
Holiday rentals with a pool in San Luis Obispo County
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Top-rated rentals with a pool in San Luis Obispo County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Atascadero Guesthouse Central Coast Wine Country
This light and airy hideaway was designed and built by the host incorporating her own handiwork in art and furnishings. Initially a granny flat, it's been transformed into a comfortable and spacious hang out. Its central location makes it ideal to explore the area. There is plenty to do on site; barbecue, play corn hole or horseshoes have fun with games and cards kept in the hall, enjoy the pool and hot tub in the warm season. May to Sept. The twin beds can be easily configured to a king bed. Price includes a 13% local occupancy tax. Your cottage opens up to the pool area which maybe available during the summer months but not guaranteed as this pool is too deep for kids to stand in. There is also a hot tub open from March to Dec. So the key to open the pool is subject to conversation. The pool is shared with us. No parties please. This is a non smoking property. We love dogs but we can not allow pets brought in. We have a large dog and cats. We kindly ask for slow driving up and down driveway as the animals are slow to move as they own the space. These are accommodations you wont find at a hotel. We are not one, this is our home we are opening to share with you. We are next door most times if you have any questions otherwise we will respect your privacy. The guest house sits on three acres with the main house where the host lives with her husband. It is just one and a half miles to the freeway and town. Four minutes to restaurants and grocery stores. There are chickens, 2 baby gosts, and a rabbit on the property along with cats and a large dog, Jules, who is sure to greet you. The pool will be opened to guests that can swim only as the shallow end is quite deep. Opened when the temperature increases in the summer months. A cold pool is no fun to swim in. The hot tub is open in March to Dec. Contact hosts if plan to use.

Crooms Moonlight Ranch, Views and Amazing Sunsets!
NEED TO GETAWAY? VIEWS from a top 20 acres overlooking the vineyards. Just 12 minutes to Paso Robles or Templeton and centered in the heart of wine country! This clean, charming and fully equipped home has all the modern features. Jump into the pool or simply relax by the fireplace and take in the 360 degree views from the large deck. Explore downtown Paso Robles with so many restaurants and shops, or take a short ride to the coast! Pool is shared with owners , CHILDREN 14 and older only.

Petite Barn
This is a "Studio" apt. High ceilings, big windows. It is directly under the upstairs Barn unit . Bring earplugs if you’re sensitive to sound. Located on a dirt road,in the country on 2 1/2 acres,just minutes from the most beautiful beaches on the Central Coast. This is a cozy space, with a coffee pot , microwave,tea pot, toaster, small fridge, t.v, wifi. Dogs are permitted with an addition $65 per pet fee. All dogs are never to be unattended in unit Large glass sliding doors overlook pool

SloStudioLoft•Beautiful Private Pool •BBQ•Kitchen
Where Comfort Meets Care With 850+ reviews (4.78 stars) and 12 years as a Superhost, our focus is on creating a stay that feels truly cared for. Guests arrive to wine, cheese, fresh pastries, and a fridge stocked with breakfast favorites. Daily pool upkeep, and thoughtful touches throughout make it easy to relax—and hard to leave. With private entrance to the warm seasonal pool and relaxing patio, you’ll love the spacious bathroom with full amenities. Sleeps 5+ with 3 queen beds & futon.

Location! Walk to Town, Front Porch, 2Brd/2Bath
Welcome to your perfect getaway! Nestled in a quaint neighborhood, just TWO blocks to Paso’s famed downtown square, our charming 2-berm, 2-bath home offers the ideal blend of comfort, luxury, & convenience. Whether you're planning a romantic escape, or a wine weekend with friends, this property has everything you need to make your stay unforgettable. You’ll love the front porch, to enjoy gazing out at the quaint tree-lined street while enjoying morning coffee or an evening glass of wine.

Luxury Mountain View Retreat Pool/jacuzzi
Private Luxury Retreat with Panoramic Mountain Views. Centrally located just 15 minutes from Cal Poly or downtown San Luis Obispo 15 minutes from Paso Robles Wine Country, less than 5 minutes to the quaint little town of Santa Margarita. Location is centrally to all the area has to offer including beaches. Pool can be heated to 82 degrees for a fee, please inquire for pricing which varies per season. Please read guest access description for important info about the property.

30 acre Estate 5 min to Lake Nacimiento ~Wow Views
Deep in the heart of Paso Robles wine country, nestled on a hilltop overlooking Lake Nacimiento rests this Fabulous luxury lake house offering unparalleled Lake & Mtn. views, complete privacy on 29 oak studded acres, gated access. 3 ensuites bedrooms. BBQ, poolside cabana, bluff edge fire pit, covered patio, shuffle board, ping pong, darts, tether ball. RV & Boat parking. Please note that we are in the country and occasionally have mouse sightings depending on time of year!!

Pool & Vineyard Views Hideaway House
NOTE: This property is 2 miles away from the main park. The Hideaway House, located two miles away from Vinyl Vineyards, features an open floor plan with a Queen bed, full bath, fully stocked modern kitchen, stylish contemporary decor, high speed internet, smart TV, deck, BBQ, outdoor table, private pool, tennis courts, firepit, jaw dropping vista views of vineyards and the 35 acre wooded property. 2 parking spots. Linens, towels, and basic kitchen supplies provided.

Gorgeous Hilltop Oasis with Pool and Expansive Views
Feel cares slip away in the serene saltwater pool set among ancient oaks and endless vistas. Enjoy one of Atascadero's most beautiful neighborhoods, sitting atop the Hills of the Central Coast. Morning strolls are a literal walk in the clouds with stunning canyon views and deer roaming nearby. It's hard to believe this property is only 8 minutes from the freeway. This comfortable tri-level three bedroom home is perfectly practical for family or group entertaining.

PaSO PaNORAMA-Swimming Pool, Hot Tub, & Views
Sitting up on a private hill w/beautiful views of Paso Robles, yet less than 5 minutes to the downtown square is PASO PANORAMA. This amazing location is just off the prime Hwy 46 West Wine Trail, yet minutes to downtown. Sweeping views from the living area, or dine outside on the covered patio with BBQ & fire pit. Spend your downtime swimming or in the game room for some ping pong, billiards, foosball, darts, or poker. End your day relaxing in the hot tub.

San Luis Obispo House With Pool And Hot Tub
House in San Luis Obispo with pool! Located 10 minutes from downtown SLO, 15 minutes from the beach, 15 minutes from Cal Poly campus, and in the heart of Edna Valley wine country. This property boasts a large pool and hot tub, beautiful Mountain View’s, and comfortable outdoor living. Have a night around the fire pit, play a game of air hockey, or enjoy the outdoor 75" T.V. There is truly something for everyone at this location.

Ranch Bungalow
Enjoy the peace and quiet of this unique "tiny home" set on a 50 acre ranch, remote enough to be free of urban lighting and noise, yet close enough to access Highway 101 within 10 minutes. Conveniently located between San Luis Obispo and Paso Robles, either destination is less than 30 minutes away. Swim some laps in the summer months, take an evening stroll, watch the deer forage in the pasture.
Popular amenities for San Luis Obispo County rentals with a pool
House rentals with a pool

Wine Country Ranchette

Spacious 4 bed Home w/ Pool, Spa. Pet Friendly!

Wine Country Retreat - 5 min drive to wineries!

Luxury Retreat- Hot Tub, Plunge pool, King bds, EV

Poolside Paradise+Views+Wineries+Spa+Game Room

OCEAN VIEW! 1 Block to the Sea~ 2 KINGs & 2 Queens

Getaway at the Oaks +Heated pool+hot tub

Our Place Inn
Apartment rentals with a pool

Lovely 1 bedroom condo with pool

Beachfront 3 BDR Downtown Pismo Beach.

Pismo Shores Paradise #119 - 50yds to beach access

130 Pismo Shores

Pismo beach worldmark resort 1 bed beach resort

Blacklake Resort Vacation Rental Nestled on the 9t

San Luis Bay Inn Studio Condo 7/5 - 7/12, 2026

Pismo Shores #126: Beachfront and wave ready!
Other holiday rentals with a pool

Long Valley Guest House & Pool

Casteel

Brand New RV Trailer - A Luxury RV in Paso Robles

Hilltop Vistas- Private Pool, Wine Fridge, Views!

Cougar Ridge - A Paso Robles family escape!

Kiler Views - Spa, Pool, Vineyard Views

Burgandy Bliss

Holiday Wine Country Villa, Heated Pool & Views
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- Cayucos Beach
- Moonstone Beach
- Moonstone Beach
- Hearst San Simeon State Park
- Montaña de Oro State Park
- Natalie's Cove
- B & E Vineyard & Winery
- Morro Strand State Beach
- Cayucos State Beach
- Dairy Creek Golf Course
- Mission San Luis Obispo de Tolosa
- Seal Beach
- Morro Rock Beach
- Morro Bay Golf Course
- Pirates Cove Beach
- Olde Port Beach
- Sand Dollars
- Spooner's Cove
- Point Sal State Beach
- Bovino Vineyards
- Bianchi Winery
- Baywood Park Beach
- Allegretto Wines
- Pismo State Beach
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