Book Holiday Homes in San Gregorio

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Featured Holiday Homes in San Gregorio

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

Moss Beach
Located in Moss Beach, this vacation home is by the ocean, within a 5-minute drive of JV Fitzgerald Marine Reserve and Montara State Beach.
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach
Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm

Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm

Half Moon Bay
With a stay at this vacation home in Half Moon Bay, you'll be a 4-minute walk from Elmar Beach and 6 minutes by foot from Naples Beach.
Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm
W. Menlo Luxurious executive mansion over 4000sqft

W. Menlo Luxurious executive mansion over 4000sqft

Menlo Park
The price is AU$1,305 per night from 24 Jan to 25 Jan
AU$1,305
includes taxes & fees
24 Jan - 25 Jan
With a stay at this vacation home in Menlo Park (West Menlo Park), you'll be a 4-minute drive from Stanford University and 5 minutes from Stanford University ...
W. Menlo Luxurious executive mansion over 4000sqft
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Marbella Lane Duplex Redwood City

Marbella Lane Duplex Redwood City

3.5 out of 5
119 Redwood Ave, Redwood City, CA
When you stay at Marbella Lane Duplex Redwood City in Redwood City, you'll be near the airport, within a 15-minute drive of Stanford University and San Francisco ...
Marbella Lane Duplex Redwood City
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More

Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More

Moss Beach
Fully refundable
Located in Moss Beach, this vacation home is by the ocean, within a 5-minute drive of Montara State Beach and JV Fitzgerald Marine Reserve.
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More
.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!

.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!

half moon bay
A stay at this vacation home places you in the heart of Half Moon Bay, within a 15-minute walk of Elmar Beach and Poplar Beach.
.5 mi to Beach, trails or Main Street ! Hot tub and fire pit!
Private Studio , spectacular  Ocean View , bathroom , kitchenette, Very Quiet

Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

Half Moon Bay
With a stay at this vacation home in Half Moon Bay (El Granada), you'll be within a 5-minute drive of Pillar Piont Beach and Vallejo Beach.
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet
Redwoods near Los Gatos and Santa Cruz beach

Redwoods near Los Gatos and Santa Cruz beach

Ben Lomond
Located in Brookdale, this vacation home is by the sea, within a 15-minute drive of Luminescence Healing Haven and Felton Covered Bridge Park.
Redwoods near Los Gatos and Santa Cruz beach
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

San Bruno
The price is AU$494 per night from 23 Feb to 24 Feb
AU$494
includes taxes & fees
23 Feb - 24 Feb
Located in San Bruno, this vacation home is within a 15-minute drive of San Francisco Bay and Chase Center.
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet
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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
458 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$1,305
Popular accommodation
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach, Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm, W. Menlo Luxurious executive mansion over 4000sqft, Marbella Lane Duplex Redwood City, Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More, .5 mi to Beach, trails or Main Street ! Hot tub and fire pit!, Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet, Redwoods near Los Gatos and Santa Cruz beach, Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Top trending hotels in San Gregorio

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
The price is AU$231 per night from 4 Feb to 5 Feb
AU$231
includes taxes & fees
4 Feb - 5 Feb
With a stay at Bay Landing San Francisco Airport Hotel in Burlingame, you'll be on the waterfront, within a 10-minute drive of San Francisco Bay and Bayfront ...
Bay Landing San Francisco Airport Hotel
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$178 per night from 1 Feb to 2 Feb
AU$178
includes taxes & fees
1 Feb - 2 Feb
With a stay at SFO El Rancho Inn SureStay Collection by Best Western in Millbrae, you'll be near the airport, within a 10-minute drive of San Francisco Bay and ...
SFO El Rancho Inn SureStay Collection by Best Western
Crowne Plaza San Francisco Airport, an IHG Hotel

Crowne Plaza San Francisco Airport, an IHG Hotel

3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
The price is AU$169 per night from 26 Jan to 27 Jan
AU$169
includes taxes & fees
26 Jan - 27 Jan
With a stay at Crowne Plaza San Francisco Airport, an IHG Hotel in Burlingame, you'll be near the airport, within a 10-minute drive of San Francisco Bay and ...
Crowne Plaza San Francisco Airport, an IHG Hotel
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Hotel Aluxor SFO

Hotel Aluxor SFO

2.5 out of 5
500 El Camino Real, San Bruno, CA
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 26 Jan to 27 Jan
AU$153
includes taxes & fees
26 Jan - 27 Jan
When you stay at Hotel Aluxor SFO in San Bruno, you'll be near the airport, within a 15-minute drive of San Francisco Bay and Chase Center.
Hotel Aluxor SFO
Don't see what you're looking for?
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.