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.
Oasis Palms

Oasis Palms

Sunshine Beach
Save 100% on your flight
$581
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Stay at this hotel in Treasure Island. Enjoy free WiFi, free parking, and a picnic area. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Kimie, the property manager was awesome! She went above and beyond to make sure we were comfortable and well taken care of during the stay.

Reviewed on Aug 17, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$852
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
Everything was very clean. The staff was incredibly kind to our little one on the spectrum. Even the purveyor of beach chairs and umbrellas, Monster, who isn't associated with the hotel, was kind and helpful. Special shout out to Sebastian at the front desk, who was exceptional.

Reviewed on Aug 22, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$1,596
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 Manatee Public Beach are located nearby.
The beach view was great. Just steps away. Our room was very clean and smelled refreshing when entering. Staff was very helpful. We will be back

Reviewed on Aug 22, 2026

Captiva Beach Resort

Captiva Beach Resort

South Village
Save 100% on your flight
$906
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
Room super clean, we love it. Parking ok Kitchen ok Staff, was ok, But we have some comments that may be helpful to the property. 1 - We had problems with the door lock, the staff should be able to show how it works, or give better instructions on the welcome paperwork. 2 - We asked if there was a restroom we could use after checkout, the lady(front desk) said: NO. Only a change room. And we found out that the property have a restroom outside, close to the change room. Since we decided to stay a bit longer at the beach on Sunday the restroom would help us a lot before take 3 hours driving to final destination. She could tell us about the restroom, but she did not. Everything else was excelent! Location, quite place, clean and very confortable. Thank you.

Reviewed on Aug 21, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

Sunshine Beach
Save 100% on your flight
$694
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
We have been visiting this property for over 15 years and had a few worries when reading the feedback regarding the refurbishment. We have recently stayed for a 3 week holiday and can honestly say it has been the best experience we have had, from check in to check out everything was very smooth and we had no problems what so ever. The cleanliness of our unit was much better than we have seen in recent years. It seems that the new management have really put time and effort into the property. Thank you for a wonderful stay and we will be back soon.

Reviewed on Aug 22, 2026

Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

Save 100% on your flight
$1,040
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Manatee Public Beach are located nearby.
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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 ...
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 ...
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 ...
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 ...
 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 ...
SkyBeach Resort

SkyBeach Resort

6800 Sunshine Skyway Lane St. Petersburg FL
5.11 km from Paradise Key
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Tropicana Field and Salvador ...
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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
Hyatt Place St. Petersburg / Downtown

Hyatt Place St. Petersburg / Downtown

25 2nd Street North St. Petersburg FL
13.32 km from Paradise Key
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast ...
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

4506 Gulf Blvd St. Pete Beach FL
4.92 km from Paradise Key
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean ...
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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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