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

Guesthouse in Escondido

4.92 out of 5 average rating, 639 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.

Guest favorite

Guesthouse in Escondido, California

5.0 out of 5 average rating, 103 reviews

Infinity Poolside Apt. In San Diego Wine Country

Gorgeous and peaceful poolside apartment on stunning French estate Domaine Au Soleil. Amazing sweeping views of wine country on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Walk through the private entrance French doors and you will find a large fully equipped private luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels. Perfect Guest Reviews

Guest favorite

Yurt in El Cajon

4.98 out of 5 average rating, 303 reviews

Glamping @ Eden East

Are you looking for the perfect most cozy space to chill with your favorite person or just for some time alone? Cozy Yome with private deck and spacious pool area. Not just a place to stay, but a peaceful retreat. Seasonal creek when it's raining & hot tub, hot shower and flush toilet in plant filled outdoor bathroom. Cozy warm fluffy sheets as well as space heater inside. By reserving, we are assuming you've read entire ad and agree to rules. We are located outside of the city of El Cajon.

Superhost

Guest suite in La Mesa

4.94 out of 5 average rating, 163 reviews

Hacienda de Las Campanas

Stay in classic, historic California Hacienda style! A complete, self-contained apartment--your casita--within our beautiful, historic Monterey Spanish Revival hacienda home, situated on a half acre. The apartment has a separate, private entrance and includes a sunlit living/dining room opening on to a large swimming pool; a small kitchenette; and a private bedroom and bathroom down your own hallway. The suite is tastefully furnished consistently with the historic Spanish architecture.

Guest favorite

Tiny home in Escondido

4.94 out of 5 average rating, 226 reviews

Sunrise View Chateauette

Covid-19 vaccinations required. Located in picturesque San Pasqual Valley. Along with host and her husband, 3 friendly dogs & a dozen hens roam on this fully fenced 2 acre hobby farm & mini orchard. Infinity pool & hot tub w/ panoramic views of surrounding mountains. Minutes to historic Old Escondido, San Diego Safari Park, Stone Brewery, boutique wineries, trails and Lake Hodges. Mins to hwy, 30 minutes to San Diego, beaches and Airport. 25 minutes to Temecula wine country.

Guest favorite

Camper/RV in La Mesa

4.97 out of 5 average rating, 180 reviews

“Pineapple Express”

Aloha! If your looking for a relaxing & mellow vibe, We invite you to stay the night in our cozy 1948 16ft Travelo travel trailer, “The Pineapple Express” Enjoy your private pool and hot tub, behold a beautiful San Diego sunset from the hillside deck or pull up a stool at the Tiki Bar for your morning coffee. We now have an outdoor gas grill, hot water pitcher, microwave, mini fridge and utility sink for food prep! Hablamos español Deaf friendly 🏳️‍🌈. Alycen ASL fluent.

Guest favorite

Apartment in Spring Valley, California

4.86 out of 5 average rating, 139 reviews

Comfy, Cozy Flat With Pool & Spa!

Our flat has a patio that enjoys great sunsets. We are freeway close to all, easy in and easy out!! You’ll love the place because of the comfy bed, space, patio and access to pool and spa. Also, the yard can be enjoyed for relaxing, eating, bonfires, horseshoes and cornhole. An adjoining space is also an AIRBNB studio suite. Great for traveling friends or as an alternative place to consider for your stay. Look for Foemer man Cave with Pool And Spa.

Guest favorite

Guest suite in La Mesa

4.89 out of 5 average rating, 142 reviews

Mountain Retreat Ocean View-Great for Staycation

Located on the historic Mount Helix. High above the valley below, with an exquisite view of the ocean evening sunsets through the beautiful valley. Beautiful Mountain Retreat with ocean view. Private entrance. Full kitchen (toaster oven only). Access to shared pool. Beautiful sunsets. Newly remodeled. (NO SMOKING) Your Co-host lives upstairs and is available for you if needed! The backyard is a shared area.

Guest favorite

Guesthouse in La Mesa

4.9 out of 5 average rating, 142 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Guest favorite

Guesthouse in San Diego

4.94 out of 5 average rating, 333 reviews

The BEST NEST Clean, peaceful, private, affordable

This lovely private & separate unit is comfortable, clean and convenient. Your completely private suite is accessible via your own entrance. Minutes from major attractions, away from the hustle and bustle. Full kitchen for easy meal preparation. Located in a nice usually quiet neighborhood, close to major freeways. Enjoy the gorgeous San Diego weather in the quaint outdoor patio area.

Guest favorite

Guest suite in Valley Center

4.9 out of 5 average rating, 145 reviews

Hilltop Hideaway. Incredible Mountain Views

This quaint two story guest house comes complete with stunning Mountain View’s. Enjoy the beautiful sunset each night sipping on a glass of wine while lounging by the pool on a summer night. The space is a great couple getaway destination. The entire backyard pool area is designated just for you! I respect your privacy and will be available upon request.

Guest favorite

Guest suite in Bonita

4.86 out of 5 average rating, 289 reviews

Resort-Style Living, Pool, Close to All San Diego

Large, private air-conditioned studio attached to beautiful ranch-styled, executive home with amazing pool. Resort-style living. Unwind & relax by the pool and gardens. Close to downtown SD, Comic Con, major attractions, beaches, airport & Mexico. Coffee, tea and snacks are provided in the room for your enjoyment! Lots of off street parking. Safe neighborhood.