Book Exclusive Lakeland - Winter Haven Vacation Packages
Lakeland - Winter Haven flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts - Indian Shores
Save 100% on your flight
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 3-star beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Ocean Club Treasure Island Hotel
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
The Avalon Club
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Bayview Plaza Waterfront Resort
Belle Vista
Save 100% on your flight
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 3-star family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
FUSION Resort Waterfront Suites
Save 100% on your flight
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 3.5-star aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Top Lakeland - Winter Haven hotels deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $242 per night
CA $242
CA $352 total
includes taxes & fees
May 11 - May 12
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free cancellation
The price is CA $212 per night
CA $212
CA $300 total
includes taxes & fees
May 5 - May 6
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd, Winter Garden, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $208 total
includes taxes & fees
May 7 - May 8
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $239 per night
CA $239
CA $341 total
includes taxes & fees
May 7 - May 8
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Spa
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $204 total
includes taxes & fees
May 8 - May 9
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.
Pool
Parking included
Westgate Town Center Resort
7700 Westgate Blvd., Kissimmee, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $125 per night
CA $125
CA $190 total
includes taxes & fees
Apr 29 - Apr 30
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Pool
Hot tub
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See all available properties in Lakeland - Winter Haven
View all propertiesLowest 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.
Popular places to visit
LEGOLAND® Florida
4.5/5(72 reviews)
Have a fun-filled day at LEGOLAND® Florida and find out why this is a popular theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Bok Tower Gardens
Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Dinosaur World
5/5(1 review)
You can spend time exploring the galleries in Dinosaur World in Plant City. Wander around the area's picturesque gardens or experience its lively festivals.
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