Book Holiday Homes in San Gregorio

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Featured Holiday Homes in San Gregorio

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Pedro Point, Pacifica
Located in Pacifica (Pedro Point), this vacation home is within a 5-minute drive of Pacifica State Beach and Devils Slide Beach.
Opens in a new windowOceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
Stunning Stylish Luxury 3BR Santa Clara Home

Stunning Stylish Luxury 3BR Santa Clara Home

Santa Clara
The price is AU$671 per night from 2 Oct to 3 Oct
AU$671
2 Oct - 3 Oct
includes taxes & fees
With a stay at this vacation home in Santa Clara, you'll be within a 5-minute drive of Santa Clara University and Santana Row Shopping Center.
Opens in a new windowStunning Stylish Luxury 3BR Santa Clara Home
Beach Hideaway close to San Francisco and the Airport

Beach Hideaway close to San Francisco and the Airport

2 out of 5
Pacifica
With a stay at this vacation home in Pacifica (Rockaway Beach), you'll be within a 15-minute drive of San Francisco State University and Pacifica State ...
Opens in a new windowBeach Hideaway close to San Francisco and the Airport
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Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

Half Moon Bay
When you a stay at this vacation home in Half Moon Bay, you'll be on the beach, just steps from Waterfront Coastside Trail and Vallejo Beach.
Opens in a new windowLuxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities

Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities

Half Moon Bay
The price is AU$1,250 per night from 2 Oct to 3 Oct
AU$1,250
2 Oct - 3 Oct
includes taxes & fees
This beach vacation home is 18 mi (29 km) from San Francisco Bay and 15.6 mi (25.1 km) from San Mateo County Event Center.
Opens in a new windowNow Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Montara
The price is AU$1,019 per night from 2 Oct to 3 Oct
AU$1,019
2 Oct - 3 Oct
includes taxes & fees
When you stay at this vacation home in Montara, you'll be by the sea, within a 5-minute drive of Montara State Beach and Gray Whale Cove State Beach.
Opens in a new windowOcean & Mountain View Home - Walk to Trails, Beach, Family Activities
Seaside Retreat near Surfers Beach NEWLY REMODELED

Seaside Retreat near Surfers Beach NEWLY REMODELED

Half Moon Bay
With a stay at this vacation home in Half Moon Bay (El Granada), you'll be a 4-minute walk from Pillar Piont Beach and within a 5-minute drive of Pillar Point ...
Opens in a new windowSeaside Retreat near Surfers Beach NEWLY REMODELED
Entire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub

Entire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub

Montara
Located in Montara, this vacation home is by the ocean, within a 5-minute drive of Montara State Beach and JV Fitzgerald Marine Reserve.
Opens in a new windowEntire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub
Bright modern home near Santana Row, Apple

Bright modern home near Santana Row, Apple

Santa Clara
The price is AU$815 per night from 29 Sept to 30 Sept
AU$815
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Santa Clara, you'll be within a 5-minute drive of Santa Clara University and Santana Row Shopping Center.
Opens in a new windowBright modern home near Santana Row, Apple
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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.

San Gregorio Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Gregorio vacation homes are the perfect way for you to wing it.

Holiday houses in San Gregorio let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Gregorio in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Gregorio adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Gregorio with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Gregorio vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Gregorio Holiday Homes essential information

Accommodation
619 Holiday Homes
Lowest Price
AU$165
Highest Price
AU$1,250
Popular accommodation
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach, Stunning Stylish Luxury 3BR Santa Clara Home, Beach Hideaway close to San Francisco and the Airport, Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment, Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities, Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities, Seaside Retreat near Surfers Beach NEWLY REMODELED, Entire Private Coastal Retreat - Spectacular Ocean Views w/Hot Tub, Bright modern home near Santana Row, Apple

Top trending hotels in San Gregorio

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
The price is AU$165 per night from 19 Oct to 20 Oct
AU$165
19 Oct - 20 Oct
includes taxes & fees
When you stay at Crowne Plaza San Francisco Airport by IHG in Burlingame, you'll be near the airport, within a 15-minute drive of San Francisco Bay and San Mateo ...
Opens in a new windowCrowne Plaza San Francisco Airport by IHG
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy, Burlingame, CA
Fully refundableReserve now, pay when you stay
When you stay at Bay Landing San Francisco Airport Hotel in Burlingame, you'll be near the bay, within a 10-minute drive of San Francisco Bay and San Mateo County ...
Opens in a new windowBay Landing San Francisco Airport Hotel
The Dylan at SFO

The Dylan at SFO

3 out of 5
110 S El Camino Real, Millbrae, CA
Fully refundableReserve now, pay when you stay
Located in Millbrae, The Dylan at SFO is in the suburbs, a 1-minute drive from Mills-Peninsula Medical Center and 14 minutes from San Francisco State ...
Opens in a new windowThe Dylan at SFO
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SFO El Rancho Inn SureStay Collection by Best Western

SFO El Rancho Inn SureStay Collection by Best Western

3 out of 5
1100 El Camino Real, Millbrae, CA
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 4 Oct to 5 Oct
AU$203
4 Oct - 5 Oct
includes taxes & fees
When you stay at SFO El Rancho Inn SureStay Collection by Best Western in Millbrae, you'll be near the airport, within a 15-minute drive of San Francisco Bay ...
Opens in a new windowSFO El Rancho Inn SureStay Collection by Best Western
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See all available properties in San Gregorio
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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.

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^Subject to availability and chosen travel dates.