Search Deals onPine Key Vacation Packages
Pine Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites
Virginia Park
Price was $836, price is now $600 per person
$600
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
CW Resort
Price was $2,835, price is now $1,914 per person
$1,914
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was $1,984, price is now $1,343 per person
$1,343
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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
Price was $2,867, price is now $1,974 per person
$1,974
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Price was $1,206, price is now $836 per person
$836
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Crystal Palms Beach Resort
Sunshine Beach
Price was $1,623, price is now $1,135 per person
$1,135
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Saddlebrook Resort
Wesley Chapel South
Price was $933, price is now $655 per person
$655
per person
Dec 12 - Dec 19
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Provident Oceana Beachfront Suites
Price was $2,118, price is now $1,505 per person
$1,505
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach condo in Treasure Island. Enjoy 2 outdoor pools, a beach locale, and 2 hot tubs. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
3-4 Night Vacations in Pine Key
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Pine Key
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Pine Key
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Book a stay at this 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 ...
GALAXY HOTEL
101 3rd Ave N St. Petersburg FL
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Tampa Bay ...
Save an average of 15% on thousands of hotels when you're signed in
Extended Stay America Suites Clearwater Carillon Park
2311 Ulmerton Rd Clearwater FL
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hollander Boutique Hotel
421 4th Ave N St. Petersburg FL
Book a stay at this spa hotel in St. Petersburg. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
The Don CeSar
3400 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Ponce De Leon Hotel
95 Central Ave St. Petersburg FL
Stay at this hotel in St. Petersburg. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
The Beachcomber
6200 Gulf Blvd St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a beach locale, and a nightclub. Our guests praise the helpful staff and the clean ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$78 Roundtrip, found 7 hours ago
$78
Roundtrip
found 7 hours ago
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 7 hours ago
$78
Roundtrip
found 7 hours ago
Sun, Jan 10 - Thu, Jan 14
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$83 Roundtrip, found 10 hours ago
$83
Roundtrip
found 10 hours ago
Wed, Feb 3 - Thu, Feb 4
CLE
Hopkins Intl.
TPA
Tampa Intl.
$84 Roundtrip, just found
$84
Roundtrip
just found
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