St. Leo's Vacations from $523

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Your St. Leos Vacation

Book a St. Leos vacation package and discover the atmosphere and rhythm of this captivating neighborhood. With all your travel plans taken care of, the only thing you need to focus on here is having a good time. Not sure where to go during your trip to St. Leos? Nearby attractions like Winchester Mystery House, San Jose State University and SAP Center at San Jose are great places to start. Whatever your dream St. Leos vacation looks like, you can turn it into reality with Expedia.

The Latest St. Leo's Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,009, price is now $523 per person
$523
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Jose (SJC)
16/10 Exceptional! (1,002 reviews)
Food was superb. The employees were so attentive and very serviceable. This was a business stay so didn’t get the chance to enjoy the amenities. Did manage to squeeze in a hike the shortest trail of the 3 they offer. Breathtaking views especially after rainy day.

Reviewed on Nov 19, 2025

@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Price was $5,303, price is now $3,016 per person
$3,016
per person
Feb 4 - Feb 10
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to San Jose (SJC)
No reviews
Global Luxury Suites San Jose Downtown

Global Luxury Suites San Jose Downtown

4 out of 5
Downtown San Jose
Save 100% on your flight
Price was $1,841, price is now $1,080 per person
$1,080
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
13.2/10 Exceptional! (29 reviews)
The room was in good condition, amenities were fine. Biggest issue was the location of the room to San Pedro Square. Unless the windows and doors are replaced there is a major noise issue in this unit - every night of the week there is live music, on Thurs-Sat there is music until 2:00am. This is very impactful to sleep

Reviewed on Oct 28, 2025

Marbella Lane Duplex San Jose

Marbella Lane Duplex San Jose

4 out of 5
Willow Glen
Save 100% on your flight
Price was $4,604, price is now $2,804 per person
$2,804
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
16.4/10 Exceptional! (14 reviews)
Very clean well kept place in a good location and affordable sould stay again

Reviewed on Jul 18, 2025

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

3 out of 5
Price was $10,647, price is now $6,484 per person
$6,484
per person
Feb 4 - Feb 10
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to San Jose (SJC)
No reviews

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Where to stay in St. Leo's

Find the best St. Leo's areas and neighborhoods for the activities you enjoy most. Learn more about St. Leo's
Downtown San Jose featuring heritage architecture

Downtown San Jose

4 out of top 10 points of interest in this area
4/5(936 area reviews)

This city on San Francisco Bay is not only a technology center, but also filled with cultural and historic attractions.

Find hotels in Downtown San Jose

St. Leo's Hotel Deals

The Domain Hotel

The Domain Hotel

4 out of 5
1085 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Dec 1 to Dec 2
$111 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,340 reviews)
Always a great stay

Reviewed on Nov 16, 2025

The Domain Hotel
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Nov 26 to Nov 27
$101 total
Nov 26 - Nov 27
Total with taxes and fees
9/10 Wonderful! (2,390 reviews)
Staff was very polite and courteous. Room is wonderful.

Reviewed on Nov 17, 2025

Maple Tree Inn
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
1727 Technology Dr San Jose CA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $119 total per night from Nov 23 to Nov 24
$119 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,586 reviews)
Hallways and elevators smelled of cigarette smoke. Room was very clean and spacious. Bed was comfortable. Maybe I got lucky to get a room that did not smell of smoke. Stayed for one night. Needed a place to stay at the last minute. It did the job, but will prefer another place next time.

Reviewed on Nov 19, 2025

Sonesta Select San Jose Airport
See all 2,533 properties in St. Leo's
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in St. Leo's

Winchester Mystery House

Winchester Mystery House

4.5/5(569 reviews)

Wonder about the alleged hauntings and other mysteries as you chart the life of a gun magnate’s widow in this unfinished manor.

Winchester Mystery House
This is a great place across from the mall where you could eat at a diverse set of restaurants!

Santana Row Shopping Center

4.5/5(119 reviews)

During your trip to San Jose, you can enjoy retail therapy at Santana Row Shopping Center. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Raging Waters showing a waterpark and swimming as well as a large group of people

Raging Waters

5/5(1 review)

Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Raging Waters

Things to do

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

$28
per adult
LEGOLAND Discovery Center Bay Area
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

$32
per adult
80% of travellers recommend
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech Tour
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.