Search Deals onPine Key Vacation Packages
Pine Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $564, price is now $376 per person
$376
per person
Oct 29 - Nov 3
found 23 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,632, price is now $983 per person
$983
per person
Oct 29 - Nov 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Bradenton Beach and Coquina Beach are located nearby.
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $827, price is now $541 per person
$541
per person
Oct 29 - Nov 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Seaside at Anna Maria Island Inn
Save 100% on your flight
Price was $2,883, price is now $1,919 per person
$1,919
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,340, price is now $893 per person
$893
per person
Nov 7 - Nov 13
found 18 hours ago
Roundtrip non-stop 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.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $616, price is now $411 per person
$411
per person
Oct 29 - Nov 3
found 23 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 Lido Beach and Siesta Key Beach are located nearby.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $814, price is now $547 per person
$547
per person
Oct 29 - Nov 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Crystal Palms Beach Resort
Sunshine Beach
Save 100% on your flight
Price was $1,240, price is now $844 per person
$844
per person
Nov 14 - Nov 21
found 9 hours 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.
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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
Mint House St. Petersburg Downtown by Kasa
77 11th St N St. Petersburg FL
Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, valet parking (surcharge), and a picnic area. Our guests praise the helpful ...
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 ...
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 ...
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. ...
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, Nov 17 - Wed, Dec 2
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$106 Roundtrip, found 1 hour ago
$106
Roundtrip
found 1 hour ago
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Mon, Oct 26 - Fri, Oct 30
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$112 Roundtrip, found 11 hours ago
$112
Roundtrip
found 11 hours ago
Sun, Oct 18 - Thu, Nov 5
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
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