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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

4.91 out of 5 average rating, 247 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 25 – Sep 1

R2,459 ZAR per night

Farm stay in Lakeside

4.96 out of 5 average rating, 287 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.

Jan 31 – Feb 7

R4,690 ZAR per night

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.

Sep 15 – 22

R3,309 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 ASL fluent.

Jun 19 – 26

R1,686 ZAR per night

Home in La Mesa, California, US

4.87 out of 5 average rating, 131 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.

Nov 6 – 13

R8,835 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.

Dec 28 – Jan 4

R3,022 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 10 – 17

R2,188 ZAR per night

Guesthouse in San Diego

4.91 out of 5 average rating, 415 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 26 – Nov 2

R1,869 ZAR per night

Guest suite in La Mesa

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.

Jun 19 – 26

R2,522 ZAR per night

Guest suite in La Mesa, California, US

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.

Oct 28 – Nov 4

R3,539 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.

Jul 30 – Aug 6

R2,979 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.

Oct 5 – 12

R8,669 ZAR per night

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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

4.98 out of 5 average rating, 128 reviews

Mid-Century Style Family House with Spa

Aug 10 – 17

R11,659 ZAR per night

Home in La Mesa

4.96 out of 5 average rating, 139 reviews

Heated pool, outdoor fire pits, chef's kitchen

Aug 1 – 8

R14,439 ZAR per night

Home in La Mesa, California, US

4.81 out of 5 average rating, 134 reviews

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

Oct 22 – 29

R7,535 ZAR per night

Home in San Diego

5.0 out of 5 average rating, 140 reviews

Midcentury Lux 4BR home with Pool, Spa & Cabana

Feb 12 – 19

R17,052 ZAR per night

Home in San Diego

4.9 out of 5 average rating, 52 reviews

Bright and spacious home with views, pool & spa.

Aug 18 – 25

R14,423 ZAR per night

Home in La Mesa

4.93 out of 5 average rating, 107 reviews

Updated TownHome, Great Location, Fantastic Views

Aug 10 – 17

R5,371 ZAR per night

Home in San Diego

4.98 out of 5 average rating, 241 reviews

Resort Style Living with Pool, Spa, and Bay Views!

Oct 26 – Nov 2

R14,352 ZAR per night

Home in San Diego

4.9 out of 5 average rating, 117 reviews

San Diego Getaway W/Pool & Hot tub! Sleeps 8!

Sep 18 – 25

R9,830 ZAR per night

Condo rentals with a pool

Condo in San Diego, California, US

4.78 out of 5 average rating, 193 reviews

Central to Everything San Diego!

Sep 11 – 18

R2,640 ZAR per night

Condo in San Diego

4.93 out of 5 average rating, 175 reviews

Cozy clean condo near beaches centrally located

Oct 15 – 22

R3,552 ZAR per night

Condo in San Diego

4.93 out of 5 average rating, 258 reviews

Beach Front Condo - Capri by the Sea - Remodeled

Jul 26 – 31

R9,315 ZAR per night

Condo in San Diego

4.99 out of 5 average rating, 108 reviews

Luxury Oceanfront Condo with Unbelievable Views

Jun 5 – 12

R13,986 ZAR per night

Condo in San Diego

4.95 out of 5 average rating, 196 reviews

Centrally located n UCSD/ utc-laJolla

Mar 25 – Apr 1

R3,852 ZAR per night

Condo in San Diego

4.84 out of 5 average rating, 229 reviews

Swell Times Beach Studio

Aug 11 – 18

R3,763 ZAR per night

Condo in San Diego, California, US

4.87 out of 5 average rating, 126 reviews

Ocean front one bedroom condominium

Sep 12 – 19

R7,645 ZAR per night

Condo in Del Mar

4.89 out of 5 average rating, 323 reviews

Studio Condo at Wave Crest Resort

Jun 26 – Jul 3

R6,966 ZAR per night

Home rentals with a private pool

Home in Solana Beach

4.9 out of 5 average rating, 103 reviews

Amazing Views with Heated Pool and Jacuzzi Near Beach

Sep 6 – 13

R17,211 ZAR per night

Home in San Diego, California, US

4.89 out of 5 average rating, 161 reviews

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Dec 9 – 16

R5,565 ZAR per night

Home in San Diego

4.91 out of 5 average rating, 75 reviews

Home with Sparkling Pool & Views of San Diego Bay

May 10 – 17

R8,453 ZAR per night

Home in San Diego

4.88 out of 5 average rating, 190 reviews

Resort-Like Family House in La Jolla With an Ocean View

Jun 8 – 13

R14,766 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

Destinations to explore