - Jun 30
found 6 hours ago
Roundtrip flight included
Boston (BOS) 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.

Casablanca Miami Beach
North Beach
Save 100% on your flight
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Stay at this 3-star beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy breakfast (surcharge), valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

The Landon Bay Harbor - Miami Beach
Save 100% on your flight
per person
Jun 3 - Jun 10
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star business-friendly hotel in Bay Harbor Islands. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miami Beach Boardwalk and Aventura Mall are located nearby.

President Villa
South Beach
Save 100% on your flight
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

B Ocean Resort Fort Lauderdale Beach
East Fort Lauderdale
Save 100% on your flight
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
3-4 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Windward

Fontainebleau Miami Beach
4441 Collins Avenue, Miami Beach, FL
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 ...

citizenM Miami Worldcenter
700 NE 2ND AVENUE, Miami, FL
Stay at this 4-star business-friendly hotel in Miami. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the pool ...

Loews Miami Beach Hotel – South Beach
1601 Collins Ave, Miami Beach, FL
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
Save an average of 15% on thousands of hotels when you're signed in

Mondrian South Beach
1100 West Ave, Miami Beach, FL
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our ...

Diplomat Beach Resort Hollywood, Curio Collection by Hilton
3555 S Ocean Dr, Hollywood, FL
Stay at this 4.5-star luxury resort in Hollywood. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...

InterContinental Miami by IHG
100 Chopin Plz, Miami, FL
Stay at this 5-star luxury hotel in Miami. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our ...

citizenM Miami South Beach
1200 Lincoln Road, South Beach, Miami Beach, FL
Stay at this 4-star hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Popular attractions Collins Avenue Shopping Area ...

Sheraton Miami Airport Hotel & Executive Meeting Center
3900 NW 21st St, Miami, FL
Book a stay at this golf hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 27 - Tue, Jun 3
ORD
O'Hare Intl.
MIA
Miami Intl.
$78 Roundtrip, found 12 hours ago
$78
Roundtrip
found 12 hours ago

Wed, May 28 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$84 Roundtrip, found 18 hours ago
$84
Roundtrip
found 18 hours ago

Mon, May 19 - Thu, May 22
LGA
LaGuardia
MIA
Miami Intl.
$87 Roundtrip, found 13 hours ago
$87
Roundtrip
found 13 hours ago

Mon, Jul 14 - Thu, Jul 17
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
Discover Other Travel Deals
- Port of Miami Vacations
- Port Everglades Vacations
- Hollywood Beach Vacations
- Hard Rock Stadium Vacations
- Ocean Drive Vacations
- Dolphin Mall Vacations
- Seminole Hard Rock Casino Hollywood Vacations
- Sawgrass Mills Vacations
- Fort Lauderdale Beach Vacations
- Las Olas Boulevard Vacations
- Collins Avenue Shopping Area Vacations
- Fontainebleau Vacations