
Vacation rentals with a pool in El Cajon
Find and book unique homes with a pool on Airbnb
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 $42 CAD per night before taxes and fees

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

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 of El Cajon vacation 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.

Family Pool Retreat + Gym, Fire Pits, Views (Sleep
Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

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!

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

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

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!
Our family-friendly home rests on the foothills of Mt Helix, 15-20 mins to downtown and beaches. Your space is a converted 2-bdrm basement unit with private entrance and access to a large patio, play area, backyard w/ pool and spa. You are steps away from a beautiful nature trail and park; Estrella County Park. Our family of 3 lives above the unit and we strive to provide a wonderful, relaxing stay for our guests. We are close to all that San Diego has to offer without the chaos of the city.

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.

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.

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.

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)

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.

Private Villa: Pool, Slide & Hot Tub
Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses
Popular amenities for El Cajon rentals with a pool
House rentals with a pool

Beso De Cielo 360 view, heated pool, 30 m to beach

Views - Quiet Mt. Helix Home - Pool -Sleeps 11

The Agave House | Mountain Views & Pool

Entertainers Dream Pool Home

San Diego Oasis: Private Pool & Sunny Escape!

Bright and spacious home with views, pool & spa.

Private Mountaintop Retreat

Modern Hilltop Home: Roomy, Views, Family-Friendly
Condo rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

Studio Condo at Wave Crest Resort

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Cozy clean 1 bedroom centrally located by beaches

Spacious 2 BR w/ Free Parking & WiFi

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

Private 1 BR Paradise Retreat

The rest stop, petite retreat.

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

Sunset house

Hilltop Family Retreat | Heated Pool & Ocean Views

San Diego Paradise: Scenic Views, Pool & Spa

Listing updated-click host profile for new listing

San Diego Oasis- A Retro Retreat w/ King Size Bed!
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $397 CAD | $424 CAD | $507 CAD | $394 CAD | $436 CAD | $505 CAD | $525 CAD | $529 CAD | $450 CAD | $422 CAD | $471 CAD | $488 CAD |
| 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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