Pine Key Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pine Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $831, price is now $482 per person
$482
per person
Apr 16 - Apr 21
found 5 hours ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $2,910, price is now $1,749 per person
$1,749
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,624, price is now $1,002 per person
$1,002
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
Save 100% on your flight
Price was $1,483, price is now $976 per person
$976
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
The Avalon Club
Save 100% on your flight
Price was $3,544, price is now $2,351 per person
$2,351
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this 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.
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $2,340, price is now $1,565 per person
$1,565
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Top Hotel Deals
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
5.43 km from Pine Key
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 ...
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
21.46 km from Pine Key
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 ...
Bilmar Beach Resort
10650 Gulf Blvd Treasure Island FL
9.98 km from Pine Key
Book a stay at this beach resort in Treasure Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Sunset Vistas Two Bedroom Beachfront Suites
12000 Gulf Blvd Treasure Island FL
11.15 km from Pine Key
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 pool and the helpful staff in ...
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
5.08 km from Pine Key
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Barefoot Beach Club
13238 Gulf Blvd Madeira Beach FL
12.78 km from Pine Key
Book a stay at this beach hotel in Madeira Beach. Enjoy 2 outdoor pools, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff ...
Sirata Beach Resort St Pete Beach
5300 Gulf Boulevard St. Pete Beach FL
4.76 km from Pine Key
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
12.99 km from Pine Key
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 ...
The Don CeSar
3400 Gulf Boulevard St. Pete Beach FL
2.66 km from Pine Key
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Tropical Palms Hotel
3580 Ulmerton Rd Clearwater FL
23.43 km from Pine Key
Stay at this hotel in Clearwater. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
GALAXY HOTEL
101 3rd Ave N St. Petersburg FL
13.5 km from Pine Key
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Tampa ...
Pelican Post at Anna Maria Island Inn
202 1st St N Bradenton Beach FL
24.67 km from Pine Key
Stay at this apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
Ponce De Leon Hotel
95 Central Ave St. Petersburg FL
13.28 km from Pine Key
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 ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Mar 8 - Thu, Mar 12
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Sat, Feb 21 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$119 Roundtrip, found 5 days ago
$119
Roundtrip
found 5 days ago
Sat, Mar 14 - Sat, Mar 21
LGA
LaGuardia
TPA
Tampa Intl.
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago
Mon, Apr 20 - Tue, May 5
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Mon, Mar 16 - Thu, Mar 19
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$289 Roundtrip, found 5 days ago
$289
Roundtrip
found 5 days ago