Vacation rentals with a pool in East County, San Diego

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in East County, San Diego

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

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Guest favorite

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, 178 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 favorite

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, 802 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 favorite

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

Guesthouse in La Mesa

4.99 out of 5 average rating, 136 reviews

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Guest favorite

A well-appointed backyard features a heated pool with a waterfall, surrounded by palm trees and lounge chairs. An outdoor dining area is under a covered gazebo, providing a view of the landscaped space. Soft evening light hints at a serene atmosphere.

Home in Spring Valley

4.98 out of 5 average rating, 104 reviews

Tropical Oasis: spa, solar heated pool, waterslide

This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi

Guest favorite

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in San Diego

4.93 out of 5 average rating, 124 reviews

Designer Luxury Rental With Pool

Welcome to Wander Haven, a luxury central rental. With it’s on trend design, custom built stock tank pool, array of amenities and thoughtful touches throughout, you won’t ever want to leave. But when do you do decide to venture out and explore all that beautiful San Diego has to offer, you will find the central location gets you to anywhere you want to be in minutes. You’re 15 minutes or less from beaches, downtown, balboa park, sea world, the zoo and hundreds of amazing bars and restaurants.

Guest favorite

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, 376 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.

Top guest favorite

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 Escondido

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, 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 favorite

A balcony view reveals a modern apartment complex with multiple balconies and large windows. An open courtyard with landscaped greenery is visible below, featuring stone pathways and seating areas. The clear sky highlights the sleek architecture and contemporary design of the surrounding buildings.

Condo in Tijuana

4.95 out of 5 average rating, 112 reviews

Modern 2BR Apt w/ Rooftop Pool

Welcome to CityPoint where you'll be staying in a modern 2BR apartment that's perfect couples, medical visits, or business travelers. Located on Paseo del Rio with easy access to major roads, it's convenient for city exploration or crossing the border. We offer private parking for your convenience and a range of upscale amenities, including: rooftop pool with panoramic city views, a well-equipped gym, a common area for relaxing. Walking distance to restaurants and important landmarks.

Top guest favorite

This open concept studio features a light-filled seating area with a plush sectional sofa adorned with decorative pillows. A well-equipped kitchenette and a dining area with bar stools are present. The spacious bed is positioned in the background, complemented by soft lighting and neutral decor.

Guesthouse in La Mesa

4.99 out of 5 average rating, 103 reviews

Private Balcony! Sunset & SunriseVIEWS!

~PANORAMIC VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ ~POOL/SPA ADD ON PACKAGE~ OCEAN, Mountain, Harbor, & Valley views~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Balcony with panoramic views~ an outdoor living space! Private entrance, 1 Driveway parking space Ask about our POOL/SPA/LOUNGE-available as an ADD ON fee package only~Scroll down for details on EXTRA deposits/fees & approval terms that apply NON SMOKING/VAPING property indoor & out

Top guest favorite

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 San Diego

4.96 out of 5 average rating, 130 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.

Guest favorite

A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.

Guest suite in La Mesa

4.89 out of 5 average rating, 244 reviews

Tranquil Poolside Studio

Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Superhost

A two-story building is set among lush greenery, with well-manicured lawns and trees. Pathways lead to the entrances, while a balcony extends from the upper floor, providing outdoor space. The surrounding nature enhances the tranquil setting against a backdrop of rolling hills.

Hotel room in Ramona

4.81 out of 5 average rating, 148 reviews

One Bedroom Condo in San Diego Country Estates

San Diego Country Estates is nestled against the foothills near the quaint and historic towns of Ramona and Julian. Resort guests enjoy “The Good Life,” a perfect blend of active play and total relaxation. A resort fee of $27.00/night is included in the total price shown on Airbnb. This fee covers parking, Wi-Fi, and access to offsite pool, tennis, and pickleball. Please read through full House Rules prior to booking.