Vacation rentals with a pool in Hillcrest, San Diego

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Hillcrest, San Diego rentals with a pool

House rentals with a pool

Top guest favorite
Home in Pacific Beach
4.97 out of 5 average rating, 219 reviews

Private 3 bedroom block to Bay New Pool Spa, Bikes

CaitlinRating, 5 stars1 week ago
Vanessa’s place was nothing short of amazing! The location is just unbearable. A walk to the beach/boardwalk, 5 min from Seaworld, 20 min from downtown. Near Mission beach and Pacific beach, surrounded by great restaurants. I could go on and on. It fit my family of 4 plus my mom and stepdad perfectly. We enjoyed the pool during the day and hot tub at night. The house has everything you could possibly want or need. We would absolutely stay there again and plan to!
Guest favorite
Home in El Cajon
4.97 out of 5 average rating, 119 reviews

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

AnitaRating, 5 stars4 days ago
Our family’s stay at this property was truly unforgettable with it offering the best of both worlds— a peaceful retreat with easy access to top attractions like the San Diego Zoo and La Jolla Beach. Highlights were the stunning outdoor space and the kitchen was a dream. The private pool and hot tub were pristine, offering relaxation and incredible views after a day of exploring the city. The kitchen was spacious, well-stocked, and equipped with double ovens, two separate sinks and the giant island not only made preparing meals effortless … gatherings around it provided cherished moments for our family. From the moment we booked, KC was responsive and proactive, including ensuring that the house rules were read, understood and agreed to before accepting the reservation. If you're searching for a family-friendly Airbnb that combines relaxation, convenience, and a host that ensures a seamless stay, this home is an absolute gem!
Superhost
Home in Allied Gardens
4.89 out of 5 average rating, 234 reviews

San Diego Retreat / Cal King x 2 / Pool, Parking!

JasonRating, 5 stars2 weeks ago
Ann was a Amazing Host. Her home is beautiful and comfortable. The back yard Deck was nice & Pool looks inviting. Next time am in the area ill be checking in with Ann :) Thank you
Superhost
Home in Lake Murray
4.87 out of 5 average rating, 191 reviews

Bright and spacious home with views, pool & spa.

NoelleRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Kensington
4.94 out of 5 average rating, 107 reviews

Centrally located Home w/Guest House, Pool & Spa!

MaileRating, 5 stars3 weeks ago
Our stay at Zeina and Mos worked out perfectly for our large family . The house is located in a quiet neighborhood , with a great location ! Close to the 15 freeway to get to the airport, attractions and beaches easily . The house was well equipped with cooking pans, utensils etc . Perfect for our family stay. We enjoyed relaxing in the hot tub and pool while barbecuing up delicious dinners. The laundry / game room was perfect for the kids to hang out and relax. Both the house and casita were cozy and well stocked with towels, pillows , blankets and comfortable beds. There was even beach chairs and a cooler for us to use at the beach! The hosts communicated quickly and attentively.
Superhost
Home in Chula Vista
4.92 out of 5 average rating, 147 reviews

Modern Oasis - Pool, Spa, Great Location 5BR/4BA

AdrianaRating, 5 stars1 month ago
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!
Guest favorite
Home in Spring Valley
4.96 out of 5 average rating, 148 reviews

Upscale Resort House /Views, Saltwater Pool/Spa !

BriannaRating, 5 stars2 weeks ago
The house was amazing with a beautiful view. Jesus was very easy to get in contact with & always responded quickly. He was very helpful during this stay. We will definitely be coming back to stay. I love how his house was fully stocked with all the important essentials for his guest.
Superhost
Home in Paradise Hills
4.85 out of 5 average rating, 201 reviews

5BR | Salt Water Pool | Hot Tub | Fire Pit| BBQ

MarkoRating, 5 stars1 week ago
Great space! Pool was fantastic and we all got our own room as well. Location was close to everything we wanted to do! Great stay!

Condo rentals with a pool

Guest favorite
Condo in Mission Beach
4.88 out of 5 average rating, 122 reviews

Best Beach in seconds! Luxury 3Bd/2Ba KING Beds!

Cindy JoRating, 5 stars2 weeks ago
Great responsive communication with Bill. Close proximity to beach walk and bay walk. Numerous restaurants and coffee shops within walking distance. It was nice having a private garage for parking a compact. Beach toys and supplies readily available for fun and leisure time spent near the water. Note: Just a heads up for those with disabilities, as stated in description there are a few steps to access the home as well as the bedrooms. Thanks for everything Bill!
Superhost
Condo in Pacific Beach
4.85 out of 5 average rating, 155 reviews

Ocean front condo heart of pacific beach

ChristineRating, 5 stars1 week ago
Excellent place to stay! What a great location and view! Gorgeous. Walkable to so many wonderful places. Great food, beaches, stores, beach boardwalk and more. A close drive to the Zoo, La Jolla and beautiful parks. Not too far from the airport. The place was very clean. We would most definitely stay here again.
Superhost
Condo in San Diego
4.75 out of 5 average rating, 8 reviews

Spacious 1 Bedroom w/ Balcony

AulaneaRating, 5 stars3 months ago
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 🙌🏾🙌🏾!
Top guest favorite
Condo in University City
4.95 out of 5 average rating, 235 reviews

Centrally located n UCSD/ utc-laJolla

YaqingRating, 5 stars1 week ago
Wonderful place for a family visiting. Definitely check it out if you are visiting UCSD student.
Superhost
Condo in Pacific Beach
4.86 out of 5 average rating, 181 reviews

One Bedroom Ocean Front Condo!

JuliaRating, 5 stars1 month ago
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.
Superhost
Condo in San Diego
4.79 out of 5 average rating, 205 reviews

Comfortable & convenient accommodation @ San Diego

Jennie RoseRating, 5 stars3 days ago
Place felt like home, peacful, quiet, was able to have everything I needed in one place. Thelma was very kind and made our stay very welcoming. Thank you so much for helping us during our vacation. Highly recommened place to stay.
Superhost
Condo in Pacific Beach
4.91 out of 5 average rating, 154 reviews

Enchanted Ocean Sunsets

AnnaRating, 5 stars2 weeks ago
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!!
Guest favorite
Condo in Pacific Beach
4.96 out of 5 average rating, 167 reviews

Beautifully remodeled 10th floor oceanfront condo

FarisRating, 5 stars1 month ago
Chris was a wonderful host. Right from the start, he was available to guide us. He received us on time and gave us a tour of the condo. The space was clean. He was very responsive and came right away to fix a blind issue. The designated parking area is conveniently located near the elevators. We would love to stay at his place again during our next visit to San Diego.

Quick stats about vacation rentals with a pool in Hillcrest, San Diego

  • Total rentals

    80 properties

  • Nightly prices starting at

    $50 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

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Hillcrest
  7. Rentals with pools