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Winter Haven Vacation Packages

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Winter Haven Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Price was $547, price is now $382 per person
$382
per person
Nov 21 - Nov 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star hotel in Clearwater Beach. Enjoy a rooftop terrace, a fitness center, and a 24-hour front desk. Our guests praise the restaurant and the bar in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Holiday Inn Express & Suites Trinity by IHG

Holiday Inn Express & Suites Trinity by IHG

2.5 out of 5
Save 100% on your flight
Price was $840, price is now $517 per person
$517
per person
Jan 2 - Jan 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Odessa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old McMicky's Farm and Crescent Lake are located nearby.
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $716, price is now $452 per person
$452
per person
Dec 1 - Dec 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.
Coral Reef Beach Resort

Coral Reef Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,008, price is now $638 per person
$638
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star beach apartment in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,291, price is now $2,112 per person
$2,112
per person
Dec 31 - Jan 4
found 2 days 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 Sand Key Park are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,460, price is now $1,617 per person
$1,617
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

2.5 out of 5
Price was $584, price is now $384 per person
$384
per person
Nov 21 - Nov 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $972, price is now $661 per person
$661
per person
Dec 23 - Dec 27
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.

Winter Haven Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,022, price is now $619 per person
$619
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,036, price is now $654 per person
$654
per person
Dec 24 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,291, price is now $2,112 per person
$2,112
per person
Dec 31 - Jan 4
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $972, price is now $661 per person
$661
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Winter Haven Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Trinity by IHG

Holiday Inn Express & Suites Trinity by IHG

2.5 out of 5
Trinity
Save 100% on your flight
Price was $840, price is now $517 per person
$517
per person
Jan 2 - Jan 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $3,600, price is now $1,855 per person
$1,855
per person
Dec 22 - Dec 27
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,412, price is now $841 per person
$841
per person
Dec 1 - Dec 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,150, price is now $710 per person
$710
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Mon, Nov 10 - Thu, Nov 13
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Philadelphia Intl. to Tampa Intl., returning Thu, Nov 13, priced at $64 found 1 day ago
Frontier Airlines
Sat, Nov 1 - Thu, Nov 6
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 1 from John F. Kennedy Intl. to Tampa Intl., returning Thu, Nov 6, priced at $69 found 2 days ago
Frontier Airlines
Mon, Dec 8 - Fri, Dec 12
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Dec 12, priced at $82 found 1 day ago
Frontier Airlines
Sun, Nov 9 - Thu, Nov 13
ORD
O'Hare Intl.
TPA
Tampa Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Nov 9 from O'Hare Intl. to Tampa Intl., returning Thu, Nov 13, priced at $94 found 1 day ago