We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

Guest house in Rancho Bernardo

4.92 out of 5 average rating, 698 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guest favourite

Guest suite in San Diego

4.97 out of 5 average rating, 352 reviews

Groovy canyon studio pool & spa blocks from SDSU

It’s a groovy studio splashed with color :) Enjoy this slice of paradise hosted by Airbnb super hosts. You can splendor in their thrifty take on the San Diego stay. Bask in the blissful views, and spoil yourself in the spa! If it gets too hot, hop in the pool! No worries allowed at this groovy getaway. We have unique booking methods! Short term stays less than 28 days are available for booking 1 month in advance. If it's over a month before your visit, our calendar only allows longterm booking

Guest house in El Cajon

4.87 out of 5 average rating, 114 reviews

Private guesthouse for 1-2 in quiet Fletcher Hills

Studio guesthouse with private entrance nestled in the quiet neighborhood of Fletcher Hills. Access to the pool, backyard bbq, patio tables and lovely views. Guesthouse is impeccably clean with private bathroom and shower, kitchenette with full-size refrigerator, Queen bed, desk and walk- in closet. Perfect for a single or couple. Children at own risk as there is no pool fence. 1-2 max occupancy. No pets/smoking/vapeAmple street parking in front of house. 20-30 minutes from attractions/beaches.

Guest favourite

Guest suite in Spring Valley

4.97 out of 5 average rating, 179 reviews

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.

Guest favourite

Farm stay in Lakeside

4.96 out of 5 average rating, 324 reviews

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.

Guest favourite

Yurt in El Cajon

4.97 out of 5 average rating, 315 reviews

Glamping @ Eden East

Looking for the perfect place to chill with your favorite person or just some alone time? Yome with private patio and spacious pool area. Not just a place to stay but an artsy retreat full of color, butterflies, birds and life. Hot shower and flush toilet in plant filled outdoor bathroom. We've been told the shower alone is worth the stay. Come glamping and get cozy with heated blanket, heater and flannel sheets. By reserving, we assume you've read the entire ad and agree to all rules.

Guest favourite

Villa in El Cajon

4.91 out of 5 average rating, 129 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 gas heated saltwater pool and new outdoor kitchen. Don't miss out!

Guest favourite

Home in La Mesa

4.88 out of 5 average rating, 158 reviews

The Queen House

Bring your whole family to our beautiful Endless Summer home with 4 bedroom, 2.5 bath. Our home is located 15 mins from Downtown San Diego, Petco Park, San Diego Zoo, Convention Center, Beautiful Local Beaches, shopping and more. We live in the area of La Mesa called Mount Helix. Our home has been newly remodeled and offers each guest a unique experience. With our gorgeous canyon and international views, a swimming pool and waterfall, you won't find another home like it.

Guest favourite

Home in El Cajon

4.97 out of 5 average rating, 112 reviews

Top hills, luxury, Sunset View, 4 BR, Pool/Spa

A luxury, house with private entrance and saltwater pool/jacuzzi Located in Fletcher Hills,Ca house located on a hill with the views of mountains and San Diego city. Enjoy this fully and luxuriously furnished 4 bedroom, 2 full bath,Get full access to your own kitchen with all the amenities. Wifi access. Smart TV access to Netflix.This house is good for couples, business travelers, and families with kids! It's cozy, comfy, and feel right at home.

Guest favourite

Guest suite in La Mesa

4.9 out of 5 average rating, 181 reviews

Charming Suite in Historic Home

Stay in your own apartment on the second level of our 1907 Landmark Historic home in the Village of La Mesa. Escape to the backyard retreat with a private swimming pool and spa, barbecue grill, and outside dining. Walk to shops and restaurants, and ride the trolley to downtown San Diego or Tijuana. There is convenient free parking on the street and easy drive to mountain, desert, and ocean adventures and major tourist attractions.

Guest favourite

Guest suite in La Mesa

4.89 out of 5 average rating, 156 reviews

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.

Guest favourite

Guest house in La Mesa

4.9 out of 5 average rating, 167 reviews

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.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for El Cajon rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Bay Ho

4.95 out of 5 average rating, 188 reviews

Huge 8ft Heated Pool, 9 Seat Spa & Chef’s Kitchen!

Guest favourite

Home in La Jolla

4.99 out of 5 average rating, 114 reviews

La Jolla Beach House-Family Focused-3min to Beach

Guest favourite

Home in Bay Park

4.98 out of 5 average rating, 259 reviews

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

Guest favourite

Home in Scripps Miramar Ranch

4.96 out of 5 average rating, 194 reviews

Kids Paradise San Diego - Funhouse

Guest favourite

Home in North Park

4.97 out of 5 average rating, 140 reviews

North Park Gem – Heated Pool, Walk to Shops/Dining

Guest favourite

Home in Mission Hills

4.93 out of 5 average rating, 224 reviews

Lionhead - Private Boutique Home

Guest favourite

Home in San Diego

4.94 out of 5 average rating, 171 reviews

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

Guest favourite

Home in Hillcrest

5 out of 5 average rating, 120 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Apartment rentals with a pool

Guest favourite

Apartment in Del Mar

4.87 out of 5 average rating, 384 reviews

Studio Condo at Wave Crest Resort

Guest favourite

Apartment in Pacific Beach

4.97 out of 5 average rating, 110 reviews

Bay View Condo in Pacific Beach

Apartment in Pacific Beach

4.85 out of 5 average rating, 142 reviews

Ocean front one bedroom condominium

Guest favourite

Apartment in University City

4.95 out of 5 average rating, 221 reviews

Centrally located n UCSD/ utc-laJolla

Apartment in San Diego

4.87 out of 5 average rating, 101 reviews

Gated: Easy Access, Great Beds, Clean, Responsive

Guest favourite

Apartment in Pacific Beach

4.91 out of 5 average rating, 133 reviews

Enchanted Ocean Sunsets

Apartment in North Ocean Beach

4.82 out of 5 average rating, 286 reviews

Swell Times Beach Studio

Guest favourite

Apartment in Pacific Beach

4.96 out of 5 average rating, 154 reviews

Beautifully remodeled 10th floor oceanfront condo

Home rentals with a private pool

Guest favourite

Home in Point Loma Peninsula

4.92 out of 5 average rating, 83 reviews

Home with Sparkling Pool & Views of San Diego Bay

Guest favourite

Home in Pacific Beach

4.89 out of 5 average rating, 171 reviews

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Home in Torrey Hills

4.75 out of 5 average rating, 8 reviews

Luxury San Diego House: Beach, Pool & Pet-Friendly

Home in Ramona

4.89 out of 5 average rating, 28 reviews

Vista Grande

Quick stats about holiday rentals with a pool in El Cajon

Total rentals
140 properties
Total number of reviews
4.6K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi

Destinations to explore