Are you in a hurry?
Here is a quick list of Guest Houses in Key West, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Caribbean House Hotel |
8.8 / 10 (390 Reviews) |
From 142$ | |
| Westwinds Inn |
8.7 / 10 (702 Reviews) |
From 210$ | |
| The Garden House Hotel |
8.8 / 10 (337 Reviews) |
From 119$ | |
| Seaport Inn |
8.0 / 10 (274 Reviews) |
From 329$ | |
| New Orleans House - Gay Male Adult Guesthouse |
8.6 / 10 (188 Reviews) |
From 310$ |
Step back in time and embark on a journey to Key West, where the charm of yesteryears meets the adventurous spirit of today. Join me, Naomi, as I guide you through the enchanting world of guest houses in this vibrant island paradise. Prepare to be spellbound and captivated as we delve into the realm of unique and unforgettable accommodations that promise to elevate your travel experience to new heights.
In our quest for extraordinary stays, allow me to introduce you to an array of remarkable guest houses that will leave you in awe. These hidden gems are not just mere lodgings; they are sanctuaries with stories to tell and souls to embrace. Picture yourself stepping into a time capsule, as you unravel the secrets of the past while surrounded by vintage elegance and timeless beauty.
Traveling with friends has never been more enticing than in the midst of Key West's guest houses. Indulge in the richness of history as you unwind in beautifully adorned rooms, adorned with objets d'art sourced from all corners of the globe. Each nook and cranny holds a treasure trove of memories patiently waiting to be discovered. From antique furnishings to handcrafted tapestries, every detail transports you back to a bygone era.
Let the adventure seeker in you rejoice, for Key West's guest houses are more than just a place to lay your head; they are gateways to exhilarating escapades. Enveloped by the island's vibrant energy, you'll find yourself immersed in a kaleidoscope of exhilarating activities. Whether it's exploring the crystal-clear waters on a thrilling snorkeling expedition or embarking on a sunset sailing adventure, each day brings a new thrill and everlasting memories to be shared with friends.
So, my fellow adventure enthusiasts, get ready to embark on a captivating journey through time. Allow the charm and allure of Key West's guest houses to transport you to a world where vintage elegance meets unparalleled excitement. Step into the realm of extraordinary accommodation and create a trip that will be etched in your hearts forever. Join me, as we unlock the hidden treasures of Key West's guest houses and embark on the adventure of a lifetime.
Key West Accommodation lists:
Best Guest Houses in Key West
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Caribbean House Hotel
From 142$
Caribbean House, No Resort Fees is a great place to stay in the Downtown Key West district, a 15-minute stroll from Front Street. There is public parking on site and WiFi throughout the property.
The guest house is set at a short distance from the downtown commercial zoned Duval Street with the Harry S. Truman Little White House nearly a 15-minute walk away. Attractions, located 850 metres of this Key West hotel, include Fort Zachary Taylor.
Nature lovers will appreciate the proximity to South Beach, which is just 14 minutes' walk away. Cultural experience in the area feature The Ernest Hemingway Home and Museum, situated within easy reach to Caribbean House, No Resort Fees.
Guests can make use of windsurfing, snorkelling and diving as well as bicycles for rent.
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Westwinds Inn
From 210$
The charming Westwinds Inn Key West is a great place to stay in a historical neighbourhood, around a 16-minute walk from the waterfront Mallory Square. This Key West inn has to offer snorkelling, diving and fishing services plus a tropical garden, boasting a location a few minutes drive from Nancy Forrester's Secret Garden.
The Ernest Hemingway Home and Museum is 18 minutes on foot from the 3-star non-smoking property, and Key West Aquarium is about 15 minutes' walk away. Natural attractions in the area include Key West Butterfly and Nature Conservatory, 5 minutes' drive from the Westwinds Inn Key West, and a beach is around 1.1 km away.
Along with other cultural attractions the fully accredited Mel Fisher Maritime Heritage Museum is nestled relatively near this charming accommodation.
Guests of the accommodation will enjoy use of an outdoor pool area and a picnic area at additional cost. This hotel features an outdoor pool on site.
Luxury Guest Houses in Key West
Imagine stepping into a world of pure luxury with your closest friends, where opulence and comfort intertwine to create an unforgettable escape. In Key West, there is a plethora of exquisite guest houses waiting to enchant you and your companions. From the moment you enter, you are enveloped in an ambiance of sophistication, where every detail has been carefully curated to provide a lavish experience like no other. The stunning architectural designs, plush furnishings, and panoramic views transport you to a sanctuary of indulgence. Whether you're lounging by the pool, sipping cocktails on the terrace, or exploring the vibrant city streets, every moment spent in these luxury guest houses is a celebration of friendship and unforgettable memories.
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The Garden House Hotel
From 119$
The 2-star Garden House Hotel Key West, located merely 1.3 km from the downtown commercial zoned Duval Street, offers an outdoor swimming pool and WiFi throughout the property. This Key West inn lies in a historical area, at a short distance from such cultural sights as the fully accredited Mel Fisher Maritime Heritage Museum.
The property, near the shopping district of Key West, is set within a 5-minute walk of Mile Marker 0 Store. The waterfront Mallory Square is quite a walk from the Garden House Key West, while Caroline & Grinnell bus stop is a 5-minute walk away.
Guests can easily get in touch with the history of Key West by visiting the historic fort "West Martello Tower", located 5 minutes by car from the accommodation.
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Seaport Inn
From 329$
Set within 13 minutes' walk of the waterfront Mallory Square, the 2-star Seaport Inn Key West includes 8 rooms with views of the garden. This Key West inn features Wi-Fi in the rooms.
Located in the Downtown Key West district of Key West, the property is within a minutes' drive from family-friendly attractions like Key West Aquarium. The hotel offers proximity to natural sights like Key West Butterfly and Nature Conservatory (1.4 km) and Fort Zachary Taylor (1.7 km).
A 5-minute stroll from the accommodation there is not only Mile Marker 0 Store, but also Key West First Legal Rum Distillery.
The Seaport Inn Key West boasts a swimming pool.
Key West Cheap Guest Houses
Picture this: you and your friends on a spontaneous adventure, heading to Key West, the epitome of fun and relaxation. As you arrive at your cozy guest house, the anticipation builds, already knowing that this trip will be nothing short of epic. The atmosphere is vibrant, buzzing with the energy of fellow travelers. Each room is adorned with eclectic decorations, providing a quirky charm that sets the tone for the entire stay. Rustic wooden floors complemented by colorful fabrics and funky artwork create a playful and inviting atmosphere. The shared spaces are spacious and cozy, featuring comfortable couches where you and your friends can unwind after a day of exploring. Whether it's lounging by the pool, sipping cocktails, or sharing stories under the starry night sky, these guest houses in Key West provide the perfect backdrop for unforgettable memories with your best buddies.
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New Orleans House - Gay Male Adult Guesthouse
From 310$
Offering a swimming pool, New Orleans House - Gay Male Adult Guesthouse Key West is set in Duval with the best views for sunset dining a 6-minute stroll from the downtown commercial zoned Duval Street. The hotel has an American restaurant serving American cuisine and is situated just a walk down to The Ernest Hemingway Home and Museum.
The centre of Key West can be reached within 20 minutes' walk of the property, and such cultural venues as the fully accredited Mel Fisher Maritime Heritage Museum are approximately 1.2 km away. The New Orleans House - Gay Male Adult Guesthouse is merely 6 minutes' walk from Key West Butterfly and Nature Conservatory and 10 km from Key West International airport.
Nature lovers will appreciate the proximity to Dog Beach, which is 1.2 km away. The 2-star New Orleans House - Gay Male Adult Guesthouse is located 5 minutes' drive from Key West Garden Club.
Guests can enjoy a nightclub and a sundeck with an extra charge. Such spa facilities as a Jacuzzi and an outdoor swimming pool highlight the New Orleans House - Gay Male Adult Guesthouse. This property has a fitness studio. There is a business centre available for corporate travellers.
Hotels in Key West
| Top Hotel for couples 💑 | Caribbean House Hotel |
| Hotel with balcony 🌤️ | Westwinds Inn |
| Family Hotel 👪 | The Garden House Hotel |
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Old Town Suites
From 114$
The 3-star Old Town Suites Key West is set within 8 minutes' walk of the even Southernmost Point and within 300 metres of The Ernest Hemingway Home and Museum. Situated a few minutes drive from the downtown commercial zoned Duval Street, this Key West guest house has a heated swimming pool as well as a Jacuzzi and an outdoor swimming pool.
Key West Lighthouse and Keeper's Quarters Museum is located approximately 5 minutes on foot from the property, and such natural sites as Key West Butterfly and Nature Conservatory are a mere 550 metres away. From the Old Town Suites Key West it will take 15 minutes to walk to Audubon House and Tropical Gardens.
Nature lovers will appreciate the proximity to South Beach, which is just 650 metres away. The nearby family attractions include Key West Aquarium within close distance of Old Town Suites.
Guest Houses in Key West Centre
Imagine strolling down the colorful streets of Key West with your group of adventurous friends, searching for the perfect place to call home during your tropical getaway. As you venture into the heart of the city, you stumble upon a treasure trove of guest houses that are as unique and lively as the island itself. Each guest house offers its own charm, from quaint Caribbean-inspired cottages to sleek and modern lofts. Picture yourself and your friends lounging on private patios, sipping cocktails and exchanging laughter while the island breeze dances through the palm trees. With their prime location in the center of Key West, these guest houses provide the perfect starting point for your exploration of the lively streets, vibrant nightlife, and breathtaking beaches. Whether you seek relaxation or non-stop adventures, these guest houses are the ideal sanctuary for creating unforgettable memories with your friends in this vibrant island paradise.
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Authors Key West Guesthouse
From 139$
Merely 14 km from Simonton Street, Authors Key West Guesthouse includes 16 rooms. The guests of this Key West guest house can cool off in an outdoor swimming pool or use a plunge pool and a Jacuzzi to feel pure relaxation.
The property is placed about 10 km from Key West International airport and only a short drive from such cultural venues as The Ernest Hemingway Home and Museum. Higgs Beach in Key West is 14 minutes on foot from the Authors Key West Guesthouse.
The accommodation is a few minutes drive from Key West Butterfly and Nature Conservatory.
Guests can enjoy a sunbathing terrace and an outdoor swimming pool for an extra charge.
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Heron House (Adults Only)
From 632$
The 3-star Heron House Hotel Key West is set a 5-minute stroll from Nancy Forrester's Secret Garden and less than a 10-minute walk from The Ernest Hemingway Home and Museum. Located at a short distance from the even Southernmost Point, this non-smoking guest house features 23 rooms with views of the garden.
Situated in old part of Key West, the luxury accommodation sits 5 minutes on foot from the downtown commercial zoned Duval Street. The Heron House Key West offers proximity to such natural sights as Key West Butterfly and Nature Conservatory (1.2 km) and South Beach (1.3 km).
This Key West property is in the immediate adjacency of Heritage House Museum.
You can enjoy your stay at the hotel while relaxing at a swimming pool.
Guest Houses in Key West with parking
Picture this: you and your amigos cruising down the sun-drenched streets of Key West, excited to embark on a memorable adventure. As you arrive at your cozy guest house, you're thrilled to discover the convenience of having your own parking spot. No need to worry about the hassle of searching for a place to leave your trusty road trip companion, as a secure parking space awaits you. From start to finish, your group can relish in the freedom and tranquility that comes with knowing your wheels are well taken care of, leaving you fully immersed in the vibrant energy of Key West. With parking covered, you can focus on making cherished memories with your squad as you explore all that this magical city has to offer.
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Courtney'S Place Historic Cottages & Inns
From 279$
Featuring Wi-Fi in public areas, Courtney'S Place Historic Cottages & Inns Key West sits 9 minutes' walk from The Ernest Hemingway Home and Museum. This guest house is set at a medium distance from the even Southernmost Point and boasts a swimming pool as well as views of the pool.
The centre of Key West can be reached within 20 minutes' walk of the accommodation, and such cultural venues as San Carlos Institute are a mere 900 metres away. The performing arts theater "Red Barn Theatre" is nearly 11 minutes' walk from the Courtney'S Place Historic Cottages & Inns, while Key West International airport is 10 km from it.
Nature lovers will appreciate the proximity to Dog Beach, which is only 13 minutes' walk away. The 2-star Courtney'S Place Historic Cottages & Inns is placed within walking distance to the fully accredited Mel Fisher Maritime Heritage Museum.
