
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.

Private 1 BR Paradise retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Mid-Century Modern and Contemporary House
Kick back and relax in this calm, stylish space. 3 bedroom, 2 bath house. The master suite has a soaking cast iron tub with complementary bath essentials, oversized walk in shower and a double sink vanity. There are wall mounted TV's in the master bedroom, guest bedroom, living room and sunroom. The open concept Kitchen, Living room and dining room is great for entertaining! The house has in-ceiling speakers throughout and in the pool area. The pool and spa heats. There is also a WFH work space

San Diego Pool | Fire Pit | Sunshine | Sleeps 10
Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!

Stylish Relaxation-Panoramic Views-Private OASIS!
~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

Hacienda de las Campanas (Bell Hacienda)
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.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Birdsong Suite | Family-friendly getaway
Welcome to our cozy and spacious Birdsong Suite! Tucked in the lush foothills of Mt Helix, on a private road, this private one-bedroom unit will accommodate up to 6 travelers (perfect for a family!). The pool and hot tub are a delight after a day of exploring. The San Diego Zoo, downtown, and Balboa Park are a mere 20 minute drive. Downtown La Mesa is only 5 minutes by car and has restaurants to suit every taste. We look forward to having you stay at our peaceful getaway!

Upscale Resort House /Views, Saltwater Pool/Spa !
This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

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.

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Peaceful Valley Ocean View - Restful and Relaxing
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.

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.
Popular amenities for El Cajon rentals with a pool
House rentals with a pool

3BR Urban Oasis with Pool and Hot Tub in San Diego

Bright Contemporary 5-Bedroom Oasis with Pool and

Casa Bahia Beautiful San Diego Home with Pool

Entertainers Dream Pool Home

Surf Cottage w/Pool & Firepit 10min from the beach

Lionhead - Private Boutique Home

South Bay cozy retreat with jacuzzi!

Oasis with ocean views/Pool/Hot tub! Sleeps 10!
Condo rentals with a pool

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

Enchanted Ocean Sunsets

Del Mar Ocean View! Walk to the Beach!

The Endless Summer Condo!

Beautifully remodeled 10th floor oceanfront condo

Spacious 2 BR w/ Free Parking & WiFi

Oceanfront Elegant Condo - Remarkable Amenities
Other vacation rentals with a pool

Fun and relaxation in the same location.

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Private room with beautiful yard

Gated community, parking, 250 Mbps. Save 10%/month

Jamul Hacienda | Couples Retreat | Pool & Views!

*KING BED* Adorable 2bd 2ba condo, very Central

Sunset house
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 252 | € 241 | € 269 | € 236 | € 261 | € 303 | € 315 | € 317 | € 270 | € 294 | € 247 | € 262 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in El Cajon

Total vacation rentals
Explore 130 vacation rentals in El Cajon

Nightly prices starting at
El Cajon vacation rentals start at € 25 per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of El Cajon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across El Cajon rentals

4.8 Average rating
El Cajon stays are highly rated by guests—averaging 4.8 out of 5!
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