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San Luis Obispo County Luxury Vacation Rentals

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    Travellers to San Luis Obispo County are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    73 Matching Rentals in San Luis Obispo CountyView all 486 rentals
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    The Beach House - On Cayucos Beach1 / 41
    (18)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautiful and Spacious Country Home 1 Mile from Downtown1 / 36
    (3)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Hilltop 365 -  Luxury Above Downtown Paso!1 / 20
    (9)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 360 degree views greet you upon arrival at Peak at Paso. This secluded, hilltop hideaway, just minutes from wineries and downtown Paso Robles, is the perfect destination for your family gathering, or wine-tasting adventure. From the first glimpse, the patio living and pool, with incredible...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Enter into a dreamland of comfort and style in this brand new and newly decorated home, as you join us in Paso Robles wine country. Paso Dream looks out over hillside oaks from a stylish outdoor patio grouping designed for your pleasure and comfort. Very close to downtown, but with a semi-rural...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Vacation Home in Beautiful Oak Tree Canopy--Downtown Paso Robles!1 / 33
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Oaktop Terrace is the perfect destination for your visit to Paso Robles wine country. This spacious, split-level home features three large bedrooms and two full baths, plus guest bathroom. The floor plan includes a formal living room and dining room, roomy kitchen, and family room, in addition to...
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    Paso Robles, San Luis Obispo County 93447
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxury Vineyard Estate-Incredible Sunset Views1 / 29
    (2)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed May 2, 2016
    I spent a peaceful, deeply relaxing weekend at Sunset Vineyard Estate a couple of weeks ago. The hosts have designed a beautifully composed, comfortable and inviting living...
    Reviewed February 5, 2015
    Our group was fortunate to stay at this home in the fall of 2014. The property has an interesting history which was evident in the personal artifacts still in place (this was...
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    About this property
    Sunset Vineyard Estate welcomes you with a sense of private luxury, felt from the moment you arrive on the property. On the edge of a working vineyard, this estate home lets you feel like a true part of wine country and caters to your desire for vacation enjoyment in an upscale setting. Incredible...
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    San Miguel, San Luis Obispo County 93451
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Dig into Expansive luxury in Downtown Paso Robles1 / 25
    (17)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2016
    Wonderful house! Perfectly situated near downtown and near wineries. We spent 4th of July weekend and were very comfortable. There were a couple of small details with drains...
    Reviewed October 9, 2013
    We and our adult children and their spouses were in Paso Robles to celebrate the wedding of our oldest granddaughter. Since we are scattered around the country and can't get...
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    About this property
    This lovely Victorian-style Paso Robles home is the perfect place to call home while you visit wine country. Situated just 30 miles east of the Central Coast. We are approximately 45 minutes to the beautiful coastal towns of San Simeon, Cambria, Cayucos, Morro Bay, Avila and Pismo Beach. Spend...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Farmhouse Splendor With All the Amenities!1 / 28
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Hot Tub
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully furnished and playfully decorated home invites you in with wicker rockers on the front porch and welcoming, warm colors throughout. You will find it difficult to choose between lazing in the sun room, lounging by the pool, or napping in one of the full size hammocks overlooking the...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous country property features a main house that accommodates 10 adults comfortably and a studio-style guest house that sleeps four with a pull-down bed and sofa sleeper, for a total maximum occupancy of 14. The main house has five bedrooms and 3.5 bathrooms, guest house is a studio with...
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    Atascadero, San Luis Obispo County 93422
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As far as the eye can see… The Shandon House has the most impressive views of Paso Robles! This exclusive hilltop location provides secluded country relaxation while enjoying striking panoramas. You will wind up the driveway to this amazing house that includes a large, fully equipped kitchen with...
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    Shandon, San Luis Obispo County 93461
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
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    • Central Heating
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    House for Rent, A Very Rare and Unique Opportunity, Beach Front Home, Classic Charm at Beach Home in Avila Beach, California. Recently Remodeled, Across the Street from the Ocean, Many Large Windows for Enjoying the Panoramic Ocean Views, Porch, 3 Bedrooms, 2 Baths. Watch the waves and enjoy the...
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    Avila Beach, San Luis Obispo County 93424
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High atop the hills of Paso Robles, in the Estrella AVA District of the Central Coast wine region, lays The Gables at the Rockin’ K. The Rockin’ K welcomes you in with such luxurious attention to detail you may never want to leave! The flow-through floor plan creates space for entertaining both...
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    San Miguel, San Luis Obispo County 93451
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched up in the corner of this friendly and private gated community, you will find “Tour de Rouge”, identified by its unique red tower. This picturesque 3-acre property will take your breath away with its scenic vineyard views and rolling hills. The wrap-around porch evokes a timeless farmhouse...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make this your hidden, quiet gem nestled at the start of Peachy Canyon Rd in downtown Paso Robles. Gateway to wineries such as Stacked Stone, Calcareous and all the Far Out west side Wineries. Explore all day and return to this large Spanish-tiled California hacienda home complete with a...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Casa San Miguelito - Just Short Steps to the Best Beach on the Central Coast!1 / 39
    (10)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2018
    This is a short distance to the beach, shopping and restaurants - just a great place to stay and the owners rock!!!
    Reviewed September 12, 2017
    This is our second stay at this wonderful beach house. The moment you walk in you feel comfortable and very welcome. The home is decorated in a lovely beach vintage cottage...
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    About this property
    This classic (built in 1896), charming property is just steps away from the most beautiful beach on the Central Coast! Historic decorated with a wide array of gorgeous antique furniture and amenities that feature a stunning claw-foot tub, an authentic Gaffers & Sattler stove and Handmade Aireloom...
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    Avila Beach, San Luis Obispo County 93424
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Gracious Hacienda in Paso Robles Wine Country1 / 25
    (5)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Sauna
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2012
    Beautiful location, minutes from city of Paso Robles, but in a world of its own. Gorgeous views in every direction from hilltop location. Private, quiet, comfy, luxurious yet...
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    About this property
    Sometimes, the perfect Paso Robles vacation isn't even in Paso Robles! Minutes from town in a world all its own, Las Palmas is situated on a hilltop overlooking the Templeton countryside. Its graceful arches and red tile roof lead to patio living at its finest! The interior of the home is...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Central Heating
    • Internet Access
    • Terrace
    • Hot Tub
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rental Vacation Condo is a 2200+ sq. ft. 4 bed, 2 bath located in the center of Downtown Pismo Beach Beach, Pier, and Restaurants are just two blocks away. Beach Home Features Included: Ocean views from the living area Deck off the upstairs living room Fireplace in the upstairs living rom Two...
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    Pismo Beach, San Luis Obispo County 93449
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hilltop views and quiet luxury await you at this stunning property located adjacent to Adelaide wine district, where some of Paso Robles’ most desirable wines are produced. Deer Mountain Retreat is located on 20 acres and features 2 homes – with all single-level living spaces just steps across the...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Beachfront home perfect for relaxing indoors and taking in the sun and surf!1 / 39
    (1)Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Tuscan Sun Show your family and friends an unforgettable vacation to the beach with this remarkable oceanfront home! There are plenty of great spaces indoors for relaxation including a large, west-facing sunroom, a great dining area, and a spacious living room with a fireplace. This Oceano...
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    Oceano, San Luis Obispo County 93445
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    The beautifully built Estate home includes views that are breath taking of the whole valley, lake and beyond. This 3 bedroom 2 ½ bath house with an additional 1 room nanny unit that includes a bathroom, has multitude of surprises inside and out. If you like to sit out on the patio enjoying a good...
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    Lake Nacimiento, San Luis Obispo County 93426
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Greenwood is a newly remodeled home with the best in ambiance and finishing details. Light hardwood planked floors, restful colors, upscale decor, appliances, and details create a welcoming atmosphere for your stay in Paso Robles. Located at the end of a quiet cul-de-sac with extended views from...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Feels Like Your Private Vineyard Just Minutes from Downtown Paso Robles!1 / 36
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed October 28, 2018
    Just got back from a girls weekend and we are all raving about this place. Whoever designed it thought of everything! It was truly the most comfortable vacation rental I’ve ever...
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    About this property
    This architect-designed, newly remodeled luxurious and relaxing vineyard retreat boasts acres of vineyard views and it's own boutique vineyard of Zinfandel grapes. Unwind with friends in this four-bedroom, four-bath home that sleeps 10 and features a working vineyard, bocce ball court, and multiple...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Hidden Acre Vineyard--Glorious Views and Privacy in Hilltop Vineyard Setting1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed June 7, 2017
    The house was everything we wanted and more. There are so many places, both inside and out, to share a meal, a glass of wine, or visit with friends. And no matter where you...
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    About this property
    Hidden Acre Vineyard more than fulfills its promise of stunning views in all directions, wineries within easy walking and driving distance, privacy, and charm. This very recently refurbished and updated home on the Union Road Wine Trail welcomes you into its stylish comfort with multiple TV rooms,...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury Ranch Retreat in Beautiful Nature Setting1 / 21
    (11)Excellent
    18 Bedrooms, 13 Bathrooms, Sleeps 30 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Mountain Views
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 18, 2015
    This summer-camp-turned-vacation-rental property is amazing. The main lodge has 11 bedrooms, a massive living room, huge dining area and a very spacious kitchen. Additionally...
    Reviewed January 9, 2015
    My husband and I rented the Lodge for a surprise Birthday Party and Family Reunion weekend for his mother's 80th Birthday. Family flew in from all over the country. We had no...
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    About this property
    The Oak Creek Ranch is a secluded 163 acre property in a rural setting with a beautiful main Lodge and several accessory buildings. Situated at approx 2,000 ft. elevation, the setting consists of rolling foothills and mature oak trees, rich with nature and wildlife. The Ranch offers a full range...
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    Santa Margarita, San Luis Obispo County 93453
    Condo/Apartment - 18 Bedrooms, 13 Bathrooms, Sleeps 30
    Highland Park Panorama--Your Window to the World of Paso Robles Wine Country1 / 44
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    Reviewed February 25, 2019
    This was a great house to come back to after wine tasting! View is the best in Paso and I’ve stayed at a lot of houses in the area! Plenty of room for all our guests! Beds...
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    About this property
    Highland Park Panorama is your dream home, if you like spacious, gracious living, bold designs and an emphasis on comfort and fun! Join friends in the great room with incredible picture-window views, cozy breakfast area with fireplace, formal dining table, and easy access to the extra-large picnic...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Welcome to Candlewood Creek, a charming home nestled at the end of a quiet cul-de-sac just two miles from old town Paso Robles. It’s close to shopping, 46 West wineries and the route to the coast, as well as the Paso Robles Golf Club. After a lovely time of vineyard tours, wine tasting, olive oil...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Avila Beach Condo Rental, Beachcombing and Walking the Oceanside Boardwalk Are Only Steps Away, Luxury Condo, 3 Bedrooms, 2.5 Bathrooms, Gated Building, Many Amenities This 3 bedroom, 2.5 bathroom condo is located in the exclusive Courtyard at Avila Beach. Condos at The Courtyard offer a completely...
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    Avila Beach, San Luis Obispo County 93424
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hidden Acre Vineyard more than fulfills its promise of stunning views in all directions, wineries within easy walking and driving distance, privacy, and charm. This very recently refurbished and updated home on the Union Road Wine Trail welcomes you into its stylish comfort with multiple TV rooms,...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Rare Oceanfront Condo, Pismo Beach Front, Pismo Shores Gated Complex, 3 bedrooms, 2 bathrooms, Pool, Jacuzzi, Sleeps 6. Listen to the surf. Watch the sun rise or set over the ocean, from your deck. Pismo Beach Condo, enjoy ocean front living. Pismo Pier, Pismo restaurants, shops and entertainment...
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    Pismo Beach, San Luis Obispo County 93449
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    Enjoy the serene historical Spanish Mission-style villa, surrounded by vineyards and mature pistachio trees. This traditional hacienda-style home offers 4 bedrooms, 3 bathrooms and your own private pool, just off the master bedroom. Buena Vista Farm, a 340-acre estate offers guests tranquility in a...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Westside Riley House welcomes you home after a round of golf, wine tasting or exploring Paso Robles! The home is pristine with stylish furnishing and modern vibe. Relax with friends or family in the roomy living room adjacent to the open kitchen. Sip the favorite wines of the day while BBQing on...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    In a quiet neighborhood just four miles from downtown Paso Robles, Casa de Gáire y Grá is a wonderful vacation home perfect for couples, friends or families who are ready to spend fun filled moments playing games, BBQing or snuggling by the fire, all while enjoying the comforts of true rest and...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
    7 Bedrooms, 6 Bathrooms, Sleeps 19 Quick View
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    About this property
    The Santa Rita Ranch is in the heart of wine country. Close to many wineries and minutes from the quaint town of Templeton and downtown Paso Robles. The extraordinary property offers a main ranch style home for gathering, two private cottages and a old west style bunkhouse. This is the perfect...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    About this property
    Avila Beach Condo Rental Offers Ocean Views and Close Proximity to Piers, Beachcombing, and Downtown Amenities. This Retreat at the Coast Offers Luxurious and Spacious Living in Avila Beach, California. Condo Located Only Steps to the Beach and Sleeps up to 8 guests in 3 bedrooms with 2.5 baths....
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    Avila Beach, San Luis Obispo County 93424
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This amazing Paso Robles 4-bedroom, 4-bath estate retreat, on a large 2.5 acre lot, is the ideal destination to get away from the crowds and enjoy peaceful tranquility. Take advantage of bike route maps for rides from 7 to 40 miles, prepared by your host with knowledge of the local area. Lounge by...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    Vacation Rental is a spacious (2000+ sq. ft.), and recently completely re-furnished, get away dream. Pismo Beach and Boardwalk with Shops and Restaurants are just two blocks away! Beach Rental House Amenities Included: Ocean views from multiple decks Gas BBQ Outdoor dining area perfect for...
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    Pismo Beach, San Luis Obispo County 93449
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Red Cloud Rendezvous is the perfect gathering place for you, your family and friends. Barely minutes from downtown, this beautifully re-decorated home features an additional, upstairs apartment for added privacy for some of your travelers. Restful colors and upscale furnishings combine with the...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Casa de Coocoo Stunningly situated right on the beach in Oceano, this oceanfront home offers a wonderful, tranquil escape for your family, your closest friends, or your weekend book club. Wake up each morning to the sights and sounds of the Pacific Ocean, and sip your coffee on one of two...
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    Oceano, San Luis Obispo County 93445
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    For Rent Beach Home is a spacious (2000+ sq. ft.), and recently completely re-furnished dream. Beach, Pier and local Attractions a just two blocks away. Vacation House Amenities Include: Ocean views from multiple decks Gas BBQ, and outdoor dining perfect for entertaining family and friends...
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    Pismo Beach, San Luis Obispo County 93449
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    A stunning 30 acre estate in wine country.  Pool, tennis court, and sunset views1 / 46
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 17, 2018
    The Windwood Ranch is STUNNING. With 30acres of rolling hills, moss covered oaks, pools, tennis, views, wildlife, and top vineyards in every direction, this place is incredible...
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    About this property
    A stunning 30 acre estate situated atop the rolling hills just 10 min east of downtown Paso Robles. Surrounded by award winning wineries, picturesque sunsets, hundreds of moss covered oaks, hiking trails, swimming pools, a tennis court, & vista views of rolling hills & vineyards as far as the eye...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    New Listing! Newly remodeled, sumptuous 5 BR Cayucos house sleeps 121 / 21
    (1)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Reviewed July 5, 2018
    First of all we love Cayucos. We had family from OK come to visit and we wanted to show them the coastal area we love. This beach house was perfect (total of 6 adults and 6...
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    About this property
    You’ll love to listen to the waves while sitting on the large deck eating your breakfast! This luxurious property has 5 bedrooms, 2.5 baths for up to 12 guests to spread out comfortably and enjoy the ultimate beach relaxation vacation! You’ll feel right at home the moment you step inside with the...
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    Cayucos, San Luis Obispo County 93430
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Luxe Home on Boutique Farm with Animals Near Pismo1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    Suitability
    Pet friendly
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    Smoking allowed
    Reviewed December 8, 2018
    12 of us stayed here over Thanksgiving and loved it! Peri was very welcoming and couldn’t have been more helpful. Her own home is on the 5-acre property but you have lots of...
    Reviewed November 5, 2018
    This was the absolute best rental in AG. My whole family enjoyed the home and my grandsons and granddaughters loved the animals. The owner was fantastic and was very helpful...
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    About this property
    If you are looking for quiet beautiful sunsets on a private setting, yet still being close to the bustle of the beach, this is it! Our spot creates relaxed romance from dawn to dusk where entertaining is easy, comfort reigns supreme and natural beauty is the essence of style. Our location in...
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    Arroyo Grande, San Luis Obispo County 93420
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
    High Ridge Manor Whole House Rental1 / 19
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 15, 2017
    We had the most amazing time at High Ridge Manor! The manor is perfect for a large group with many quiet areas to find peace and quiet. Our family of 14 stayed for 4 nights...
    Reviewed August 8, 2017
    The most beautiful B and B I have ever been to. We had the best time. We were on a girl's trip and were greeted with a tour and the most amazing spinach dip appetizer. Then warm...
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    About this property
    A luxury vacation retreat nestled in the charming country lanes of beautiful Paso Robles sits The High Ridge Manor & it's seemingly unending acres of rolling hills, breathtaking views & unbelievable vibrant sunsets. The estates' expansive layout offers wonderful opportunity to accommodate an...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
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    Pet friendly
    Kid friendly
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    About this property
    Our gated Mediterranean Wine Country Villa sits on 9.6 acres with panoramic views of rolling vineyards that will take your breath away. Unwind, unpack and make yourself at home in our 3800 SF spacious, warm and inviting 4 bed/4 bath custom built home which features a split wing design. Villa de...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Casa Monte - Large, Luxurious & Well Equipped in Fabulous Location1 / 24
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Reviewed December 30, 2017
    The house at 6936 Monte Road provided ample rooms for 10 persons with great quality festers inside and outside recreation areas including a hot tub, and cooking facilities...
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    About this property
    Discover The Diverse And Beautiful California Central Coast| Located in a lovely scenic area just a touch South of San Luis Obispo, a little North of Pismo and Shell Beach, and a little East of Avila Beach is this lovely vacation destination home. Residence is a custom luxury estate on 8.6 acres...
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    Avila Beach, San Luis Obispo County 93401
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Beatiful estate with views of the vineyards1 / 16
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Children's Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 14, 2017
    We had a group come up for an event and shared the house. It was so great. The views were amazing, the amenities were perfect, and we were very comfortable. Tasted some wine...
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    About this property
    Beautiful Private sprawling estate with surrounding views of the rolling hills and vineyards. 10-15 minutes from the heart of downtown. Located on the prestigious High Ridge Road which overlooks many famous wineries and vineyards. You will enjoy beautiful sunrises, deer roaming on the private 11...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Lavish Ranch Villa built in 2016 with a Private Lake on 150 Majestic Acres1 / 83
    (26)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2019
    We were so completely blown away by the beauty and tranquility that Horse Tail Ranch offered to us. We were 12 people for a family reunion - there were enough beds and plenty...
    Reviewed June 30, 2019
    This place was perfect for our family event. It had spacious accommodation for all 19 of us. The kitchen had everything you need to cook large meals which could be served...
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    HorseTail Ranch consistently receives stellar reviews and was recently honored by Fodor's Travel as being one of the top 15 rustic wedding destinations in the U.S. We’re an oasis of peace, serenity, and pure pleasure — all rolled into one. Come experience 150 acres of beautiful rolling hills...
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    Creston, San Luis Obispo County 93432
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Aterno Estate & Vineyard, Tuscan Villa & Guest House1 / 70
    (4)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Balcony
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 25, 2019
    Everything about this place is breathtaking. The location is perfect--just picture a vineyard in the heart of Tuscany. Perfect for a large family to host a reunion, special...
    Reviewed May 22, 2019
    Wow! This property literally took our breath away from the moment we drove up the cypress tree lined driveway. We had never seen anything like it. The main house and guest house...
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    About this property
    Escape into the heart of wine country on our lush thirty acre working vineyard with panoramic views of rolling vineyards and luxurious amenities. Our Tuscan Style Villa and separate Guests House are both furnished with many works of art from around the world and hand painted murals to complete the...
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    Location Information
    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Mountain Views
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home was originally built in the late 1800's or early 1900's and updated a number of times. The addition in 1960 to an older farmhouse to a Frank Lloyd Wright inspired and incredibly open home with large eves, huge windows amazing views all being built from irreplaceable clear redwood. The...
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    Location Information
    San Luis Obispo, San Luis Obispo County 93401
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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