
Vacation rentals with a pool in El Cajon
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Top-rated rentals with a pool in El Cajon
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Popular amenities for El Cajon rentals with a pool
House rentals with a pool

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
A Perfect Getaway in El Cajon! From the moment we arrived, this stunning Airbnb exceeded all expectations. Nestled in the scenic hills of El Cajon, the property is peaceful, beautifully maintained, and feels like a true retreat. The home itself is immaculate—thoughtfully decorated with a blend of modern touches and cozy charm. Every detail, from the plush linens to the fully stocked kitchen, made us feel pampered and at home. Waking up to the golden California sun streaming through the windows and enjoying coffee on the patio with panoramic views was a daily highlight. The outdoor space is a dream—lush landscaping, a relaxing seating area, and the kind of quiet that lets you truly unwind. Our host was incredibly welcoming and responsive. Whether you’re looking to explore San Diego or just relax in a serene setting, this is the perfect place. We left feeling refreshed, grateful, and already planning our next trip!

Beach house with pool & hot tub!
This is one of those Airbnb’s that feels like home! I wish my house was this nice, this place is far nicer! But this house has a warmth and comfort to it that is special. It’s an ideal place for two families to share. You can make dinner with every single thing you could ever need serve a holiday feast or make your sack lunch for the beach. Beds and baths for everyone. Easy laundry and comfort in every corner. We used the pool, the outdoor dining area, we sat around the fireplace in the backyard, we slept on loungers soaking up sun, and of course we enjoyed the beautiful pool and hot tub! We loved the location! Amazing tacos and vistas and local color in every direction. We were close to everything too: 20 minutes to Little Italy, 30 minutes to Coronado sunsets, 10 minutes to Old Town! I genuinely hope we get to come back again often! This is the kind of place that makes you think about moving here, because it feels like home that much!

Modern SD Oasis w/ Pool & HotTub
This was a great place for our family vacation. Linar was always responsive and was a great host.

Centrally located Home w/Guest House, Pool & Spa!
We had a great stay over spring break! Our group was 5 adults & 4 children, but we never felt cramped! The neighborhood is charming and felt safe, even to this small town family. We walked into the Kensington main street area most days - for coffee (Starbucks), acai bowls & organic groceries (Stehly Farms Market), pizza, burgers (kids eat free on Tuesday!), and ice cream (you MUST try the Ube & Toffee flavor at Stella Jeans)! :) The kids loved the pool/ hot tub, although it was a shame the pool guy never checked in over our weeklong stay. With 4 children in the pool every day, the water was cloudy by the time we left. I blame myself for not letting Zeina and Mo know, as they were responsive for all my other queries. The casita was a blessing for grandma and grandpa, who needed their quiet time. The only real complaint I heard from our group was that the house smells stale (like the charming old house it is) and the laundry/pingpong area smells of mildew. Opening doors helped!

Modern Oasis - Pool, Spa, Great Location 5BR/4BA
We had a wonderful stay! The house and backyard were incredibly spacious—plenty of room for both kids and pets to play and enjoy themselves. It was such a treat to have both a hot tub and a pool, especially since the weather was on the chillier side during our weekend. The neighbors have dogs, but they were friendly and didn’t bother us or our pup, which we appreciated. We loved that the home was walking distance to a grocery store, a pharmacy, and Hilltop Park which is dog-friendly. The neighborhood itself is very walkable and pet-friendly, something our whole family truly enjoyed. Overall, this was a memorable and comfortable place to stay for our multigenerational family vacation. We’d definitely return!

Palmeras House: Pool + outdoor BBQ
This place is very cozy and comfortable. We feel like home. Very clean and organized. I am highly recommend this place. She even prepared a crib for our infant. Very nice place to stay. Very peaceful place.

Family Home w/Pool, Hot Jacuzzi and Park Access
We came down to Chula Vista with our Grandkids to take them to SeaWorld and hang out for a few days on their spring break. This home was perfect. There were 7 of us. Plenty of room for everyone. There is a game room that we all loved. We enjoyed the beautiful backyard swimming and going in the spa and there is a wonderful park right across the street. I would definitely recommend staying here. The host always responded very quickly and always helpful.

5BR | Salt Water Pool | Hot Tub | Fire Pit| BBQ
The home was beautiful. It was a great please for a family of 8. Great location to relax at home and to get out and enjoy San Diego. The host was very responsive and would stay again.
Condo rentals with a pool

1 Bedroom Condo at Wave Crest Resort
Nicholas’s apartment was the perfect find for my Southwrn California getaway. The apartment was spacious, clean and very comfortable, and the view of the ocean from the pool was just what I had hoped for! A perfect spot to relax during the day and watch the sunset in the evening. Great restaurants and shops in walking distance, free parking, gracious staff - all around perfect!

Ocean front condo heart of pacific beach
Very nice condo with outstanding views of the ocean. The place was clean and comfortable. We enjoyed our stay very much and the location allowed us to walk to restaurants and clubs, as well as to drive to many attractions across the city very easily within 30 minutes. Having the assigned parking spot was especially nice. We would definitely stay at Maria's condo again.

Spacious 1 Bedroom w/ Balcony
It was a great stay, upon arrival make sure you get in touch with Tyler because some of the details provided for how to check in aren’t current. For example the gate code has changed but it was quick fix and Tyler was there to help and answer questions fast! There is a space heater which helped a lot without having ac/heat. The balcony smoking area is nice and calming there are lots of stairs so be prepared for a walk. All in all Tyler was a wonderful host with a clean, safe unit I will definitely be staying here again if I return in the future 🙌🏾🙌🏾!

Centrally located n UCSD/ utc-laJolla
We loved our stay here! The place was well stocked, especially with items for the beach for the kids. We appreciated the clean rooms and clean sheets, as well as quiet neighborhood. Would definitely recommend and would stay here again next time we are in town.

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!
This was our second time staying at this condo. Very nice setup, so nice to being out dog and so close to the dog beach! Will stay again.

Enchanted Ocean Sunsets
Amazing location! The apartment has floor to ceiling windows and the view of the ocean is spectacular. The beds and couches were comfortable. You can hear the waves crashing because you are so close to the beach. We enjoyed going to sleep to the sound of the waves and going for walks along the water in the mornings. The location was just 15-20 away from every sight we wanted to visit in the San Diego area. We appreciated that there were beach towels, beach chairs and a football to borrow. The laundry machines are down the hall, not in the apartment, if that matters to you. We had no trouble using them.

Del Mar Ocean View! Walk to the Beach!
We had an amazing stay here!! Beautiful ocean views, the most wonderful beach nearby in walking distance, and the home was exactly as described. Everything was perfect and felt so luxurious. We cooked every day in the kitchen, and we had everything we needed! The kitchen was well stocked. We were grateful to have so many towels as we would go to the beach twice a day or more!! We didn’t get to use the pool because we were so busy, but what an added plus to have as an option! The bed was extremely comfortable, and there were plenty of spare linens/blankets if needed. The AC was so nice! Bathrooms were stocked and spotless! It was our first time staying somewhere with a washer/dryer in the unit, and now I can’t imagine ever staying somewhere without one!! Getting into the Airbnb and parking in the garage was so easy, and we appreciated Anne checking in on us. This is our favorite Airbnb that we have ever stayed at in California, and we hope to be back soon :) we were so impressed!!

Luxury Oceanfront Condo with Unbelievable Views
We loved staying here. It is clean, well kept and the view is amazing. We loved that there are lots of extra towels, blankets and pillows too. Great neighborhood with good restaurants within walking distance. We would definitely stay here again.
Home rentals with a private pool

Historic Home with Amazing Views of San Diego Bay
I booked this place last minute literally after checking into a nearby hotel that was subpar at best and not as advertised. First time in Point Loma. Reason for visit was seeing my kids who live in Cali and Hawaii. So we met halfway as I am from the east coast. The ease of the entire experience is unmatched. The communication with the host was great and the house was amazing. Perfectly appointed. They thought of literally everything. And it was spotless and pristine. This is a unique home and experience. The most comfortable and beautiful and up to date everything is this house. I can’t think of a single thing that wasn’t perfect. There are stairs to the lower bedrooms and laundry and pool area. But I’m in shape and they didn’t scare me. The neighbors are super friendly. And the parking lot as adequate. The view is knockout insanely beautiful. The beds are comfy the pillows and linens are just like at home. It’s a quiet neighborhood close to everything. And I can’t think of a negative

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
Great host and great stay. Thanks!

Luxury San Diego House: Beach, Pool & Pet-Friendly
This was the perfect place, a roomy and well stocked home for our family! It was clean and comfortable and had a lot of both indoor and outdoor games. We appreciated that all bedrooms were connected to a bathroom. The backyard was another wonderful living space, I only wish we would have had time to utilize the pool! The holiday dog with lights in the entry way was adorable and a fun welcome when we walked in. The owner was proactive in contacting me prior to check in and provided the code and any home instructions to me via text. We would definitely stay in this home again if we are in the area.

Vista Grande
This is one the most incredible property that I've ever been to. We had a wonderful stay — the view was breathtaking, and every detail showed real care and thought. Communication was excellent, and the space was both comfortable and welcoming. A definite 5/5 — highly recommended!
Quick stats about vacation rentals with a pool in El Cajon
Total rentals
130 properties
Total number of reviews
4.8K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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- Windansea Beach
- SeaWorld San Diego
- University of California San Diego
- Santa Monica Beach
- Playas Los Buenos
- San Diego Zoo Safari Park
- LEGOLAND California
- Balboa Park
- Pechanga Resort Casino
- Belmont Park
- Liberty Station
- Sesame Place San Diego
- Moonlight Beach
- Playa Popotla
- Silver Strand State Beach
- South Mission Beach, San Diego
- USS Midway Museum
- Hillcrest
- Law Street Beach
- Temecula Creek Inn
- Aviara Golf Club
- Buccaneer Beach
- Torrey Pines Golf Course
- Swami's Beach