Entire home

Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point

Photo gallery for Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point

Living Room View
Location
Dining Area
Kitchen
Entry

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Parking available
  • Kitchen

Explore the area

Map
Del Monte Forest, CA
  • 17-Mile Drive
    ‪1 min walk‬
  • Pebble Beach Golf Links
    ‪5 min drive‬
  • Carmel Beach
    ‪9 min drive‬
  • Monterey, CA (MRY-Monterey Peninsula)
    ‪16 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Half Bath

Toilet

Spaces

Deck or patio
Kitchen

About this property

Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point

With dramatic ocean views from the entire top floor, this luxury estate is located on the first hole of Cypress Point—one of the most exclusive golf courses in the world. "Champagne at Five" was the original owners' motto, and it's easy to see why: this home was made for entertaining. Drive down a private lane onto a circular driveway with parking for over a dozen cars…a rarity in Pebble Beach.
Double doors open to a light-filled entryway and a large living room with wall-to-wall glass. Skylights spill sunshine throughout the open floor plan, while travertine-like flooring increases the feeling of warmth, spaciousness and calm.
Built in the 50s by legendary golfer Loma Smith, this mid-century modern was brought back to life by a talented design team who honored the original—while incorporating every modern luxury. The living room—with a large fireplace and 56" Smart TV—overlooks the golf course and a vast swath of the Pacific. Two love seats, a ten-foot sofa, four armchairs, and cushions on the hearth supply ample seating. The bar—with TV, full-sized refrigerator, double sink, and a second prep kitchen—features a wall of trophies, photos and memorabilia that illuminate this home's place in Pebble Beach history and the golden age of golf.
In the kitchen, the designers retained the retro feel with the original Geneva cabinetry, while updating it with solid surface countertops and stainless steel appliances, including two Kitchenaid convection ovens with warming drawers, a five-burner gas cooktop, a built-in desk and a 42" table for casual dining. The formal dining room seats 12.
In the Master Suite (with ocean, forest, and golf course views), two upholstered chairs invite conversation or contemplation, while a luxurious Serta iComfort King bed guarantees restful nights. The walk-in closet—with ten individual closets (hanging, drawers, accessories)—is a testimony to another era, and the perfect spot for a bride-to-be to prepare for her special day. The master bath has double sinks, a walk-in shower, and a new jetted tub.
A second guest room off the entry has ocean views, a King bed, reading chair, and a built-in TV. The en suite bath—with its original pink decor—is a nostalgic nod to the past. On the opposite end of the upper floor, a soothing seafoam palette in the third guest room mirrors the ocean views. This suite has a King bed, a bath with a tub/shower, and a small vanity set in grey and white Carrera marble.
Downstairs, two bedrooms share a spacious bath with a double vanity, large walk-in shower, and a separate toilet compartment. The first bedroom, decorated in sunny yellows, has two extra-long twin trundle beds. Pass through the bedroom and bath to enter a Queen bedroom (with a second, private entrance via a covered stairway to the upper floor).
The Cypress Point estate features an oversized two car garage, a laundry room with extra capacity washer/dryer, and televisions in all bedrooms, living room, kitchen and bar. The covered, 900 square foot ocean view upper deck has a barbecue, two chaise lounge chairs, and two outdoor dining tables with seating for eight.

Property manager

Michael Wiederholt
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Outdoor space
Parking available
Ocean view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number VR000643

About the area

Pebble Beach

Located in Pebble Beach, this holiday home is next to a golf course and by the sea. Pebble Beach Golf Links and Fisherman's Wharf are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Carmel Beach and Lovers Point. Check out an event or a game at WeatherTech Raceway Laguna Seca, and consider making time for Monterey Bay Aquarium, a top attraction not to be missed. Spend some time exploring the area's activities, including golfing.
Map
Del Monte Forest, CA

What's nearby

  • 17-Mile Drive - 1 min walk - 0.1 km
  • Cypress Point Golf Club - 7 min walk - 0.6 km
  • Pebble Beach Golf Links - 5 min drive - 2.5 km
  • Carmel Beach - 9 min drive - 6.1 km
  • Carmel Plaza - 10 min drive - 6.6 km

Getting around

  • Monterey Station - 15 min drive
  • Monterey, CA (MRY-Monterey Peninsula) - 16 min drive

Restaurants

  • ‪Carmel Bakery - ‬9 min drive
  • ‪Roy's at Pebble Beach - ‬12 min drive
  • ‪Sticks at Spanish Bay - ‬12 min drive
  • ‪Stave Wine Cellar - ‬12 min drive
  • ‪The Beach & Tennis Club Dining Room at Pebble Beach Country Club and Resort - ‬10 min drive

Frequently asked questions

Is Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point?

Check-in begins at 3:00 PM.

What time is check-out at Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point?

Checkout is at 11:00 AM.

Where is Cypress Point - Pebble Beach Estate - Oceanview Luxury at Cypress Point located?

Situated in Pebble Beach, this golf holiday home is within a 10-minute walk of 17-Mile Drive and Cypress Point Golf Club. Fan Shell Beach and Lone Cypress Pine are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 43 reviews
Rating 8 - Good. 2 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Dave C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf Trip

Very comfortable place to stay.
Stayed 5 nights in Apr 2024

10/10 Excellent

heather r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful

Stunning home and location for family time together
Stayed 6 nights in May 2024

10/10 Excellent

Kathleen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

20-million-dollar views

This property was amazing. The house was perfect for our sales team and their customers as they attended the AT&T Pebble Beach Pro-Am. The views from the house were incredible. One of our guests described it as the 20-million-dollar views. The house was big enough for our group of 10, our private chef dinners, and keeping everyone entertained. The house was spotless and comfortable. I would highly recommend this house for any group wanting to stay near Pebble Beach.
Stayed 5 nights in Jan 2025

10/10 Excellent

Elena V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay

My family and I were in town for a family funeral. This house was accommodating for 10 of us and absolutely beautiful. Large deck facing the golf course and water. Lots of places to sleep. Neighborhood was so nice. Great communication with host. Hope we can stay again sometime in the future.
Stayed 5 nights in Jul 2024

10/10 Excellent

Liz D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Lovely in every way
Stayed 6 nights in Aug 2023

10/10 Excellent

alison q., austin

Liked: Cleanliness, check-in, communication, location, listing accuracy

Post Covid family vacay

The best experience we’ve had in renting vacation homes! The beautiful home, THE VIEW was amazing out of every important room, it was very comfortable and clean. Debra was always ready to help if a problem arose . Wish I could give Cypress Point 10 stars! We’ll be back!
Stayed 5 nights in Mar 2021

10/10 Excellent

Toby P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the Views

Wow! What a wonderful home. My hubby and I traveled with two other couples. Each bedroom was so very comfortable and having our own bathroom was so nice. The living space and bar area were just perfect. The kitchen was nicely stocked and plenty of room for the six of us to enjoy cooking dinners together. The views are over the top. We can't wait to go back.
Stayed 5 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Peter A.

Cypress Point New Year

Cypress Point was the perfect place to celebrate the New Year with family. This immaculately maintained midcentury home is in a stunning location with views of Fanshell Beach across the #1 Fairway of Cypress Point Club. With the New Year's Storm, the waves were even more epic than usual. Our party of three adults and five children ages 8-14 had more than enough room. The open floorplan is ideal for a larger group. The three upstairs bedrooms are large with the same epic views as the living, dining and kitchen. Even the two downstairs bedrooms are a nice size. The home is a great base camp for adventures as well, as it's a short drive to Carmel, Pacific Grove and Monterey. The Lodge and Market at Pebble Beach is even closer - about a five minute drive for quick last-minute needs. I highly recommend Cypress Point not only for families, but for couples or friend groups golfing or visiting for the Concourse. We can't wait to go back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ben D.

👍

Spent 10 nights here in December with my large family. Perfect location. Off hole 1 of Cypress. Ocean views. Privacy. House is a fabulous mid century modern. Maintained wonderfully. Will book again

10/10 Excellent

Phil C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location

Wonderful time celebrating a birthday and golfing.
Stayed 7 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Marc D.,

Cypress Point property always a winner

Our 5th time renting this unique property, so yes, we love it. No better view from all of the upper floor bedrooms, living room, dining room, and kitchen. Very clean, comfortable bedding, and well equipped kitchen. Rental agent, Debra Ryll always easy to work with. Never any problem with the financial part of renting and now that there is keyless entry to the property you don't have to stop at the office to pick up keys. Yes, we will be back again.

10/10 Excellent

jennifer s., San Rafael, California

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house on Cypress Golf Course off of 17 mile drive

Amazing space where family of 10 adults could really spread out in the 4,000sf mid century modern architectural gem. From the 5 bedrooms, 4 1/2 bathrooms, dining room with seating for 12, huge living room with fireplace with amazing views from all upstairs rooms. Beautiful bar area complete with all bar essentials/fridge/cocktail glasses. Vintage American Shuffleboard table provided lots of entertainment. Plenty of parking for us with our three cars. Highly recommend a stay here. We will be back!
Stayed 5 nights in Nov 2021

10/10 Excellent

Jim C., Menlo Park, CA94025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Location

The views from this house were spectacular. The house is situated about halfway between the lodge at Pebble Beach and Spanish Bay. It's close enough to Carmel to enjoy their restaurants and galleries. The house itself is clean and well equipped. Our property manager, Debra Ryll was excellent in helping our family enjoy this home.
Stayed 5 nights in Sep 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gayle S., Monroe LA

CARMEL

This breathtaking property was even more then we expected. The home was well equipped and extremely clean. The Living space was large and furnished with the mid century style of the home. Views were exceptional of the golf course and the ocean. Great location with Carmel Village only 10 minutes away. Would definitely return!!
Stayed 5 nights in Sep 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stephanie A.

Peaceful oasis

This was our third visit to this property and it never disappoints! This time we discovered how very well stocked the kitchen was - we found a juicer, waffle maker, various storage containers, every type of glass you can imagine (martini, shot, white wine, red wine…) you name it they have thought of everything! I’ve already booked our next stay!!

10/10 Excellent

Grace C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

We gathered with our adult children to be together and could not have picked a more perfect setting. Thank you for sharing your beautiful home with us.
Stayed 7 nights in Aug 2021

10/10 Excellent

Claudia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay at Cypress in Pebble Beach!

This is one of the iconic homes of Pebble Beach--all glass on the back side of the home overlooking Cypress Golf Course and the ocean. Just beautiful!
Stayed 5 nights in Jun 2021

10/10 Excellent

Maureen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb house

We loved every minute of our stay. The house was immaculate well supplied, and had a spectacular view. We will definitely return in the future.
Stayed 5 nights in May 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Marc D.,

Our home away from home in Pebble Beach

Just stayed for 8 nights at the Cypress Point home, our 4th stay at this awesome home. The view from all of the rooms never gets tiring. Bedrooms are comfortable. Kitchen well equipped with utensils, dishes, pots, and pans. Home was very clean. Bar area with the shuffleboard table is the place to be day or night. Already looking forward to another stay next year.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John R.

Cali Cool

Our family vacation at Cypress point in April 2021. The area/home was everything we anticipated and more. I am so in love with the fact the home has been updated but with someone who had a good eye on decorating to keep the mid century modern california cool house. We just loved. Can't say enough.

10/10 Excellent

Dr. Jill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heaven

Mid-century modern spacious house ideal for viewing ocean from three bedrooms,. sitting room, dining room, kitchen. Low profile, comfortable furniture reupholstered keeps the low profile and the view as the protagonist.
Stayed 9 nights in Mar 2021

10/10 Excellent

Dr. Jill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Soul renewing beauty in the house and out

Perfectly preserved mid century modern house with spectacular views from all ground floor rooms
Stayed 9 nights in Dec 2020
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Carmel L., United States

Spectacular views in a large and charming house

This home is in a wonderful location with views of the ocean from every room. From enjoying coffee on the balcony in the morning to rounding out our evening by the fire, this house has something for everyone. A well stocked kitchen and all the amenities and more that you would need. The rental agency were very helpful and easy to work with. We will certainly be back.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Marc D.,

Fantastic vacation rental

Our third stay at this wonderful house for our golf vacation. We usually book two nights at the Inn at Spanish Bay so we can obtain tee times, then book this house for the rest of the week so we can enjoy a relaxing and extravagant week. The view is unbeatable. The bar area with the shuffleboard table is the area everyone gravitates to day or night. The kitchen is extremely well stocked with just about every utensil, pot, or pan you need to make gourmet meals. Lastly, Monterey Rentals (agent Debra Ryll) makes the entire rental process easy and stress free. While we booked for 5 nights, because Monterey County shut down the restaurants, bars, and stores because of the Corona virus, we asked to leave a day early and our last night's fee was promptly credited. If you are thinking of renting this house, do not hesitate.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paul E.

Best trip ever

This home could not have worked out better for my group. Truly top notch accommodations and the location is second to none. I’m coming back as soon as possible!
Stayed 8 nights in Jun 2019

About the host

Hosted by Michael Wiederholt

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests