North Shore Oahu Hotels - Vacation Rentals in San Simeon

Coast Riders Inn From US $171
         

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9.2 (1289 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sand Pebbles Inn From US $263
         

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9.8 (1132 Reviews)
Hotel
  • Parking
  • TV
  • View
Standard 2 Queens Room w/Easy Access to Highway 101 From US $246
         

Luxury Places to Stay in San Simeon

Over 421+ Luxury Places to Stay in or Near San Simeon
Central California Coast Luxurious Mansion From US $2,791
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Beautiful Ocean View Home for entertaining From US $1,698
         

Spectacular Views on 160 Acre Stunning Ranch House From US $1,558
         

9.6 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanfront Stella Maris From US $1,336
         

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New
House
  • Parking
  • Security/Safety
  • Sports/Activities

Top-Rated Vacation Rentals with a Pool in San Simeon

Over 55+ Top-Rated Vacation Rentals with a Pool in or Near San Simeon
Peaceful Ocean View Escape – Monthly Rental From US $232
         

Cute studio apartment in Cambria, Ca From US $102
         

10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Coast Riders Inn From US $225
         

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9.6 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Castle Inn From US $241
         

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9.4 (1142 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sea Otter Inn From US $258
         

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9.4 (1001 Reviews)
Hotel
  • Parking
  • Pool
  • TV
J Patrick Inn From US $235
         

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9.4 (584 Reviews)
Bed & Breakfast
  • Parking
  • Pool
  • TV

Pet-Friendly Vacation Rentals in San Simeon

Over 153+ Pet-Friendly Vacation Rentals in or Near San Simeon
Magical Retreat! Contemporary and Cozy Park Hill! From US $994
         

10.0 (220 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Forest Home with Deck, EV Station, King Beds From US $252
         

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10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Tranquil Sounds of the Surf From US $539
         

9.8 (150 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Bridge Street Beauty From US $469
         

9.8 (111 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
A Beautiful Tree Top Panorama From US $496
         

9.8 (93 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
A Cool House, A Cool View From US $409
         

9.6 (158 Reviews)
House
  • Parking
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in San Simeon

Over 27+ Large Vacation Homes & Villas in or Near San Simeon
4812 Windsor Blvd. Seaclift Estates From US $800
         

10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Forest Home with Deck, EV Charger, King Beds From US $716
         

10.0 (69 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Listing-A Woodland Escape-Call for Monthly Rates From US $786
         

Windmere Seaclift Estates From US $851
         

9.4 (19 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
House of Joy-Sleeps 12 From US $716
         

9.2 (7 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in San Simeon

Over 29+ Wheelchair Accessible Vacation Homes in or Near San Simeon
Elevation - #PH13: 3 BR, 2.75 BA House in Cambria, Sleeps 6 From US $680
         

9.2 (162 Reviews)
House
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Cambria Pines Lodge From US $196
         

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8.6 (1480 Reviews)
Cabin
  • Parking
  • Pet Friendly
  • Pool
Quality Inn near Hearst Castle From US $181
         

Star of the Sea Oceanfront Escape w Views From US $795
         

8.2 (5 Reviews)
Apartment
  • Parking
  • View
  • Wheelchair Accessible
Modern Sunlit Coastal Retreat From US $803
         

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New
House
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Little Sur Inn From US $306
         

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9.2 (815 Reviews)
Hotel
  • Parking
  • View
  • Wheelchair Accessible
Sand Pebbles Inn From US $244
         

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9.2 (657 Reviews)
Hotel
  • Parking
  • View
  • Wheelchair Accessible
Cambria Shores Inn From US $282
         

9.2 (475 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

San Simeon Vacation Rentals and Airbnb Places to Stay Under $200

Over 56+ San Simeon Vacation Rentals and Airbnb Places to Stay Under $200
513 Canterbury Ln. From US $195
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Bluebird Inn From US $169
         

9.2 (1005 Reviews)
Hotel
  • TV
  • Balcony/Terrace
  • Accessibility
Quiet and Cozy Cambria Retreat From US $147
         

New
House
  • Parking
  • Pet Friendly
  • Designated Smoking Area

Instantly Bookable Vacation Homes in San Simeon

Over 193+ Instantly Bookable Vacation Homes in or Near San Simeon
Oceanview Gatsby House From US $775
         

10.0 (92 Reviews)
House
  • Parking
  • TV
  • View
Berwick at Wales-EV Charger From US $616
         

Magnificent Bella Vista From US $661
         

A Victorian Lightkeepers House From US $578
         

A Winsome Whale Watcher From US $578
         

10.0 (73 Reviews)
House
  • Parking
  • TV
  • View

About San Simeon Vacation Rentals

With more than 69 San Simeon vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Northshoreoahuhotels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in San Simeon.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Northshoreoahuhotels San Simeon, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Simeon. Places to stay near San Simeon are 129.57 ft² on average, with prices averaging US $285 a night.

Northshoreoahuhotels makes it easy and safe to find and compare vacation rentals in San Simeon with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in San Simeon

Type Count
Hotels 69

Use these Quick Filters to Find a Vacation Rental in San Simeon

Pro Tip: Northshoreoahuhotels makes it easy to compare the best listings on Northshoreoahuhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Northshoreoahuhotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Simeon.

Weather in San Simeon

View the weather forecast for San Simeon before booking your San Simeon Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

San Simeon Vacation Rental Frequently Asked Questions

What are the top vacation rentals in San Simeon?
How many vacation rentals have private pools in San Simeon?

There are 2 vacation rentals with private pools near San Simeon. Top-rated homes that have access to a swimming pool include:

Which vacation homes in San Simeon are best for families?

If you are looking for a family-friendly vacation home in San Simeon, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Simeon:

How many vacation rentals are available in San Simeon?

Currently, the total number of properties listed in 2026 is over 69 in the San Simeon area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in San Simeon.