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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.
Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $464, price is now $298 per person
$298
per person
Dec 11 - Dec 16
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions Ca’ d’Zan and Sarasota Ballet are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,132, price is now $621 per person
$621
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,421, price is now $885 per person
$885
per person
Dec 7 - Dec 12
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.
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $573, price is now $372 per person
$372
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star motel in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Upham Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $840, price is now $551 per person
$551
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $585, price is now $384 per person
$384
per person
Dec 8 - Dec 12
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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $629, price is now $414 per person
$414
per person
Nov 4 - Nov 7
found 1 day 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.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $460, price is now $306 per person
$306
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Tropicana Field are located nearby.

Winter Haven Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $573, price is now $372 per person
$372
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $912, price is now $521 per person
$521
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $690, price is now $397 per person
$397
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,846, price is now $1,769 per person
$1,769
per person
Dec 26 - Dec 29
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Winter Haven Vacation Packages 5-7 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 $1,027, price is now $603 per person
$603
per person
Nov 8 - Nov 13
found 1 day 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 $1,132, price is now $621 per person
$621
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,693, price is now $1,024 per person
$1,024
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $2,960, price is now $1,847 per person
$1,847
per person
Dec 7 - Dec 12
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.

Spirit Airlines
Wed, Oct 22 - Tue, Oct 28
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$87 Roundtrip, found 10 hours ago
$87
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Wed, Oct 22 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Oct 28, priced at $87 found 10 hours ago
JetBlue Airways
Sat, Nov 8 - Sat, Nov 8
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Nov 8 from John F. Kennedy Intl. to Tampa Intl., returning Sat, Nov 8, priced at $112 found 1 day ago
Frontier Airlines
Sat, Oct 25 - Sat, Oct 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 14 hours ago
$117
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 25, priced at $117 found 14 hours ago
Delta
Sat, Oct 18 - Wed, Oct 22
LGA
LaGuardia
TPA
Tampa Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Oct 18 from LaGuardia to Tampa Intl., returning Wed, Oct 22, priced at $119 found 4 days ago