
Holiday 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

@Fantastic villa, giant pool, guest house, golf !
This unique fantastic villa with a separate pool house sitting on 1 acre with a spacious living space with large windows. Main house has 4 bedrooms with 2 baths, and a guest house has 1 bedroom with 1 bath. +8 car parking, nice privacy and a fantastic view! Brand new giant size SALT pool with huge size jacuzzi, pool toys, golf zone, a huge grass event field, game field, pool table, foosball, ping pong, Nitendo,2 fire pits and more! Truly one-of-a-kind property don’t miss out! ToT:COSD-00749

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.

8BR 21 Bed Sprawling Villa! Great For Large Groups
Amazing European style villa sitting on 1.5 acres with over 5000 sq ft of living space in central San Diego County, perched up in highly prestigious Mt Helix with a huge private driveway, tons of privacy and views! Brand new saltwater pool with slide, jacuzzi, waterfall, swim up bar, fire pit, tennis court, vineyard, plus more! Furnished brand new top to bottom with high end furniture, just completed a remodel on all 7 bedrooms and 3 bathrooms. Truly one-of-a-kind property don’t miss out!

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.

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.

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.

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.

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.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for El Cajon rentals with a pool
House rentals with a pool

Surreal Serenity Escape wIth Game Room, Pool & Spa

Hot tub/ Sauna/Sunroom | Luxury Wellness Hideaway

Your Modern Lux Pool Resort in the Heart of SD

Lionhead - Private Boutique Home

University Heights Oasis Getaway

5m to Zoo & pool- The San Diego Poolside Paradise

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Hilltop Family Retreat | Heated Pool & Ocean Views
Apartment rentals with a pool

Studio Condo at Wave Crest Resort

Centrally located n UCSD/ utc-laJolla

Comfortable & convenient accommodation @ San Diego

Enchanted Ocean Sunsets

Del Mar Ocean View! Walk to the Beach!

Beautifully remodeled 10th floor oceanfront condo

Spacious 2 BR w/ Free Parking & WiFi

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

Lux Villa: Heated Pool, Sauna, & Gym

Rancho Maderas Retreat

San Diego Oasis: Private Pool & Sunny Escape!

Scenic Mountain Oasis: Pool, Hot Tub & Arcade

25% off, Pool, Hot Tub, BBQ, EV, Central-SD, SDSU

Lavish pool Villa In Mt. Helix, close to beaches

Luxury Escape | Heated Pool/Spa • Views + Events

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 257 | € 246 | € 274 | € 240 | € 266 | € 308 | € 320 | € 323 | € 275 | € 300 | € 252 | € 267 |
| 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 holiday rentals with a pool in El Cajon

Total holiday rentals
Explore 140 holiday rentals in El Cajon

Nightly prices starting at
El Cajon holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 5,450 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of El Cajon holiday rentals include wifi 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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