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 $507, price is now $273 per person
$273
per person
Jan 11 - Jan 15
found 1 day 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,184, price is now $574 per person
$574
per person
Jan 11 - Jan 15
found 2 days ago
Roundtrip 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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $762, price is now $370 per person
$370
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free theme park shuttle. Business travelers can take advantage of the express check-out. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Price was $3,203, price is now $1,646 per person
$1,646
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a theme park shuttle, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was $1,719, price is now $895 per person
$895
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy the 2 hot tubs and perks like free WiFi.

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
$161 nightly
The price is $181 total per night
$181 total
Nov 29 - Nov 30
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.
Pool
Hot Tub
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
Nov 22 - Nov 23
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.
Pool
Breakfast included
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
Nov 15 - Nov 16
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.
Pool
Breakfast included
Clarion Pointe Wesley Chapel - Tampa Area

Clarion Pointe Wesley Chapel - Tampa Area

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Free Cancellation
$84 nightly
The price is $95 total per night
$95 total
Nov 30 - Dec 1
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.
Pool
Breakfast included
Best Western Wesley Chapel

Best Western Wesley Chapel

2.5 out of 5
5639 Oakley Blvd. Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills

2 out of 5
5734 Gall Blvd Zephyrhills FL
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Nov 15 - Nov 16
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and a picnic area are also provided.
Pool
Breakfast included
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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 $273. 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.