Living Room
Living Room
Dining Area
Dining Area
Master Bedroom
Master Bedroom
Master Bathroom
Master Bathroom
Second Bedroom
Second Bedroom
Second Bathroom
Second Bathroom
Third Bedroom
Third Bedroom
Third Bathroom
Third Bathroom
Fourth Bedroom
Fourth Bedroom
Fourth Bathroom
Fourth Bathroom
Fifth Bedroom
Fifth Bedroom
View Living Room
View Living Room
Master Bedroom Closet
Master Bedroom Closet
Living Room
Living Room
Dining Area
Dining Area
Master Bedroom
Master Bedroom
Master Bathroom
Master Bathroom
Fourth Bathroom
Fourth Bathroom
Fourth Bathroom
Fourth Bathroom
View at Pebble Beach
View at Pebble Beach
$999-$2,999/night (+tax & fees)

5 night min stay

Includes tax & fees

Cypress Point - Pebble Beach

 5 Bedroom Ocean View Estate

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. less ↑

  5,000 sf

  Sleeps 10

  5 bedroom

  4 Full, 1 Half


Michael Wiederholt


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Kitchen - Full
Laundry - In Unit
Linens Provided
Cleaning Supplies
Laundry Detergent
Shampoo, Conditioner, Soap
Paper Towels, Tissues, TP
Hair Dryer
Iron and Ironing Board
Gas Fireplace
Jetted Tub in Bath
Parking - Off Street
Garage (2)


Ocean View
Golf Course Front
Golf Course View
Near the ocean


King Bed (3)
Queen Bed
Twin/Single Bed (2) — XL Twin Trundle


Internet - Wireless [Free]
Free Local Calls


Beach - 5 Min Walk
Golfing Nearby
Day Spa - Nearby


BBQ Grill [Gas/Electric] - Private


Cooking Utensils Provided
Refrigerator - Full Size
Refrigerator - Bar Size
Ice Maker
Catering Available
Coffee Maker — Cuisinart 12 cup and DeLonghi espresso/cappuccino maker


TV - HDTV (5)
CD Player
iPod Port


Bedroom on Ground Floor
Entry Level - No Stairs
Honeymoon Spot
No Pets Allowed
Smoking Not Allowed

30 Guest Reviews

Classic Pebble

My Family has lived in Pacific Grove since the 1940’s…I’ve lived in Pebble Beach and Carmel off and on my entire life…my Wife’s Family is from Canada…I am a car guy and used the Rennsport Reunion to gather my in-laws for a Family reunion. This home is a classic Pebble Beach home that introduced the classic Pebble Beach lifestyle that I grew up with! We will definitely rent this wonderful home, for car week, or another occasion , again! Thank you for sharing this great home with us! Aloha! less

— Hannu, Stayed 10/10/2023

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! less

— Peter, Stayed 01/09/2023


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

— benjamin, Stayed 12/17/2022

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. less

— Marc, Stayed 03/22/2022

Beautiful Cypress Point Location

Our family had a wonderful stay at the Cypress Point home. The home with 5 bedrooms was perfect for our group of 9 adults. The home was very clean and had all the amenities including a well equipped kitchen. The home is situated about halfway between the Lodge at Pebble Beach and Spanish Bay. We were able to access the restaurants in the area with ease. The views from the home are spectacular. Debra Ryll, our property manager, was very helpful in answering my many questions. I had no problem contacting her on several occasions. Overall, it was one of the best family group gatherings we have ever had and would not hesitate to rent this home again. Hopefully, with Debra as our property manager. less

— James, Stayed 10/08/2021


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!! less

— Gayle, Stayed 09/30/2021

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!! less

— Stephanie, Stayed 09/15/2021

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. less

— Marc, Stayed 05/18/2021

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. less

— John, Stayed 04/12/2021

Spacious, mid-century modern, exquisitely kept house. Full ocean views from living room, kitchen, dining, & three bedrooms

This house is a gem. A very large gem. Designed so that every first floor room--main bedroom, two other bedrooms, living room, dining room and kitchen have breathtaking views of the ocean, which is close enough to hear. The integrity of its minimalist yet generous design has been superbly preserved and/or restored by the owners who clearly love the house's family history. It doesn't mention it in the information but it would qualify for disabled access (except for shower grabs). The "trophy" room is mystifying until one spends time in it at which point, the echoes of parties, golfing, and family quietly announce themselves. For those who aren't as crazy about ocean watching as i, there is a television in each room, including the kitchen, and even the flatscreen TV in the living room has been concealed with wooden sliders that echo the architect's smaller themes in the house. In the midst of COVID and chemotherapy, this house, its ambience, and its proximity to the ocean renewed my soul and body. less

— Dr. LJM, Stayed 12/23/2020

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. less

— Carmel, Stayed 08/03/2020

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. less

— Marc, Stayed 03/22/2020

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!

— Paul, Stayed 06/22/2019

Step back in time....

Beautiful architecturally designed house from the 60's. Very unique, spacious and perfectly located. Vistas were gorgeous. Reminded me of a Frank Lloyd Wright designed home. Reservation and property management were perfect. Thank you for a wonderful opportunity to bring my entire Family together for the New Year. less

— Christopher, Stayed 01/10/2019

1115 Porque Lane

The house was so fabulous that we returned for a second year and a longer stay. Great location, exceptional views, too many amenities to list. Responsive rental agency to any maintenance issues, none that impacted our stay in any way. A true mid-century gem, loads of space for entertaining, comfortable beds, full service kitchen with a pantry full of supplies. It’s just the best! less

— Vicki, Stayed 07/14/2018

Another wonderful stay at Huloma

This was our second stay at this home and once again it did not disappoint. We stayed for a week. The view from every room on the main level is unbeatable. The home was very clean and the furniture was in immaculate condition. The beds are comfortable and the bath towels very plush. The kitchen is stocked with just about every cooking utensil, pots and pans, and small appliances that you will need to make anything. During our first stay two years ago we remarked to the rental agent that it would be nice to have lounge chairs for the deck and sure enough, there were two lounge chairs waiting for us when we arrived. This is a spectacular home. You will not be disappointed if you choose to stay here. less

— Marc, Stayed 03/23/2018

1115 Porque Lane, Pebble Beach

Perfect house for couples or a group. The views don't disappoint. Well appointed rental property in excellent condition with many guest amenities, good location to shopping, dining and golf. The large common rooms and ample guest rooms allow for gathering and privacy, when needed. The shuffleboard table and bar area were perfect for entertaining our friends. We chose to stay in some evenings to enjoy this house and hope to return. less

— Vicki, Stayed 07/10/2017


We loved staying at Cyprus again. Beautiful place and especially works for us because of its proximity to the golf club. The only thing I can think of is a simpler TV system.Even when you follow the instructions the living room TV doesn't always come on.Not a big problem but an annoyance. Thanks for all your help less

— William b harrison, Stayed 10/21/2016

Cypress Jewell

Stayed in Cypress Point house on #1 Fairway for a week in September. The house and stay could not have been nicer, exceeded expectations. Very relaxing, great location and view. Owner did a wonderful job with updated remodeling while keeping the house true to the time period it was built, well done! less

— Jim , Stayed 09/27/2016

Terrific House

Wonderful house. Stayed a week and wish it could have been longer. How satisfied were we? Rented the place again for next year while we were still there. Great retro design with interesting finds around the house such as 1950's record players and rotary dial phone. Bedrooms and bathrooms comfortable. Kitchen well stocked with pots, pans, appliances. As a previous reviewer mentioned, evening activity centered around the bar and shuffleboard table. Views from the entire length of the house that cannot be beat. Location convenient to all of the Pebble Beach Resort properties. The only thing missing were some lounge chairs for the deck--I hope that the owner may get some prior to our visit next year, because it would nice to be able to enjoy the view relaxing outside on a lounger. You will not be disappointed with this house. less

— Marc, Stayed 03/24/2016

Cypress Point

I have been staying in the Pebble Beach area for 13 years and have rented multiple homes. The Cypress home is perfect for a quiet serene setting with beautiful views of the ocean, Cypress Point golf club and Bird Rock. Coffee on the back deck in the morning is memorable. Updated bathrooms, kitchen and cooking supplies is a bonus. Would definitely recommend this home. Do not let Google Maps mislead you, this home is directly on Cypress Point. less

— Brendan, Stayed 12/18/2015

Best view on the coast

The home is in good condition, though the most outstanding feature is the view along one entire side of the house. We had a wonderful time and hope to return within the next few months. Our new favorite on the peninsula!

— Joseph, Stayed 11/02/2015

Cypress Point was a dream

The home was absolutely perfect! Best view, amazing location, gorgeous bedrooms and linens, so much fun for the kids and just lovely. We were sad to leave and can't wait to stay here again, thank you!!

— Nancy, Stayed 08/30/2015

Great Group Golf Outing

Our group was celebrating our collective 50th birthdays and this house was the perfect place to catch-up and share lots of camaraderie. The house comfortably slept all 8 of us and it was a spectacular setting. Unobstructed views of the Pacific overlooking Cypress golf course. The house had everything we needed and we especially enjoyed the shuffle board table. It became the hangout place every evening after golf. Will go back again for a couple weekend. Can't go wrong with this very special house! less

— Matthew N, Stayed 05/23/2014


Really one of the best houses we have ever rented. Nice to have three king size beds. I cannot think of anything it was lacking. Great view. We will rent it again.

— A FlipKey verified reviewer, Stayed 02/17/2014

Great Family Retreat

The Cypress Point house was the perfect spot for our family to gather for Thanksgiving! The views were beautiful! The shuffleboard table was fun, the kitchen had everything we needed to make a spectacular meal and the whole extended family enjoyed being together in one home. It was close to Carmel and Montery so plenty of things to do nearby. less

— A FlipKey verified reviewer, Stayed 12/05/2013

Fabulous Home!

Looked at several homes in the area before deciding on this one for our family get-together and could not have been happier. The home is beautiful, includes every amenity you could possibly want, and is extremely well maintained. The views are truly breathtaking. The manager, Debra, was extremely helpful and responsive. You will not be disappointed! less

— Marilyn, Stayed 10/07/2013

Unbelieveable Property!

We (10 adults) were in town for a family wedding and rented this beautiful, unique home. We loved the amazing views from every window (golf course, ocean) and the luxurious accommodations. The home is unique in that it has kept some of the 1950's charm while upgrading appliances, internet, Tv's, etc to today. Beds were comfortable too! We have rented many homes in various places and this is by far one of the very best. Monterey Rentals was great to deal with! less

— A FlipKey verified reviewer, Stayed 07/21/2013

Amazing views

We had a marvelous time and never did get over the views of the ocean that seemed to roll right up to the Cypress trees. The kitchen is fabulous and well equipped. The house is wonderful for entertaining and for two families or groups.

— A FlipKey verified reviewer, Stayed 03/02/2013

A first rate luxury home

We were fortunate enough to be the second tenants in this home after is was renovated to perfection. The house is simply beautiful, it is a mid century modern home that has been totally updated. The location and view are spectacular. We have stayed in the Carmel/Monterey area many times and this is by far the nicest home we have stayed in. We were surprised at the lack of a BBQ grill, as we did not go out every night, but I understand that may have been remedied since our stay. less

— A FlipKey verified reviewer, Stayed 02/21/2013

Owner/Manager Response

I passed your comments on to the owner, and he purchased a brand new gas barbecue immediately afterward. Please visit us again - we'll provide the steaks to make up for the inconvenience!

You're Inquiring About

Cypress Point - Pebble Beach

04/22/2024 → 04/22/2024
10 guests

You're Contacting

Michael Wiederholt

Call: 8316010532


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