Holiday Rentals in San Gregorio

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Our top choices for San Gregorio holiday rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
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 €163
includes taxes & fees
5 Mar - 6 Mar
Mays Luxury Farm Stays

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, (115 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 €251
includes taxes & fees
22 Feb - 23 Feb
Small Beach Cottage near the Coastal Trail and The Ritz

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
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 €177
includes taxes & fees
20 Feb - 21 Feb
Cozy guest suite in Los Gatos - Beach in 30 min!

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
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 €324
includes taxes & fees
22 Feb - 23 Feb
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
10.0 out of 10, Exceptional, (6 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is €130
includes taxes & fees
22 Feb - 23 Feb
"Queens Palace" Studio Apt Business Ready - San Jose

214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is €147
includes taxes & fees
20 Feb - 21 Feb
214A - Cozy Studio with AC & Kitchen near Stanford

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, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is €281
includes taxes & fees
25 Feb - 26 Feb
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (37 reviews)
"The room was very clean and cozy. We used the sauna it is lined with clean towels and was great to use. The washer and dryer also was a plus to be able to do laundry halfway through the trip! Downtown Half Moon Bay was a lot of fun and traveling down the coast to the Pigeon Point light house was also fun! "
United States
Paulette A.
The price is €321
includes taxes & fees
20 Feb - 21 Feb
Luxury Spa Retreat Guest House with Ocean View

Either Way Hideaway

Either Way Hideaway
Boulder Creek
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 €322
includes taxes & fees
16 Mar - 17 Mar
Either Way Hideaway

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Arleta Park
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is €203
includes taxes & fees
23 Feb - 24 Feb
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

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 €280
includes taxes & fees
22 Feb - 23 Feb
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
7.0 out of 10, Good, (12 reviews)
"Great location. "
United States
Lea M.
The price is €102
includes taxes & fees
24 Feb - 25 Feb
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (45 reviews)
"My stay was spectacular! The host was great and the place was relaxing and comfy. It had everything I needed."
United States
Alexander S.
The price is €267
includes taxes & fees
20 Feb - 21 Feb
Cottage In The Woods

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
The price is €257
includes taxes & fees
25 Feb - 26 Feb
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
8.4 out of 10, Very good, (7 reviews)
"Very nice couple. Great neighborhood. Property was very clean."
United States
William P.
Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (9 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 €276
includes taxes & fees
23 Feb - 24 Feb
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (37 reviews)
"Cute little place with a breathtaking view. Near a shopping area, restaurants and the beach. A bit of a walk, but still quite close. Would recommend if you just need a short stay near HMB. "
United States
Carrie L.
The price is €273
includes taxes & fees
23 Feb - 24 Feb
Oceanview Penthouse, Stylish & Walking to Beach

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (9 reviews)
"Great place "
United States
Marie S.
The price is €233
includes taxes & fees
12 Mar - 13 Mar
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
7.8 out of 10, Good, (9 reviews)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
The price is €250
includes taxes & fees
22 Feb - 23 Feb
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale
9.4 out of 10, Exceptional, (10 reviews)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
The price is €319
includes taxes & fees
21 Feb - 22 Feb
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
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, apart-hotels, 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 favorite 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 depends 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 €130 per night. Entering your travel dates in the search wizard you might find 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?

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.