Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort
Save 100% on your flight
per person
May 23 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
Ocean Club Treasure Island Hotel
per person
May 24 - May 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 24 - May 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Mar Bay Motel &Suites
Save 100% on your flight
per person
Apr 20 - Apr 26
found 9 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
Legacy Vacation Resorts - Indian Shores
Save 100% on your flight
per person
May 24 - May 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Splash Harbour Water Park are located nearby.
Bayview Plaza Waterfront Resort
Save 100% on your flight
per person
May 24 - May 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Siesta Key Palms Resort
Save 100% on your flight
per person
May 10 - May 17
found 3 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
The Westin Sarasota
Save 100% on your flight
per person
May 10 - May 17
found 3 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Winter Haven Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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.
Tue, Mar 18 - Tue, Mar 25
BOS
Logan Intl.
TPA
Tampa Intl.
$72 Roundtrip, found 2 hours ago
$72
Roundtrip
found 2 hours ago
Sun, Apr 27 - Thu, May 1
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 16 hours ago
$88
Roundtrip
found 16 hours ago
Wed, Mar 26 - Wed, Apr 2
MDW
Midway Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Mon, Apr 21 - Wed, Apr 30
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
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