Holiday rentals with a pool in San Luis Obispo County

Peaceful 4 Bedroom Farm Stay with Swim Spa

This Farm Style Home is centered on 9 acres of beautiful land with a view of rolling hills and neighboring wineries. Nearest wine tasting room is a short 5 mins walk. This great location is a short drive to downtown Paso Robles. Relax with the whole family, friends or host a retreat at this peaceful place. The peace and quiet of this location is an ideal get-away from the city hustle bustle. Recently renovated and redesigned with all brand new furniture. Recently installed 220V for EV Charger.

Lux Château, Hot Tub, OutdoorMovies, Game Rm, Pool

Chateau Vigne, a French country-inspired retreat perfect for families & friends—Soak in the hot tub under the stars, watch an outdoor movie + relax at the fire pit under a vine covered gazebo ⚜ On 1.35 acres tucked in majestic oaks, just 3 min. off Hwy 101. ⚜ Sleeps 10 (12 w/ kids) w/ spacious, stylish interiors & abundant amenities. ⚜ Hot tub, plunge pool, fire pit, Outdoor movies & game room. ⚜ Gorgeous grounds & plenty of room to gather, relax, play. ⚜ No guest fees, book your escape today!

Pool, Spa & Fire Pit at Vinyl Vineyards Estate

A one-of-a-kind vineyard escape on 120 private acres at Vinyl Vineyards. This designer 4BR/4BA farmhouse pairs rustic charm with luxe amenities—solar heated pool, hot tub, fire pit, pool table, vineyard views, and fireplaces. Wander private vineyard trails, meet alpacas and chickens, or enjoy on-site wine tastings. Inside: chef’s kitchen, fast Wi-Fi, smart TVs, office, and laundry. Includes linens, towels, and essentials. Bonus convertible Queen bed in 2nd living room. Pure wine country magic.

Poolside Paradise+Views+Wineries+Spa+Game Room

Ultra-modern luxury retreat situated on a secluded oak studded acre in upscale west-side Templeton. This freshly remodeled high-end residence features an open concept floor plan designed for effortless entertaining. Unique artwork & ornate vintage pottery add to the chic design of the home. Enjoy the secluded surroundings, including a substantial swimming pool, hot tub, game room, BBQ, outdoor dining area & firepit conversation set all overlooking the rolling hills. A true 5-star experience!

Private Villa with Pool, Views & Close to Town

Welcome to “Hacienda Damas y Vaqueros” (Ladies and Cowboys) we are excited to show you the best of what Paso Robles has to offer (shhh…the secret is getting out….). Our Spanish “hacienda” style home sleeps 12 comfortably all on one level, perfect for your multi-family getaway, girls or boys weekend, or simply escaping to wine country with a few friends. Highlights: 5 Bedrooms; sleeps 12 4 bathrooms Pool and Spa Chef's kitchen Private studio Big Outdoor Space Peace & quite with views!

Spacious SLO CAL Home w/ Pool, Spa. Pet Friendly!

Relax and recharge at this pet-friendly retreat in Arroyo Grande, perfect for families, couples, and special occasions! Enjoy your own heated pool (seasonally heated Apr-Oct), year-round heated spa, and spacious yard in a peaceful neighborhood. Just minutes from iconic spots like Pismo Beach, Avila Beach, and Cal Poly, it’s ideal for exploring wineries, hiking, and the stunning Central Coast. Whether you’re celebrating or relaxing, this home offers everything for an unforgettable stay.

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.

Spacious Getaway w/Hot Tub, Pool, Game Room & More

Welcome to your perfect getaway! Sip a glass of local wine as you unwind in our hot tub / pool, spread out in our two living rooms with family and friends, enjoy all the fun in our game room, or relax by the firepit. We are 10-30 min from Paso Robles, SLO, Morro Bay, Avila Beach and Pismo Beach. There are many restaurants, wineries, breweries, and activities in the area. Please read our House Rules, Noise Curfew and No Music Outdoors Policy as these will be strictly enforced.

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 four bedroom home is perfectly practical for family or group entertaining.

Pool+Hot Tub+Outdoor Living

Message me now to see how you can earn extra discounts! Perched atop a secluded hill in Wine Country, your soon-to-be vacation home offers a stunning retreat just a stone's throw away from the vibrant downtown square. You will LOVE the tranquil nights with the covered patio complete with a BBQ grill and a cozy fire pit. Indulge in a friendly game of cornhole or giant jenga. Unwind from the day by swimming or with a soothing soak in the hot tub.

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. The twin beds can be easily configured to a king bed. Price includes a 13% local tax. We are on gated 3 acres. The pool sits between the guest house and our house.

360 Degree Hilltop Vineyard Views in Wine Country

Immerse yourself into the wine country lifestyle when you stay at this beautiful hill top getaway. Relax on the back patio with steaks cooking on the BBQ, a glass of wine in your hand as you gaze out at the rolling hills surrounding you. Play some Bocce ball, melt your worries away in the hot tub or Frolic in the salt water swimming pool. When you stay at Rad Dog Vineyard, there is something for everyone.