Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Save 100% on your flight
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Oldsmar Historical Society Museum are located nearby.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip 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 - Clearwater Beaches are located nearby.
The Avalon Club
Save 100% on your flight
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Kompose Boutique Hotel
Save 100% on your flight
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Carlisle Inn
Save 100% on your flight
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Siesta Key Palms Resort
Save 100% on your flight
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Siesta Key Beach and Lido Beach are located nearby.
Barsala At The Wayland Condos
Save 100% on your flight
per person
Jun 28 - Jul 5
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star aparthotel in St. Petersburg. Enjoy free WiFi, a fitness center, and in-room washers/dryers. Popular attractions Tropicana Field and Salvador Dali Museum 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.
Wed, Sep 3 - Thu, Sep 18
CLE
Hopkins Intl.
TPA
Tampa Intl.
$113 Roundtrip, found 4 days ago
$113
Roundtrip
found 4 days ago
Thu, Jul 3 - Fri, Jul 4
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$121 Roundtrip, found 2 days ago
$121
Roundtrip
found 2 days ago
Fri, Aug 8 - Mon, Aug 18
ORD
O'Hare Intl.
TPA
Tampa Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Tue, Jun 3 - Wed, Jun 4
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
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