Hotels in Key West

Our shortlist of hotels in Key West, Florida: every qualifying property within 6 miles of the centre, with the reason behind each pick.

26 qualifying stays
6 mile radius

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.

Areas covered: Old Town, Duval Street, Truman Annex, Bahama Village, New Town.

Selection radius: properties within 6 miles of the centre of Key West, measured from coordinates in our source data.

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).

9.5 Charming Score Santa Maria Suites Resort, Key West, FL

Santa Maria Suites Resort

Key West, FL

9.3 guest rating from 693 Booking.com reviews

Resort
Independent
4-star
Pool
Spa & wellness

Why it made the list693 reviews average out at 9.3 - high enough to clear our Key West cut-off comfortably. Booking.com lists it as an independent resort, rated 4 stars with a pool, spa and wellness facilities and an on-site restaurant. It sits at the top of the collection on price.

Best for: Slow, restorative stays - Pool days and longer stays

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

Indicative rate from $595 per night

Check availability

9.5 Charming Score H2O Suites- Adults Only, Key West, FL

H2O Suites- Adults Only

Key West, FL

9.5 guest rating from 531 Booking.com reviews

Resort
Independent
4-star
Pool
Spa & wellness

Why it made the listA 9.5 guest rating across 531 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent resort, rated 4 stars with a pool, spa and wellness facilities and a bar. It sits at the top of the collection on price.

Best for: Slow, restorative stays - Pool days and longer 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 $618 per night

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9.1 Charming Score The 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 #3 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

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9.1 Charming Score Island 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

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9.1 Charming Score Almond 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 Score Key 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

9.1 Charming Score The Perry Hotel & Marina Key West, Key West, FL

The Perry Hotel & Marina Key West

Key West, FL

9.0 guest rating from 409 Booking.com reviews

Resort
Independent
4-star
Spa & wellness
Restaurant

Why it made the listA 9.0 guest rating across 409 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent resort, rated 4 stars with spa and wellness facilities, an on-site restaurant and a bar. It sits at the top of the collection on price.

Best for: Outdoor trips - Travelers with pets

Know before you book: Pets are allowed, but confirm fees and room limits with the property.

Indicative rate from $358 per night

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9.1 Charming Score Eden House, Key West, FL

Eden House

Key West, FL

8.5 guest rating from 993 Booking.com reviews

Inn
Independent
Pool
Spa & wellness
Restaurant

Why it made the listA 8.5 guest rating across 993 reviews is among the strongest Key West returns in our source data. Booking.com lists it as an independent inn, rated 3 stars with a pool, spa and wellness facilities and an on-site restaurant. It sits at the top of the collection on price.

Best for: Couples and weekend escapes

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

Indicative rate from $373 per night

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8.9 Charming Score Andrews 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

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8.9 Charming Score Coco 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

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8.9 Charming Score Orchid 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

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8.8 Charming Score The 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

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.

8.8 Charming Score The 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 Score Aqua Lodges At Hurricane Hole Marina, Key West, FL

Aqua Lodges At Hurricane Hole Marina

Key West, FL

8.6 guest rating from 451 Booking.com reviews

Hotel
Independent
Restaurant
Terrace
Pet friendly

Why it made the listGuests score it 8.6 over 451 reviews, which is what put it on the Key West shortlist. Booking.com lists it as an independent hotel, rated 3 stars with an on-site restaurant, a bar and a terrace.

Best for: Travelers with pets

Know before you book: Pets are allowed, but confirm fees and room limits with the property.

Check availability

8.8 Charming Score La 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 #3 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

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8.7 Charming Score The Grand Guesthouse, Key West, FL

The Grand Guesthouse

Key West, FL

8.6 guest rating from 784 Booking.com reviews

Bed & breakfast
Independent

Why it made the listIt ranks #4 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 $481 per night

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8.7 Charming Score La 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 Score Weatherstation 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 #6 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

Keep exploring

Boutique hotels in Key WestIndependent, small-scale stays Pet friendly hotels in Key WestPets allowed per Booking.com All destinationsEvery city we have shortlisted

Common questions

Are Key West hotels adults-only?

A significant share of the small guesthouses in Old Town are. Our cards flag what the source data reports, but confirm the policy with the property before booking.

How many hotels in Key West made this shortlist?

26 properties cleared our criteria and 12 are shown above, ranked by Charming Score. The highest-scoring is Santa Maria Suites Resort at 9.5, with a 9.3 guest rating from 693 Booking.com reviews.

What do these stays cost?

Indicative nightly rates for the shortlist run from about $309 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.