A refined retreat on Caroline Street, where the spirit of Key West meets considered design and unhurried comfort.
Bananas Foster Guesthouse was born from a simple conviction: that a stay in Key West should feel neither rushed nor generic. We envisioned a place where the island's warmth is matched by thoughtful design — where every detail serves the guest's comfort and every corner invites pause.
Located on Caroline Street, one of Old Town's most characterful addresses, our guesthouse sits within walking distance of the ocean, the historic seaport, and the vibrant heart of Key West — yet remains a sanctuary of calm.
Each space is thoughtfully appointed with quality linens, natural materials, and a palette drawn from the Florida Keys.
A spacious suite with king bed, private balcony overlooking the courtyard garden, and a marble bath with rainfall shower.
An intimate room featuring a queen bed, curated reading nook, and hand-selected artwork reflecting local island artists.
A bright, airy room with twin beds, perfect for friends or colleagues, featuring coastal textiles and natural light all day.
Steps from Mallory Square, the seaport, and the finest dining Key West has to offer — without the noise.
We believe hospitality should feel personal, not procedural. Every guest receives our full attention and care.
Every room is curated with quality materials, local artistry, and a palette that honors the island's natural light.
Warm, genuine, and attentive — the Florida Keys spirit is woven into everything we do for our guests.
Caroline Street is one of the island's most desirable addresses — a tree-lined block where historic homes meet vibrant street life. You are a short walk from the Atlantic, the historic seaport, and the legendary sunset celebrations at Mallory Square.
Whether you're seeking a quiet escape or a base for island exploration, Bananas Foster Guesthouse offers a stay that feels both refined and genuinely welcoming. Reach out to us directly to begin your reservation.