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Monterey Rentals, Cypress Point 5BR 4.5BA, Sleeps 10

Bedrooms 5
Half Baths1
Property type estate
Minimum Stay 6 - 7 nights


About the property

Cypress Point 5BR 4.5BA, Sleeps 10

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, two swivel armchairs, and cushions on the hearth supply ample seating. The bar—with a 22' shuffleboard table, 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 with a TV/computer monitor, 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 "SleepNumber" 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 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 and two outdoor dining tables that seat eight.

More Details


Pebble Beach Estate Accommodation and Amenities

Property Type:
  • estate
  • Catering available
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 10
  • Min. age of primary renter: 18
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Golf Course Front ...
  • Golf Course View ...
  • Ocean View ...
  • Water View ...
  • Clothes Dryer ...
  • Fireplace ...
  • Garage ...
  • Hair Dryer ...
  • Internet ...
  • Iron & Board ...
  • Linens Provided ...
  • Parking ...
  • Telephone ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Refrigerator ...
  • Toaster ...
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , jetted tub
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Half Bath - toilet
  • 4.5 baths
  • 5 Bedrooms, Sleeps 10
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 king
    Bedroom 3 - 1 king
    Bedroom 4 - 1 king
    Bedroom 5 - 2 twin/ single
  • King size beds (3), Queen size Beds (1), Twin or Single Beds (2) XL-twins
  • DVD Player ...
  • Stereo ...
  • Television ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • health/beauty spa ...
Leisure Activities:
  • shuffleboard ...
Sports & Adventure Activities:
  • golf ...


Wonderful! 4.9/5 -
(14 traveler reviews)

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14% Complete
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Monterey Rentals, Cypress Point 5BR 4.5BA, Sleeps 10
average rating of 4.857143 based on 14 reviews

Cypress Point

  • 4 of 5

Lights in breakfast cove not working. Living room sofas by fireplace not properly redone from last year - not comfortable - key area. Overall we love being there.

Bill H

  • Submitted: Oct 19, 2017
  • Stayed: October 2017
  • Source: Monterey Bay
Owner's Response: Thank you for your review, and for visiting Cypress Point annually since 2014. We replaced the cushions in the love seats just before your arrival - but we agree - they are too firm. We are working on a quick solution (and we've addressed the lights in the breakfast area).
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  • 4 of 5

What a beautiful home. View are wonderful, clean, plenty of room n very comfortable. I hope the owner updates the living room furniture - nice style but very u comfortable n very old cushions. Would like to see a couple more lounge chairs on the patio. Can't wait for my next visit. Thank you

  • Submitted: Aug 21, 2017
  • Stayed: August 2017
  • Source: HomeAway
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1115 Porque Lane, Pebble Beach

  • 5 of 5

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.

  • Submitted: Jul 9, 2017
  • Stayed: June 2017
  • Source: Monterey Bay
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  • 5 of 5

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

  • Submitted: Oct 21, 2016
  • Stayed: September 2016
  • Source: Monterey Bay
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Cypress Jewell

  • 5 of 5

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!

  • Submitted: Sep 27, 2016
  • Stayed: September 2016
  • Source: Monterey Bay
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Terrific House

  • 5 of 5

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.

  • Submitted: Mar 24, 2016
  • Stayed: March 2016
  • Source: Monterey Bay
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Property Manager

Member since: 2007
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great traveler experience.

Speaks: english
Manager indicates their response time is:
Within a day
Calendar last updated:
February 17, 2018


World famous Pebble Beach Golf Links and Spanish Bay, Poppy Hills, and Spyglass Golf Courses. The Lodge and Spa at Pebble Beach, Pebble Beach Equestrian Center, Carmel, Monterey Bay Aquarium, Cannery Row, and Fisherman's Wharf are close by.


Rates & Availability

Taxes and fees are additional


  • Visa/Mastercard Discover accepted, 20% down payment for reservations over 60 days from arrival, all others pay full cost upon booking.
  • Rates start at $999/night
  • US Dollars
  • From $999/night plus tax and fees (higher rates during summer and holidays)
  • Please inquire for Concours, Special Events and/or monthly rates

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