Search Deals onPine Key Vacation Packages
Pine Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $376, price is now $247 per person
$247
per person
Sep 22 - Sep 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this 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 St. Armands Circle and Lido Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,585, price is now $867 per person
$867
per person
Sep 19 - Sep 26
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.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,059, price is now $630 per person
$630
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $2,267, price is now $1,401 per person
$1,401
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Manatee Public Beach are located nearby.
Twin Palms at Siesta
Save 100% on your flight
Price was $565, price is now $353 per person
$353
per person
Sep 22 - Sep 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Tropical Beach Resorts
South Village
Save 100% on your flight
Price was $795, price is now $507 per person
$507
per person
Sep 22 - Sep 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Oasis Palms
Sunshine Beach
Save 100% on your flight
Price was $554, price is now $356 per person
$356
per person
Sep 17 - Sep 22
found 22 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this hotel in Treasure Island. Enjoy free WiFi, free parking, and a picnic area. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $491, price is now $323 per person
$323
per person
Sep 22 - Sep 26
found 18 hours 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.
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
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
Sirata St. Pete Beach Resort, Tapestry Collection by Hilton
5300 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy an outdoor pool, a beach locale, and breakfast (surcharge). Popular attractions John's Pass Village ...
Hilton St. Petersburg Bayfront
333 1st St S St. Petersburg FL
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful ...
SkyBeach Resort
6800 Sunshine Skyway Lane St. Petersburg FL
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Tropicana Field and Fort De ...
La Quinta Inn & Suites by Wyndham St. Pete-Clearwater Airpt
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 ...
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.
Tue, Sep 1 - Thu, Sep 10
TTN
Mercer
TPA
Tampa Intl.
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Thu, Oct 1 - Thu, Oct 22
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Fri, Oct 23 - Fri, Oct 30
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Tue, Sep 1 - Sat, Sep 12
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 4 days ago
$83
Roundtrip
found 4 days ago
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