
Holiday rentals with a pool in El Cajon
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in El Cajon

Total holiday rentals
Explore 130 holiday rentals in El Cajon

Nightly prices starting at
El Cajon holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,750 verified reviews to help you choose

Family-friendly holiday rentals
80 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
130 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!
Top-rated rentals with a pool in El Cajon
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
✨ Luxury Hillside Retreat | Private Entrance | Saltwater Pool & Spa Enjoy this luxuriously furnished 4-bedroom, 2-bath home in Fletcher Hills, CA, perched on a hill with stunning mountain and San Diego city views. Relax in your private saltwater pool and jacuzzi with color-changing LED lights, or unwind indoors with full kitchen access, high-speed Wi-Fi, and smart TVs with Netflix. Perfect for couples, business travelers, and families, this cozy yet elegant retreat makes you feel right at home.
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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
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Tropical Oasis: spa, solar heated pool, waterslide
This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi
ValueFamilyComfort

San Diego Mountain Retreat
3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home
ValueLocationHiking

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.
ValueLocationKitchen

Bright and spacious home with views, pool & spa.
This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.
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Mid-Century Style Family House with Spa
This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.
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Jamul Hacienda | Couples Retreat | Pool & Views!
The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.
ValueFamilyTV

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀
Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling saltwater pool and new outdoor kitchen. Don't miss out!
LocationValueHot tub

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)
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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 king size bed and a memory foam sofa bed, with a well equipped kitchenette. Plenty of parking in driveway (max 2 cars). Please read entire listing for details.
FamilyValueTV

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

Travelers Oasis w/ Private Pool + Hot Tub
FamilyValueLaundry

Entertainers Dream Pool Home
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San Diego Pool | Fire Pit | Sunshine | Sleeps 10
ValueFamilyGetting around

San Diego Oasis: Private Pool & Sunny Escape!
LocationValuePool

Private Mountaintop Retreat
ValueLocationAccuracy

ModernCoastal I View I Pool ITub
FamilyLocationCheckout

Modern Hilltop Home: Roomy, Views, Family-Friendly
ValueFamilyCondition

SunDiego Escape Heated Pool Spa Arcade15 min to SD
ValueLocationAir conditioning
Apartment rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!
ValueLocationLong stay

Studio Condo at Wave Crest Resort
FamilyLocationWalkability

Ocean front condo heart of pacific beach
ValueFamilyWalkability

Luxury Oceanfront Condo with Unbelievable Views
LocationValueComfort

Beach Luxury at Pelican Point
FamilyLocationParking

Beautifully remodeled 10th floor oceanfront condo
ValueFamilyLaundry

Cozy clean 1 bedroom centrally located by beaches
ValueFamilyCheck-in

Spacious 2 BR w/ Free Parking & WiFi
FamilyValueIndoor spaces
Other holiday rentals with a pool

Hilltop pool, 360 views, billiard, 30 min to SD
LocationFamilyGrill

Private Poolside Cabana
LocationFamilyQuiet

Scenic Getaway w/ Pool, Hot Tub & PS5 GT7 Racing
ValueLocationSleep quality

The Outside Inn at The Tipsy Goat Ranch
FamilyValueBreakfast

Luxury Escape | Heated Pool/Spa • Views + Events
ValueFamilySleep quality

Sunset house
LocationFamilyCleanliness

Luxe Retreat•Pool•Spa•Game Room•Home Theater•Yoga
FamilyLocationComfort

*San Diego Oasis* Sunrise Views Pool Spa Sleeps 13
FamilyLocationGrill
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 SGD | $385 SGD | $461 SGD | $463 SGD | $503 SGD | $576 SGD | $478 SGD | $481 SGD | $410 SGD | $384 SGD | $429 SGD | $444 SGD |
| 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 |
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- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
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- University of California-San Diego
- San Diego Zoo
- Petco Park
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