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.
CW Resort
Price was $1,117, price is now $794 per person
$794
per person
Dec 2 - Dec 6
found 5 hours ago
Roundtrip flight included
Islip (ISP) 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $5,038, price is now $2,711 per person
$2,711
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,506, price is now $868 per person
$868
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Seasons Florida Resort
Save 100% on your flight
Price was $1,430, price is now $862 per person
$862
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $1,673, price is now $1,121 per person
$1,121
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Camping World Stadium are located nearby.
Rooms are clean,spacious. My absolute favorite place to stay when I’m in Orlando, Fl
Reviewed on Nov 2, 2026
Cedar Cove Resort and Cottages
Price was $1,507, price is now $1,050 per person
$1,050
per person
Dec 2 - Dec 6
found 5 hours ago
Roundtrip flight included
Islip (ISP) 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 Bradenton Beach and Coquina Beach are located nearby.
Top Hotel Deals
Saddlebrook Resort
5700 Saddlebrook Way Wesley Chapel FL
13.08 km from city center
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 ...
Hyatt Place Tampa/Wesley Chapel
26000 Sierra Center Boulevard Lutz FL
20.16 km from city center
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 ...
SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms
5396 Primrose Lake Cir Tampa FL
26.11 km from city center
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 ...
Clarion Pointe Wesley Chapel - Tampa Area
5703 Oakley Blvd Wesley Chapel FL
14.54 km from city center
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 ...
Roadstar Hotel Zephyrhills
5734 Gall Blvd Zephyrhills FL
12.79 km from city center
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 ...
Holiday Inn Express Hotel & Suites New Tampa I-75 by IHG
8310 Galbraith Rd Tampa FL
25.22 km from city center
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 ...
WoodSpring Suites Wesley Chapel-Tampa
2800 Cypress Ridge Boulevard Wesley Chapel FL
19.82 km from city center
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. ...
Comfort Inn & Suites Tampa North I-75
17301 Dona Michelle Dr Tampa FL
26.2 km from city center
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Yuengling Center and Cypress Creek ...
Residence Inn by Marriott Tampa Wesley Chapel
2867 LAJUANA BLVD Wesley Chapel FL
17.65 km from city center
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 ...
Hilton Garden Inn Tampa-Wesley Chapel, FL
26640 Silver Maple Pkwy Wesley Chapel FL
20.33 km from city center
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 ...
Best Western Wesley Chapel
5639 Oakley Blvd. Wesley Chapel FL
14.67 km from city center
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 ...
Holiday Inn Express & Suites Tampa North - Wesley Chapel by IHG
2775 Cypress Ridge Blvd Wesley Chapel FL
19.97 km from city center
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 ...
Hampton Inn & Suites Tampa-Wesley Chapel
2740 Cypress Ridge Blvd Wesley Chapel FL
19.94 km from city center
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.
Wed, Jan 20 - Wed, Feb 3
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$124 Roundtrip, found 3 days ago
$124
Roundtrip
found 3 days ago
Wed, Jan 20 - Wed, Feb 3
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Thu, Feb 25 - Thu, Mar 4
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Wed, Jan 20 - Wed, Feb 3
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$219 Roundtrip, found 3 days ago
$219
Roundtrip
found 3 days ago
Tue, Nov 17 - Wed, Nov 18
CLE
Hopkins Intl.
TPA
Tampa Intl.
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago