Saint Leo Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Saint Leo Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
$582
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Great pre-hospital stay.
Reviewed on Aug 26, 2026
CW Resort
$627
per person
Nov 12 - Nov 16
found 17 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Wyndham Grand Clearwater Beach
$828
per person
Nov 12 - Nov 16
found 17 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Captiva Beach Resort
South Village
$614
per person
Nov 12 - Nov 16
found 17 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Florida Hotel & Conference Center in the Florida Mall
$652
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Residence Inn By Marriott Tampa Downtown
Downtown Tampa
$582
per person
Nov 12 - Nov 16
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
This is my second time staying at this location. I like the convenience of being close to everything downtown. There was construction this time around so a little more hectic and loud.
I do not love the parking situation and that I have to go across the street, use a parking garage and if it is a busy time you may not find a spot since you can only park in designated areas.
Would like to see the breakfast be a little more upgraded.
Overall I give it a good rating because it is a good hotel choice.
Reviewed on Aug 26, 2026
Top Hotel Deals
Saddlebrook Resort
5700 Saddlebrook Way Wesley Chapel FL
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 ...
Holiday Inn Express Hotel & Suites New Tampa I-75 by IHG
8310 Galbraith Rd Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms
5396 Primrose Lake Cir Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Hyatt Place Tampa/Wesley Chapel
26000 Sierra Center Boulevard Lutz FL
Book a stay at this business-friendly hotel in Lutz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
WoodSpring Suites Wesley Chapel-Tampa
2800 Cypress Ridge Boulevard Wesley Chapel FL
Stay at this hotel in Wesley Chapel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Spot X Hotel Wesley Chapel - Tampa Area
5703 Oakley Blvd Wesley Chapel FL
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites Tampa North - Wesley Chapel by IHG
2775 Cypress Ridge Blvd Wesley Chapel FL
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Best Western Wesley Chapel
5639 Oakley Blvd. Wesley Chapel FL
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Quality Inn Zephyrhills-dade City
6815 Gall Blvd Zephyrhills FL
Book a stay at this business-friendly hotel in Zephyrhills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Roadstar Hotel Zephyrhills
5734 Gall Blvd Zephyrhills FL
Book a stay at this business-friendly motel in Zephyrhills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Residence Inn by Marriott Tampa Wesley Chapel
2867 LAJUANA BLVD Wesley Chapel FL
Stay at this hotel in Wesley Chapel. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn Dade City - Zephyrhills
13215 Us Highway 301 Dade City FL
Stay at this hotel in Dade City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The ...
Hilton Garden Inn Tampa-Wesley Chapel, FL
26640 Silver Maple Pkwy Wesley Chapel FL
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Fairfield Inn & Suites by Marriott Tampa Wesley Chapel
2650 Lajuana Blvd Wesley Chapel FL
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. 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.
Sat, Dec 5 - Wed, Dec 9
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$98
Roundtrip
found 19 hours ago
Wed, Sep 30 - Tue, Oct 6
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$189
Roundtrip
found 5 hours ago
Wed, Oct 7 - Wed, Oct 14
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$199
Roundtrip
found 1 day ago
Wed, Feb 17 - Wed, Feb 24
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$207
Roundtrip
found 7 hours ago
Mon, Nov 9 - Wed, Nov 11
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$258
Roundtrip
found 19 hours ago
Best points of interest in Saint Leo
- Saint Leo University Vacations
- Tampa Premium Outlets Vacations
- Advent Health Center Ice Vacations
- Wesley Chapel District Park Vacations
- Withlacoochee Trail State Park Vacations
- Saddlebrook Golf Course Vacations
- Hillsborough River State Park Vacations
- Tampa Palms Golf Course Vacations
- Florida National Cemetery Vacations
- Shops at Wiregrass Vacations
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