Search Deals onParadise Key Vacation Packages
Paradise Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota
North Trail
Price was $493, price is now $356 per person
$356
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $658, price is now $386 per person
$386
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $1,335, price is now $799 per person
$799
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,160, price is now $745 per person
$745
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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.
Kompose Boutique Hotel
Save 100% on your flight
Price was $799, price is now $517 per person
$517
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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 St. Armands Circle are located nearby.
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Save 100% on your flight
Price was $1,522, price is now $997 per person
$997
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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 Lido Beach and Siesta Key Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $896, price is now $598 per person
$598
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,108, price is now $803 per person
$803
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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.
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
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 ...
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 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
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
The Don CeSar
3400 Gulf Boulevard St. Pete Beach FL
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 ...
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 ...
SkyBeach Resort
6800 Sunshine Skyway Lane St. Petersburg FL
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, a private beach, and a marina. Popular attractions Salvador Dali Museum and Fort De ...
Sunset Vistas Two Bedroom Beachfront Suites
12000 Gulf Blvd Treasure Island FL
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 ...
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 ...
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.
Sat, May 23 - Sat, Jun 6
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 6 hours ago
$76
Roundtrip
found 6 hours ago
Tue, Apr 21 - Tue, Apr 28
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 23 hours ago
$88
Roundtrip
found 23 hours ago
Sun, May 10 - Mon, May 18
ORD
O'Hare Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
Mon, Mar 9 - Wed, Mar 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$104 Roundtrip, found 4 hours ago
$104
Roundtrip
found 4 hours ago