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Vacation rentals with a pool in El Cajon

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in El Cajon

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

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Guesthouse in San Diego

4.92 out of 5 average rating, 245 reviews

Green Door Cottage

Enjoy our new, fully renovated (2021) tiny Cottage which holds a timeless charm and is also filled with a modern touch. Close to all the wonderful things San Diego has to offer - beaches, downtown, the zoo, Padres games, SeaWorld, SAN airport, Old Town, SDSU, you name it! Nice sized turf yard with total privacy and an amazing back deck! Outside table and fire pit are perfect for the cool nights of San Diego. If you need more space, check out our other listing, Pink Door Craftsman (sleeps 7)!

Aug 23 – 30

R2,592 ZAR per night

Guesthouse in San Diego

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.

Sep 2 – 9

R2,255 ZAR per night

Guest suite in La Mesa, California, US

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

R3,344 ZAR per night

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 is ASL fluent

Jul 4 – 11

R1,680 ZAR per night

Guesthouse in El Cajon

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.

Mar 8 – 15

R3,117 ZAR per night

Apartment in Spring Valley

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

R2,215 ZAR per night

Guesthouse in San Diego

4.91 out of 5 average rating, 413 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Oct 15 – 22

R1,901 ZAR per night

Guest suite in La Mesa, California, US

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 5 – 12

R2,553 ZAR per night

Guest suite in La Mesa

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.

Aug 25 – Sep 1

R3,836 ZAR per night

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.

Dec 30 – Jan 6

R2,992 ZAR per night

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 22 – 29

R8,624 ZAR per night

Guesthouse in San Diego

4.94 out of 5 average rating, 332 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.

Nov 3 – 10

R2,086 ZAR per night

Vacation rentals for every style

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Popular amenities for El Cajon rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in La Mesa, California, US

4.93 out of 5 average rating, 106 reviews

Updated TownHome, Great Location, Fantastic Views

Apr 16 – 23

R3,753 ZAR per night

Home in La Mesa

4.87 out of 5 average rating, 130 reviews

The Queen House

Sep 7 – 14

R9,495 ZAR per night

Home in La Mesa

4.99 out of 5 average rating, 127 reviews

Mid-Century Style Family House with Spa

Jun 7 – 14

R10,754 ZAR per night

Home in La Mesa

4.96 out of 5 average rating, 137 reviews

Heated pool, outdoor fire pits, chef's kitchen

Jul 30 – Aug 6

R16,807 ZAR per night

Home in La Mesa

4.81 out of 5 average rating, 131 reviews

Sunny SD/La Mesa Updated '24-Pool-4 bed-Sleeps 10

Oct 11 – 18

R8,858 ZAR per night

Home in San Diego

5.0 out of 5 average rating, 138 reviews

Midcentury Lux 4BR home with Pool, Spa & Cabana

Nov 1 – 8

R15,115 ZAR per night

Home in San Diego

4.87 out of 5 average rating, 142 reviews

Bright and spacious home with views, pool & spa.

Sep 7 – 14

R12,186 ZAR per night

Home in Ramona

4.97 out of 5 average rating, 304 reviews

Wine Country Retreat - Tranquility Hottub/Views

May 18 – 23

R3,756 ZAR per night

Condo rentals with a pool

Condo in San Diego

4.78 out of 5 average rating, 192 reviews

Central to Everything San Diego!

Nov 28 – Dec 5

R2,673 ZAR per night

Condo in San Diego, California, US

4.95 out of 5 average rating, 195 reviews

Centrally located n UCSD/ utc-laJolla

Mar 21 – 28

R3,856 ZAR per night

Condo in San Diego, California, US

4.99 out of 5 average rating, 106 reviews

Luxury Oceanfront Condo with Unbelievable Views

Aug 23 – 30

R17,469 ZAR per night

Condo in San Diego

4.93 out of 5 average rating, 256 reviews

Beach Front Condo - Capri by the Sea - Remodeled

Jul 3 – 10

R10,532 ZAR per night

Condo in San Diego

4.87 out of 5 average rating, 125 reviews

Ocean front one bedroom condominium

Oct 9 – 16

R7,729 ZAR per night

Condo in San Diego

4.93 out of 5 average rating, 426 reviews

Oceanfront Elegant Condo - Remarkable Amenities

Dec 6 – 13

R6,442 ZAR per night

Condo in Del Mar, California, US

4.89 out of 5 average rating, 320 reviews

Studio Condo and Wave Crest Resort

Jul 14 – 21

R7,052 ZAR per night

Condo in Tijuana, Mexico

4.99 out of 5 average rating, 173 reviews

Spectacular Skyline Views *Luxury Brand New Studio

Jun 21 – 28

R2,172 ZAR per night

Quick stats about vacation rentals with a pool in El Cajon

Total rentals
150 properties
Wifi availability
150 properties include access to wifi
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
4.4K reviews

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