Vacation rentals with a pool in Rancho San Diego

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rancho 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 San Diego, California

4.93 out of 5 average rating, 122 reviews

Modern Guest House with pool, steps to SDSU

Casita within easy walking distance to SDSU, Viejas Arena, Cal Coast Credit Union Open Air Theatre, shops, and transit. Casita includes Tempur-Pedic Queen bed and a love seat which converts to twin bed. Enjoy the peaceful canyon side garden, firetpit and pool, or relax in the hammock. Panoramic door opens completely to let in our wonderful weather and the view. Note: Pool is heated with a solar cover, comfy for swimming APR-OCT. Max 3 guests, no children/infants due to unfenced pool.

Oct 7 – 14

$104 per night

Superhost

Guest suite in La Mesa, California

4.94 out of 5 average rating, 162 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.

Nov 17 – 24

$150 per night

Guest favorite

Villa in La Mesa, California

4.88 out of 5 average rating, 227 reviews

Summer Sale! Villa w/ Pool, Waterslide & Hot Tub

LIMITED TIME SUMMER SALE: $799-$999 These are our lowest prices ever for the summer season! Plus cleaning and Airbnb fees. SALE IS ONLY VALID FOR STAYS BETWEEN NOW AND August 30th, 2024 Regularly priced at: $999-$1299 SPACIOUS & LUXURIOUS VILLA: * 5,000 SF indoor, 10,000+ SF outdoor living space * Private pool with waterslide & fountains * Hot tub (5 hours free heating nightly) * Noise restrictions enforced outdoors at all times * Event Policy: No weddings, events, or parties

Nov 16 – 23

$809 per night

Guest favorite

Camper/RV in La Mesa, California

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.

May 28 – Jun 4

$77 per night

Guest favorite

Home in La Mesa, California

4.87 out of 5 average rating, 130 reviews

The Queen House

Bring your whole family to our beautiful Endless Summer home with 4 bedroom, 2.5 bath. Our home is located 15 mins from Downtown San Diego, Petco Park, San Diego Zoo, Convention Center, Beautiful Local Beaches, shopping and more. We live in the area of La Mesa called Mount Helix. Our home has been newly remodeled and offers each guest a unique experience. With our gorgeous canyon and international views, a swimming pool and waterfall, you won't find another home like it.

Jul 25 – Aug 1

$546 per night

Guest favorite

Guesthouse in El Cajon, California

4.93 out of 5 average rating, 165 reviews

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.

Sep 17 – 24

$143 per night

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.

Sep 5 – 12

$102 per night

Guest favorite

Guest suite in La Mesa, California

4.9 out of 5 average rating, 172 reviews

Charming Suite in Historic Home

Stay in your own apartment on the second level of our 1907 Landmark Historic home in the Village of La Mesa. Escape to the backyard retreat with a private swimming pool and spa, barbecue grill, and outside dining. Walk to shops and restaurants, and ride the trolley to downtown San Diego or Tijuana. There is convenient free parking on the street and easy drive to mountain, desert, and ocean adventures and major tourist attractions.

Oct 8 – 15

$118 per night

Guest favorite

Guest suite in La Mesa, California

4.89 out of 5 average rating, 141 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.

Sep 4 – 11

$150 per night

Guest favorite

Guesthouse in La Mesa, California

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.

Jan 1 – 8

$137 per night

Guest favorite

Home in El Cajon

4.97 out of 5 average rating, 134 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

Beautiful 4 Bedroom, 2 1/2 Bath Family Home Located in Tranquil Fletcher Hills. This 3,000 sq. ft. Home is Perfect for large families who wish to Relax in a Peaceful Setting. 24-hour self check-in keypad after 4pm and check-out at 11AM. Host does not allow parties/events. This is NOT a Party House! This home is located in a quiet residential neighborhood, Guests who do not respect this will be asked to leave.

Sep 26 – Oct 3

$390 per night

Guest favorite

Guesthouse in San Diego, California

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. Newly remodeled living room and FULL kitchen. Located in a nice neighborhood just off major freeways. Sip your morning coffee, relax and enjoy the gorgeous San Diego weather in the quaint, outdoor garden.

Feb 20 – 27

$96 per night