Boutique hotels in Key West

A bright cabana room features a spacious bed adorned with colorful pillows. Large glass doors open to a view of the pool area, allowing natural light to brighten the space. Vibrant floral wallpaper complements the light tones of the decor, contributing to a tropical ambiance.

4.96 out of 5 average rating, 57 reviews

Marrero's Guest Mansion Adult Only (21+) Room 12

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 beautiful room is right next to our revitalizing saltwater-treated pool. Separate from the main house, this cabana room offers guests a more private tropical escape. This room features a pillow top king bed with a private bath and sitting area.

5 out of 5 average rating, 33 reviews

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.

Hotel room in Duck Key

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, 458 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 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, 265 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 well-lit room features two sets of bunk beds with white linens, offering a clean and modern design. A red phone is mounted on the wall, while a wooden chair with a woven seat is positioned on the carpeted floor, providing additional seating.

4.4 out of 5 average rating, 5 reviews

NYAH 2 Bedroom Suite w Breakfast

PRIVATE ROOM IN A BOUTIQUE HOTEL - Adults only concept, just a few steps away from world-famous Duval Street, the head-turning Gulf, and countless eateries and shops. As our guests, you would also have access to our three pools, a jacuzzi, a small fleet of bicycle rentals, high-speed Wi-Fi, a continental breakfast bar, and complimentary 24-hour Starbucks coffee. Don't forget about our HAPPY HOUR!

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 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.

Hotel room in Duck Key

Duck Key | Water View King Balcony | No Hidden Fee

Ease into island time in the Water View King, a serene retreat featuring a king bed and a private balcony with relaxing views of the pool and waterway. Designed for two, this cozy space combines thoughtful touches and natural beauty. As part of the Hawks Cay Resort experience, you'll enjoy easy access to poolside lounging, spa indulgence, and island adventures right outside your door.

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.

An outdoor terrace overlooks the ocean, featuring a glass-topped table and comfortable seating. Lush palm trees sway gently in the breeze, and the tranquil waters glisten under bright sunlight, creating a serene backdrop to the private retreat.

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Experience breathtaking oceanfront luxury in the Oceanfront Balcony | 2BR 2Qns room. Featuring a king bed, two queen beds, and two deluxe bathrooms, this spacious retreat is perfect for families or groups. Relax on the private oceanview terrace, enjoy modern comforts, and indulge in five pools, beachside dining, and endless adventures.

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.

A bright room features two spacious beds, each dressed in white linens. A small nightstand with a lamp sits between the beds, offering a viewing window that opens to a lush exterior landscape. Light-colored walls and natural light create an inviting atmosphere.

4.76 out of 5 average rating, 113 reviews

Deluxe Two Double

This room has a queen bed, a double bed, refrigerator and microwave. It is located on the second floor of the guest building and is adjacent to a large deck that faces toward the aviaries and the landscape. Enjoy the free use of Kayaks.

Popular amenities for Key West boutique hotels

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotels

A spacious room features a king bed with a decorative tropical pillow and stylish wall-mounted lighting. Light-colored walls and polished floors contribute to a bright atmosphere. A doorway leads to a private patio surrounded by tropical greenery, enhancing the serene environment.

Perfect for a Relaxing Getaway w/ Free Breakfast

An inviting outdoor pool is surrounded by lounge chairs and umbrellas, framed by palm trees and lush tropical foliage. The backdrop features a two-story building with balconies, enhancing the serene atmosphere of the pool area.

2 Units- Beach Getaway, Poolside Bar, Onsite Pools

4.29 out of 5 average rating, 7 reviews

Boutique Hotel w/ Pool Access, Free Breakfast!

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 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, 282 reviews

Two Bedroom Suite

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

A spacious suite features vaulted ceilings with wooden beams, enhancing the open feel. A full kitchen is visible, along with a dining area that includes a round table and four chairs. Natural light floods the room through large windows, and a king bed is prominently placed.

4.43 out of 5 average rating, 14 reviews

Cabana Inn Owners Suite with Free Breakfast

A serene pool area is surrounded by lush palm trees and provides multiple lounge chairs with blue and white striped canopy umbrellas. The water in the pool glistens under a clear blue sky, enhancing the inviting relaxation experience.

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

Boutique hotels with a patio

4.85 out of 5 average rating, 33 reviews

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.

Hotel room in Duck Key

Conch Key Villas #2 Peaceful waterfront lodging

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, 54 reviews

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

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.

4.89 out of 5 average rating, 47 reviews

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

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.

4.91 out of 5 average rating, 101 reviews

Wreckers House Double Queen Room - Adults Only

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

An outdoor dining area is present, featuring tables with umbrellas and lounge seating on the sand. In the background, the ocean can be seen with boats on the horizon, while palm trees gently sway in the breeze. A sign for sushi dining is illuminated in vibrant blue.

Marathon Beachfront | 2 Queens + Veranda

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.

4.46 out of 5 average rating, 76 reviews

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

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

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 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.

3.95 out of 5 average rating, 19 reviews

NYAH Private Room | 1 king bed and 2 single beds

A spacious sleeping area features a king bed with a blue accent skirt and a light-colored quilt. A flat-screen television is mounted on the wall, and natural light enters through a large window. The area is complemented by a modern bathroom with a stylish sink and mirror.

Cabana Cottage| Complimentary Breakfast&Happy Hour

A well-lit room features a spacious bed with a light-colored duvet. Natural light filters through sheer curtains, illuminating the space. A small seating area includes a bright blue chair near a balcony door, offering a glimpse of tropical greenery outside.