Small Hotels, B&Bs, Guesthouses, Inns in Key West FL

The Mermaid & The Alligator

Hotel in Key West FL

9.3

Excellent

From $248

$

Small Hotel

Located in Key West, The Mermaid & The Alligator offers a charming and intimate experience. The guesthouse features uniquely decorated rooms and a cozy atmosphere, perfect for a relaxing and personalized stay.

Andrews Inn & Garden Cottages

Bed & Breakfast in Key West FL

9.5

Excellent

From $268

$

Small Bed & Breakfast

This bed and breakfast offers charming garden cottages, providing a private and intimate experience. The cozy atmosphere and personalized service contribute to a memorable stay.

Authors Key West Guesthouse

Guest House in Key West FL

8.8

Excellent

From $124

$

Small Guest House

This guesthouse offers a literary-themed ambiance with cozy and unique rooms. The personalized service and attention to detail create a charming and intimate experience.

Seascape Tropical Inn

Inn in Key West FL

8.6

Very Good

From $192

$

Small Inn

This cozy, adults-only B&B is nestled on a quiet side street close to Duval Street. Comfortable rooms feature wicker furniture, unique artwork and bright colored walls for a tropical vibe, plus there's a heated pool and hot tub, and an honesty bar for drinks.

The Conch House Heritage Inn

Bed & Breakfast in Key West FL

9.4

Excellent

From $213

$

Small Bed & Breakfast

This bed and breakfast offers a historic setting with cozy and well-appointed rooms. The personalized service and attention to detail create a charming and intimate atmosphere.

Key West Harbor Inn - Adults Only

Bed & Breakfast in Key West FL

9.2

Excellent

From $230

$

Small Bed & Breakfast

As an adults-only bed and breakfast, it provides a quiet and intimate retreat. The focus on personalized service and attention to detail ensures a relaxing and enjoyable stay.

Coco Plum Inn

Bed & Breakfast in Key West FL

8.8

Excellent

From $180

$

Small Bed & Breakfast

Located in the heart of Key West's Old Town, this lovingly restored historic hotel is two Victorian houses made into one. Charming individually-decorated rooms ooze glamour with tropical touches giving a nod to the island location. Ferns and palms create welcome shade in the lush garden.

The Garden House

Guest House in Key West FL

8.8

Excellent

From $140

$

Small Guest House

This guesthouse features a serene garden setting, providing a peaceful and intimate retreat. The cozy rooms and personalized service create a relaxing and memorable stay.

Old Town Manor

Bed & Breakfast in Key West FL

9.0

Excellent

From $166

$

Small Bed & Breakfast

This bed and breakfast is located in a historic building, offering a charming and intimate atmosphere. The cozy rooms and personalized service ensure a memorable and enjoyable stay.

The Artist House

Bed & Breakfast in Key West FL

9.4

Excellent

From $264

$

Small Bed & Breakfast

This bed and breakfast offers an artistic ambiance with unique and cozy rooms. The personalized service and attention to detail create a charming and intimate experience.

Courtney's Place Historic Cottages & Inns

Guest House in Key West FL

8.9

Excellent

From $190

$

Small Guest House

Featuring historic cottages, this guesthouse provides a charming and intimate setting. The cozy accommodations and personalized service ensure a relaxing and memorable stay.

La Pensione Inn - Adult Exclusive

Hotel in Key West FL

8.6

Very Good

From $179

$

Small Hotel

As an adult-exclusive bed and breakfast, it offers a quiet and intimate retreat. The focus on personalized service and attention to detail ensures a relaxing and enjoyable experience.

The Grand Guesthouse

Bed & Breakfast in Key West FL

8.5

Very Good

From $165

$

Small Bed & Breakfast

This guesthouse offers well-appointed rooms and a cozy atmosphere, providing a comfortable and intimate stay. The personalized service and attention to detail create a welcoming environment.

Weatherstation Inn Circa 1911

Bed & Breakfast in Key West FL

8.9

Excellent

From $181

$

Small Bed & Breakfast

Housed in a historic building dating back to 1911, this bed and breakfast provides a unique and charming atmosphere. The cozy rooms and personalized service ensure a memorable stay.

Paradise Inn - Adult Exclusive

Inn in Key West FL

8.6

Very Good

From $246

$

Small Inn

As an adult-exclusive inn, it provides a tranquil and intimate getaway. The focus on personalized service and attention to detail ensures a relaxing and enjoyable experience.

Alexander's Guesthouse-Adult Exclusive, LGBTQ Friendly

Bed & Breakfast in Key West FL

9.3

Excellent

From $308

$

Small Bed & Breakfast

This adult-only guesthouse caters to the gay and lesbian community, offering a welcoming and intimate environment. The personalized service and attention to detail create a comfortable and enjoyable stay.

Southernmost Point Guest House & Garden Bar

Bed & Breakfast in Key West FL

9.3

Excellent

From $183

$

Small Bed & Breakfast

This charming guest house is near the southernmost point. The cozy rooms and garden bar offer a relaxing and intimate experience.

Old Town Suites

Guest House in Key West FL

8.2

Very Good

From $225

$

Small Guest House

Located in Old Town Key West, these suites provide a cozy and convenient base for exploring the area. The intimate setting and personalized service ensure a comfortable stay.

Douglas House

Inn in Key West FL

9.0

Excellent

From $170

$

Small Inn

This inn offers a cozy and intimate setting with well-appointed rooms. The personalized service and attention to detail contribute to a relaxing and memorable stay.

The Casablanca Hotel

Bed & Breakfast in Key West FL

8.9

Excellent

From $141

$

Small Bed & Breakfast

This bed and breakfast offers a charming and intimate experience. It is located in a historic building on Duval Street.

Small Hotels in Key West FL