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Boutique hotels in Monroe County

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Monroe County

Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

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Guest favourite
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
5 out of 5 average rating, 37 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.

Superhost
A sunlit pool area features a sparkling saltwater pool surrounded by lush tropical greenery. Colorful striped umbrellas provide shade over blue chaise lounges. The inviting space showcases a charming cottage with bright orange shutters in the background, enhancing the relaxing outdoor atmosphere.
Hotel room in Key West
4.89 out of 5 average rating, 56 reviews

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

Adult Only (21+) Boutique Hotel. Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Our location in the heart of Old Town in Key West, just half a block from Duval Street. This charming room is as welcoming as the friendly island locals and features a pillow top queen bed and full private bath. Its private second floor veranda overlooks the garden and pool areas at the back of the house.

Top guest favourite
Hotel room in Key West
4.89 out of 5 average rating, 476 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.

Guest favourite
Hotel room in Key West
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.

Superhost
A bright pool area is surrounded by palm trees and lush landscaping, overlooking the Atlantic Ocean. Sun loungers are positioned near the water's edge, providing a space for relaxation. The calm pool water reflects the clear blue sky, creating a serene outdoor atmosphere.
Hotel room in Marathon
4.85 out of 5 average rating, 284 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.
Hotel room in Key West
4.67 out of 5 average rating, 9 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!

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.
Hotel room in Duck Key
5 out of 5 average rating, 3 reviews

Family Oasis Escape | Plush King Bed + Bunk Bed

Gather the crew in the Family Oasis—a bright, roomy hideaway where bunk beds delight the kids and a plush king bed welcomes parents. Ideal for up to five guests, this relaxing space blends laid-back comfort with family-ready convenience. Located in Hawks Cay Resort, enjoy a full day of waterside fun, unwind in your oversized room, and let island time set the pace for your unforgettable stay.

A serene outdoor pool is surrounded by lush tropical landscaping, featuring comfortable sun loungers and white umbrellas. Soft lighting from lanterns casts a gentle glow, while palm trees sway in the gentle breeze, creating a tranquil atmosphere for relaxation.
Hotel room in Key West
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!

Hotel room in Key West
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.

Guest favourite
The lounge area features two light blue sofas beside a glass coffee table. Colorful artwork hangs on the wall, and large bay windows allow natural light to fill the space while offering views of the tropical landscape and water outdoors.
Hotel room in Key Largo
4.87 out of 5 average rating, 15 reviews

Sea Blue Super Deluxe Sea View Suite (Royale)

Key Largo may be famous for its intricate coral reef, the eco-wonderful everglades, spectacular sunsets, mouthwatering seafood or even Bogart and Bacall...but only a select few know that nestled in a tropical garden, far from the hustle and bustle is an intimate all-adult Florida Keys boutique hotel called Azul del Mar.

Superhost
Hotel room in Key West
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.

Guest favourite
Hotel room in Miami
4.83 out of 5 average rating, 312 reviews

Spacious & fully furnished, 2 queen beds & bath

Enjoy this large space with, private bathroom and connection to the main house, a large window to the patio with its own furniture and dining set. 6 minutes from Miami International Airport ✈️ and free parking. We allow pets for an extra $25 per stay per pet, Thank you

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