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Holiday Rentals with Pools in San Luis Obispo County

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    ₹ 22,200 Average
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    Travellers to San Luis Obispo County are booking May dates now. Secure your holiday home today, and have the perfect trip.
    24 Matching Rentals in San Luis Obispo CountyView all 305 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    High Ridge Manor1 / 19
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests rave about this 3BR/2.5BA condo located right on hole 9 of the Lakes Course in the Blacklake Golf Resort. If perfecting your swing isn’t your thing, cool down in the community pool or take a 10-minute drive to Oceano Beach. Santa Barbara wine country is only 35 minutes away. When you’re...
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    Nipomo, San Luis Obispo County 93444
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Central California Avila Beach - 2 Bedroom Lockoff Unit July 20171 / 6
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Sauna
    • Ocean Views
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    We had a wonderful 5-night stay in our 2-bedroom ocean view unit! The unit was perfect - it was quiet, large, clean, with a well-equipped full kitchen and balcony with an...
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    About this property
    The perfect 'base camp' for your Central California Coast vacation expedition! Stay at the OCEAN VIEW San Luis Bay Inn in beautiful Avila Beach, California. Located 15 minutes south of San Luis Obispo; 1 hour south of Hearst Castle, and 20 minutes from the Edna Valley Wine Country. The San Luis...
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    Avila Beach, San Luis Obispo County 93424
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Important Please Note Holiday Season: reservations that block both Xmas and New Years may not be accepted, unless they are 10 days or longer. These policies may be relaxed within 30-60 days of arrival. Please contact us with any questions. Please Note: Because of the age of this home, the stairs to...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Cottontail Creek Ranch/8bd/6baths/Pool/ Cayucos/P1 / 25
    (26)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2016
    I just spent a long weekend at Cottontail Creek Ranch with my large family to celebrate my birthday and what an incredible experience at Cottontail Creek Ranch. There are so...
    Reviewed 3 September 2014
    It is hard to express what a wonderful place Cottontail Creek Ranch is. The kitchen was roomy enough for multiple cooks and was well stocked. Upon arrival the dining table was...
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    About this property
    The coastal lodge of Cottontail Creek Ranch is a Destination in itself. The luxury 5000 sq. ft home has 5 ensuite bedrooms with king and queen beds with private baths and 3 additional sleeping areas. Included on the ranch is a 20 yd Lap pool with spa and kids step and a tennis court. The...
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    Cayucos, San Luis Obispo County 93430
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Beatiful estate with views of the vineyards1 / 15
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    • Children's Pool
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 December 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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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Blacklake Golf Condos - Many Happy Returnees!1 / 11
    (39)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Patio
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Blacklake Golf Resort vacation rental condo is located overlooking the ninth fairway of the Lakes course. There is a nice patio with afternoon sun for watching the golfers go by but the condo is set above the course for privacy. Please see the reviews by our previous guests below detailing...
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    Nipomo, San Luis Obispo County CA
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly listed stunning property is located on 8-acres on a private lot in the esteemed West Ridge private community. Upon entrance on to the property you will park your vehicles under the carport to the right of the garage. Walk through the gardens where you will see your guest house on the...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RV-Plus-You: RV Rental for Pismo Coast Village. Sleeps 8 comfortably so it's great for a big family or two couples with kids. It's a mobile vacation rental on wheels and can be delivered to any location; private property, wedding, event, or for camping at the beach or lake. (You reserve the...
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    Pismo Beach, San Luis Obispo County 93449
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Affectionately known as Frontier Estate, a wine country retreat like no other awaits at this sprawling 7BR/4BA rental. Tucked away on five rolling acres, this striking farmhouse and separate barn studio offer the perfect find for large group getaways and family reunions. Enjoy luxe amenities like a...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 19
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    6 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Balcony
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6 Bedroom Home Sleeps 16+, OCTOBER SPECIAL!! Call for Details--Walk to AWARD WINNING WINERIES • Great for Weddings - Workshops, Non-profit & Corporate Retreats, Family Reunions • Country House: 6 bedrooms, sleeps 16+, large kitchen with 2 refrigerators, and large dining area • Great Room (500 sq...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 22
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This oceanfront resort is a 2-minute walk from the Avila Beach trolley, 0.3 miles from the Central Coast Aquarium and 11 miles from Mission San Luis Obispo de Tolosa. The airy, polished studio suites have balconies with sea views, free Wi-Fi and flat-screen TVs with premium channels, plus...
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    Avila Beach, San Luis Obispo County 93424
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in comfort and pure elegance at Frontier Farmhouse, a sprawling 6BR/3BA ranch tucked away on five rolling acres in prestigious Peterson Ranch. An exceptional find for large groups visiting California wine country, this property boasts a private heated pool, a fully equipped outdoor kitchen, a...
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    Templeton, San Luis Obispo County 93465
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can vacation in Avila Beach at San Luis Bay Inn! 7 Nights/Sleeps 4-6(specify) Available: August 25-September 1, 2016 (amazing weather) AND June 16-23, 2017 Check-In: 4:30 PM Check-Out: 10:00 AM Spacious One Bedroom/1 Bath - A/C, King Bed, A couch and chair with pull out beds, Full Kitchen...
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    Avila Beach, San Luis Obispo County 93424
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step right off of Blacklake Golf Course and into your 3BR/2.5BA condo in peaceful Nipomo. Sleeps 6. Located on the 9th hole, it’s only a 10-minute drive to the beach and the Central Coast. Need more space? Unit #1407 is right next door and great add-on for larger groups. Link to area attractions:...
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    Nipomo, San Luis Obispo County 93444
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a quiet neighborhood street across from almond orchards and just minutes from downtown Paso Robles, this vacation rental is a great house for couples, or families planning to share swim fun, good meals, and spacious living. The private yard houses both pool and hot tub for relaxing fun in the...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3BR, 3BA Nipomo Condo with Golf Course Views, Close to Wine Country1 / 25
    (1)Terrible
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get the best of both worlds at this 3BR, 3BA (sleeps 6) Nipomo Condo located on the 9th hole of the Blacklake Golf Course. The quiet community with a swimming pool offers quiet and privacy nearby Santa Barbara wine country and several beaches. Link: https://youtu.be/2yojYO6CEKw For local events:...
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    Nipomo, San Luis Obispo County 93444
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Children's Pool
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful San Luis Bay Inn Time Share overlooking Avila Bay and/or the Avila Bay Golf course. This lovely condo style time share is available over the New Year holiday. This is for a seven day stay from 12/29/17 through 1/5/18. You will have access to a lovely swimming pool, hot tub, office library...
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    Avila Beach, San Luis Obispo County 93424
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At the gateway to the California Central Coast is this beautiful serene retreat. Sorry No Pets and No Smoking allowed anywhere on the premises. However, any time of the year you can enjoy cycling, hiking, golfing, sport fishing nearby and of course micro brew tasting and wineries. You can visit...
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    Atascadero, San Luis Obispo County 93422
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ours is a very cute 1 bedroom cottage apartment on a wooded property adjacent to an attractive main house. The apartment is completely furnished, with a private, secure entrance, private bath (shower), king bed, queen futon in the living area, Wi-Fi, Direc tv and Netflix (we now have a flat...
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    Cambria, San Luis Obispo County 93428
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Siena Suite is one of three Suites at our B&B 'Villa San Giovanni'. The others are the 'Corigliano' and 'Borolo' Suites. Each of the suites are reserved separately at $275/night/suite. It is tastefully furnished and styled after accommodations you might find were you in Italy itself. The room...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Corigliano Suite is one of 3 suites at our B&B 'Villa San Giovanni'. The other suites are the 'Siena' and 'Borolo' suites Each of the suites are reserved separately at $275/night/suite.The room is spacious with a sitting and working area, television, King bed and private bath and offers...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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