
Vacation rentals with a pool in Hillcrest, San Diego
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Top-rated rentals with a pool in Hillcrest, San Diego
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Hillcrest, San Diego rentals with a pool
House rentals with a pool

Luxury Resort: Pool, Spa, Swim-Up Bar & Bay Views
The house was beautiful and the beds were super comfy. We ran into a few minor issues, but the host was responsive, communicative, and quick to resolve everything. The highlight of the stay was definitely the backyard — we spent most of our time relaxing out there day and night. Great setup and entertainment. The host also accommodated us with a late checkout, which made our departure much more convenient. Highly recommend!

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
Our home away from home. The property was conveniently located to major stores. It is 30 minutes to the San Diego Zoo, Birch Aquarium, and Sesame Street. The house is very spacious and brings in light energy. Our family loved the beds and comfy pillows which can make or break a vacation. The bathrooms were spacious and worked conveniently with the needs of our family, especially the Bluetooth speaker😁. The backyard was our favorite! Beautiful space during the day with plenty of space for our 3 year old to run. Serene and chill views in the evening. We 100% recommend this property for your family. And would definitely stay again.

The Queen House
It was wonderful. The views from the deck were amazing. Every bed was comfortable. I loved the bowl of gummy’s they had for us 😁. It’s was perfect for our family reunion everyone had privacy and the family room’s furniture was perfect to cozy up by the fire and watch tv. I loved the weather there. I opened up the windows and we had perfect weather so we never had to turn on the air conditioner. Kelly allowed us to put the cover over the pool and it warmed up the pool and the grandkids had a blast. We had multiple generations at home ( 4 generations from 85?to 1 yr old 😁) and everyone was happy. Thank you for the opportunity to enjoy family together.

Centrally located Home w/Guest House, Pool & Spa!
We had a very fun and relaxing friends get together here. We could walk to get food, and driving to different parts of San Diego was super easy from here. Our group has done many trips and this by far was the best residence for us by far, not to mention two large tables for playing board games. Would stay here again!

Bright and spacious home with views, pool & spa.
Nice place to stay in the San Diego area. Conveniently located within reasonable driving distance to popular attractions and nestled in a quiet, peaceful neighborhood. The backyard and pool are beautiful. The pool was by far the highlight of our stay. Miguel is an exceptional host: responsive, accommodating, and a pleasure to communicate with.

Designer Luxury Rental With Pool
Great spot in San Diego !

PB Dream HOUSE Steps to Beach Bay ❤️Modern Private
The location is a ten minute walk to the beach. There’s a sprouts three minutes away and numerous bars, restaurants, and shops. The house was clean and had everything we needed. Great location with a very great host. Very kind people. I would definitely stay again.

Oasis with ocean views/Pool/Hot tub! Sleeps 10!
Van was very friendly, even had great food recommendations for my family and I. The home was one of the best Airbnbs I’ve ever stayed in. My children thought we were in a place of royalty with how well put together the house was. Loved our stay and will definitely be back
Condo rentals with a pool

Best Beach in seconds! Luxury 3Bd/2Ba KING Beds!
We had a great stay at Bill's place! It looked just like the pictures and was very clean and well-stocked! The location was perfect and was in a very walkable area. Bill was super responsive and accommodating, and we'd definitely stay at his place again!

Bay View Condo in Pacific Beach
We had a wonderful stay at Kim’s place in San Diego! The condo was clean, centrally located and very spacious. The gated garage was awesome, and we loved staying on an upper floor with great views. We arrived very late in the night, and Kim was kind enough to stay awake to meet us with the keys and codes. We had a great time staying there during the long weekend!

Ocean front condo heart of pacific beach
Nice accommodations, hard to beat view, great area to explore and enjoy all the amazing food. The beach is awesome. Lots to do in the area. Close to everything. Great stay.

Centrally located n UCSD/ utc-laJolla
Perfect spot for first trip to San Diego and close to family! Would stay again in a heart beat!!!:):)

One Bedroom Ocean Front Condo!
The apartment was so close to all the restaurants and easy to get to anywhere within around 15 minutes drive. Tina was an amazing host and on hand to answer any questions.

Comfortable & convenient accommodation @ San Diego
I had a great time staying at Thelma De La Paz’s place! The space was cozy, very clean, and exactly what I needed for a comfortable stay. Thelma was a wonderful host - polite, welcoming, and super responsive to any questions I had. Highly recommend!

Enchanted Ocean Sunsets
Such an amazing place! My husband and I have been meeting up with our friends for 6 years now and this is the first time a kid has joined us. My son loved the beach and it was so nice to be so close and to have our own space but to also be able to walk to restaurants and things around. Kiran was so kind and was able to answer any questions we had very quick. We’ve already talked about going again!!

Penthouse Near Mission Beach USD Golf Balboa Park!
Has everything I need ! Ian was very quick to respond with any questions and the place was very clean and comfortable!
Quick stats about vacation rentals with a pool in Hillcrest, San Diego
Total rentals
80 properties
Nightly prices starting at
G$10,465 GYD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
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- SeaWorld San Diego
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