Holiday rentals with a pool in Poway

5.0 out of 5 average rating, 102 reviews

A charming outdoor dining area is framed by lush orange trees, featuring a wooden pergola adorned with string lights. The inviting space is set for dining, with warm light illuminating the area as dusk approaches.

Barn in Pauma Valley

“El Granero” Lower Barn at Quixote Farm

You need a rest. See you soon™️ Since 2022, Quixote Farm has become a beloved getaway for countless guests who have returned time and again to enjoy the farms uniquely restorative effects. Modeled after a European farmstay, guests love walking in the orange groves, visiting with the rescue animals, shopping in the farmshop, enjoying a beautiful breakfast, or enjoying the very popular Sunset and Charcuterie experience. Note:European Farmstays are exactly that: A family farm. Not a 5-star resort.

4.76 out of 5 average rating, 156 reviews

A shared outdoor area features a pool and a jacuzzi, both surrounded by a stone deck. Lounge chairs are positioned nearby under red umbrellas, and a fire pit is visible, inviting relaxation. Soft lighting illuminates the space, creating a welcoming ambiance for guests.

Guesthouse in Poway

Tranquil Resort: 2 bd Cottage in exclusive area!

Beautiful Guest House on private lot in San Diego County. Enjoy the use of pool, Jacuzzi, outdoor fire pit, and sand volleyball court. Centrally located in San Diego County. You have full use of private guest house with 2 bedrooms, full kitchen, washer/dryer, and bathroom. Enjoy the peace & tranquility this upscale property offers. Property owners live onsite in the main house, all common areas, pool, & spa are SHARED and have video, audio, & still images captured at discretion of owners.

4.84 out of 5 average rating, 210 reviews

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny home in Escondido

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

4.99 out of 5 average rating, 292 reviews

The kitchen view highlights a smooth white countertop with a double sink and modern faucets. In the background, large glass doors provide a view of the pool and backyard, while a comfortable seating area is visible. Decorative accents are placed on the countertop.

Home in Escondido

Luxury Four Bedroom Home with pool and game room!

Perfectly located renovated home! Features include: -Fully stocked kitchen -Grill, fire pit, & outdoor dining -Large yard with pool (NOT HEATED) -Ping pong, foosball, & air hockey -Washer & dryer -Approx. 12 mins to Safari park -Approx. 30 mins to Legoland, Seaworld, Zoo, & beaches! -5 to 10 mins to grocery stores, restaurants, parks, & hiking trails -2 mins from highway Perfect place for you and your family to enjoy! NO PARTIES ALLOWED Please read the house rules before booking. Thank you!

5.0 out of 5 average rating, 193 reviews

A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.

Guest suite in Escondido

French Garden Poolside Retreat -Wine & Safari Park

180 Perfect 5.0 Reviews – Amazing views, peaceful and beautiful guest suite on a French estate in San Diego Wine Country close to the Wild Animal Park. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of the vinyards/mountains situated on the golf course with full access to the pool, spa, covered parking, EV chg. and private European garden park. Beautiful luxury guest apartment with a kitchen, sitting room, bathroom, steam shower/sauna and bedroom.

4.92 out of 5 average rating, 397 reviews

The casita is illuminated under a night sky, with the warm glow of string lights reflecting off the tranquil pool. The charming architecture features a second-floor window, while the inviting outdoor area showcases a blend of nature and modern design.

Guesthouse in Ramona

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

4.96 out of 5 average rating, 415 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

4.97 out of 5 average rating, 172 reviews

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

Guesthouse in La Mesa

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Holiday home in Escondido

5.0 out of 5 average rating, 157 reviews

PlateauRetreat | PanoramicView | Close SafariPark

This is an estate that rivals its surrounding beauty by its wonderful views, and comforting rooms. This property invites guests to spend their days hanging out at the pool, having a friendly competition playing foosball, and even gazing at the starry night sky at dark at the campfire! Go outside to relax in the comforting hot tub! In the morning, the view is a stunning European country style view, while at night it is a glamorous city view. This is the perfect place to go for family trips!

Superhost

Home in Poway

4.86 out of 5 average rating, 102 reviews

Kids Paradise San Diego Pool • Game Room Near Zoo

CENTRAL LOCATION (Safari Park Zoo, Legoland etc). Fun! Kids Paradise San Diego (cribs, high chairs, toys, pool safety fence, strollers, large Playset). Best! Enjoy a peaceful stay in this vacation home nestled in a quaint local neighborhood, surrounded by serene nature. Live Super family-friendly vacation rental designed for children and parents alike. Enjoy a heated private pool, game room, strollers, cribs, and toys — all minutes from San Diego Zoo, Legoland, and beaches.

4.95 out of 5 average rating, 175 reviews

An outdoor seating area is equipped with comfortable chairs surrounding a modern fire pit, where flames flicker gently. The pool glistens nearby, framed by lush landscaping and a serene hillside, with a light hue of sunset in the background.

Home in Escondido

Stunning 3 bedroom w/Views! Game Room/Pool/Hot Tub

Enjoy the peaceful mountain view in our 3BR/2.5BA Single Level Home! Brand New Construction. Comfortably sleeps 9-10 guests. Outside you'll find a beautiful pool with hot tub. Indulge in the best home cooked meals, play games together, and rest easy after a sun-drenched afternoon in the pool & Hot Tub! 2.1 miles to San Diego Safari Park 3 miles to Orfila Winery 3 miles to grocery shopping 30 min to Sea World Close to beaches, mountains, zoo, shopping, Legoland etc!

4.98 out of 5 average rating, 104 reviews

A serene backyard oasis features a resort-style saltwater pool surrounded by stone landscaping and lounge chairs. A waterfall cascades into the pool, with palm trees and greenery providing a natural backdrop. A putting green and outdoor seating areas enhance the inviting outdoor space.

Home in Escondido

Hidden Gem: Pool Slide/Game Room/Mini Golf & More!

Escape to a hidden oasis! This luxurious home by Lake Hodges is your dream vacation destination. With a grand living space, game room, vintage listening room, and an outdoor paradise complete with a resort-style saltwater pool, hot tub, putting green, pergola, fire pit, and built-in BBQ, this home is the perfect blend of relaxation and entertainment. Book now and indulge in a vacation like no other! Amazing game room with Movie screen, Pool Table and Football.

Popular amenities for Poway rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Scripps Miramar Ranch

A tropical pool area is featured, showcasing a winding design with clear waters. A thatched gazebo and lush greenery surround the pool, and a water slide is visible cascading into the pool. Sunlight reflects off the surface, enhancing the tranquil environment.

4.95 out of 5 average rating, 127 reviews

Luxurious Home w/Hot Tub & Pool + Water Slide

4.98 out of 5 average rating, 117 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

4.9 out of 5 average rating, 211 reviews

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

Home in La Mesa

The Queen House

4.97 out of 5 average rating, 217 reviews

A refreshing saltwater pool is surrounded by a clean, white fence. Two lounge chairs are positioned nearby, along with an umbrella providing shade. The pool features gentle curves, with a smooth edge and inviting blue water reflecting the sunlight.

Home in Mira Mesa

Private Pool。 Jacuzzi。EV Charger。 3-Bedroom House

5.0 out of 5 average rating, 293 reviews

A private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.

Home in Serra Mesa

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

4.98 out of 5 average rating, 110 reviews

A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.

Home in San Diego

ModernCoastal I View I Pool ITub

4.97 out of 5 average rating, 119 reviews

An aerial view of the estate shows a sprawling layout with a swimming pool and outdoor leisure areas. A basketball court is visible beside the home, surrounded by lush greenery and landscaped gardens. The arrangement of buildings and paths creates an inviting outdoor space.

Home in Ramona

Retreat:GameRoom/PuttGreen/Volleyball/Pool/HotTub

5.0 out of 5 average rating, 106 reviews

A landscaped backyard features a pathway of concrete pavers lined with gravel, leading to a seating area with modern outdoor furniture. To one side, a wooden deck provides elevated space with views of the surrounding area and palm trees, complemented by open sky.

Home in Del Cerro

Modern Hilltop Home: Roomy, Views, Family-Friendly

Condo rentals with a pool

4.95 out of 5 average rating, 182 reviews

🌴La Costa Resort Château🌴 Luxury Suite for 2

4.89 out of 5 average rating, 562 reviews

A circular pool is surrounded by lounge chairs and vibrant green umbrellas, offering shade and comfort. In the background, the Pacific Ocean is visible, with a clear blue sky above and a few birds flying. Lush landscaping enhances the outdoor space.

Condo in Del Mar

Studio Condo at Wave Crest Resort

4.93 out of 5 average rating, 121 reviews

Condo in Pacific Beach

*Newly* Renovated Luxury Oceanfront Condo + AC

A bright living area is furnished with a white sofa adorned with various throw pillows. A vintage-style chest serves as a coffee table, and a large mirror reflects natural light from a nearby window. Neutral walls are complemented by warm wood flooring.

4.83 out of 5 average rating, 183 reviews

Robyns Cozy Resort studio Nest & Spa

A modern kitchen showcases white cabinetry and sleek stainless steel appliances. A quartz countertop features a black sink, complemented by stylish pendant lighting. A bowl of lemons adds a pop of color, while glass-front cabinets display dishware. Natural light illuminates the space, enhancing a clean aesthetic.

4.91 out of 5 average rating, 141 reviews

Resort Life in La Costa

4.97 out of 5 average rating, 107 reviews

The image captures a serene beach view, with vibrant purple flowers in the foreground leading to a sparkling ocean. The sun hangs brightly in the sky, casting reflections on the water's surface, while gentle waves lap at the shore in the distance.

Condo in Solana Beach

Beach Luxury at Pelican Point

A modern kitchen features silver appliances and white cabinetry. A sleek countertop is complemented by high-backed white stools. Natural light filters in through glass doors, leading to a balcony area. A decorative chandelier hangs above the kitchen island, adding a touch of elegance.

4.9 out of 5 average rating, 126 reviews

La Costa Getaway

4.93 out of 5 average rating, 119 reviews

Condo in Del Mar

2 Bd Poolside - 30 Second Walk To The Beach!

Other holiday rentals with a pool

4.91 out of 5 average rating, 151 reviews

A spacious infinity pool is visible, complemented by a jacuzzi, both surrounded by lush greenery and expansive mountain views in the background. Poolside seating is arranged on a patio area, enhancing the outdoor ambiance.

Guest suite in Escondido

New & Lovely Guest House with Pool/Spa & Views!

4.97 out of 5 average rating, 155 reviews

A welcoming front porch with comfortable seating is situated beneath a covered roof. Hanging flower baskets add a touch of color, while the neatly manicured lawn frames the entrance. The exterior features a light blue siding with white trim, creating a calm atmosphere.

Guesthouse in Ramona

Adorable Hawaiian themed Guest House

4.98 out of 5 average rating, 113 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

4.81 out of 5 average rating, 161 reviews

A wooden deck features a soaking tub, surrounded by a potted plant. Large windows allow natural light into the cabin. The rustic landscape is visible in the background, providing a serene outdoor setting.

Cabin in Ramona

Wine Country Cabin Near San Diego - Private

4.96 out of 5 average rating, 108 reviews

The exterior of the guest house is showcased, featuring a distinctive green roof and large windows. A spacious patio area is seen in front, accompanied by a relaxing swimming pool that curves around a stone structure.

Guesthouse in San Marcos

Somerset Cottage romantic king bed with spa & pool

5.0 out of 5 average rating, 14 reviews

Villa in Poway

*NEW* Resort Style Home•Views•Pool•Spa•Game Room

4.95 out of 5 average rating, 42 reviews

A large, tranquil saltwater pool is surrounded by natural landscaping and a well-maintained patio area. Lounge chairs are positioned nearby, and a pergola provides shaded seating. The combination of stone and tile creates an inviting space for relaxation.

Apartment in Poway

Private Living: 3 Bed/2Bath, Pool, Serene Locale