Paradise Key Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Paradise Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Edge Hotel Clearwater Beach
$695
per person
Dec 2 - Dec 6
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Pier 60 Park and Sand Key Park are located nearby.
CW Resort
$767
per person
Dec 2 - Dec 6
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Incredible place to stay.highly recommended.
Reviewed on Oct 6, 2026
Tropical Beach Resorts
South Village
$801
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
👍
Reviewed on Oct 6, 2026
The Avalon Club
$961
per person
Dec 2 - Dec 6
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Tropical Breeze Resort
Siesta Key Village
$883
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Very nice place and very clean rooms, I recommend it
Reviewed on Oct 6, 2026
Wyndham Grand Clearwater Beach
$716
per person
Dec 2 - Dec 6
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
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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 ...
Extended Stay America Suites Clearwater Carillon Park
2311 Ulmerton Rd Clearwater FL
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
GALAXY HOTEL
101 3rd Ave N St. Petersburg FL
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Tampa ...
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 ...
Hollander Boutique Hotel
421 4th Ave N St. Petersburg FL
Book a stay at this spa hotel in St. Petersburg. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
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 ...
Barefoot Beach Club
13238 Gulf Blvd Madeira Beach FL
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 ...
The Beachcomber
6200 Gulf Blvd St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a beach locale, and a nightclub. Our guests praise the helpful staff and the clean ...
Sirata St. Pete Beach Resort, Tapestry Collection by Hilton
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 ...
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 ...
Mint House St. Petersburg Downtown by Kasa
77 11th St N St. Petersburg FL
Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, valet parking (surcharge), and a picnic area. Our guests praise the helpful ...
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 ...
Moxy St. Petersburg Downtown
1234 Central Avenue St. Petersburg FL
Stay at this hotel in St. Petersburg. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Popular attractions Tropicana Field and Salvador Dali Museum are located ...
Comfort Inn & Suites Clearwater South
5000 Lake Blvd Clearwater FL
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
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.
Wed, Dec 9 - Fri, Dec 11
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$119
Roundtrip
found 6 days ago
Tue, Nov 3 - Tue, Nov 17
BOS
Logan Intl.
TPA
Tampa Intl.
$179
Roundtrip
found 1 day ago
Wed, Dec 2 - Tue, Dec 8
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$217
Roundtrip
found 18 hours ago
Tue, Jan 5 - Sat, Jan 23
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$239
Roundtrip
found 6 days ago
Tue, Nov 17 - Thu, Nov 26
LGA
LaGuardia
TPA
Tampa Intl.
$243
Roundtrip
found 1 day ago
Best points of interest in St. Petersburg - Clearwater
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