Holiday rentals with a pool in Poway

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.

4.99 out of 5 average rating, 303 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!

4.98 out of 5 average rating, 124 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

Located high on the mountain and surrounded by the best trails & wineries, this house offers something for everyone to enjoy their vacations at its best. See SD hot spots - Little Italy, Sea world, Balboa park, Lego land, Beaches, 30-40 mins away, SD safari zoo in 20 mins. Once you enter the house, you might not want to go out. A fully stocked kitchen, all kinds of games you can dream of from indoor to outdoor. When everyone is tired, just relax in the pool & enjoy sunset at the pool side bar.

4.84 out of 5 average rating, 221 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.

4.97 out of 5 average rating, 108 reviews

Casa de Adobe - Large home, pool/spa & yard!

Escape to our stunning Adobe-style retreat in the heart of Escondido. Nestled against the backdrop of mountains, this secluded property offers the ultimate in privacy and relaxation. Enjoy sunny California days by the pool, or unwind in the soothing hot tub. The fully-equipped indoor and outdoor kitchen allows you to prepare delicious meals for your group. This property offers the best of both worlds – seclusion and easy access to entertainment, delicious restaurants, and world famous beaches.

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.

Guest house 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.

4.91 out of 5 average rating, 402 reviews

4.96 out of 5 average rating, 421 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, 179 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.

Guest house 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.

4.9 out of 5 average rating, 155 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!

This exquisite Guest House is nestled in a peaceful, central, and safe neighborhood. Newly renovated with breathtaking view of the mountains! This guest house is attached to the host's main house but completely private with separate entrance! Modern design home with vinyl flooring throughout. You can walk out to the stunning Infinity Pool from your living room and bedroom. This studio offers a peaceful, picturesque, and relaxing ambiance. Great place for a couple getaway or family vacation!

Holiday home in Escondido

Plateau Retreat | Panoramic View | Close Safari Park

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!

5.0 out of 5 average rating, 164 reviews

4.92 out of 5 average rating, 102 reviews

A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.

Home in San Diego

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

An expansive outdoor space includes an inviting infinity pool reflecting the colorful sunset sky. The sleek lines of the single-level estate are complemented by an outdoor seating area and dining space, offering a perfect setting for relaxation and entertainment.

4.97 out of 5 average rating, 179 reviews

Luxury Retreat W/ Views: Golf, GameRoom, Pool, Spa

Get ready for an unparalleled luxury experience at our breathtaking 5BR/4BA Single Level estate. Stunning Views! As you step inside, prepare to be utterly mesmerized by the sheer grandeur of this extraordinary property. With its expansive open layout, an inviting infinity pool, a soothing hot tub, and a captivating entertainment area featuring bocce ball & putting course. Book now to savor gourmet home-cooked meals, enjoy games, and bask in the awe-inspiring luxury of SoCal living!

4.97 out of 5 average rating, 160 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.

Guest house in Ramona

Adorable Hawaiian themed Guest House

Enjoy the quaintness of country living just 35 miles from San Diego. Ramona is the heart of San Diego's wine country; home to many boutique winery’s and vineyards. Our guesthouse will provide the perfect space to unwind and relax after sightseeing, beaching, or visiting the world famous San Diego zoo. Guest home has one bedroom with king bed, separate great room/kitchenette w/hide-a bed and a couch. Fire pit, large grassy play area with zip-line and a pool to cool off in.

Popular amenities for Poway rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 302 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

4.89 out of 5 average rating, 222 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

An outdoor area showcases a glistening pool alongside a relaxing spa, surrounded by palm trees and lush vegetation. Comfortable lounge chairs are positioned near the pool, with a shaded dining space featuring umbrellas nearby, providing a welcoming space for leisure and entertaining.

4.99 out of 5 average rating, 134 reviews

Stunning 5BR Resort w/ Game Room/Pool & Hot Tub!

4.91 out of 5 average rating, 146 reviews

Stunning Views w/ Game Room, Pool and Hot Tub!

4.98 out of 5 average rating, 130 reviews

Mountain Top Getaway w/ Pool & Hot tub

4.98 out of 5 average rating, 116 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

The image captures a well-lit backyard at twilight, featuring a hot tub in the foreground and a swimming pool in the background. Surrounding greenery and string lights enhance the tranquil ambiance, while lounge chairs are positioned near the pool.

4.99 out of 5 average rating, 108 reviews

Amazing Views W/Game Room, Pool & Hot Tub!

4.96 out of 5 average rating, 227 reviews

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

Upscale Resort House /Views, Saltwater Pool/Spa !

Apartment rentals with a pool

Apartment in Mission Valley

A cozy living room features a comfortable gray couch adorned with a woven throw, complemented by a small circular table and a patterned area rug. Natural light floods the space through glass sliding doors that lead to a balcony with seating, framed by soft curtains.

Cozy home central to beaches & attractions

4.92 out of 5 average rating, 200 reviews

4.89 out of 5 average rating, 568 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.

Apartment in Del Mar

Studio Condo at Wave Crest Resort

A bright and airy living room features large floor-to-ceiling windows showcasing expansive ocean views. Comfortable seating arrangements consist of a plush sofa and armchairs, accented by light decor. A coffee table sits at the center, complemented by side tables with lamps, fostering a relaxing atmosphere.

5.0 out of 5 average rating, 142 reviews

The Endless Summer Condo!

An arched window frames a serene view of palm trees and distant hills at dusk. The soft hues of a fading sunset create a calming atmosphere. Neighborhood rooftops are visible below, with twinkling lights in the distance hinting at urban life.

4.97 out of 5 average rating, 143 reviews

Bay View Condo in Pacific Beach

A spacious living area features large glass sliding doors that reveal an expansive ocean view with a sunset. Comfortable seating includes a modern gray sectional and two accent chairs, inviting relaxation. The room is illuminated with warm, natural light, enhancing the serene coastal atmosphere.

4.94 out of 5 average rating, 336 reviews

Beach Front Condo - Capri by the Sea - Remodeled

4.92 out of 5 average rating, 145 reviews

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.

Apartment in Carlsbad

Resort Life in La Costa

A spacious living area is showcased with a comfortable leather sofa and a decorative rug. A dining table with four chairs is positioned near floor-to-ceiling windows, offering natural light. Art pieces adorn the walls, complementing the inviting atmosphere.

4.92 out of 5 average rating, 217 reviews

Windows to the Ocean

4.93 out of 5 average rating, 121 reviews

Apartment in Del Mar

2 Bd Poolside - 30 Second Walk To The Beach!

Other holiday rentals with a pool

4.95 out of 5 average rating, 44 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.

Flat in Poway

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

5.0 out of 5 average rating, 16 reviews

Home in Lakeside

4.95 out of 5 average rating, 75 reviews

A private pool and jacuzzi area is illuminated by soft lighting, creating a calming evening ambiance. Surrounding landscaping features tropical plants and subtle lighting. A seating area with an umbrella is visible, enhancing the outdoor gathering space. Floating pool toys add a playful touch.

Home in Rancho Bernardo

San Diego 4-Bedroom Home with POOL and Jacuzzi

Guest house in Rancho Bernardo

Cottage On The Greens - Stunning Golf Course Views

5.0 out of 5 average rating, 34 reviews

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.

Guest house in Poway

Tranquil Resort: 2 bd Cottage in exclusive area!

4.74 out of 5 average rating, 159 reviews

Townhouse in Rancho Bernardo

Gorgeous townhome in Rancho Bernardo

5.0 out of 5 average rating, 29 reviews

Townhouse in Rancho Penasquitos

A modern kitchen and dining area is displayed, featuring a large wooden dining table surrounded by four chairs. Dark cabinetry complements stainless steel appliances, while natural light enters through multiple windows, creating a bright and inviting space.

Spacious | Family-Friendly | Near Beaches

4.92 out of 5 average rating, 62 reviews