Siesta Key Flight + Hotel Packages

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Comfort Inn & Suites St. Pete - Clearwater International Airport

per person

Jun 22 - Jun 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tampa Bay Grand Prix and Feather Sound Country Club are located nearby.

Mar Bay Motel &Suites

per person

Jun 5 - Jun 9

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

voco Sarasota by IHG

Save 100% on your flight

per person

Jul 20 - Jul 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Tampa (TPA)

Stay at this 3.5-star 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 St. Armands Circle and Lido Beach are located nearby.

The Avalon Club

Save 100% on your flight

per person

Jun 22 - Jun 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Jul 11 - Jul 18

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Tampa (TPA)

Stay at this 4-star 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.

Sonesta Simply Suites Clearwater

per person

Jun 22 - Jun 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Book a stay at this business-friendly hotel in Clearwater. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Bay Grand Prix and Feather Sound Country Club are located nearby.

The Floridian Inn

per person

Jun 22 - Jun 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Stay at this motel in Clearwater. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the comfy beds in our reviews. Popular attractions Sand Key Park and Beach Walk are located nearby.

Ponce De Leon Hotel

per person

Jun 22 - Jun 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Stay at this 3-star hotel in St. Petersburg. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Bay and Salvador Dali Museum are located nearby.