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Key Largo · Hotel shortlist

High end hotels downtown in Key Largo

Luca Ferreira

Luca Ferreira Spain and Portugal

Updated 1 September 2026 · 6 Key Largo hotels assessed

These are my five favourites in Key Largo, out of the 6 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.9754667 down to 4.5.

Oceanview Penthouse Paradise is the one I would book myself.

Oceanview Penthouse Paradise

Highest rated of the five

Oceanview Penthouse Paradise

★★★★★4.9754667 from 150 reviews

Oceanview Penthouse Paradise comes out on top of this list, and not narrowly: 4.9754667 from 150 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 downtown and around $709 a night on the dates we checked.

6 hotels in Key Largo qualified for this list and five made it. The Islands of Islamorada is the one I would book if the first is full.

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All five, ranked

  1. Oceanview Penthouse Paradise1

    Oceanview Penthouse Paradise

    ★★★★★4.9754667 from 150 reviews

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    • The Islands of Islamorada2

      The Islands of Islamorada

      ★★★★★4.7 from 170 reviews

      • Pool
      • Spa
      • Gym
      • Bar
      • Parking
      • Kitchen

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    • Islander Resort3

      Islander Resort

      ★★★★★4.5 from 1,627 reviews

      • Pool
      • Gym
      • Restaurant
      • Bar
      • Parking
      • Kitchen

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    • Largo Resort4

      Largo Resort

      ★★★★★4.5 from 388 reviews

      • Pool
      • Spa
      • Parking
      • Kitchen
      • Pet friendly
      • Kid friendly

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    • New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools5

      New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

      ★★★★★4.5 from 44 reviews

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      How this list was put together

      6 Key Largo 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.

      Luca Ferreira

      Luca Ferreira Spain and Portugal

      Shuts the workshop two weeks every summer and rides. The Pyrenees, the Danube route and most of Portugal on frames he built himself, camping most nights.

      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.