Search Deals onLakeland - Winter Haven Vacation Packages
Lakeland - Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Clearwater Beach Sheraton Resort on Sand Key
Save 100% on your flight  
Price was $485, price is now $259 per person
$259
per person
Jan 16 - Jan 18
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby. 

The Avalon Club
Price was $2,210, price is now $1,177 per person
$1,177
per person
Dec 22 - Dec 27
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Sand Key Park are located nearby. 

Ocean Club Treasure Island Hotel
Price was $1,891, price is now $1,039 per person
$1,039
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Municipal Beach are located nearby. 

ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight  
Price was $890, price is now $544 per person
$544
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby. 

Kompose Boutique Hotel
Save 100% on your flight  
Price was $439, price is now $274 per person
$274
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby. 

FUSION Resort Waterfront Suites
Save 100% on your flight  
Price was $1,302, price is now $834 per person
$834
per person
Jan 19 - Jan 26
found 8 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Municipal Beach are located nearby. 

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Save 100% on your flight  
Price was $414, price is now $268 per person
$268
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby. 

Wyndham Grand Clearwater Beach
Save 100% on your flight  
Price was $851, price is now $557 per person
$557
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby. 
Lakeland - Winter Haven Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Lakeland - Winter Haven Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Dec 5 - Sat, Dec 6
SJU
Luis Munoz Marin Intl.
TPA
Tampa Intl.
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago

Sun, Nov 23 - Thu, Nov 27
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago

Mon, Dec 8 - Thu, Dec 11
SEA
Seattle - Tacoma Intl.
MCO
Orlando Intl.
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago

Fri, Dec 12 - Mon, Dec 22
SEA
Seattle - Tacoma Intl.
TPA
Tampa Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
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