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San Diego · Hotel shortlist

The best hotels in the old town, San Diego

Stefan Bauer

Stefan Bauer The American west

Updated 1 September 2026 · 105 San Diego hotels assessed

These are my five favourites in San Diego, out of the 105 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 5 down to 4.8.

Pet Friendly 1-Bedroom Cottage in Old Town is the one I would book myself.

Pet Friendly 1-Bedroom Cottage in Old Town

Highest rated of the five

Pet Friendly 1-Bedroom Cottage in Old Town

★★★★★5 from 904 reviews

Pet Friendly 1-Bedroom Cottage in Old Town comes out on top of this list, and not narrowly: 5 from 904 guest reviews is a score that holds up at that volume, which is the whole test here. A perfect ten from nine people does not beat it.

It is found under old town and around $221 a night on the dates we checked.

105 hotels in San Diego qualified for this list and five made it. Kasa Little Italy San Diego is the one I would book if the first is full.

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All five, ranked

  1. Pet Friendly 1-Bedroom Cottage in Old Town1

    Pet Friendly 1-Bedroom Cottage in Old Town

    ★★★★★5 from 904 reviews

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    • Kasa Little Italy San Diego2

      Kasa Little Italy San Diego

      ★★★★★4.8 from 1,525 reviews

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      • Kasa Little Italy San Diego3

        Kasa Little Italy San Diego

        ★★★★★4.8 from 423 reviews

        • Pool
        • Spa
        • Gym
        • Parking
        • Kitchen
        • Pet friendly

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      • Private Patio, Rooftop, Bay Views, 2BR /3BA - Stay Together4

        Private Patio, Rooftop, Bay Views, 2BR /3BA - Stay Together

        ★★★★★4.8 from 384 reviews

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        • Hillcrest House Bed & Breakfast5

          Hillcrest House Bed & Breakfast

          ★★★★★4.9 from 221 reviews

          • Parking
          • Kitchen
          • Air conditioning

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        How this list was put together

        105 San Diego hotels qualify for this list. We ranked them on guest rating, then on class, and took the top five.

        Two things decide these lists. The first is my own time in the city: every hotel on this page is one I have stayed in, walked into and looked at, or gone back to check. That is where the shortlist starts, and it is why some well reviewed places are not on it.

        The second is the numbers, and those are what set the order. The rating and review count come from the big travel sites, pooled through Google, so a score here reflects Expedia, Booking, Hotels.com and the rest together rather than any one of them. I also read the review breakdown by topic, which is where the figures on service, breakfast and location come from. Hotels with fewer than forty reviews are left out altogether, because a rating that thin is not a rating. No more than two come from one neighbourhood.

        What I do not do is move anyone up the order. The ranking is the guest score, highest first, and nobody pays to be on the list.

        Distances are straight lines from published coordinates, so the real walk is a little longer. Amenities are as recorded by Google Hotels and can change without notice. Rates are an indicative nightly figure for a midweek autumn stay, not a quote. Check the booking page before you commit.

        Stefan Bauer

        Stefan Bauer The American west

        Chases total solar eclipses. Seven of them on four continents, from Wyoming to a fishing town in Chile. Banks days off through the on-call rota and books the trips years ahead, because eclipse dates do not move.

        Trip Grapevine earns a commission on bookings made through the links on this page. It costs you nothing, and it does not change the order of the list, which is set by the measurements above.