Vacation rentals with a pool in East County, San Diego

Guest suite in San Diego

Groovy canyon studio pool & spa blocks from SDSU

It’s a groovy studio splashed with color :) Enjoy this slice of paradise hosted by Airbnb super hosts. You can splendor in their thrifty take on the San Diego stay. Bask in the blissful views, and spoil yourself in the spa! If it gets too hot, hop in the pool! No worries allowed at this groovy getaway. We have unique booking methods! Short term stays less than 28 days are available for booking 1 month in advance. If it's over a month before your visit, our calendar only allows longterm booking

May 23 – 30

Guesthouse in Poway, California, US

⭐️Garden studio guesthouse, resort living with pool

Come relax in this unique and tranquil pet-friendly garden getaway located in a gated community near the heart of Rancho Bernardo and bordering San Diego’s top-rated Maderas Golf Club. Steps away from some of the best hiking trails in San Diego County Tempur-Pedic Queen, full-size couch and crib. Fully appointed kitchenette. Outdoor cooking area (Weber/Green Egg grills). Pool and spa with child-safe fence. Outdoor sitting areas with wood and gas fireplaces. 550 sqft, 1+ acre fenced yard

Villa in El Cajon, California, US

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling gas heated saltwater pool and new outdoor kitchen. Don't miss out!

Dec 9 – 16

Tiny home in Escondido

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.

Sep 21 – 28

Camper/RV in La Mesa

“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.

Jun 15 – 22

Guesthouse in El Cajon

San Diego Bohemian Poolside Lounge @ Eden East

Retreat to a private 1 bedroom poolside apartment. Not just a place to stay, but a retreat to recharge mind, body & spirit and forget everything currently happening on the "outside". Perfect escape for locals and tourists alike...ideal for spending some time with friends and loved ones soaking up the chill vibes of our little hidden gem in the East County of San Diego. Strong WIFI. Shared pool. By reserving, we assume you've read entire ad and agree to all house rules.

Oct 21 – 28

Guesthouse in La Mesa, California, US

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.

Jan 22 – 29

Guesthouse in San Diego

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.

Feb 8 – 15

Guest suite in Valley Center

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.

Oct 20 – 27