
Lakeland - Winter Haven Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Lakeland - Winter Haven vacation package deals
Price found within the past 48 hours. Click for updated prices.


4.0-star property
Ocean Club Treasure Island Hotel
9.4/10 Exceptional! (386 reviews)
Jul 19 - Jul 23
4 night stay
Cleveland (CLE) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This was our second time staying at this property. We stayed for eight nights this time. The rooms are lovely but our stay was not nearly as enjoyable as the first time a year ago. There were a lot of children there during our stay. It was practically impossible to use the pool because the kids took over with their inflatables and games. We will likely look elsewhere next time due to the volume of children.
Reviewed on Apr 29, 2025

3.5-star property
Innisbrook Resort
8.2/10 Very Good! (1,001 reviews)
Jun 5 - Jun 8
3 night stay
Cleveland (CLE) to Tampa (TPA)
Delta • Non-stop • Coach
Tampa (TPA) to Cleveland (CLE)
Frontier Airlines • Non-stop • Coach
per person
found 1 day ago
The property is clearly very dated but provided our family everything we needed for an enjoyable two night stay.
Reviewed on Mar 30, 2023

Top rated hotels for your Lakeland - Winter Haven vacation package

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
34.52 mi from city center
The price is $253 per night
$253
includes taxes & fees
$224 per night
May 7 - May 8
Guests of The Grove Resort & Water Park Orlando have access to 6 outdoor pools, a free water park, and a lazy river. Self parking is offered for USD 30.89 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and concierge services. Other amenities at this family-friendly resort include a children's pool, a 24-hour gym, and 2 hot tubs.
Pool
Hot Tub

Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
33.83 mi from city center
The price is $148 per night
$148
includes taxes & fees
$131 per night
May 8 - May 9
Guests of Hilton Vacation Club Aqua Sol Orlando West have access to 2 outdoor pools, a free water park, and a children's pool. If you drive, take advantage of free parking. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and tours/tickets. Other amenities at this family-friendly hotel include a gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
33.56 mi from city center
The price is $237 per night
$237
includes taxes & fees
$209 per night
May 7 - May 8
Margaritaville Resort Orlando with H2O Waterpark features a full-service spa, 3 outdoor pools, and a free water park. Valet parking is available for USD 35 per day. The front desk is staffed 24/7 to help with access to locker space, concierge services, and luggage storage. Other amenities at this spa resort include a lazy river, a gym, and a steam room.
Pool
Spa
Don't see what you're looking for?
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.