Key West Boutique Hotels Guide
Boutique hotels by neighborhood; handpicked for design, walkability, and a true island vibe.
Historic charm, tropical flair, and zero cookie-cutter stays. This curated guide to Key West boutique hotels spotlights stylish, character-filled properties across Old Town and the island’s most walkable neighborhoods — all set in the heart of a vibrant island city.
From design-forward Victorian mansions to tropical garden inns tucked behind white picket fences, these stays bring more than just a place to sleep. Every hotel listed in Key West, Florida is available on Expedia and offers something distinct — whether it’s a rooftop pool, curated decor, or romantic privacy. Many boutique hotels are just a few blocks from major attractions, making it easy to walk everywhere and explore the best of the city on foot. Perfect for couples, solo travelers, or anyone who believes the hotel should be part of the destination.
Looking for more options? Check out our full Key West Hotel Guide — it’s more of a neighborhood-by-neighborhood breakdown that includes resorts, family-friendly spots, and budget picks across the island. For a full itinerary and travel tips, don’t miss the Key West Travel Guide.
Southernmost Point / Duval Street
Close to the beach, Butterfly Conservatory, and photo ops at the Southernmost Point
Southernmost House Hotel
Style: Queen Anne mansion with tropical glam | Budget: $$$
A beachfront favorite for boutique luxury, the Southernmost House Hotel sits at the southern edge of Duval and delivers history with a tropical twist. Expect spacious rooms, an infinity-edge outdoor pool and hot tub, and restored Victorian architecture with vintage accents and pastel hues. The adults-only vibe keeps things serene, ideal for couples seeking a bit of peace just steps from the action.
Best for: Oceanfront views, couples, travelers seeking history + style
Speakeasy Inn & Rum Bar
Style: Quirky + vintage with tropical flair | Budget: $$
Just a few doors down from the Southernmost Point, Speakeasy Inn captures Key West’s offbeat soul with Prohibition-era touches, a lively on-site rum bar, and rooms that feel like cozy apartments. Look for vintage-style furnishings, wood floors, and original island art. The location couldn’t be more convenient — right on Duval Street with a touch of old-school Key West weirdness.
Best for: Social travelers, bar lovers, quirky stays with flair
Duval Street / Historic Old Town
Walkable to nightlife, Mallory Square, and top-rated restaurants
The Saint Hotel, Autograph Collection
Style: Bold, modern, and unapologetically playful | Budget: $$$
Equal parts sultry and stylish, The Saint Hotel redefines island glam. With jewel-toned velvet, mood lighting, and design-forward rooms filled with sleek furnishings and bold art, this adults-only stay feels more South Beach than sleepy seaside. You’re steps from Hemingway’s house and some of the best nightlife in town. If you love unique, design-driven accommodations, you might also enjoy exploring the best boutique hotels in San Diego by neighborhood.
Best for: Party-ready weekends, nightlife proximity, splashy design lovers
Historic Seaport District
Steps from waterfront restaurants, galleries, and ferry docks
The Marker Key West Harbor Resort
Style: Contemporary resort meets boutique feel | Budget: $$$
Bright, breezy, and spacious, The Marker delivers on modern comfort. You’ll find private balconies, three pools, a poolside bar, and even a full-service spa with a relaxing coastal aesthetic. Interiors feature clean lines, coastal art, and splashes of teal and sand. It’s resort perks without the resort chaos.
Best for: Modern luxury seekers, walkable stays, couples or small groups
Simonton Street / Old Town
Close to Ernest Hemingway House, great dining, and shopping
Seascape Tropical Inn
Style: Peaceful, homey, lush garden feel | Budget: $$
Tucked off the main drag, Seascape Tropical Inn is an adults-only gem known for its garden paths, canopy beds, and breezy patios. Rooms lean classic Key West — think whitewashed furniture, soft floral linens, and shuttered windows that let in island breezes. It’s ideal for unwinding after sightseeing.
Best for: Relaxed trips, couples, travelers seeking a quiet oasis near everything
Old Town / Truman Annex
Near Truman Waterfront Park and historic Fort Zachary Taylor
Amsterdam’s Curry Mansion Inn
Style: Victorian bed & breakfast with social charm | Budget: $$
A classic bed-and-breakfast with wraparound porches and furnished balconies, Curry Mansion blends friendly service with vintage Key West vibes. Expect antique armoires, clawfoot tubs, and a homey charm that feels like staying at your eccentric aunt’s tropical estate.
Best for: Bed-and-breakfast lovers, social travelers, casual luxury
Old Town / Center of it All
One block from Duval Street and cultural attractions
Douglas House
Style: Classic Key West cottage charm | Budget: $$
A cluster of conch-style cottages, Douglas House is a leafy escape with private porches, tropical landscaping, and a laid-back pool. Inside, expect island art prints, rattan accents, and a calm, coastal palette that fits right into Old Town.
Best for: Affordable charm, privacy with a central location, digital detox
White Street Gallery District
Near art galleries, cafes, and Old Town architecture
Heron House
Style: Garden hideaway with adult-only serenity | Budget: $$
With open-air walkways, lush foliage, and a secluded outdoor pool, Heron House feels more like a tropical villa than a hotel. The design is airy and minimal with handcrafted furniture and botanical prints that echo the gardens outside.
Best for: Garden lovers, quiet mornings, introverts with style
Near Truman & Duval
Close to Duval Street, restaurants, and beaches
Almond Tree Inn
Style: Refined tropical with lush landscaping | Budget: $$$
Tucked away just one block from Duval Street, Almond Tree Inn blends boutique sophistication with a lush, garden-like atmosphere. Rooms are bright and stylish, featuring modern coastal decor, local art, and luxurious touches like rainfall showers and plush bedding. The property offers a heated pool, hot tub, and complimentary happy hour — all within walking distance of top attractions.
Best for: Couples, quiet luxury seekers, travelers wanting a serene stay near the action
South Street / One Block from Duval
Close to Duval Street, restaurants, and beaches
Best Western Hibiscus Motel
Style: Budget-friendly retro with tropical flair | Budget: $
Don’t let the chain name fool you — Best Western Hibiscus is a pastel-drenched hideaway with classic motel bones and mid-century tropical style. Big rooms, retro tile, and one of the best pools on the island make it a surprisingly stylish pick.
Best for: Pool lovers, budget-conscious travelers, vintage motel fans
Frequently Asked Questions (FAQ)
| Question | Answer |
|---|---|
| What is the best boutique hotel near Duval Street? | The Saint Hotel is ideal for nightlife lovers, while Seascape Tropical Inn offers a quiet escape just off the strip. |
| Do Key West boutique hotels have pools? | Yes — most offer outdoor pools and hot tubs, with The Marker and Southernmost House known for their stunning options. |
| Are any boutique hotels in Key West oceanfront? | Southernmost House Hotel offers direct ocean views from a Victorian mansion right at the water’s edge. |
| What are some convenient locations to stay in Key West? | Old Town, Seaport District, and South Street are all great walkable areas close to dining, shopping, and attractions. |
| Do boutique hotels in Key West offer spa amenities? | Many boutique hotels offer spa treatments or full-service spa access, especially in higher-end properties like The Marker. |
The Florida Keys
Dreaming of a sun-soaked escape where history, culture, and natural beauty come together? Welcome to the Florida Keys — a 120-mile stretch of tropical islands that feels worlds away from the everyday. At the very tip lies Key West, a town that perfectly captures the laid-back spirit and vibrant energy of the Keys.
Key West’s Old Town is the heart of the island, where pastel-hued cottages, lush gardens, and historic architecture line the streets. Here, you’ll find art galleries tucked between lively cafes, and the iconic Duval Street buzzing with restaurants, bars, and unique shops.
Whether you’re here for a romantic getaway, a friends’ adventure, or a solo retreat, Key West’s boutique hotels provide the perfect home base — with private cottages, pools, spas, and balconies that make the hotel part of the experience.
So pack your bags, channel your inner tropical daydream, and get ready to explore. This island is waiting. Planning a romantic trip? You might also like my roundup of cheap romantic getaways for couples.
🌴 More Key West Inspiration
-
🏝️
Key West Travel Guide: What to See, Eat & Explore
Your full island itinerary — attractions, food, and can’t-miss moments. -
🏨
Key West Hotel Guide: Where to Stay by Neighborhood & Budget
From budget picks to resort-style stays, here’s how to choose the right home base. -
📸
Key West Photo Journal: Color, Culture & Beach Vibes
A visual love letter to the island — no filters needed. -
✨
Boutique Hotels in Key West
You’re here! Bookmark or share this guide for your next tropical escape.