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

Top rated by guests
Living Room View
Kitchen
Dining Area
Entry
Primary Bedroom
review stars
10Outstanding
(49 Ratings)
"Great property. Once the home of a two time USGA ladies golf champion and has numerous awards displayed. Views of first fairway at Cypress Point and the ocean behind it are amazing! We stayed as a ..."
david g.
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10 / 10
Outstanding(49 Ratings)

House in Pebble Beach, CA

10 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental

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.

Amenities at Cypress Point - Pebble Beach House - Oceanview Luxury at Cypress Point

Non-smoking
No pets allowed
Family friendly

Map of Pebble Beach, CA


Ratings and reviews

10 / 10
Outstanding(49 Ratings)
10 / 10Outstanding·May 2026
Great property. Once the home of a two time USGA ladies golf champion and has numerous awards displayed. Views of first fairway at Cypress Point and the ocean behind it are amazing! We stayed as a family on a golf trip for 5 days and it was PERFECT!
10 / 10Outstanding·Apr 2026
Having come into Carmel for our daughter's wedding, Cypress Point was the perfect house for the occasion. All the rooms overlook the ocean and golf course. The mid-century modern style plays perfectly into the location, and overall feel of the area. I loved the former homeowner Loma's trophy and personal items. It speaks to the history the house hosted over the years. The house was clean and well appointed. There was ample parking as we had several cars. The grounds were well kept and the flowers were beautiful. Overall, I would recommend this house to anyone staying in the area.
10 / 10Outstanding·Mar 2026
Our stay on Monterey Peninsula was truly memorable and the fantastic accommodations was the perfect setting for our family! The house was eclectic and made us imagine the wonderful get togethers during the Crosby Clambake! The views of the white foam of the crashing blue waves was mesmerizing from all the rooms and the spacious back patio. The house was well stocked and we had no problem finding anything we needed during our 5 night stay. We were intrigued at the beautiful trophies and history in the trophy room and the shuffleboard table was an unexpected delight as we had games every night! Even our 3 year old quickly learned the game and constantly was challenging the older family members. Finally, the proximity to 17 mile drive was amazing and we enjoyed our walks down to beautiful vistas and beaches so close to the house. Thanks again.
10 / 10Outstanding·Sep 2025
Prepare for your jaw to drop when you step inside this fantastic glass from top to bottom the whole length of the house because the views of the ocean are mesmerizing to say the least !!! Grampa was the man on this one ! Everyone had their own bedroom with full bathroom. My whole family was soooo amazed at the view of the ocean. It almost brought tears to our eyes each time you looked out. From the first thing you see when you get out of bed to the last before bed. There is a tall tree and bush area in front of the living room that blocked some of the view. The house was built in the 60’s and for the most part has not changed. This was both good and sometimes bad. Some of the sliding glass doors have rusted shut, but several were still operational at the time of my stay. September 2025. The water control valves were different. In a couple of the bathrooms and showers the cold turned on opposite modern righty tighty lefty loosey, but we quickly adapted. There were some small items that I contacted the property manager about and they were quickly handled. I highly recommend that you do not trespass on the Cypress point golf course property that is right in the backyard. They probably will prosecute. I asked at the pro shop if my granddaughter could practice on their driving range and putting area. They said in a NO uncertain tone that we were not allowed by club rules ! A disappointing response since we were mere steps away and that they were both free of any golfers. Oh well

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Cypress Point - Pebble Beach House - Oceanview Luxury at Cypress Point. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Cypress Point - Pebble Beach House - Oceanview Luxury at Cypress Point?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.