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Boutique hotels in Key West

Independent boutique hotels in Key West, Florida. We publish what qualifies as boutique and the reason behind each pick.

  • Independent only
  • 26 qualifying stays in Key West

Boutique in Key West means the same thing it means everywhere else on this site: independently operated, four stars or fewer, running as a hotel, inn or B&B, with a guest score of 8.7 or higher. No chain soft brands, however boutique the marketing.

Key West is small enough that almost everything sits within a few blocks of Duval Street, which is both the appeal and the trade-off. Old Town holds the conch houses, the wraparound porches and most of the guesthouses; the newer resorts sit further out toward the airport. Many properties here are adults-only, so check before booking with children.

What qualifies for this list

  • Independent operator, no chain or soft-brand match
  • Hotel, inn or bed & breakfast
  • Four stars or fewer
  • Guest score 8.7+ with 100+ reviews

26 qualifying stays reviewed. 12 made this shortlist.

We start from every hotel, inn, resort, lodge and bed & breakfast in our United States dataset that scores 8.5 or higher on Booking.com with at least 100 guest reviews. For this page we then looked only at properties in Key West. See how we select hotels.

The shortlist

Ranked by Charming Score, independent properties first. Every figure below comes from our Booking.com data export (August 2026).

9.1 Charming ScoreThe Gardens Hotel, Downtown Key West, FL

The Gardens Hotel

Downtown Key West, FL

9.7 guest rating from 142 Booking.com reviews

  • Hotel
  • Independent
  • 4-star
  • Terrace
  • Pet friendly

Why it made the listIt ranks #1 of the 26 qualifying Key West properties we scored. Booking.com lists it as an independent hotel, rated 4 stars with a bar and a terrace. It sits at the top of the collection on price.

Best for: Travelers with pets

Know before you book: No on-site restaurant is listed and pets are allowed, but confirm fees and room limits with the property.

Indicative rate from $533 per night

Check availability
9.1 Charming ScoreIsland City House, Downtown Key West, FL

Island City House

Downtown Key West, FL

9.1 guest rating from 704 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Terrace

Why it made the listA 9.1 guest rating across 704 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent hotel, rated 3 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $399 per night

Check availability
9.1 Charming ScoreAlmond Tree Inn - Adults Only, Downtown Key West, FL

Almond Tree Inn - Adults Only

Downtown Key West, FL

9.5 guest rating from 253 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Terrace
  • Bar

Why it made the list253 reviews average out at 9.5 - high enough to clear our Key West cut-off comfortably. Booking.com lists it as an independent hotel, rated 3 stars with a pool, a bar and a terrace. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $629 per night

Check availability
9.1 Charming ScoreKey West Harbor Inn - Adults Only, Key West, FL

Key West Harbor Inn - Adults Only

Key West, FL

9.1 guest rating from 378 Booking.com reviews

  • Bed & breakfast
  • Independent
  • 4-star
  • Terrace
  • Bar

Why it made the listA 9.1 guest rating across 378 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent bed & breakfast, rated 4 stars with a bar and a terrace. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed.

Indicative rate from $309 per night

Check availability
8.9 Charming ScoreAndrews Inn & Garden Cottages, Key West, FL

Andrews Inn & Garden Cottages

Key West, FL

9.4 guest rating from 131 Booking.com reviews

  • Bed & breakfast
  • Independent
  • 4-star
  • Pool
  • Terrace

Why it made the listGuests score it 9.4 over 131 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent bed & breakfast, rated 4 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $345 per night

Check availability
8.9 Charming ScoreCoco Plum Inn, Key West, FL

Coco Plum Inn

Key West, FL

8.8 guest rating from 549 Booking.com reviews

  • Bed & breakfast
  • Independent
  • Pool
  • Terrace

Why it made the list549 reviews average out at 8.8 - high enough to clear our Key West cut-off comfortably. Booking.com lists it as an independent bed & breakfast, rated 3 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $381 per night

Check availability
8.9 Charming ScoreOrchid Key Inn - Adults Only, Downtown Key West, FL

Orchid Key Inn - Adults Only

Downtown Key West, FL

9.3 guest rating from 260 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Bar

Why it made the listA 9.3 guest rating across 260 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent hotel, rated 3 stars with a pool and a bar. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $606 per night

Check availability
8.8 Charming ScoreThe Speakeasy Inn and Rum Bar, Key West, FL

The Speakeasy Inn and Rum Bar

Key West, FL

9.1 guest rating from 310 Booking.com reviews

  • Bed & breakfast
  • Independent
  • Bar

Why it made the listA 9.1 guest rating across 310 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent bed & breakfast, rated 3 stars with a bar. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed.

Indicative rate from $371 per night

Check availability
8.8 Charming ScoreThe Casablanca Hotel, Key West, FL

The Casablanca Hotel

Key West, FL

8.7 guest rating from 532 Booking.com reviews

  • Bed & breakfast
  • Independent
  • Pool
  • Bar

Why it made the listGuests score it 8.7 over 532 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent bed & breakfast, rated 3 stars with a pool and a bar.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $242 per night

Check availability
8.8 Charming ScoreLa Pensione Inn - Adult Exclusive, Downtown Key West, FL

La Pensione Inn - Adult Exclusive

Downtown Key West, FL

8.7 guest rating from 643 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Terrace

Why it made the listIt ranks #10 of the 26 qualifying Key West properties we scored. Booking.com lists it as an independent hotel, rated 3 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $306 per night

Check availability
8.7 Charming ScoreLa Te Da - Adult Only, 21 or older, Downtown Key West, FL

La Te Da - Adult Only, 21 or older

Downtown Key West, FL

9.2 guest rating from 156 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Restaurant
  • Terrace

Why it made the listGuests score it 9.2 over 156 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent hotel, rated 3 stars with a pool, an on-site restaurant and a bar. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: Our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $405 per night

Check availability
8.6 Charming ScoreWeatherstation Inn Circa 1911, Key West, FL

Weatherstation Inn Circa 1911

Key West, FL

8.9 guest rating from 246 Booking.com reviews

  • Bed & breakfast
  • Independent
  • Pool
  • Terrace

Why it made the listIt ranks #12 of the 26 qualifying Key West properties we scored. Booking.com lists it as an independent bed & breakfast, rated 2 stars with a pool and a terrace.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $246 per night

Check availability

Availability and rates are checked on Booking.com. If you book through a link on this page we may earn a commission, at no extra cost to you. It never changes which hotels we select or how they are ranked. Full disclosure.

Also worth a look

Next in line on the same criteria.

8.5 Charming ScoreThe Porch on Frances Inn - Adults Exclusive, Key West, FL

The Porch on Frances Inn - Adults Exclusive

Key West, FL

9.2 guest rating from 132 Booking.com reviews

  • Inn
  • Independent
  • Terrace

Why it made the listGuests score it 9.2 over 132 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent inn with a terrace. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and no star rating is published for this property.

Indicative rate from $323 per night

Check availability
8.5 Charming ScoreKey West Bed and Breakfast, Key West, FL

Key West Bed and Breakfast

Key West, FL

8.8 guest rating from 265 Booking.com reviews

  • Bed & breakfast
  • Independent

Why it made the listIt ranks #2 of the 26 qualifying Key West properties we scored. Booking.com lists it as an independent bed & breakfast, rated 3 stars. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed.

Indicative rate from $338 per night

Check availability
8.4 Charming ScoreMarreros Guest Mansion - Adult Only, Key West, FL

Marreros Guest Mansion - Adult Only

Key West, FL

9.1 guest rating from 120 Booking.com reviews

  • Bed & breakfast
  • Independent
  • Pool
  • Terrace

Why it made the listGuests score it 9.1 over 120 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent bed & breakfast, rated 2 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

Know before you book: No on-site restaurant is listed and our source data does not say whether the pool is indoor or outdoor.

Indicative rate from $336 per night

Check availability
8.4 Charming ScoreThe Mermaid & The Alligator, Downtown Key West, FL

The Mermaid & The Alligator

Downtown Key West, FL

9.1 guest rating from 148 Booking.com reviews

  • Hotel
  • Independent
  • Pool

Why it made the list148 reviews average out at 9.1 - high enough to clear our Key West cut-off comfortably. Booking.com lists it as an independent hotel with a pool. It sits at the top of the collection on price.

Best for: Well-rated, no-surprises stays

Know before you book: No on-site restaurant is listed and no star rating is published for this property.

Indicative rate from $433 per night

Check availability
8.3 Charming ScoreElla's Cottages - Key West Historic Inns, Downtown Key West, FL

Ella's Cottages - Key West Historic Inns

Downtown Key West, FL

8.7 guest rating from 169 Booking.com reviews

  • Hotel
  • Independent
  • Pool
  • Terrace
  • Pet friendly

Why it made the listGuests score it 8.7 over 169 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent hotel, rated 3 stars with a pool and a terrace. It sits at the top of the collection on price.

Best for: Travelers with pets

Know before you book: No on-site restaurant is listed and pets are allowed, but confirm fees and room limits with the property.

Indicative rate from $487 per night

Check availability

Keep exploring

Hotels in Key WestAll selected staysPet friendly hotels in Key WestPets allowed per Booking.com

Common questions

How many hotels in Key West made this shortlist?

17 properties cleared our criteria and 12 are shown above, ranked by Charming Score. The highest-scoring is The Gardens Hotel at 9.1, with a 9.7 guest rating from 142 Booking.com reviews.

What do these stays cost?

Indicative nightly rates for the shortlist run from about $242 to $629 in our data export. Rates move with date, season and availability, so the figure on each card is a starting point rather than a quote.

What is the Charming Score?

It is our own 0-10 selection score, not a guest rating. It combines the Booking.com guest score (45%), review volume (20%), property class (10%), amenity fit (10%), independence and property character (10%) and price positioning (5%). The full method is published on the Charming Score page.

Have you stayed at these hotels?

No, and we do not pretend otherwise. Our selections come from guest data, property facts and location, not from first-hand visits. Our editorial policy explains exactly what we do and do not claim.