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Holiday rentals with a pool in San Diego County

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Top-rated rentals with a pool in San Diego County

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

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Guest favourite
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.

4.84 out of 5 average rating, 221 reviews
Top Guest favourite
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

VERY PRIVATE, COMPLETELY RENOVATED 4BR 3 Bath mid-century home with heated saltwater pool, hot tub and fire pit in totally private backyard retreat. Redone top-to-bottom, inside/out with everything new. The beds are top of the line with very high quality 100% cotton sheets and bath towels. Conveniently we are centrally located in a safe, friendly neighborhood with beautiful mountain views in the back. We never charge any fees - as we want to provide the experience we hope to get when traveling.

5.0 out of 5 average rating, 303 reviews
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 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!

4.99 out of 5 average rating, 304 reviews
Guest favourite
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

Kick back and relax in this private cabin on 9 acre ranch. It’s a true get away. Come enjoy all the amenities including: Queen bed, full kitchen/bath, spa shower, 9 acres of private trails, intentional spaces, majestic views and a huge deck with a soaking tub to cool you in the summer (June - October). New A/C and heating. Enjoy a 5 minute walk to Milagro Winery and return to Littlepage for the amazing sunset. Or venture 15 minutes to the towns of Ramona, Julian or San Ysabel. Book Now!

4.83 out of 5 average rating, 173 reviews
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 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.

4.96 out of 5 average rating, 181 reviews
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

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.

4.96 out of 5 average rating, 421 reviews
Guest favourite
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!

4.92 out of 5 average rating, 102 reviews
Guest favourite
Home in San Diego

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

4.94 out of 5 average rating, 198 reviews
Top Guest favourite
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!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

4.98 out of 5 average rating, 127 reviews
Top Guest favourite
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 !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

4.96 out of 5 average rating, 227 reviews
Top Guest favourite
An outdoor space presents a well-maintained pool surrounded by lounge chairs and tropical plants. A fire pit is set with a bottle of champagne on an oval table. Deck umbrellas offer shade, creating a relaxing atmosphere near the pool’s edge.
Bungalow in Escondido

Bella Vita,Majestic Resort w/ Bungalow Pool House

North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings. 3 spacious en-suites bedrms plus separate pool house bungalow w 1 queen bed and full bath plus Queen Day/Trundle Bed. All open to stunning private pool area and hardscape surrounding the Villa. Relax by the Solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances or on our gourmet propane BBQ.

4.99 out of 5 average rating, 102 reviews
Top Guest favourite
A serene outdoor area features a hot tub surrounded by stone elements and a waterfall feature. Sunlight filters through the overhead pergola, creating a play of light and shadow. Lush greenery and a glimpse of a spacious pool can be seen in the background.
Villa in Rancho San Diego

Private Villa: Pool, Slide & Hot Tub

Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses

4.9 out of 5 average rating, 297 reviews

Popular amenities for San Diego County rentals with a pool

KitchenWi-FiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.
Home in San Diego

Bright and spacious home with views, pool & spa.

4.87 out of 5 average rating, 239 reviews
Guest favourite
A spacious outdoor patio showcases a private pool and hot tub, surrounded by comfortable seating and a fire pit. An activity area features games such as foosball and cornhole, with lounge chairs positioned for relaxation. Lush green landscaping complements the inviting space.
Home in Bay Park

Modern Central SD Home w/ Pool & Spa Near Beach

4.92 out of 5 average rating, 131 reviews
Guest favourite
Home in Alpine

Montecito Cottage - Tuscan Farmhouse, Pool, Views

4.81 out of 5 average rating, 98 reviews
Top Guest favourite
The outdoor space features a private heated pool surrounded by five lounge chairs, each positioned for sun exposure. Colorful floaties are seen in the water. A shaded patio area is visible in the background, providing an inviting space for relaxation.
Home in San Diego

Heated Pool + Hot Tub | Games | 10 min to Beach

4.98 out of 5 average rating, 120 reviews
Top Guest favourite
A spacious backyard is showcased with a large pool reflecting the evening sky, surrounded by lush landscaping. A two-story home with a wide balcony overlooks the area, while a vibrant red umbrella offers shade for outdoor seating.
Home in Escondido

Paradise:Pool Slide/Game Room/EVCharger/Volleyball

4.97 out of 5 average rating, 176 reviews
Top Guest favourite
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

4.96 out of 5 average rating, 224 reviews
Top Guest favourite
Home in Escondido

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

4.97 out of 5 average rating, 108 reviews
Superhost
Home in San Diego

Relax in Style! 4BR Pool/Spa/Firepit – SuperHost

4.83 out of 5 average rating, 173 reviews

Condo rentals with a pool

Top Guest favourite
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.
Condo in Pacific Beach

Beach Front Condo - Capri by the Sea - Remodeled

4.94 out of 5 average rating, 336 reviews
Guest favourite
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.
Condo in Mission Valley

Cozy home central to beaches & attractions

4.92 out of 5 average rating, 200 reviews
Top Guest favourite
Condo in Oceanside

Ocean Front Resort Designer Remodel C205

4.96 out of 5 average rating, 190 reviews
Top Guest favourite
An ocean view from the balcony reveals sandy beaches and gentle waves lapping at the shore. Coastal vegetation frames the scene, with the iconic Oceanside Pier visible in the distance against a clear blue sky.
Condo in Oceanside

*Beach Break* Oceanfront/Balcony/Walk Everywhere

4.94 out of 5 average rating, 247 reviews
Guest favourite
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.
Condo in Pacific Beach

Windows to the Ocean

4.92 out of 5 average rating, 217 reviews
Guest favourite
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

4.89 out of 5 average rating, 569 reviews
Superhost
A comfortable living area features a light-toned sofa adorned with colorful cushions and a wooden coffee table. A green chair complements the space, while a decorative wall art piece and potted plant add interest. A dining area is visible in the background.
Condo in Spring Valley

Spacious 2 BR w/ Free Parking & WiFi

4.78 out of 5 average rating, 170 reviews
Guest favourite
Condo in Pacific Beach

Oceanfront/Oceanview Modern and Comfy Condo

4.86 out of 5 average rating, 232 reviews

Other holiday rentals with a pool

Top Guest favourite
A spacious swimming pool sparkles under a clear blue sky, surrounded by lush greenery and tropical plants. A modern guest suite is visible in the background, with large glass doors reflecting the serene landscape. Lounge chairs line the pool deck, inviting relaxation.
Guest suite in Leucadia

* - The Leucadia Beach Grotto - * An Encinitas Gem

4.96 out of 5 average rating, 453 reviews
Top Guest favourite
A serene outdoor area features comfortable wooden chairs beside a pool, surrounded by landscaped gardens. A pergola provides shade over a small table, inviting relaxation. Clear blue skies enhance the tranquil atmosphere, and the distant view includes lush greenery and distant structures.
Farm stay in Santa Ysabel

Adobe Acres Ranch House

5.0 out of 5 average rating, 153 reviews
Top Guest favourite
Home in Jamul

Private Mountaintop Retreat

4.94 out of 5 average rating, 53 reviews
Top Guest favourite
Home in Descanso

Infinity Pool & Spa-Private-Endless Views-Luxury

5.0 out of 5 average rating, 39 reviews
Top Guest favourite
Home in Tierrasanta

Heated Pool+Gazebo+ Private Suite: Up to 16 people

4.89 out of 5 average rating, 85 reviews
Superhost
Villa in Rancho Penasquitos

Mountain View Haven•Solar Heated Pool•Spa•2 Game R

4.86 out of 5 average rating, 71 reviews
Top Guest favourite
An outdoor pool features a comfortable lounge area at its edge, surrounded by tall palm trees. Scenic mountain views are visible in the background. The pool design incorporates a stone border and gentle water features, contributing to the serene ambiance.
Home in Alpine

Luxury Escape | Heated Pool/Spa • Views + Events

4.91 out of 5 average rating, 97 reviews
Guest favourite
Home in Lakeside

4 Bedrooms | Pool | Views | Games | Gym |

5.0 out of 5 average rating, 18 reviews

Destinations to explore