St. Leo's Vacations from $477

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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.

The Historic Brookdale Lodge, Santa Cruz Mountains

Save 100% on your flight

$477

per person

Dec 2 - Dec 9

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

8.6/10 Excellent! (1,006 reviews)

Aqua Breeze Inn

Westside Santa Cruz

$486

per person

Dec 2 - Dec 9

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

8.2/10 Very Good! (1,003 reviews)

This room has bed bugs!!!! I booked 3 nights with kitchen room. The room was spacious and had two bedrooms. I was sitting on the bed after I arrived and saw tiny tiny bug on the bed. And I felt little itchy after while. I wasn’t comfortable sleeping there so I slept other bed. At 2 in the morning, I woke up with itchiness and I was bitten 20 times all over arms and neck. I had to leave in the middle of night. This place needs serious pest control right away.

Reviewed on Oct 10, 2026

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight

$1,028

per person

Nov 15 - Nov 20

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

La Bahia Hotel and Spa

Westside Santa Cruz

Save 100% on your flight

$1,321

per person

Dec 2 - Dec 9

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

9.6/10 Exceptional! (527 reviews)

This hotel is highly recommended.

Reviewed on Oct 14, 2026

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

Save 100% on your flight

$1,567

per person

Dec 10 - Dec 15

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

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

A historic building with a clock tower, adjacent to a modern high-rise building.

Downtown San Jose

5 out of top 10 points of interest in this area

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

A cityscape at sunset with a mountain range in the foreground and a river in the distance.

South San Jose

Southern region of San Jose, California, featuring a mix of businesses, green spaces, and parks. Explore trails like Coyote Creek and Guadalupe River, or visit parks such as Almaden Quicksilver County Park. Easily accessible via VTA stations and highways.

A cityscape with a sunset over mountains.

Willow Glen

Explore this historic downtown with diverse architectural styles, and upscale living. Enjoy shopping and dining in Downtown Willow Glen, and access nearby VTA light rail and Caltrain stations.

A large, ornate building with a red roof and multiple towers, surrounded by well-manicured gardens and palm trees.

West San Jose

1 out of top 10 points of interest in this area

While visiting West San Jose, you might make a stop by sights like Winchester Mystery House and Santana Row Shopping Center.

A highway sign for Exit 2B to San Jose on I-101 South, 1 mile ahead.

North San Jose

1 out of top 10 points of interest in this area

If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Topgolf San Jose and hop on the metro to see more the city at Cisco Station or Baypointe Station.

St. Leo's Hotel Deals

Sonesta Silicon Valley

1820 Barber Ln Milpitas CA

Fully refundableReserve now, pay when you stay

$122 nightly

$139 total

Nov 6 - Nov 7

Total with taxes and fees

Maple Tree Inn

711 E El Camino Real Sunnyvale CA

Fully refundableReserve now, pay when you stay

$85 nightly

$96 total

Oct 30 - Oct 31

Total with taxes and fees

9/10 Wonderful! (3,077 reviews)

"Great place to stay for Levi Stadium without the crazy prices."

Reviewed on Oct 16, 2026

Holiday Inn San Jose - Silicon Valley by IHG

1350 N 1st Street San Jose CA

Fully refundable

$123 nightly

$144 total

Oct 30 - Oct 31

Total with taxes and fees

8.4/10 Very Good! (1,110 reviews)

"Staff, and breakfast"

Reviewed on Oct 15, 2026

See all 1,964 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.