Best places to stay in Key West

Situated directly on Duval Street with rooftop pool, 4 restaurants, and a landmark historic facade

Just 1 minute's walk from Duval Street, set on a private Old Town beach with full-service spa

Waterfront Old Town location with a celebrated Sunset Pier, spa, and 3 on-site dining options

Adult-only hideaway one minute's walk from Duval Street, featuring two pools in a lush garden setting

Central Old Town address with luxury accommodations and boutique, historic character throughout

Centrally located Old Town waterfront resort with exceptional design and pet-friendly boutique atmosphere

Adults-only Autograph Collection property on the edge of Old Town with fitness center, pool, and bar

Historic adult-only inn with four pools, just 2 minutes from Duval Street in the heart of Old Town

Boutique Old Town cottages 2 minutes' walk from Duval Street with heated pool and poolside breakfast

Waterfront Old Town location adjacent to Key West Aquarium with heated pool, hot tub, and refined design

Just 700 metres from Mallory Square, with balconied suites and a serene harbor setting for couples

Only 700 metres from Mallory Square, this adults-only historic inn features a pool and intimate terrace

Two minutes' walk from Key West seaport, with Victorian-inspired rooms, private kitchens, and a garden pool

Art deco boutique hotel in Old Town with a spa, jacuzzi, and lush tropical courtyard for romantic retreats

Serene adults-only inn with a lotus pond, koi garden, and brick-path grounds perfect for a couples escape

Historic Old Town inn with private balconies and a romantic setting nine minutes' walk from Hemingway House

Three pools, Duval Street just 750 metres away, and a romantic bungalow atmosphere in the heart of Key West

Opposite the Hemingway Museum in Old Town, with a heated pool, poolside bar, and a cozy romantic ambiance

Adults-only retreat four minutes from Hemingway House with a hot tub, outdoor pool, and daily continental breakfast

200 metres from Duval Street with a rooftop pool, sun terrace, and adults-only atmosphere ideal for couples

Family rooms, outdoor pool, and a lively restaurant just 1.4 km from Higgs Beach

Private beach, two oceanfront pools, and dedicated family rooms on a historic 1920s resort

Complimentary shuttle to Old Town Key West makes it easy for families to reach the Aquarium and Fort Taylor

137-metre private beach and beachfront family rooms in Key West's Old Town, walkable to Fort Zachary Taylor

Waterfront resort with private beach area, family rooms, and Duval Street just 3 minutes' walk away

Private Gulf of Mexico beach, family rooms, and a free city-centre shuttle for easy attraction access

Large outdoor pool with poolside cabanas and daily hot breakfast, 5 minutes' drive from Old Town Key West

Gulf of Mexico location with heated outdoor pool and hot tub, family rooms, and on-site dining options

Beachfront access, private beach area, and family rooms with sea-view balconies on the Gulf of Mexico

Just 4 minutes' walk from the Southernmost Point, heated pool, and family-friendly budget-conscious rooms

Just 3 minutes' walk from the Hemingway House, with a heated pool, hot tub, and daily continental breakfast on Duval Street

One block from the Ernest Hemingway House, featuring a lush tropical garden and outdoor pool with free Wi-Fi

Just 2 minutes' walk from the Hemingway Home, this adults-only inn offers a shared pool in a quiet Old Town setting

Less than 2 minutes' walk from the Hemingway Museum, with private balconies and a historic Key West character

Only 2 minutes' walk from the Hemingway Home, this adults-only B&B serves daily breakfast in a romantic Old Town setting

A 3-minute walk from the Hemingway Home, offering self-catering suites with fully equipped kitchens in the heart of Old Town

Steps off Duval Street, this intimate garden cottage inn places guests within easy walking distance of the Hemingway House

Seven Caribbean-style buildings centered on Duval Street, serving Belgian waffle breakfasts in a boutique Old Town setting

Adults-only mansion on Duval Street with a year-round outdoor pool and terrace, just a 1-minute walk from the historic district

A quiet adults-only guesthouse 4 minutes' walk from Duval Street and close to Fort Zachary Taylor Beach

Set in Old Town with 3 outdoor pools and a hot tub, just steps from Duval Street bars and restaurants

A 3-minute walk to Duval Street's art galleries and cafés, with two outdoor pools and a full hot breakfast

On Duval Street with an on-site restaurant and bar, and the Southernmost Point just 300 metres away

Ten-minute walk to Duval Street nightlife and dining, with a pool and daily continental breakfast included

Art Deco hotel in downtown Key West with a heated pool, hot tub, and sun terrace within walking distance of Duval Street

One-minute walk from Duval Street, offering historic cottages with full kitchens and an outdoor pool

Central Old Town location with a pool, hot tub, and daily cheese-and-wine happy hour for adults

Adults-only Old Town bed and breakfast with breakfast and complimentary mimosas included every morning

A 3-minute walk to iconic Duval Street in a historic building, with a spa hot tub and daily continental breakfast

Old Town inn within walking distance of local attractions, beaches, and Key West's dining scene

Free daily breakfast buffet and a shuttle to Old Town helps stretch every travel dollar

Just 2 minutes from Key West Airport with free WiFi, a tiki bar, and on-site dining

Free buffet breakfast daily and a complimentary airport shuttle make budget planning effortless

Two outdoor pools and fully equipped kitchen apartments just 1 mile from Key West Airport

Full kitchen suites with private balconies and free parking cut costs for self-catering travelers

Screened-in balconies and fully equipped kitchens let budget travelers cook and save on meals

Kitchenette-equipped rooms with sea views and free WiFi offer strong value near the airport corridor

Perched at the gateway to Key West with poolside cabanas, tiki cocktails, and on-site dining

Tagged as an exceptional design hotel with an outdoor pool and pet-friendly, sustainability-certified credentials

All-suite design property just one block from the Atlantic Ocean with two heated outdoor pools and full kitchen suites

Exceptional design hotel in a central location, recognized for both historical character and luxury accommodations

Beachfront resort with a private beach area, saltwater pool, and exceptional design theme steps from the water

Private Gulf of Mexico beach, marina access, hot tub, and on-site water sports for a full beachside experience

South Beach less than 1 km away, with a jacuzzi, heated pool, and luxury accommodations in a boutique setting

A 4-star adults-only retreat positioned at the southernmost edge of Key West, close to the Atlantic shoreline

A private island retreat with direct waterfront access and legendary Key West sunset panoramas

Adults-only 4-star property with an outdoor pool, restaurant, and romantic luxury accommodations near Mallory Square

Historic harbor-side inn featuring a sun terrace, bar, and indoor pool with open-air bathing in the heart of Key West

Panoramic views of Garrison Bight marina with a sun deck and outdoor pool steps from the water

Adults-only romantic retreat with a terrace, outdoor pool, and luxury accommodations in a walkable Key West location

Two heated outdoor pools and a hot tub just five minutes' walk from the Atlantic Ocean

Adults-only 3-star property with a tranquil atmosphere suited for couples seeking an intimate Key West escape

Steps from the famous Southernmost Point on Historic Duval Street, with an outdoor pool and wonderful breakfast

Just a 7-minute walk from the Southernmost Point, a straightforward and budget-friendly base for first-timers

Two outdoor pools and daily continental breakfast, with Duval Street just 2 minutes on foot

Saltwater pool and a short walk to South Beach, sitting right in the heart of Old Town Key West

Classic Key West motel with Cuban tile floors and a rooftop sun deck, fewer than 3 blocks from Duval Street

Family-friendly 4-star property with a pool and garden, transparently priced with no hidden resort fees

Adult-only B&B under 1.6 km from the Southernmost Point, serving daily breakfast with organic fruit and pastries

Made-to-order breakfast and a heated outdoor pool in the heart of Key West's walkable Old Town

Caribbean-inspired rooms with private entrances and bicycle rentals - ideal for exploring the island independently

Free WiFi throughout, in-room flat-screen TV and ceiling fan create a calm, functional work environment

Adults-only setting with a lush garden and seating area ideal for quiet focus between work sessions

Tea and coffee maker in every room plus free WiFi supports a steady remote work routine

Private terrace, tea and coffee setup, and free WiFi make each room a comfortable work base

In-room WiFi included in resort fee alongside coffee and tea service for an uninterrupted workday

Indoor and outdoor seating areas with free WiFi offer flexible spots to work beyond the room

Aparthotel-style unit with a fully equipped kitchen, private patio, and free WiFi suits extended stays