A beach with waves crashing onto the shore under a clear blue sky.

San Gregorio Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for San Gregorio vacation rentals

A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

1. Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is AED 144
AED 1,307 total
includes taxes & fees
4 Oct - 5 Oct
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

2. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.6 out of 10, Excellent, (32 reviews)
"I'll be back"
United States
Billy
The price is AED 432
AED 768 total
includes taxes & fees
29 Sep - 30 Sep
Mays Luxury Farm Stays
A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

3. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (14 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is AED 253
AED 999 total
includes taxes & fees
30 Sep - 1 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A wooden deck with a metal railing overlooking a forested area.

4. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (61 reviews)
"We really enjoyed our stay here! One of the best equipped houses we’ve ever rented , and the lovey creek babbling by the porch , it was awesome."
United States
Donna M.
The price is AED 735
AED 1,185 total
includes taxes & fees
6 Oct - 7 Oct
Cottage In The Woods
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

5. 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, (136 reviews)
"Great dog friendly well appointed tiny house."
United States
Deb L.
The price is AED 703
AED 1,305 total
includes taxes & fees
6 Oct - 7 Oct
Small Beach Cottage near the Coastal Trail and The Ritz
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

6. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is AED 621
AED 1,638 total
includes taxes & fees
30 Sep - 1 Oct
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A hotel room with a bed, a desk with a chair, a television, and a large window with curtains.

7. 214B - Cozy Studio with AC & Kitchen near Stanford

214B - Cozy Studio with AC & Kitchen near Stanford
Redwood City
10.0 out of 10, Exceptional, (2 reviews)
"Comfortable and easy. It had everything that I needed. Communication was clear. "
United States
Anastasia and Tom L.
The price is AED 397
AED 720 total
includes taxes & fees
29 Oct - 30 Oct
214B - Cozy Studio with AC & Kitchen near Stanford
A round wooden table with a white pot containing a plant, flanked by two blue chairs with gold legs, on a light-colored wooden floor.

8. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (57 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
The price is AED 417
AED 864 total
includes taxes & fees
4 Oct - 5 Oct
Stylish Seaside Cottage - Walking to Beach
A living room with a sectional sofa, a wooden coffee table, and a colorful striped rug.

9. Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Heritage Downtown
7.8 out of 10, Good, (22 reviews)
"Thanks for a great stay!"
United States
April M.
The price is AED 367
AED 624 total
includes taxes & fees
13 Oct - 14 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
A narrow brick pathway flanked by walls with colorful tile patterns, leading to a doorway.

10. Secluded freestanding house in the delightful grape garden

Secluded freestanding house in the delightful grape garden
Emerald Hills
7.4 out of 10, Good, (8 reviews)
"Location and views were amazing! "
United States
Richelle
The price is AED 519
AED 1,250 total
includes taxes & fees
29 Sep - 30 Sep
Secluded freestanding house in the delightful grape garden
A rocky coastline with a cave-like formation and waves crashing onto the shore.

11. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (87 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
The price is AED 498
AED 1,150 total
includes taxes & fees
4 Oct - 5 Oct
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
A modern hotel room with a grey sofa, two armchairs, a bed, a round mirror, and a large painting on the wall.

12. Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Heritage Downtown
9.2 out of 10, Wonderful, (9 reviews)
"The place was super cute and close to everything. I would definitely stay again! "
United States
Juliet M.
The price is AED 182
AED 916 total
includes taxes & fees
30 Sep - 1 Oct
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

13. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
The price is AED 507
AED 962 total
includes taxes & fees
30 Sep - 1 Oct
Oceanview Penthouse, Stylish, Walking to Beach
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

14. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (29 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
The price is AED 625
AED 1,141 total
includes taxes & fees
30 Sep - 1 Oct
Modern Coastal Retreat, Walk to Downtown HMB & Beach
A staircase with wooden beams and large windows overlooking a beach.

15. 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, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AED 549
AED 1,315 total
includes taxes & fees
7 Oct - 8 Oct
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A black leather sectional sofa with patterned cushions, a glass coffee table with a floral design, and a small sign with the word "joy".

16. Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill

Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill
Belmont
9.6 out of 10, Exceptional, (4 reviews)
"Great quiet location. Well maintained"
United States
Vishal M.
The price is AED 453
AED 1,095 total
includes taxes & fees
29 Sep - 30 Sep
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill
A two-story house with a gabled roof and a front porch.

17. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.2 out of 10, Wonderful, (18 reviews)
"We weren’t actually able to stay at this lovely-looking property, but the hosts were kind and communication was great. "
United States
Anonymous traveler
The price is AED 845
AED 1,139 total
includes taxes & fees
1 Oct - 2 Oct
Modern Guesthouse Retreat in the Heart of Silicon Valley
A modern living room with a sofa, coffee table, and dining area.

18. Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more

Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
El Granada
9.4 out of 10, Exceptional, (24 reviews)
"We loved our stay. Our only regret is not staying longer!"
United States
Anonymous traveler
Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

19. Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.2 out of 10, Wonderful, (41 reviews)
"We had a wonderful time. There are beach views from both bedrooms and the porch is wonderful. We would recommend and would stay again."
United States
Aaron M.
The price is AED 819
AED 2,079 total
includes taxes & fees
22 Oct - 23 Oct
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
A modern, well-lit room with a bed, a dining area with a table and chairs, a TV mounted on the wall, and a large window providing natural light.

20. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (25 reviews)
"It was a great cozy space and perfect for our trip to the area! Super accessible, but also very private. Absolutely worth the trip here!"
United States
Cera B.
The price is AED 430
AED 760 total
includes taxes & fees
29 Sep - 30 Sep
Palo Alto Cottage: Privacy, Comfort & Convenience
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

Frequently asked questions

Are there vacation rentals in San Gregorio?

Yes, we have vacation rentals close to the most popular points of interest in San Gregorio, or you can select a more secluded option if you're looking for relaxation. San Gregorio is known for its beaches and restaurants.

What are some of the best vacation home rentals in San Gregorio?

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more: Visitors like this San Gregorio vacation home rental. It is located on the beach and has a balcony, a pool table, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Half Moon Bay Golf Links are a couple of places you'll find in the larger area.

What’s a vacation rental in San Gregorio like?

Vacation rentals are private properties where you can stay for a couple of days or more in San Gregorio. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.