
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.

2.0-star property
Little Harbor
8.2/10 Very Good! (18 reviews)
Jan 28 - Feb 4
7 night stay
Detroit (DTW) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Price was $849, price is now $502 per person
$502
per person
found 1 day ago
Needs a kitchen sink or dishwasher, so you don’t have to wash your dishes in the bathtub. The balcony light was not working. We were told that no small dogs where not allowed, but there was a couple during our stay that had a small dog.
Reviewed on Oct 30, 2026

4.0-star property
Ocean Club Treasure Island Hotel
Sunshine Beach
9.6/10 Exceptional! (1,282 reviews)
Jan 18 - Jan 23
5 night stay
Detroit (DTW) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Price was $998, price is now $558 per person
$558
per person
found 1 day ago
Nice property, clean pool. Units were not sound roof at all, you could hear every little noise from each room and other units, but it did not ruin our time there.
Reviewed on Nov 10, 2026

3.5-star property
Crystal Palms Beach Resort
Sunshine Beach
8.8/10 Excellent! (2,409 reviews)
Feb 3 - Feb 8
5 night stay
Detroit (DTW) to Tampa (TPA)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,109, price is now $665 per person
$665
per person
found 1 day ago
It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating
Reviewed on Nov 7, 2026

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
34.59 mi from city center
$214 nightly
The price is $241 total per night
$241 total
Dec 10 - Dec 11
Total with taxes and fees
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 37.28 per night. Multilingual staff at the 24-hour front desk can assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this family-friendly resort include a children's pool, a 24-hour gym, and 2 hot tubs.
Pool
Hot Tub

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle Kissimmee FL
33.51 mi from city center
$177 nightly
The price is $201 total per night
$201 total
Nov 29 - Nov 30
Total with taxes and fees
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 48.38 per night. The front desk is staffed 24/7 to help with tours or tickets, access to locker space, and securing valuables. Other amenities at this spa resort include a lazy river, a gym, and a steam room.
Pool
Hot Tub

Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
31.98 mi from city center
$124 nightly
The price is $141 total per night
$141 total
Nov 17 - Nov 18
Total with taxes and fees
Guests of Hilton Vacation Club Mystic Dunes Orlando have access to a golf course, 4 outdoor pools, and a children's pool. Self parking is available for USD 10.75 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and tours/tickets. Other amenities at this golf hotel include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.
Pool
Free WiFi
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.
Things to do

Orlando Tree Trek Adventure Park
$65
per adult
96% of travellers recommend
Explore More Ways to Travel with Travelocity
- 5 Star Hotels in Lake Wales
- B&B in Lake Wales
- Cabin Rentals in Lake Wales
- Castles in Lake Wales
- Cottages in Lake Wales
- Extended Stay Hotels in Lake Wales
- Guest Houses in Lake Wales
- Hostels in Lake Wales
- Cheap Hotels in Lake Wales
- Kid Friendly Hotels in Lake Wales
- Fishing Resorts & in Lake Wales
- Gay Friendly Hotels in Lake Wales
- Golf Resorts & in Lake Wales
- Historic Hotels in Lake Wales
- Hotels with Balconies in Lake Wales
- Luxury Hotels in Lake Wales
- Pet Friendly Hotels in Lake Wales
- Hotels with a Wedding Venue in Lake Wales
- Lake Wales Hotels
- Houseboats in Lake Wales
- Motels in Lake Wales
- Rv Parks in Lake Wales
- Resorts in Lake Wales
- Town Houses in Lake Wales
- Villas in Lake Wales
- 5 Star Hotels in Alturas
- Cabin Rentals in Alturas
- Alturas Hotels
- Hotels near Fort Fraser Trail
- Houseboats in Crooked Lake Park
- Oceanfront Hotels in Florida
- Waterpark Hotels & Resorts in Florida
- Houseboats in Florida
- Villas in Florida
- Hotels near Grand Hotel
- Hotels near LEGOLAND® Florida
- Flights to Lake Wales
- Flights from Atlanta to Lake Wales
- Flights from Chicago to Lake Wales
- Flights from Cleveland to Lake Wales
- Flights from Dallas to Lake Wales
- Flights from Indianapolis to Lake Wales
- Flights from Kansas City to Lake Wales
- Flights from Los Angeles to Lake Wales
- Flights from Minneapolis - St. Paul to Lake Wales
- Flights from New York to Lake Wales
- Flights from Phoenix to Lake Wales
- Flights from Toronto to Lake Wales
- Flights from Providence to Lake Wales
- Flights from Fort Lauderdale to Lake Wales
- Flights from Newark to Lake Wales
- Flights from Harrisburg - Hershey to Lake Wales
- Flights from Grand Rapids to Lake Wales
- Flights from Lake Wales
- Flights to Orlando
- Flights from New York to Orlando
- Flights to Alturas
- Flights from Alturas
- Flights from Crooked Lake Park
- Flights to Florida
- Polk City Vacations
- Haines City Vacations
- Lake Wales Vacations
- Indigo's Family Fun Center
- Jump Florida Skydiving
- Lakeland Vacations
- Florida Vacations
- All inclusive Vacation Packages Florida
- Beach Vacation Packages Florida
- Wauchula Vacations
- Davenport Vacations
- Winter Haven Vacations
- Mulberry Vacations
- Baytree Golf Club
- Grand Hotel
- Indian Lake Estates Vacations
- Baird Vacations
- Kings Ridge Golf Club
- Dixieland Mini-Mall
- Nalcrest Vacations
- Eagle Ridge Mall
- Northgate Shopping Center
- Willowbrook Golf Course
- Streamsong Golf Clubhouse
- Homeland Vacations
- Cypresswood Golf and Country Club
- The Circle B Bar Reserve
- Indigo's Billiards
- Westside Park
- Grove Park Shopping Center
- Frostproof Vacations
- Legoland® Florida











