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Islamorada · Hotel shortlist

Islamorada hotels for golfers

Luca Ferreira

Luca Ferreira Spain and Portugal

Updated 1 September 2026 · 10 Islamorada hotels assessed

These are my five favourites in Islamorada, out of the 10 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.7 down to 4.4.

The Islands of Islamorada is the one I would book myself.

The Islands of Islamorada

Highest rated of the five

The Islands of Islamorada

★★★★★4.7 from 170 reviews

The Islands of Islamorada comes out on top of this list, and not narrowly: 4.7 from 170 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 a 4 star property, found under city centre and around $520 a night on the dates we checked.

10 hotels in Islamorada qualified for this list and five made it. Tranquility Bay Beachfront Resort is the one I would book if the first is full.

Why it works for this trip

  • Poolsomewhere to cool off between walks
  • Spatreatment rooms on site, no booking a taxi for it
  • Air conditioningthe one that decides a summer trip
  • Bara drink without going back out
  • Family roomscots and larger rooms rather than a squeeze

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All five, ranked

  1. The Islands of Islamorada1

    The Islands of Islamorada

    ★★★★★4.7 from 170 reviews

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

    Check rates Read more

  2. Tranquility Bay Beachfront Resort2

    Tranquility Bay Beachfront Resort

    ★★★★★4.6 from 3,661 reviews

    • Pool
    • Spa
    • Gym
    • Restaurant
    • Bar
    • Parking

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  3. Cheeca Lodge & Spa3

    Cheeca Lodge & Spa

    ★★★★★4.4 from 2,709 reviews

    • Pool
    • Spa
    • Gym
    • Restaurant
    • Bar
    • Parking

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  4. Islander Resort4

    Islander Resort

    ★★★★★4.5 from 1,627 reviews

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

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  5. Bay Harbor Lodge and Coconut Bay Resort5

    Bay Harbor Lodge and Coconut Bay Resort

    ★★★★★4.5 from 521 reviews

    • Pool
    • Parking
    • Kid friendly
    • Air conditioning
    • Accessible

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How this list was put together

10 Islamorada 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.