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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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $597, price is now $384 per person
$384
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,582, price is now $903 per person
$903
per person
Dec 9 - Dec 16
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.
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $1,193, price is now $736 per person
$736
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
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 Tropicana Field are located nearby.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $839, price is now $548 per person
$548
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto 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.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $807, price is now $551 per person
$551
per person
Dec 21 - Dec 26
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 Pass-a-Grille Beach are located nearby.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $935, price is now $640 per person
$640
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
Stay at this 3.5-star 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.

Winter Haven Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $467, price is now $302 per person
$302
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Coral Reef Beach Resort

Coral Reef Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $628, price is now $395 per person
$395
per person
Jan 11 - Jan 15
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $631, price is now $402 per person
$402
per person
Jan 11 - Jan 15
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,508, price is now $964 per person
$964
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop 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.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
Price was $938, price is now $569 per person
$569
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,582, price is now $903 per person
$903
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $967, price is now $579 per person
$579
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip 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 $1,193, price is now $736 per person
$736
per person
Jan 8 - Jan 14
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 11 hours ago
$64
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Philadelphia Intl. to Tampa Intl., returning Thu, Nov 13, priced at $64 found 11 hours ago
Frontier Airlines
Sat, Nov 1 - Thu, Nov 6
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$69 Roundtrip, found 1 day ago
$69
Roundtrip
found 1 day 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 1 day ago
Frontier Airlines
Mon, Dec 8 - Fri, Dec 12
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$82 Roundtrip, found 3 hours ago
$82
Roundtrip
found 3 hours 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 3 hours ago
Frontier Airlines
Sat, Oct 25 - Sat, Oct 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 25, priced at $104 found 3 hours ago