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Holiday rentals with a pool in Little Italy, San Diego

Find and book unique homes with a pool on Airbnb

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Popular amenities for Little Italy, San Diego rentals with a pool

House rentals with a pool

Guest favourite
Home in El Cajon
4.98 out of 5 average rating, 122 reviews

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

YvetteRating, 5 stars2 weeks 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 favourite
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.
Top Guest favourite
Home in Bay Park
4.98 out of 5 average rating, 275 reviews

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

EricRating, 5 stars6 days ago
Great place to stay! Very clean and great pool for the family! Close to SeaWorld and Malls! Definately would stay here again and Brian was a great host and very responsive when we needed him.
Superhost
Home in San Carlos
4.87 out of 5 average rating, 192 reviews

Bright and spacious home with views, pool & spa.

OmarRating, 5 stars1 week ago
We had an incredible stay at Miguel’s Airbnb! The highlight was definitely the pool – it was sparkling clean and well-maintained. Everything was exactly as described, and Miguel was a fantastic host, ensuring we had everything we needed for a perfect stay. Highly recommend this place to anyone looking for a relaxing, private and hassle-free getaway!
Guest favourite
Home in Kensington
4.94 out of 5 average rating, 109 reviews

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

BrittanyRating, 5 stars2 weeks 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!
Guest favourite
Home in City Heights
4.93 out of 5 average rating, 105 reviews

Designer Luxury Rental With Pool

KellyRating, 5 stars6 days ago
They were able to respond right away. I had trouble with locking up the place but it was coming from my end. Their response was quick and fast. :)
Guest favourite
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 favourite
Home in Chula Vista
4.9 out of 5 average rating, 186 reviews

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

PaulinaRating, 5 stars2 weeks ago
We have stayed in many different types of homes both good and bad. But, I’ve gotta say “This one has been BY FAR, THE BEST”!! The view as well as the house is absolutely amazing. The design of the home is gorgeous. The house was extremely clean and the beds were very comfortable. I must mention the squatty potties and bidet’s in the bathrooms… SUPERB!! Before booking my reservation, I asked Van if I could have my family and friends (about 10 people) come over after a graduation ceremony and he said yes. He even accommodated us with extra tables and chairs. My friends and family all loved the place. Van always replied to my messages no matter the time of day or night. There was a hiccup with the fire alarms in the house which was completely out of Van’s control, but he handled it well. He personally appeared to resolve the issue. Meeting Van in person did not disappoint. He is as nice in person as he is in messages. We are definitely going to come back.

Condo rentals with a pool

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

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

NatalieRating, 5 stars2 weeks 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 favourite
Condo in Pacific Beach
4.99 out of 5 average rating, 91 reviews

Ocean-Bay-Sunset View Condo in Pacific Beach!

SalahRating, 5 stars3 days ago
We loved our stay in Paolo’s cozy condo! The place is nicely designed, well furnished, and clean. It is in a great location, situated closely to everything San Diego has to offer. Paolo was also very communicative, friendly, and helpful.
Guest favourite
Condo in Pacific Beach
4.97 out of 5 average rating, 116 reviews

Bay View Condo in Pacific Beach

JustineRating, 5 stars1 month 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
4.86 out of 5 average rating, 159 reviews

Ocean front condo heart of pacific beach

AdrianaRating, 5 stars3 days ago
My family and I fell in love with this beautiful place. We spent a few days relaxing, listening to the waves of the sea 🌊 with incredible views and access on foot in front of the beach🏖️. The place is very quiet and the reception guard is very friendly. Maria, thank you very much for letting us stay in your beautiful apartment. This place is on our favorites list!! See you soon!♥️🫶🏻
Superhost
Condo in Pacific Beach
4.86 out of 5 average rating, 181 reviews

One Bedroom Ocean Front Condo!

JuliaRating, 5 stars2 months 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, 208 reviews

Comfortable & convenient accommodation @ San Diego

ShreyanRating, 5 stars1 week 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, 156 reviews

Enchanted Ocean Sunsets

CaraRating, 5 stars2 weeks ago
When we walked in, we instantly knew this was going to be a great weekend getaway. The location is fantastic and the views from the room are stunning. Just steps away from the beach, we'd definitely come here again. There are restaurants and shops within walking distance. Plenty of things to do. Highly recommend this spot for couples, solo travelers, or friends looking for an escape without needing to drive everywhere.
Guest favourite
Condo in Pacific Beach
4.96 out of 5 average rating, 170 reviews

Beautifully remodeled 10th floor oceanfront condo

MaanRating, 5 stars2 weeks ago
Amazing stay and very well decorated unit with beautiful view. The place feels very cozy and homey and it has everything that you need. Will definitely stay there again

Quick stats about holiday rentals with a pool in Little Italy, San Diego

  • Total rentals

    140 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    730 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

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