Holiday rentals with a pool in Poway

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Top-rated rentals with a pool in Poway

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

An inviting outdoor space features a swimming pool surrounded by decorative rocks and comfortable seating. A covered dining area is equipped with a large table and multiple chairs, complemented by lush greenery and palm trees in the background, providing a sense of relaxation.

Guesthouse in Rancho Santa Fe

4.94 out of 5 average rating, 176 reviews

Posh Guest House ~ Pool, Spa, Pickleball & Tennis

Stunning Guest House with Pickleball/Tennis and Pool/Spa~ Serene, upscale guest house designed for comfort and fun. Nestled in a prime Rancho Santa Fe location, this retreat offers stunning views, resort style amenities and easy access to the best of Southern CA. Ultra comfortable California King Bed Fully equipped Chefs Kitchen Smart TV with Cable & WiFi Designated work area with garden views Expansive Outdoor Space – perfect for dining, lounging, soaking in the peaceful surroundings and sun

Guest favourite

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

Guesthouse in Escondido

4.91 out of 5 average rating, 798 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Top Guest favourite

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.

Guesthouse in Kit Carson

5 out of 5 average rating, 168 reviews

Infinity Poolside Apt. In San Diego Wine Country

168 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

Top Guest favourite

A spacious outdoor area features a pool and spa surrounded by tropical landscaping and palm trees. Sunlight reflects off the water's surface, creating a serene ambiance. Comfortable seating is arranged nearby, enhancing the inviting atmosphere of the space.

Guesthouse in Rancho Santa Fe

4.99 out of 5 average rating, 170 reviews

Rancho Relaxo / Spacious Detached Guest House

Welcome to your peaceful getaway! Perfect for 2 guests. We live onsite, but you will have privacy plus a friendly vibe. Enjoy a king bed, steam room, jacuzzi, and pool. Relax by the fire pit, fully stocked kitchen, premium TV channels. Wireless internet. Quiet, secure, and secluded. Close to Rancho Santa Fe Village, Del Mar Fairgrounds and Race Track, shopping, beaches, golf, and more! No parties or loud gatherings. We welcome mature, polite guests who appreciate a calm stay. Limit 2 guests.

Top Guest favourite

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 Felicita

4.99 out of 5 average rating, 230 reviews

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!

Superhost

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

4.76 out of 5 average rating, 145 reviews

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.

Superhost

The backyard features a fenced pool with vibrant inflatable floats in the shapes of a unicorn and a whale. Surrounding greenery adds a natural touch, while a hot tub and comfortable seating are visible in the background, providing a relaxing atmosphere.

Home in Poway

4.9 out of 5 average rating, 106 reviews

Kids Friendly/Big Hot Tub/Cozy Firepit/Huge Yard

Superhost

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

4.91 out of 5 average rating, 366 reviews

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.

Guest favourite

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

4.96 out of 5 average rating, 374 reviews

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.

Guest favourite

A comfortable living area features a dark sofa and a large ottoman atop patterned tile flooring. Framed artwork adorns the walls, and a modern kitchenette is visible in the background. Natural light enters through sliding glass doors, providing a view of the outdoor space.

Guesthouse in Escondido

4.89 out of 5 average rating, 104 reviews

Secluded Casita in Wine Region

The Casita is a separate building next to our home. It's unique design with saltillo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space in this 1 bedroom unit! Less than half a mile from Orfila winery, and less than 8 miles to San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq, firepit and pool in our shared back yard space, available upon request.

Top Guest favourite

A refreshing swimming pool is centered in the foreground, surrounded by lounge chairs beneath large umbrellas. The estate's modern architecture is visible in the background, with large windows and an inviting entrance. Palm trees frame the scene against a clear blue sky.

Holiday home in Escondido

5 out of 5 average rating, 131 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!

Top Guest favourite

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 Lake Murray

4.96 out of 5 average rating, 128 reviews

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

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.