Search Deals onPine Key Vacation Packages
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 $641, price is now $378 per person
$378
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
Voyager Beach Club
Sunshine Beach
Save 100% on your flight
Price was $1,057, price is now $630 per person
$630
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach condo in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. 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 $705, price is now $454 per person
$454
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,391, price is now $921 per person
$921
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Pelican Pointe Clearwater Beach Hotel
Save 100% on your flight
Price was $889, price is now $607 per person
$607
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Captain Blighs Landing are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport
Save 100% on your flight
Price was $714, price is now $494 per person
$494
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Landing Furnished Apartments - Clearwater
Downtown Clearwater
Save 100% on your flight
Price was $789, price is now $549 per person
$549
per person
Jun 3 - Jun 8
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this apartment in Clearwater. Enjoy a fitness center, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Sand Key Park and Pier 60 Park are located nearby.
RumFish Beach at TradeWinds
Save 100% on your flight
Price was $925, price is now $644 per person
$644
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
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 our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille 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
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 ...
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 Salvador Dali Museum and Fort ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
SureStay Hotel by Best Western St. Pete Clearwater Airport
Clearwater FL
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sirata Beach Resort St Pete Beach
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 ...
Bilmar Beach Resort
10650 Gulf Blvd Treasure Island FL
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 ...
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 ...
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.
Wed, Jun 3 - Sat, Jun 6
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 22 hours ago
$76
Roundtrip
found 22 hours ago
Sat, May 23 - Sat, Jun 13
TTN
Mercer
TPA
Tampa Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Sat, May 2 - Mon, May 18
ORD
O'Hare Intl.
TPA
Tampa Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Tue, Aug 11 - Tue, Aug 25
CLE
Hopkins Intl.
TPA
Tampa Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago