Boutique hotels in Key West

The room features a queen size bed with a light green patterned comforter. A flat screen TV is mounted on the wall opposite, alongside a small white table and lamp. Natural light enters through a window with sheer curtains, complemented by artwork on the walls.

4.95 out of 5 average rating, 61 reviews

Speakeasy Inn - Room 1B (1 Queen Bed)

This room sleeps 2 and has a queen size bed. It is located upstairs behind Room 1A with a sitting area on the wrap around balcony. This room has a private bath with shower, hair dryer and a clawfoot bathtub. The kitchenette is equipped with a refrigerator, microwave, toaster, coffee maker and dishware. A flat screen TV with cable channels, WiFi, individual A/C and iron and ironing board are among the many amenities in this room. Parking available on a first come first serve basis.

A waterfront rental property is shown, featuring a two-story building painted in a soft peach hue. Several palm trees frame the scene, while wooden docks extend into the calm waters. A spacious balcony overlooks the dock area, providing access to the scenic Florida Bay.

5 out of 5 average rating, 36 reviews

Conch Key Villas #1. Fun, fishing & great sunsets

Studio One's waterfront rental is located on the ground level. Our units differ vastly from other Florida Keys lodgings because our property is right on Florida Bay. If you trailer your boat, the dockage is a few feet from the back door. Our docks can handle boats up to 25’ and you can park your trailer in our front lot. There is a boat ramp just two blocks away. Studio 1 can sleep 2 adults and one child (up to 12 years). We have a king size bed and a futon.

4.89 out of 5 average rating, 467 reviews

Mallory House Room #3

There is no better place for your Key West stay than Mallory House. This historic circa 1890’s home is located on Duval Street in the Gato Cigar Factory Village. Mallory House is steps away from famous attractions, restaurants, cafés, bars and shops. Stay within close proximity to the Southernmost point and beach, the Hemingway house and lighthouse. Enjoy a complimentary cup of coffee on our spacious balcony overlooking world famous Duval Street.

A spacious bedroom features a comfortable bed with crisp white linens. Nightstands with lamps are positioned on either side, providing soft lighting. A decorative bench sits at the foot of the bed, complementing the warm wood tones of the flooring and furnishings.

4.88 out of 5 average rating, 24 reviews

Paradise Inn Deluxe King Suite with Free Breakfast

Experience all that our historical island has to offer while being able to unwind and relax in our historic Key West Inn, exclusive adult-only. With a refreshing pool area and shaded patios, you won’t have to leave our beautiful boutique-style Inn to feel like you are in a tropical haven. Lounge under the palms while sipping your beverage of choice, or take a dip in the inviting waters of the pool or hot tub.

A spacious room features a large wooden bed with crisp white bedding. Light from a sliding glass door illuminates the space, revealing a view of palm trees and the outdoors. A ceiling fan and two bedside lamps provide ambient lighting, with a small desk and seating area visible.

4.85 out of 5 average rating, 275 reviews

Wreckers House King Room - Adults Only

Adults-only building for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge and an espresso machine.

A sparkling outdoor swimming pool is framed by swaying palm trees and lush tropical plants. Sun loungers are arranged around the pool area, providing ample space for relaxation. The backdrop features a charming white building with balconies and blue accents, creating a serene atmosphere.

4.91 out of 5 average rating, 11 reviews

2BR Unit, Enjoy Paradise with On-site Pools!

Step into a world of white sands and glimmering pools, where boat drinks and watersports are just steps from your front door. Explore vibrant Duval Street's shops and nightlife. Lounge at Smathers Beach via our complimentary shuttle. Immerse in historic Old Town Key West's charm. Adventure with kayaking and water sports, then unwind at our four pools. Your ideal Key West getaway awaits!

An aerial view captures a spacious resort pool shaped like a flower, surrounded by palm trees and lounge chairs. Aqua umbrellas provide shade around the pool's perimeter, while the clear blue water reflects the surrounding tropical landscape.

Marathon Oceanfront Room | King Bed + 5 Pools

Indulge in oceanfront luxury with the Oceanfront Balcony | King room. Featuring a plush king bed, a spa-like bath with a deep soaking tub and walk-in rainfall shower, and a private oceanview terrace, this serene retreat is perfect for relaxation. Enjoy modern comforts, complimentary WiFi, five pools, beachfront dining, and endless coastal adventures in the heart of the Florida Keys.

A bright room features a spacious bed with a light wood headboard and crisp white linens. A round dining table with two chairs sits beside the bed. Natural light enters through large windows adorned with sheer curtains, and a pendant light adds a modern touch.

4.57 out of 5 average rating, 54 reviews

Parrot Key, Garden 2 Bedroom Suite w/ Living Room

The island life awaits you at the Parrot Key Hotel and Villa in Key West. The Island getaway has an authentic ambiance with locally-inspired rooms and views of the Gulf of Mexico. Your room charge will be paid prior to your arrival. The remaining balance of taxes (12.5%) and facility fee ($51 resort fee + 12.5% tax + $30 valet fee) will be charged upon arrival.

A vibrant room features a spacious bed adorned with decorative pillows, set against a botanical wallpaper. Bright yellow curtains frame a window, while a round mirror and artwork add an artistic touch. Two closets are visible on the opposite wall, enhancing the functional space.

4.93 out of 5 average rating, 57 reviews

Marrero's Guest Mansion Adult Only (21+) Room 11

Adult Only Boutique Hotel (21+). Experience the grandeur of their stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. We are located in the heart of Old Town, just half a block from Duval Street. This lovely room at the top of the stairs features a pillow top queen bed, private bath, sitting area, and a private balcony.

A charming white building is framed by palm trees and a picket fence, showcasing a welcoming front porch. Light and airy windows complement the grey roof, while the property is nestled among vibrant tropical foliage.

4.55 out of 5 average rating, 101 reviews

NYAH 6 Person Room with Breakfast Included

True Floridian vibe accentuated by a unique, adult-only concept, only steps from world-famous Duval Street, the head-turning Gulf, and countless eateries and shops. Our guests will quickly discover three crystal-clear pools, a Jacuzzi, a small fleet of bicycle rentals, high-speed Wi-Fi, a continental breakfast bar, and free 24-hour Starbucks coffee.

The exterior of The Cabana Inn is showcased, featuring a charming two-story building surrounded by palm trees. A white picket fence and pathway lead to the welcoming entrance, while a sign displays the inn's name. The building's porch offers a glimpse of the inviting atmosphere.

4.66 out of 5 average rating, 59 reviews

Cabana Inn Junior Suite with Breakfast

Private Single Room located in a Boutique Hotel ⍙ The Cabana Inn, in the Heart of Key West. ☼☼☼ Located just a block from Duval Street, our adult-only Key West inn is hidden amongst the shady trees to create a tranquil paradise. Do not forget about our FREE Happy Hour and FREE Breakfast!

A tranquil outdoor sitting area features two lounge chairs positioned on a brick patio surrounded by lush greenery. The blue pool is visible in the background, framed by palm trees and vibrant tropical plants, creating a serene environment for relaxation.

5 out of 5 average rating, 3 reviews

Historic Cigar Barons Mansion

Upscale historic cigar barons mansion in walking distance to everything you desire in Key West. 3 spacious 1Br’s with outdoor living at its finest. Each guest suite has its own separate entrance to the gardens. pool, sitting areas, BBQ, 2 off street parking spaces, free laundry and Wi-Fi.

Popular amenities for Key West boutique hotels

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotels

A serene beach area is framed by palm trees, featuring sun loungers under blue umbrellas. Soft sand leads to clear water that gently meets the shore, creating a tranquil atmosphere. The landscape is complemented by lush greenery, enhancing the coastal setting.

Marathon Oceanfront Suite | King Bed + Kitchenette

A serene outdoor area features multiple swimming pools and spacious lounge chairs. Sun umbrellas provide shade over the seating areas. Lush greenery surrounds the pools, adding a touch of nature to the relaxing atmosphere. The clear blue sky completes the inviting scene.

4.47 out of 5 average rating, 77 reviews

Private Room at NYAH, Sleeps 5 (2 bunks, 1 single bed) and Free Breakfast

4.29 out of 5 average rating, 7 reviews

Boutique Hotel w/ Pool Access, Free Breakfast!

An expansive pool, bordered by palm trees, reflects the vibrant sky at sunset. Sun loungers, arranged under white umbrellas, provide ample relaxation space. The backdrop features a building, offering a serene atmosphere for guests to unwind by the water.

Family Oasis Escape | Plush King Bed + Bunk Bed

An aerial view of the beachfront resort is displayed, showcasing a series of white buildings nestled among lush greenery and sandy areas. The setting sun casts a warm glow over the landscape, highlighting the proximity to the water and the nearby bridge.

Marathon Beachfront | King Bed + Veranda

The exterior of a charming boutique hotel is highlighted, featuring a light green façade and a spacious, covered porch supported by white columns. The second floor is accessed by a bright blue overhang. Vibrant landscaping with tropical plants and flowers frames the inviting entrance.

4 out of 5 average rating, 27 reviews

Southernmost Inn Private Deluxe King Room with Breakfast

A private room features a spacious king bed alongside bunk beds designed for two guests. Natural light enters through blinds on large windows, complementing the light wood flooring. A flat-screen TV is mounted on the wall, and built-in cabinetry provides ample storage.

4 out of 5 average rating, 20 reviews

NYAH Private Room | 1 king bed and 2 single beds

A refreshing pool area features crystal-clear water surrounded by a wooden deck. The exterior of the building, styled in soft pastel colors, is complemented by tropical landscaping. Stairs lead to the second level, while lounge seating and a basket sit nearby.

4.39 out of 5 average rating, 155 reviews

Southernmost Inn King Suite with Breakfast

Boutique hotels with a patio

The room features two wooden beds with crisp white linens and a contemporary design. Natural light enters through glass doors leading to a balcony. A comfortable chair is positioned beside a flat-screen TV and a wooden dresser, adding to the room's serene ambiance.

4.89 out of 5 average rating, 103 reviews

Wreckers House Double Queen Room - Adults Only

A serene waterfront view showcases calm waters reflecting the sky, with docks extending into the bay. Palm trees are positioned on the shore, and an American flag gently waves in the breeze. Outdoor seating is visible along the patio area.

4.85 out of 5 average rating, 34 reviews

Conch Key Villas #2 Peaceful waterfront lodging

A well-appointed guest room features a spacious bed adorned with decorative pillows against a vibrant yellow floral wallpaper. Natural light floods the space through large windows draped with sheer curtains. A decorative fan enhances the room, while a wall-mounted TV offers entertainment options.

4.88 out of 5 average rating, 52 reviews

Marrero's Guest Mansion Adult Only (21+) Room 10

A spacious room features a four-poster bed with a dark wooden frame. Two vibrant orange chairs and a small round table are placed nearby. A large window offers views of the outdoors, while light-colored curtains frame the scene. A dark leather sofa adds comfort to the space.

Galleon King Suite - Adults Only

Other boutique hotel holiday rentals

A serene waterfront scene is presented, featuring a marina lined with colorful boats. The setting sun casts a warm glow across the water, enhancing the peaceful ambiance. Lush palm trees surround the area, and the horizon showcases a mix of vibrant oranges and yellows as day transitions to evening.

Duck Key | King ADA w/ Balcony | No Hidden Fee

An aerial view displays the resort's layout, featuring lush greenery surrounding a calm lagoon. Lounge chairs and palapas are arranged along the sandy beach, while pools can be seen throughout the property. The turquoise water blends seamlessly with the clear blue sky.

Duck Key | 2Q ADA Rm w/ Balcony | No Hidden Fee

A spacious outdoor area features round tables with wooden chairs under white umbrellas. A thatched-roof bar is visible nearby, with palm trees providing shade. The inviting pool area is in the background, lined with lounge chairs, creating a relaxed atmosphere.

Double Queen Room | Resort Perks | No Hidden Fee

An aerial view of the resort highlights a tranquil lagoon surrounded by sandy shores and shaded cabanas. The swimming pools are visible amid lush greenery, with the blue waters of the waterway showcasing recreational activities. The property blends harmoniously with the natural coastal landscape.

Duck Key | Water View King Balcony | No Hidden Fee

A line of bright yellow and gray jet skis is seen docked at a marina. Lush palm trees surround the water, with white buildings featuring green shutters in the background. The clear blue sky reflects off the calm water, creating a serene environment.

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

A calm bedroom is furnished with two queen beds, each adorned with white linens and decorative pillows. A light-colored dresser is positioned against the wall, complemented by a mirror and a lamp. A piece of art depicting a figure on a horse enhances the serene ambiance.

4.42 out of 5 average rating, 284 reviews

Two Bedroom Suite

A waterfront view features a well-maintained dock lined with wooden posts. Tropical palm trees provide shade along the shore, with bright blue skies and fluffy clouds above. A sign is visible, indicating the location, enhancing the inviting coastal atmosphere.

Marathon Beachfront | 2Kings, Veranda + 2LuxeBaths

A serene sunset illuminates the sky over a marina, with various boats docked along the waterfront. Palm trees dot the landscape, and a building is visible in the background, complementing the relaxed coastal atmosphere of Duck Key.