Holiday rentals with a pool in Old Town, San Diego

Find and book unique homes with a pool on Airbnb

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Popular amenities for Old Town, San Diego rentals with a pool

House rentals with a pool

Top guest favourite
Home in Bonita
5 out of 5 average rating, 36 reviews

Charming Craftsman Retreat - SD | Pool & Jacuzzi

PhilRating, 5 stars3 months ago
We absolutely loved staying at Brenda’s house. It was very spacious, cozy and comfortable. The location is very serene but near enough to shops and restaurants. Brenda was amazingly communicative and generous. She was very accommodating of us on a short notice booking. I would absolutely love to stay here again. Thank you for the perfect getaway!
Top guest favourite
Home in El Cajon
4.97 out of 5 average rating, 116 reviews

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

StephanieRating, 5 stars2 weeks ago
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!
Superhost
Home in Ocean Beach
4.6 out of 5 average rating, 10 reviews

Beach house with pool & hot tub!

KevinRating, 5 stars6 days ago
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!
Superhost
Home in National City
4.74 out of 5 average rating, 35 reviews

Pool, Hot Tub, 15Min To ZOO SeaWorld Sesame Place

SerenaRating, 5 stars3 weeks ago
Great stay. Very responsive host and house looked like the pictures!
Guest favourite
Home in Paradise Hills
4.94 out of 5 average rating, 18 reviews

Modern SD Oasis w/ Pool & HotTub

JoshuaRating, 5 stars2 weeks ago
This was a great place for our family vacation. Linar was always responsive and was a great host.
Guest favourite
Home in Kensington
4.95 out of 5 average rating, 104 reviews

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

KateRating, 5 stars1 week ago
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!
Superhost
Home in El Cajon
4.72 out of 5 average rating, 65 reviews

Palmeras House: Pool + outdoor BBQ

FathimaRating, 5 stars7 months ago
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.
Superhost
Home in Chula Vista
4.8 out of 5 average rating, 141 reviews

Family Home w/Pool, Hot Jacuzzi and Park Access

SandiRating, 5 stars4 weeks ago
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.

Apartment rentals with a pool

Guest favourite
Apartment in Mission Beach
4.87 out of 5 average rating, 117 reviews

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

LukeRating, 5 stars1 week ago
We had a wonderful stay! The place was comfy with lots of great touches. Bill was a wonderful host - great communicator and lots of great suggestions. Would love to stay again!
Guest favourite
Apartment in Pacific Beach
4.97 out of 5 average rating, 114 reviews

Bay View Condo in Pacific Beach

BarbaraRating, 5 stars3 weeks ago
A great vacation has some important qualities. For us, safety and feeling secure is number one. A comfortable bed and a great shower come next. Throw in a modern, clean kitchen and you are all set. The parking garage is a real convenience as parking can be tight. Air conditioning puts this apartment above the rest. The building laundry rooms are close and reasonably priced. We have always loved San Diego. It’s a great walking city with every kind of restaurant and cuisine. The scenery is beautiful. Be sure to walk the Embarcadero, hit the beaches, and Balboa Park is a real treasure. They are all free to visit.
Superhost
Apartment in Pacific Beach
4.85 out of 5 average rating, 151 reviews

Ocean front condo heart of pacific beach

PeterRating, 5 stars1 week ago
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.
Guest favourite
Apartment in University City
4.95 out of 5 average rating, 230 reviews

Centrally located n UCSD/ utc-laJolla

FlorenceRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Pacific Beach
4.86 out of 5 average rating, 179 reviews

One Bedroom Ocean Front Condo!

BeccaRating, 5 stars1 month ago
This was a great location, we loved being right on the beach and the walking path. The apartment was easy to access and had everything we needed, including walkable restaurants and parking. Tina was responsive, and helped us to find everything we needed.
Superhost
Apartment in Pacific Beach
4.91 out of 5 average rating, 151 reviews

Enchanted Ocean Sunsets

JenineRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Pacific Beach
4.98 out of 5 average rating, 156 reviews

Luxury Oceanfront Condo with Unbelievable Views

HeatherRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Pacific Beach
4.96 out of 5 average rating, 165 reviews

Beautifully remodeled 10th floor oceanfront condo

SafaRating, 5 stars1 week ago
We had an amazing stay. Chris was very responsive. The view is incredible. Hearing the waves is soothing. The place is kids friendly with toys and books that are very fun. The area has lots of food choices. It takes just a few mins to be right on the beach. He has a wagon and beach toys. This was a very hassle free, enjoyable stay with our three little kids. No one wanted to leave.

Quick stats about holiday rentals with a pool in Old Town, San Diego

  • Total rentals

    20 properties

  • Nightly prices starting at

    ÂŁ38 before taxes and fees

  • Total number of reviews

    640 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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  4. San Diego County
  5. San Diego
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  7. Rentals with pools