Deals on vacations and trips to Saint Leo

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Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $600, price is now $335 per person
$335
per person
Dec 5 - Dec 9
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $704, price is now $337 per person
$337
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $968, price is now $469 per person
$469
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,966, price is now $1,001 per person
$1,001
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $664, price is now $371 per person
$371
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Top Saint Leo hotels deals

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $172 total per night
$172 total
Oct 11 - Oct 12
Total with taxes and fees
A golf course, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Family-friendly amenities include a children's pool and kid-friendly dining, along with hiking/biking trails. Enjoy the 15 outdoor tennis courts and perks like free WiFi.
SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

3 out of 5
5396 Primrose Lake Cir Tampa FL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $110 total per night
$110 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the 24-hour business center. Guests will appreciate freebies like buffet breakfast and free self parking.
Hyatt Place Tampa/Wesley Chapel

Hyatt Place Tampa/Wesley Chapel

3 out of 5
26000 Sierra Center Boulevard Lutz FL
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
WoodSpring Suites Wesley Chapel-Tampa

WoodSpring Suites Wesley Chapel-Tampa

2.5 out of 5
2800 Cypress Ridge Boulevard Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $100 total per night
$100 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A gym and laundry facilities are also provided.
Spot X Hotel Wesley Chapel - Tampa Area

Spot X Hotel Wesley Chapel - Tampa Area

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Free Cancellation
$98 nightly
The price is $110 total per night
$110 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Comfort Inn & Suites Tampa North I-75

Comfort Inn & Suites Tampa North I-75

2.5 out of 5
17301 Dona Michelle Dr Tampa FL
Free Cancellation
$90 nightly
The price is $102 total per night
$102 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Express check-in, express check-out, and laundry facilities are also on offer.
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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.

Frequently asked questions

How much are vacation packages to Saint Leo?
Spoil yourself with an unforgettable experience in Saint Leo with a vacation package starting at $335. Booking hotels, flights and tours through Travelocity is so simple. What's more, our great deals will leave you with more savings for fun.
Where can I get the best vacation package deals for Saint Leo?
For an amazing Saint Leo package deal, book with Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties worldwide to create the ideal adventure — simple as that.
Why should I book my Saint Leo vacation package via Travelocity?
Whether you're planning an epic vacation or a last-minute weekend escape, we have many attractive destinations to choose from at an affordable price. In addition, we provide round-the-clock support, top-notch service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation now.
Can I save on my Saint Leo car rental if I book it with a hotel or flight?
Bundling your hotel, flight and car into a Saint Leo vacation package is a surefire way to land the best prices. Plus, having your own set of wheels gives you the freedom to get to all those amazing sights you want to explore. Situated 50 mi from Saint Leo, Universal Studios Florida is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.
Which airport is best for Saint Leo?
Orlando Intl. Airport (MCO) is 60 mi from the city center and is the beginning point for many memorable experiences. Alternatively, Tampa Intl. Airport (TPA) is 30 mi away from central Saint Leo and St. Petersburg-Clearwater Intl. Airport (PIE) is 40 mi away from central Saint Leo.
What is there to do in Saint Leo?
Click away at the great photo opportunities at Saint Leo University, one of the most well-known attractions in Saint Leo. There's plenty more to uncover in this exciting destination, so give yourself enough time to explore some lesser-known gems.

Photos of local treasures

Browse Saint Leo vacation photos for more inspiration

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