San Gregorio Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for San Gregorio holiday rentals

Free WiFi

Cabin in Los Gatos

Mays Luxury Farm Stays
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is HK$775
HK$1,437 total
includes taxes & fees
1 Mar - 2 Mar
Mays Luxury Farm Stays
Living area

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is HK$1,454
HK$3,239 total
includes taxes & fees
14 Mar - 15 Mar
Mid Century Garden View Home Parking
Living area

Holiday Home in Heritage Downtown

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
8.4 out of 10, Very good, (7 reviews)
"Location, clean rooms,"
United States
Sheridan D.
The price is HK$509
HK$1,056 total
includes taxes & fees
2 Mar - 3 Mar
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
1 bedroom, desk, WiFi, bed sheets

Apartment in Redwood City

214A - Cozy Studio with AC & Kitchen near Stanford
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is HK$649
HK$1,346 total
includes taxes & fees
1 Mar - 2 Mar
214A - Cozy Studio with AC & Kitchen near Stanford
Beach nearby

Holiday Home in Miramar

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
9.0 out of 10, Wonderful, (20 reviews)
"Beautiful spot, 1 block from the beach! We were able to swim next to a seal and then soak in the hot tub."
United States
Alex F.
The price is HK$1,208
HK$2,995 total
includes taxes & fees
5 Mar - 6 Mar
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
1 bedroom, iron/ironing board, WiFi, bed sheets

Cottage in Arleta Park

Small Beach Cottage near the Coastal Trail and The Ritz
9.8 out of 10, Exceptional, (116 reviews)
"The property was tucked away in a quiet neighborhood and it felt like a very private oasis all to myself. It was exceptionally clean and perfectly cozy for me to stay in for a few days. I would definitely stay again if I am ever in the area! "
United States
Courtney D.
The price is HK$1,387
HK$2,506 total
includes taxes & fees
8 Mar - 9 Mar
Small Beach Cottage near the Coastal Trail and The Ritz
Property grounds

Holiday Home in Los Gatos

Cozy guest suite in Los Gatos - Beach in 30 min!
8.6 out of 10, Excellent, (13 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is HK$936
HK$1,577 total
includes taxes & fees
7 Mar - 8 Mar
Cozy guest suite in Los Gatos - Beach in 30 min!
Interior

Holiday Home in Miramar

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
9.8 out of 10, Exceptional, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in San Tomas

"Queens Palace" Studio Apt Business Ready - San Jose
10.0 out of 10, Exceptional, (7 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is HK$1,009
HK$1,166 total
includes taxes & fees
8 Mar - 9 Mar
"Queens Palace" Studio Apt Business Ready - San Jose
Beach

Holiday Home in Miramar

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
7.4 out of 10, Good, (13 reviews)
"Great location. "
United States
Lea M.
The price is HK$391
HK$904 total
includes taxes & fees
18 Mar - 19 Mar
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Outdoor dining

Holiday Home in Heritage Downtown

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
9.8 out of 10, Exceptional, (9 reviews)
"Great place "
United States
Marie S.
The price is HK$531
HK$2,202 total
includes taxes & fees
12 Mar - 13 Mar
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Exterior

Mobile Home in Arleta Park

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is HK$1,109
HK$2,011 total
includes taxes & fees
1 Mar - 2 Mar
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Beach

Apartment in Alsace Lorraine

Modern Coastal Retreat, Walk to Downtown HMB & Beach
10.0 out of 10, Exceptional, (10 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is HK$1,373
HK$2,563 total
includes taxes & fees
1 Mar - 2 Mar
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Terrace/patio

Cabin in Boulder Creek

Either Way Hideaway
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
The price is HK$1,507
HK$3,055 total
includes taxes & fees
4 Mar - 5 Mar
Either Way Hideaway
Beach

Holiday Home in South Downtown

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
1 bedroom, in-room safe, desk, iron/ironing board

Cottage in Midtown

Palo Alto Cottage: Privacy, Comfort & Convenience
9.6 out of 10, Exceptional, (13 reviews)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is HK$915
HK$1,627 total
includes taxes & fees
7 Mar - 8 Mar
Palo Alto Cottage: Privacy, Comfort & Convenience
Interior

Holiday Home in Palm Park

Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex
10.0 out of 10, Exceptional, (1 review)
"The property is in prime location! The entire place is very new. All the appliances are great and the place is very clean. The garage makes parking very easy. Host is very responsive. Will for sure stay again! "
United States
Altaf V.
The price is HK$1,711
HK$3,697 total
includes taxes & fees
2 Mar - 3 Mar
Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex
Beach nearby

Holiday Home in Moss Beach

Luxury Spa Retreat Guest House with Ocean View
9.8 out of 10, Exceptional, (37 reviews)
"Great place and a great location. We had a great time. Thanks "
United States
Justin B.
The price is HK$1,619
HK$2,673 total
includes taxes & fees
2 Mar - 3 Mar
Luxury Spa Retreat Guest House with Ocean View
1 bedroom, desk, free WiFi, bed sheets

Cottage in Cupertino

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is HK$1,095
HK$2,578 total
includes taxes & fees
3 Mar - 4 Mar
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
1 bedroom, desk, iron/ironing board, travel cot

Holiday Home in Suburban Park - Lorelei Manor - Flood Park Triangle

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
The price is HK$2,098
HK$2,403 total
includes taxes & fees
2 Mar - 3 Mar
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
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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Top San Gregorio Hotel Reviews

Hotel Aura SFO

Hotel Aura SFO

10/10 Excellent
"Lived the front desk staff and it was very clean. "
Diana 1-night trip
Posted 13 hours ago
Hotel Aura SFO

Find out more about San Gregorio

Search for holiday rentals in San Gregorio on Expedia! You can easily find your home rentals, villas, holiday apartments in San Gregorio using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in San Gregorio while they last

Look no further and take a look at our great range of rental properties in San Gregorio!

Frequently asked questions

Are there holiday rentals in San Gregorio?

Yes, there are holiday rentals close to the most popular sights in San Gregorio, or you can select a more secluded option if you're looking for a relaxing stay. San Gregorio is known for its beaches and restaurants.

What are some of the best holiday rentals that San Gregorio has to offer?

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach: This holiday home rental outside of San Gregorio is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

What’s there to see and do in San Gregorio?

Explore the area and family-friendly sights such as JV Fitzgerald Marine Reserve, or get out into nature at a spot like Pomponio State Beach. Pescadero State Beach and Bean Hollow State Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in San Gregorio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gregorio. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.