Vacation rentals with a pool in Pismo Beach

4.94 out of 5 average rating, 219 reviews

Home in Templeton

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!

4.94 out of 5 average rating, 112 reviews

The inviting outdoor space showcases a large swimming pool illuminated in soft blue light, with a hot tub visible nearby. The hacienda-style home is framed by trees and shrubs, creating a serene atmosphere in the evening dusk.

Villa in Paso Robles

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!

4.95 out of 5 average rating, 244 reviews

Home in Arroyo Grande

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.

4.99 out of 5 average rating, 104 reviews

A modern kitchen showcases a large white island with seating for five, highlighting stylish brown bar stools. Open shelving presents neatly arranged dishware, while a brick accent wall adds warmth. Natural light floods the space, enhancing the elegant design with stainless steel appliances.

Home in Atascadero

Amazing! Wild Oaks Retreat, Pool, Spa, GameRoom EV

The perfect getaway for the whole family. Enjoy a huge completely fenced in yard with lots of grass, mature oaks, a private fenced pool area complete with a hot tub, cabana, and lounge chairs. Relax on the large patio with attached deck and firepit overlooking the entire estate. Inside the home you will find a gourmet kitchen, ample dining space and 4 bedrooms with sleeping accommodations for up to 10 people. If that's not enough, head downstairs to the media/game room for more fun.

4.99 out of 5 average rating, 164 reviews

An expansive entryway features modern tile flooring and large windows that allow natural light to fill the space. A wooden side table with decorative items adds character, while glass doors lead to outdoor views of the surrounding landscape.

Home in Atascadero

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.

4.97 out of 5 average rating, 225 reviews

A serene saltwater pool is set against a backdrop of rolling hills and a vibrant sunset. Six lounge chairs are arranged around the pool, and a large umbrella provides shade. Lush greenery surrounds the area, enhancing the natural landscape.

Home in Atascadero

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.

Guesthouse in Arroyo Grande

A private deck overlooks a clear blue pool set within well-maintained grounds, featuring lush greenery and various seating areas. Umbrellas provide shade by the pool, creating a serene atmosphere complemented by nearby landscaping and trees.

Beautiful Private Barn , In Country

The Barn is a one bedroom apartment. It sits atop a Studio apartment ( Petite Barn) stairs. The grounds are 2 1/2 acres . You will hear roosters. Dirt road. Only children who are over 10, and 100% swim safe.This is a quiet environment... to be kept quiet for reading, napping, yoga, resting, retreating. We are yogis, surfers, readers, gardeners, and appreciate a quiet calm surrounding:) that being said the pool and jaquzzi hours are 8 am - 10 pm . Dog fee $90/

4.83 out of 5 average rating, 442 reviews

The image captures a scenic overview of the Dolphin Bay Resort, highlighting multiple stories of the building nestled amidst lush green hills. A large pool area is visible, flanked by sun loungers. The ocean can be glimpsed in the background, enhancing the coastal charm.

4.95 out of 5 average rating, 144 reviews

Ocean front Condo with heated pool and restaurant

Our condo is one of the top 10 oceanfront resorts in California. This unit overlooks the ocean, pool, Jacuzzi, bbqs and fire pit. Access to the beach is just yards away. It has a beautiful restaurant overlooking the ocean just steps below the unit. The restaurant offers pool service , room service also a full bar with live music. The resort has a gym, spa, valet parking, bikes that you can use and it is very close to many restaurants, wineries and fun events.

A swimming pool is surrounded by a large concrete patio, featuring four lounge chairs positioned for relaxation. A wooden fence and landscaped greenery provide privacy, while blue skies and distant hills add to the scenic outdoor setting.

4.94 out of 5 average rating, 181 reviews

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.

4.98 out of 5 average rating, 261 reviews

Villa in Atascadero

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.

4.98 out of 5 average rating, 420 reviews

A bright living area features large windows allowing natural light to illuminate the space. A comfortable gray sofa is paired with two stylish chairs. An artistic rug and a unique wooden coffee table enhance the inviting atmosphere, while a tall plant adds a touch of greenery.

Guesthouse in Atascadero

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.

A single-story home features a tiled roof adorned with solar panels. Surrounding the property is a well-maintained patio with a clear, inviting pool, bordered by manicured hedges. Large windows allow for ample natural light, enhancing the bright exterior of the house.

4.87 out of 5 average rating, 172 reviews

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.

Popular amenities for Pismo Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private backyard features a hot tub and a spacious pool surrounded by lush greenery. A pergola offers shaded seating, while palm trees stand in the background. Clear blue skies create a bright and inviting atmosphere.

4.84 out of 5 average rating, 279 reviews

Three Sisters Farm Wine Country Home

A cozy seating area is positioned beside a sparkling pool, featuring a dark sofa adorned with striped cushions. Two black wicker chairs provide additional seating under a large umbrella. Lush greenery and vibrant foliage create a serene atmosphere surrounding the space.

4.84 out of 5 average rating, 108 reviews

Casa Bonnaire Wine Country Oasis

4.94 out of 5 average rating, 138 reviews

A modern kitchen features a large white island with four black bar stools. Two woven pendant lights hang above, illuminating the space. Open shelving displays kitchenware against light wooden cabinetry, while a stainless steel appliance complements the sleek design.

Home in Templeton

Wine Country Retreat - 5 min drive to wineries!

A well-kept exterior features a welcoming front door framed by decorative shutters. A smooth pathway leads from a wooden fence to the entrance. Lush green grass and minor landscaping elements enhance the inviting appearance. The house is set against a clear blue sky.

4.99 out of 5 average rating, 172 reviews

Our Place Inn

The exterior of the home is shown as the sun sets, with a spacious pool in the foreground and a hot tub adjacent. Lush landscaping surrounds the property, and soft lighting illuminates the inviting windows and outdoor seating areas.

4.93 out of 5 average rating, 73 reviews

Cougar Ridge - hilltop home with pool

5.0 out of 5 average rating, 51 reviews

Home in Templeton

Pool, HotTub, Game Room, Outdoor TV in WineCountry

4.94 out of 5 average rating, 16 reviews

A spacious living area features a comfortable sectional sofa, a glass coffee table, and a large flat-screen television. Natural light pours in through expansive windows overlooking greenery. A dining area is positioned adjacent, showcasing a round table and modern chairs. A staircase leads to the upper level.

Home in Nipomo

Central Coast getaway near golf and wineries

4.9 out of 5 average rating, 70 reviews

Dolcetto by AvantStay | Wine Country Mansion

Condo rentals with a pool

An outdoor patio features a round dining table accompanied by four wooden chairs, surrounded by lush coastal vegetation. Views of the sandy beach and ocean are visible beyond, with the iconic Pismo Beach Pier stretching into the distance. A large umbrella provides shade.

4.95 out of 5 average rating, 55 reviews

Pismo Shores #126: Beachfront and wave ready!

A spacious outdoor deck features comfortable lounge chairs with floral cushions, positioned to overlook the sandy beach and ocean. Potted plants line the railing, adding greenery to the scene. The inviting view captures waves lapping at the shore and people enjoying the beach.

4.94 out of 5 average rating, 65 reviews

Beachfront 3 BDR Downtown Pismo Beach.

A deck area offers a view of the sandy beach and ocean, with a nearby playground and swings visible in the foreground. The gentle waves lap at the shore, creating a serene coastal atmosphere.

5.0 out of 5 average rating, 3 reviews

138 Pismo Shores

5.0 out of 5 average rating, 6 reviews

Condo in Nipomo

Blacklake Resort Vacation Rental Nestled on the 9t

5.0 out of 5 average rating, 5 reviews

Condo in Avila Beach

Diamond - San Luis Bay Inn - ST

Condo in Avila Beach

Hilton San Luis Bay Resort • King Suite • Sleeps 4

Condo in San Luis Obispo

Spacious Condo, 1 bedroom and a loft, pool access

4.65 out of 5 average rating, 20 reviews

Pismo Shores #120 - corner unit with ocean views

Other vacation rentals with a pool

Guest suite in San Luis Obispo

A shaded outdoor dining table with four chairs is positioned near the pool area, offering a view of the sparkling water and lounge chairs. The patio is adorned with travertine tiles, complementing the lush greenery and wooden fencing that surrounds the space.

Last Wknd Sum. 20%Off • Pool•Kitch. Slps 6•4 Beds

4.78 out of 5 average rating, 860 reviews

4.87 out of 5 average rating, 134 reviews

The outdoor area features a private pool surrounded by lounge chairs and a hot tub nearby. A pergola offers shaded seating, with vibrant landscaping complementing the tranquil vineyard views in the background under a colorful sky.

Villa in Paso Robles

Vineyard Oasis: Pool & Views!

4.77 out of 5 average rating, 274 reviews

Bungalow in Paso Robles

Pool & Vineyard Views Hideaway House

Guesthouse in Paso Robles

An infinity pool glistens under sunlight, surrounded by natural stone and greenery. Large rocks and blooming flowers frame the edge, enhancing the tranquil setting. The serene waters offer expansive views of the vineyard landscape in the distance.

Huge 2 br 2 ba Guest House sleeps 6

4.97 out of 5 average rating, 409 reviews

4.98 out of 5 average rating, 117 reviews

The inviting outdoor area features a pool reflecting warm string lights from the covered patio. A spacious deck provides space for gathering, while large windows of the house reveal a warm interior ambiance. Seating options are available under the canopy.

Guest suite in Templeton

805 Oasis ~ Studio suite w/ private pool & hot tub

4.5 out of 5 average rating, 6 reviews

Townhouse in Nipomo

Serene Golf Course Entire Condo

4.98 out of 5 average rating, 80 reviews

A travel trailer is positioned under a shaded awning, flanked by palm trees. A checkerboard-patterned picnic table is set on a patterned rug, while two folding chairs are arranged nearby. The gravel site provides a clean space for outdoor relaxation.

Camper/RV in Pismo Beach

Brand New RV Trailer - A Luxury RV in Pismo Beach