
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.

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 a the beautiful valley. Beautiful Mountain Retreat with ocean view. Private entrance. Full kitchen (toaster oven only). Access to shared pool. Beautiful sunsets. (NO SMOKING) two units on the property totally separate enterance. The backyard is a shared area “As an outdoor pool, occasional leaves or natural debris may be present between scheduled professional cleanings.”

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

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!

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

@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

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.

Private Apartment - Secluded 2 Acre Estate/Orchard
Enjoy our serene and beautiful loft apartment in south Rancho Santa Fe. Quiet and completely private retreat on garden like 2 acre farm estate with orchard. Kid friendly and just minutes from the beach, fair grounds, restaurants, golf, horse riding, hiking, and shopping. This spacious 900 sq ft. getaway includes wifi, 2 smart ROKU TVs, full kitchenette, dining table, King bed, additional two twin XL beds. 7 miles from the beach, 2.5 miles from Trader Joe's and multiple restaurants.

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.

Family Fun Oasis Pool Spa and Game Room
Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!

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)

Bright Contemporary 5-Bedroom Oasis, Pool and Yard
Welcome to our 5-bedroom, 3-bathroom home, offering ample space for your entire group. With a myriad of amenities, games, and relaxation areas, you may find yourself wanting to spend your entire stay simply enjoying the comforts of this exceptional home. Whether that be opting for a pool day relaxing in San Diego's mediterranean climate, or cozying up next to the fireplace with your fav movie on. This spacious rental will ensure a memorable San Diego experience! 🌄
Popular amenities for El Cajon rentals with a pool
House rentals with a pool

Stunning View Estate with Pool & Game Room

BIG Modern Mt Helix Home with Pool

3 bedroom home with pool 15 minutes from beaches

Wellness Family Retreat|Sauna|Yoga Room|Firepit

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

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

Entertainers Dream Pool Home

French style home w/ pool, jacuzzi & home office
Condo rentals with a pool

Bay View Condo in Pacific Beach

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!

One Bedroom Ocean Front Condo!

The Endless Summer Condo!

Del Mar Ocean View! Walk to the Beach!

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
Other vacation rentals with a pool

Grand Studio with exclusive resort amenities.

Luxury Escape | Heated Pool/Spa • Views + Events

Beach Access, Pool, Spa, Tennis, 2 Bedroom + Priva

Stunning 2BR/2BA| Plunge Pool, AC, Private

4BR Pool and Fast WiFi Fifteen Min to SD

Lakeside Haven | Mountain Views, Private Pool

San Diego retreat 4 Bd/Bath/Pool/Putting/Hot tub

Palmeras House: Pool + outdoor BBQ
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,571 GYD | G$59,851 GYD | G$66,757 GYD | G$58,595 GYD | G$64,873 GYD | G$75,127 GYD | G$78,057 GYD | G$78,685 GYD | G$66,966 GYD | G$62,780 GYD | G$70,105 GYD | G$72,616 GYD |
| 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 G$6,278 GYD 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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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
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- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
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