Search Deals onParadise Key Vacation Packages
Paradise Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Save 100% on your flight
Price was $567, price is now $357 per person
$357
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $907, price is now $481 per person
$481
per person
Jul 30 - Aug 5
found 1 day 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.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $826, price is now $476 per person
$476
per person
Jul 30 - Aug 5
found 1 day 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.
CW Hotel
Save 100% on your flight
Price was $1,235, price is now $738 per person
$738
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $802, price is now $503 per person
$503
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Longboat Key Beaches and Coquina Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,239, price is now $793 per person
$793
per person
Jul 10 - Jul 14
found 21 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 Coquina Beach and Bean Point Beach are located nearby.
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $1,097, price is now $717 per person
$717
per person
Jul 30 - Aug 5
found 1 day 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.
Driftwood at Anna Maria Island Inn
Save 100% on your flight
Price was $1,201, price is now $788 per person
$788
per person
Jul 10 - Jul 14
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
3-4 Night Vacations in Paradise Key
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Paradise Key
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Paradise 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 ...
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 Pass-a-Grille Beach and Tropicana ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 ...
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 ...
St Pete Shores Hotel
5300 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 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, Aug 5 - Sat, Aug 22
CLE
Hopkins Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Mon, Oct 12 - Thu, Oct 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$92 Roundtrip, found 7 hours ago
$92
Roundtrip
found 7 hours ago
Wed, Sep 16 - Wed, Sep 23
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Tue, Aug 18 - Tue, Sep 1
LGA
LaGuardia
TPA
Tampa Intl.
$167 Roundtrip, found 13 hours ago
$167
Roundtrip
found 13 hours ago