
Lakeland - Winter Haven Vacation Packages
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Top Lakeland - Winter Haven vacation package deals
Price found within the past 48 hours. Click for updated prices.

2.5-star property
Hibiscus Suites - Gateway to Siesta Key
8.6/10 Excellent! (2,193 reviews)
Apr 15 - Apr 19
4 night stay
Boston (BOS) to Tampa (TPA)
Spirit Airlines • Coach
Tampa (TPA) to Boston (BOS)
Breeze Airways • Coach
Save 100% on your flight
Price was $819, price is now $529 per person
$529
per person
found 1 day ago
Nice clean for price!
Reviewed on Jun 16, 2024

4.0-star property
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
8.2/10 Very Good! (515 reviews)
Apr 15 - Apr 19
4 night stay
Boston (BOS) to Tampa (TPA)
Spirit Airlines • Coach
Tampa (TPA) to Boston (BOS)
Breeze Airways • Coach
Save 100% on your flight
Price was $1,089, price is now $641 per person
$641
per person
found 1 day ago
The only thing we didn’t like was being charged 30.00 a day to park. Also bathrooms very dark as were the black hallways.
Reviewed on Nov 12, 2022

3.0-star property
Kompose Boutique Hotel
9.2/10 Wonderful! (4,624 reviews)
Mar 21 - Mar 26
5 night stay
Boston (BOS) to Tampa (TPA)
American Airlines • Non-stop • Coach
Tampa (TPA) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,075, price is now $637 per person
$637
per person
found 1 day ago
Housekeeping everyday should be included
The QR check in is annoying
A/C makes noice and seems it was working but the room did not change temperature
Room smelled muggy
Reviewed on Dec 15, 2025

3.5-star property
FUSION Resort Waterfront Suites
9.2/10 Wonderful! (1,097 reviews)
Apr 18 - Apr 25
7 night stay
Boston (BOS) to Tampa (TPA)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,478, price is now $1,538 per person
$1,538
per person
found 1 day ago
Room wasn’t ready when we arrived, we had to wait 45 minutes. The front desk lady didn’t have a name tag so I couldn’t addressed her properly. She didn’t have good communication skills. Richard was awesome he had to take over and helped her. Other than that was a great clean place to stay.
Reviewed on Jul 2, 2024

4.0-star property
Ocean Club Treasure Island Hotel
Sunshine Beach
9.6/10 Exceptional! (712 reviews)
Mar 20 - Mar 27
7 night stay
Boston (BOS) to Tampa (TPA)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,976, price is now $1,862 per person
$1,862
per person
found 1 day ago
Great spot, had a great time
Reviewed on Dec 4, 2025
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
$218 nightly
The price is $245 total per night
$245 total
Feb 22 - Feb 23
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 securing valuables, concierge services, and luggage storage. Other amenities at this family-friendly resort include a children's pool, a 24-hour gym, and 2 hot tubs.

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
34.22 mi from city center
$206 nightly
The price is $232 total per night
$232 total
Feb 23 - Feb 24
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG features a golf course, 7 outdoor pools, and a free water park. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. Other amenities at this golf resort include karaoke, a lazy river, and a children's pool.
Pool
Hot Tub

Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane Kissimmee FL
31.98 mi from city center
$136 nightly
The price is $155 total per night
$155 total
Mar 2 - Mar 3
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. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and securing valuables. Other amenities at this golf hotel include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.
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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.
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