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San Gregorio Holiday Rentals

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Our top choices for San Gregorio holiday rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (14 reviews)
"Lovely cabin in a beautiful location"
United States
maria
The price is AU$317
includes taxes & fees
14 June - 15 June
Mays Luxury Farm Stays

2BR Belmont Treehouse near SFO, Caltrain & Levi's

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay! Every detail you need is there, from a well equipped kitchen to cozy bedding. Quiet neighborhood, so it’s perfect for a restful stay. Highly recommended."
United States
Dash L.
2BR Belmont Treehouse near SFO, Caltrain & Levi's

Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.2 out of 10, Wonderful, (63 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is AU$376
includes taxes & fees
17 June - 18 June
Luxury stay near Santana Row for vacation/business

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (20 reviews)
"Quiet, comfortable, and good location. "
United States
Kelsey P.
The price is AU$321
includes taxes & fees
1 July - 2 July
Palo Alto Cottage: Privacy, Comfort & Convenience

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$576
includes taxes & fees
15 June - 16 June
Mid Century Garden View Home Parking

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
El Granada
The price is AU$866
includes taxes & fees
14 June - 15 June
Marbella Lane - 2BR Guest House Dtwn RWC Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Safe neighborhood and easy check in/out. The beds are very comfortable and everything was in place and worked as listed. Management was very responsive and attentive. We loved that it was walking distance from some local restaurants that were delicious! We would stay there again. "
United States
Angela C.
The price is AU$934
includes taxes & fees
11 June - 12 June
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (127 reviews)
"Cottage was quiet and comfortable. Great neighborhood. Amazing setup for dog. Well equiped kitchen and super easy walk to beach."
United States
Paul
The price is AU$538
includes taxes & fees
11 June - 12 June
Small Beach Cottage near the Coastal Trail and The Ritz

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is AU$542
includes taxes & fees
2 July - 3 July
@ Marbella Lane - Bright and Cozy Home Near SFO

Jaxen - Cabin Masoods Lodge

Jaxen - Cabin Masoods Lodge
Boulder Creek
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed the stay. The check in process and flexibility given were all easy and accommodating. We would stay here again."
United States
Rich O.
The price is AU$522
includes taxes & fees
16 June - 17 June
Jaxen - Cabin Masoods Lodge

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (42 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is AU$461
includes taxes & fees
14 June - 15 June
Oceanview Penthouse, Stylish & Walking to Beach

Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
8.6 out of 10, Excellent, (10 reviews)
"Very nice couple. Great neighborhood. Property was very clean."
United States
William P.
The price is AU$398
includes taxes & fees
29 June - 30 June
Modern Guesthouse Retreat in the Heart of Silicon Valley

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.6 out of 10, Exceptional, (45 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is AU$536
includes taxes & fees
10 June - 11 June
Luxury Spa Retreat Guest House with Ocean View

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (24 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$617
includes taxes & fees
24 June - 25 June
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is AU$511
includes taxes & fees
3 July - 4 July
Downtown 1bd/1ba ADU

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.4 out of 10, Exceptional, (11 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
The price is AU$497
includes taxes & fees
11 June - 12 June
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is AU$940
includes taxes & fees
15 June - 16 June
Marbella Lane - 3BR House Dtwn RWC Parking

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
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 AU$466
includes taxes & fees
24 June - 25 June
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.4 out of 10, Exceptional, (9 reviews)
"Had a great stay. Location is perfect. Clean and comfortable. Would stay again."
United States
Bill P.
The price is AU$387
includes taxes & fees
16 June - 17 June
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (54 reviews)
"Great place and host! "
United States
Matt W.
The price is AU$473
includes taxes & fees
17 June - 18 June
Cottage In The Woods
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

Find out more about San Gregorio

Everything you need to know about San Gregorio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Gregorio holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Gregorio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Gregorio. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gregorio holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gregorio holiday rentals we have selected for you start as low as AU$317 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Gregorio rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Gregorio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Gregorio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beachview Holiday Family Retreat | Steps to Sand: This holiday home rental outside of San Gregorio is located on the beach, and offers a balcony, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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. Memorial Park and Pelican Point 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.