Windward Vacation Packages
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Top Holiday Package Deals in Windward
Price found within the past 48 hours. Click for updated prices.
W South Beach
South Beach
Price was CA $11,853, price is now CA $5,440 per person
CA $5,440
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (1,002 reviews)
We waited 2 days and moved 2 rooms before getting our actual room. For that reason the manager upgraded us for the remainder of the week to a 4 bedroom, Oceanfront suite. The property is awesome, but the pool closing at 5:00 is annoying and then closing even earlier for private events is even more annoying. Request a room on the North side of the property to avoid early morning car honking and construction beeps at 7:00 am every day.
Reviewed on Mar 2, 2026
Casablanca Miami Beach
North Beach
Price was CA $8,058, price is now CA $3,786 per person
CA $3,786
per person
May 23 - May 27
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
5.8/10 (320 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Where to stay in Windward
Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
South Beach
2 out of top 10 points of interest in this area
4.5/5(1,171 area reviews)
Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.
Windward Hotel Deals
B Ocean Resort Fort Lauderdale Beach
1140 Seabreeze Blvd Fort Lauderdale FL
Fully refundableReserve now, pay when you stay
The price is CA $300 per night from Mar 23 to Mar 24
CA $300
CA $409 total
Mar 23 - Mar 24
includes taxes & fees
7.6/10 Good! (3,568 reviews)
Our room was very comfortable, the view was excellent off the balcony of the beach and ocean. our floors icemaker did not work for the duration of our stay five days, not even a sign out of order. Our batteries became low in our thermostat so I went to the front desk to pick up some batteries and ...
Reviewed on Mar 13, 2026
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $439 per night from Mar 22 to Mar 23
CA $439
CA $592 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (7,953 reviews)
Food was phenomenal at the steakhouse!
Reviewed on Mar 12, 2026
Kompose Boutique Hotel Miami Airport
3401 NW 25th St Miami FL
The price is CA $220 per night from Apr 12 to Apr 13
CA $220
CA $265 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (2,938 reviews)
Great stay in Miami! Highly recommend
Reviewed on Mar 13, 2026
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.
Discover the most popular places to visit in Windward
Port of Miami
4.5/5(1,217 reviews)
Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.
Ocean Drive
4.5/5(1,091 reviews)
Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.
Hard Rock Stadium
4/5(168 reviews)
Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Miami Big Bus Panoramic Night Tour
CA $44
per adult
86% of travellers recommend
Little Havana Food and Walking Tour in Miami
CA $96
per adult
96% of travellers recommend
Everglades Holiday Park Airboat Tours & Rides
CA $65
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.