Vacation rentals with a pool in Hillcrest, San Diego

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Popular amenities for Hillcrest, San Diego rentals with a pool

House rentals with a pool

Superhost
Home in Pacific Beach
New place to stay

Luxury Resort: Pool, Spa, Swim-Up Bar & Bay Views

ToriRating, 5 stars3 weeks ago
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!
Guest favorite
Home in El Cajon
4.98 out of 5 average rating, 121 reviews

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

YvetteRating, 5 stars1 week ago
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.
Guest favorite
Home in La Mesa
4.88 out of 5 average rating, 171 reviews

The Queen House

YvonneRating, 5 stars1 month ago
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.
Guest favorite
Home in Kensington
4.94 out of 5 average rating, 109 reviews

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

BrittanyRating, 5 stars1 week ago
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!
Superhost
Home in San Carlos
4.87 out of 5 average rating, 191 reviews

Bright and spacious home with views, pool & spa.

NoelleRating, 5 stars1 month 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 City Heights
4.93 out of 5 average rating, 102 reviews

Designer Luxury Rental With Pool

FlorianRating, 5 stars2 weeks ago
Great spot in San Diego !
Guest favorite
Home in Pacific Beach
4.93 out of 5 average rating, 371 reviews

PB Dream HOUSE Steps to Beach Bay ❤️Modern Private

SamRating, 5 stars1 month ago
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.
Guest favorite
Home in Chula Vista
4.9 out of 5 average rating, 185 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

GurvisRating, 5 stars2 weeks ago
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

Guest favorite
Condo in Mission Beach
4.88 out of 5 average rating, 124 reviews

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

NatalieRating, 5 stars1 week ago
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!
Guest favorite
Condo in Pacific Beach
4.97 out of 5 average rating, 116 reviews

Bay View Condo in Pacific Beach

JustineRating, 5 stars3 weeks ago
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!
Superhost
Condo in Pacific Beach
4.85 out of 5 average rating, 158 reviews

Ocean front condo heart of pacific beach

AndrewRating, 5 stars6 days ago
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.
Top guest favorite
Condo in University City
4.95 out of 5 average rating, 236 reviews

Centrally located n UCSD/ utc-laJolla

LesleyRating, 5 stars1 week ago
Perfect spot for first trip to San Diego and close to family! Would stay again in a heart beat!!!:):)
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, 207 reviews

Comfortable & convenient accommodation @ San Diego

ShreyanRating, 5 stars5 days ago
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!
Superhost
Condo in Pacific Beach
4.91 out of 5 average rating, 155 reviews

Enchanted Ocean Sunsets

AnnaRating, 5 stars1 month 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!!
Superhost
Condo in Linda Vista
4.87 out of 5 average rating, 45 reviews

Penthouse Near Mission Beach USD Golf Balboa Park!

MariahRating, 5 stars4 months ago
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

Destinations to explore

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