Paradise Key Vacation Packages for 2026

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Paradise Key Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Tampa South

Sleep Inn & Suites Tampa South

Sun Bay South
$708
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this spa hotel in Tampa. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port Tampa Bay and Tampa Riverwalk are located nearby.
Here's a convenient hotel quite close to MacDill AFB and the rest of south Tampa; they readily accommodated my request to have a unit on a higher floor. Pricing is certainly reasonable.

Reviewed on Oct 2, 2026

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa
$821
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this historic hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Would absolutely be back to stay here! The staff from valet to front desk were superb. Loved the renovations that preserved the historic charm. The coffee shop was good too, I liked my cappuccino a lot. Thank you for making our stay so wonderful!

Reviewed on Oct 4, 2026

Saddlebrook Resort

Saddlebrook Resort

Wesley Chapel South
$771
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Hotel Haya

Hotel Haya

Ybor City
$1,087
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Benchmark International Arena and Tampa Riverwalk are located nearby.
The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

Beach Park
$885
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

Downtown Tampa
$946
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
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Top Hotel Deals

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
20.59 km from Paradise Key
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

RumFish Beach at TradeWinds

6000 Gulf Blvd St. Pete Beach FL
6.39 km from Paradise Key
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 ...
GALAXY HOTEL

GALAXY HOTEL

101 3rd Ave N St. Petersburg FL
13.61 km from Paradise Key
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

The Don CeSar

3400 Gulf Boulevard St. Pete Beach FL
3.69 km from Paradise Key
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

Island Grand at TradeWinds

5500 Gulf Blvd St. Pete Beach FL
6.02 km from Paradise Key
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 ...
Hollander Boutique Hotel

Hollander Boutique Hotel

421 4th Ave N St. Petersburg FL
13.49 km from Paradise Key
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. ...
Barefoot Beach Club

Barefoot Beach Club

13238 Gulf Blvd Madeira Beach FL
13.74 km from Paradise Key
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

The Beachcomber

6200 Gulf Blvd St. Pete Beach FL
6.53 km from Paradise Key
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

Sirata St. Pete Beach Resort, Tapestry Collection by Hilton

5300 Gulf Boulevard St. Pete Beach FL
5.71 km from Paradise Key
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

Hilton St. Petersburg Bayfront

333 1st St S St. Petersburg FL
13.06 km from Paradise Key
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

Mint House St. Petersburg Downtown by Kasa

77 11th St N St. Petersburg FL
12.46 km from Paradise Key
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

Bilmar Beach Resort

10650 Gulf Blvd Treasure Island FL
10.97 km from Paradise Key
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 ...
Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar

3860 Gulf Boulevard St. Pete Beach FL
4.46 km from Paradise Key
Book a stay at this beach aparthotel in St. Pete Beach. Enjoy a beach locale, a fitness center, and WiFi (surcharge). Our guests praise the helpful staff in ...
Moxy St. Petersburg Downtown

Moxy St. Petersburg Downtown

1234 Central Avenue St. Petersburg FL
12.28 km from Paradise Key
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

Comfort Inn & Suites Clearwater South

5000 Lake Blvd Clearwater FL
20.92 km from Paradise Key
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 ...
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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.

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