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
Price was $800, price is now $549 per person
$549
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions BayCare Ballpark and Philippe Park are located nearby.
The Westin Sarasota
Central Sarasota
Price was $1,266, price is now $786 per person
$786
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 St. Armands Circle and Lido Beach are located nearby.
voco Sarasota by IHG
Central Sarasota
Price was $950, price is now $607 per person
$607
per person
Apr 30 - May 4
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 St. Armands Circle and Lido Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,929, price is now $1,232 per person
$1,232
per person
May 2 - May 10
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.
Abode Beach House
Price was $900, price is now $611 per person
$611
per person
May 12 - May 18
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Pier 60 Park and Sand Key Park are located nearby.
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Price was $1,209, price is now $836 per person
$836
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Pelican Pointe Clearwater Beach Hotel
Price was $918, price is now $636 per person
$636
per person
May 12 - May 18
found 1 hour 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 Pier 60 Park and Sand Key Park 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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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.
Mon, Apr 13 - Wed, Apr 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$80 Roundtrip, found 22 hours ago
$80
Roundtrip
found 22 hours ago
Mon, Apr 6 - Fri, Apr 24
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Tue, Apr 14 - Tue, May 5
CLE
Hopkins Intl.
TPA
Tampa Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Wed, May 6 - Sat, May 9
ORD
O'Hare Intl.
TPA
Tampa Intl.
$141 Roundtrip, found 2 hours ago
$141
Roundtrip
found 2 hours ago