Compare San Mateo Villas

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Featured Villas in San Mateo

Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand

At this villa, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.

Kitchen

Washer

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has a living plant wall.

Hot Tub

Kitchen

Stunning Ocean Mountain View Near SF/SFO/Beaches

$520 nightly

$592 total

Apr 8 - Apr 9

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.

Breakfast included

Kitchen

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.

Pool

Hot Tub

Spacious 6000 sf 6-bedroom villa in lovely Fremont with private gate, and view

Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.

Pool

Hot Tub

Luxury Mid-Century Modern Home w/ XL Deck

At this villa, guests have access to an arcade/game room, laundry facilities, and a garden. Additional amenities include a water dispenser and barbecue grills.

Washer

Dryer

This villa features a hot tub and laundry facilities.

Hot Tub

Kitchen

Guests staying at this villa enjoy a water park, a hot tub, and laundry facilities. Free parking is available if you drive. This smoke-free villa also has a garden.

Hot Tub

Kitchen

2BR Ritz-Carlton Residence – Luxury Suite – Super Bowl Week 2026

Guests staying at this villa enjoy features like a gym.

Air conditioning

Gym

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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.

Hotel Options in San Mateo

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

$132 nightly

$155 total

Apr 12 - Apr 13

Total with taxes and fees

9/10 Wonderful! (5,493 reviews)

Handlery Union Square Hotel

351 Geary St San Francisco CA

$133 nightly

$157 total

Apr 4 - Apr 5

Total with taxes and fees

8.8/10 Excellent! (2,948 reviews)

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

$167 nightly

$196 total

Apr 12 - Apr 13

Total with taxes and fees

9/10 Wonderful! (7,378 reviews)

Luxury Villas

Book luxury villas in San Mateo
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in San Mateo. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in San Mateo, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in San Mateo
You won’t have a problem finding your own space in San Mateo. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore San Mateo on your own and use a one-bedroom villa as your home base.

A top-end villa experience in San Mateo rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

San Mateo Villas essential information

Accommodation	13 Villas
Lowest Price	$155
Highest Price	$592
Popular accommodation	Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand, 4 BR Luxury Designer Home Hot Tub, Parking Garage Near San Francisco UC Berkeley, Stunning Ocean Mountain View Near SF/SFO/Beaches, By The Bay Retreat, Spacious 6000 sf 6-bedroom villa in lovely Fremont with private gate, and view, Luxury Mid-Century Modern Home w/ XL Deck, Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger, @ Marbella Lane - KnollTop Property \| HotTub, 2BR Ritz-Carlton Residence – Luxury Suite – Super Bowl Week 2026