
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 ﺩ.ﺇ 110 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 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!
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.
ValueFamilyBathroom
4.94 out of 5 average rating, 156 reviews
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
ValueFamilyComfort
4.99 out of 5 average rating, 183 reviews
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!
FamilyLocationNearby
4.85 out of 5 average rating, 263 reviews
Montecito Cottage - Tuscan Farmhouse, Pool, Views
Welcome to The Montecito Cottage in Alpine, Ca. where Tuscan whimsy meets farmhouse charm amidst breathtaking mountain views. Perfect for a serene getaway, this idyllic vintage 2-bedroom, 2.25-bathroom abode sleeps up to 4 guests in the main house, we also have a guest cottage . We welcome your furry friends, ensuring a memorable stay for all. With several gardens, 5 fountains, an outside kitchen, and a sprawling yard, immerse yourself in nature's embrace while enjoying the comfort of the home
LocationFamilyView
4.81 out of 5 average rating, 98 reviews
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.
LocationFamilyBeach
4.96 out of 5 average rating, 180 reviews
San Diego Oasis- A Retro Retreat w/ King Size Bed!
Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!
LocationFamilyPool
4.92 out of 5 average rating, 102 reviews
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.
LocationValueNearby
4.99 out of 5 average rating, 205 reviews
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.
LocationFamilyCleanliness
4.98 out of 5 average rating, 127 reviews
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!
LocationFamilyCheck-in
4.92 out of 5 average rating, 215 reviews
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)
FamilyLocationNearby
4.96 out of 5 average rating, 227 reviews
QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus
Welcome to the La Mesa Pool House! Our cozy house in La Mesa is the perfect place to relax and recharge with the family. This house is walking distance to many great La Mesa eateries such as Terra Restaurant and Surf and Soul. We are also located just 10 minutes away from San Diego State University and we are less than 20 minutes from all major attractions in San Diego: downtown, Little Italy, Zoo, Sea World, beaches and more!
LocationValueGrill
4.9 out of 5 average rating, 114 reviews
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.
ValueLocationView
4.96 out of 5 average rating, 178 reviewsPopular amenities for El Cajon rentals with a pool
House rentals with a pool

Bright and spacious home with views, pool & spa.
ValueLocationTV
4.87 out of 5 average rating, 239 reviews
The Agave House | Mountain Views & Pool
FamilyValueWalkability
4.81 out of 5 average rating, 104 reviews
Views - Quiet Mt. Helix Home - Pool -Sleeps 11
ValueFamilyBackyard
4.77 out of 5 average rating, 137 reviews
Entertainers Dream Pool Home
ValueLocationIndoor spaces
4.86 out of 5 average rating, 123 reviews
SunDiego Escape Heated Pool Spa Arcade15 min to SD
FamilyValueQuiet
4.97 out of 5 average rating, 118 reviews
*NO TAX*/Heated Pool/Hot Tub/Pizza Oven/Playground
LocationValueAmenities
4.9 out of 5 average rating, 116 reviews
ModernCoastal I View I Pool ITub
FamilyLocationAir conditioning
4.98 out of 5 average rating, 116 reviews
Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
ValueLocationLayout
5.0 out of 5 average rating, 302 reviewsCondo rentals with a pool

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
LocationValueParking
4.82 out of 5 average rating, 122 reviews
Spacious 2 BR w/ Free Parking & WiFi
ValueLocationLong stay
4.78 out of 5 average rating, 170 reviews
Cozy home central to beaches & attractions
ValueLocationDecor
4.92 out of 5 average rating, 200 reviews
Beach Front Condo - Capri by the Sea - Remodeled
ValueLocationBathroom
4.94 out of 5 average rating, 336 reviews
Bay View Condo in Pacific Beach
FamilyValueWifi
4.97 out of 5 average rating, 143 reviews
Studio Condo at Wave Crest Resort
LocationFamilySolo travel
4.89 out of 5 average rating, 568 reviews
The Endless Summer Condo!
LocationValuePool
5.0 out of 5 average rating, 142 reviews
Windows to the Ocean
LocationFamilyNearby
4.92 out of 5 average rating, 217 reviewsOther vacation rentals with a pool

La Cabana
FamilyValueCheckout
4.93 out of 5 average rating, 234 reviews
San Diego Mountain Retreat
LocationValueAccess
4.98 out of 5 average rating, 115 reviews
Tranquil Poolside Studio
LocationValueSleep quality
4.89 out of 5 average rating, 280 reviews
The Outside Inn at The Tipsy Goat Ranch
ValueFamilyHiking
4.96 out of 5 average rating, 421 reviews
2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!
FamilyValueCleanliness
4.97 out of 5 average rating, 261 reviews
Casa sunset
FamilyLocationAccuracy
4.95 out of 5 average rating, 55 reviews
Private Mountaintop Retreat
ValueFamilyGrill
4.94 out of 5 average rating, 52 reviews
Bright cozy guesthouse in the hills
FamilyValueParking
4.81 out of 5 average rating, 93 reviewsWhen is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,036 | ﺩ.ﺇ 1,105 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,443 | ﺩ.ﺇ 1,653 | ﺩ.ﺇ 1,370 | ﺩ.ﺇ 1,381 | ﺩ.ﺇ 1,175 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,274 |
| 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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