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Saint Leo Vacation Packages

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A building with a corner featuring arched windows and a triangular pediment against a clear blue sky.

Saint Leo
Florida
United States of America
North America
Hotwire.com

Saint Leo Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Seasons Florida Resort

2 out of 5

Save 100% on your flight

Price was $420, price is now $232 per person

$232

per person

Aug 24 - Aug 28

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Orlando (MCO)

Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Nice and clean

Reviewed on Jul 6, 2026

Westgate Vacation Villas Resort

4 out of 5

Save 100% on your flight

Price was $707, price is now $319 per person

$319

per person

Sep 26 - Oct 2

found 1 day ago

Roundtrip flight included

Trenton (TTN) to Orlando (MCO)

Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Clean room, not flexible if you want to stay extra nights but great place to stay for vacay!

Reviewed on Jul 7, 2026

CW Hotel

4 out of 5

Price was $1,857, price is now $926 per person

$926

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Westgate Palace Hotel / Universal / I-Drive

4 out of 5

Save 100% on your flight

Price was $664, price is now $353 per person

$353

per person

Aug 13 - Aug 16

found 13 hours ago

Roundtrip flight included

Cincinnati (CVG) to Orlando (MCO)

Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CoCo Key Water Resort and Universal’s Volcano Bay are located nearby.

Super clean and easy access

Reviewed on Jul 6, 2026

Mar Bay Motel &Suites

2 out of 5

Save 100% on your flight

Price was $531, price is now $289 per person

$289

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.

The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5

Save 100% on your flight

Price was $803, price is now $458 per person

$458

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Tampa (TPA)

Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.

Excellent Excellent Excellent

Reviewed on Jul 6, 2026

Ocean Club Treasure Island Hotel

4 out of 5

Save 100% on your flight

Price was $1,356, price is now $778 per person

$778

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) 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.

Clean rooms staff was great

Reviewed on Jul 6, 2026

WorldQuest Orlando Resort

4 out of 5

Save 100% on your flight

Price was $620, price is now $364 per person

$364

per person

Sep 10 - Sep 14

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to Orlando (MCO)

Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Very good, excellent location.

Reviewed on Jul 5, 2026