Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham St. Petersburg / Tampa Bay Area
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this golf hotel in St. Petersburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Tropicana Field and Vinoy Park are located nearby.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jun 22 - Jun 27
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
Jun 22 - Jun 26
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.
Pelican Pointe Clearwater Beach Hotel
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, cable TV channels, and an in-room coffeemaker. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Beach Walk and Pier 60 Park are located nearby.
Embassy Suites by Hilton Sarasota, FL
Save 100% on your flight
per person
Jul 14 - Jul 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Legacy Vacation Resorts - Indian Shores
Save 100% on your flight
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 St. Petersburg - Clearwater Beaches are located nearby.
Ameniti Bay, BW Signature Collection
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mall at University Town Center and Celery Fields are located nearby.
Carlisle Inn
Save 100% on your flight
per person
Jun 6 - Jun 10
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.
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.
Mon, Jun 23 - Fri, Jul 4
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$106 Roundtrip, found 2 hours ago
$106
Roundtrip
found 2 hours ago
Thu, Aug 14 - Fri, Aug 15
CLE
Hopkins Intl.
TPA
Tampa Intl.
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Mon, Jul 21 - Mon, Jul 28
ORD
O'Hare Intl.
TPA
Tampa Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Tue, Sep 9 - Tue, Sep 16
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
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