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, $ | |
| Westwinds Inn |
8.6 / 10 (642 Reviews) |
From 210$ | |
| Caribbean House |
8.8 / 10 (339 Reviews) |
From 142$ | |
| Heron House (Adults Only) |
8.5 / 10 (666 Reviews) |
From 632$ | |
| The Garden House |
8.8 / 10 (304 Reviews) |
From 119$ | |
| Authors Key West Guesthouse |
8.8 / 10 (1034 Reviews) |
From 139$ |
Welcome to the idyllic paradise of Key West, where crystal-clear waters dance under the warm sun, and every corner invites you to unwind and savor life. Amidst this tropical oasis, a collection of exquisite guest houses awaits, each one brimming with warmth and character. The very essence of Key West can be felt in these hidden gems, where personalized service transforms each stay into a memorable escapade. Imagine slipping into soft linens, sipping a refreshing drink on a sun-kissed porch, and immersing yourself in the charm of local culture—all while enveloped in the genuine hospitality of your new home away from home.
As you wander through the quaint streets lined with vibrant bougainvillea, you'll find that our curated selection of guest houses offers you more than just a place to rest your head. Here, comfort meets personalized attention, where the innkeepers are eager to share their insider knowledge and recommendations. From the best local eateries to secret beach spots known only to residents, every suggestion is designed to enhance your experience and make you feel like part of the community. With their inviting atmospheres and unique decor, these charming retreats provide an enchanting backdrop for your Key West adventure.
Imagine the laughter echoing in cozy common areas, the delightful aroma of freshly baked goods wafting through the air, and the gentle sway of palm trees outside your window. Staying at one of these top-rated establishments means immersing yourself in the authentic vibe of Key West, where every guest is treated like family. Whether it’s a blissful morning spent lounging by the pool or an evening filled with storytelling under the starlit sky, you'll cherish the personalized touches that make each moment special. At our collection of guest houses, every stay is crafted with care, ensuring a genuine connection to the island and its people.
So, if you’re yearning for an escape that combines the allure of sun-soaked beaches with the comforts of home, look no further than these delightful hideaways. Join us on this enchanting journey and discover how local hospitality can transform your experience into a cherished memory. Whether you're visiting for a romantic getaway or a solo adventure, the warmth of our guest houses will invite you to linger a little longer in this slice of paradise.
Best Guest Houses in Key West
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Westwinds Inn
From 210$
The charming Westwinds Inn Key West, located only a 6-minute walk from Key West Historic Seaport and merely 1.3 km from Mallory Square, features 2 outdoor swimming pools for guests to take a dip in. Wi-Fi is offered throughout the property at the 3-star guest house.
This Key West hotel boasts a charming location in the Downtown Key West district, only minutes from the Grinnell Caroline Street. Saint Mary Star of the Sea is merely 1.1 km from the Westwinds and Key West International airport is 10 km away.
A local beach is relatively near the accommodation, while The Ernest Hemingway Home and Museum is situated 18 minutes' walk away.
The non-smoking Westwinds also has a library and a garden.
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Caribbean House
From 142$
Situated a mere 1.4 km from Red Barn Theatre, Caribbean House Hotel Key West features Wi-Fi in public areas, and private parking on site. The guest house, located not very far from the even Southernmost Point, is also at a proximity to Southernmost Point of the Continental US.
The hotel lies in the museum Downtown Key West district, 18 minutes' walk from Key West Historic Seaport. At the property you'll be a mere 1.8 km from Truman Beach.
Mallory Square is approximately 15 minutes' walk away.
Active guests will also like bike loans arranged by the Caribbean House Key West.
Luxury Guest Houses in Key West
Luxury guest houses in Key West offer a unique blend of elegance and comfort, creating an intimate atmosphere for discerning travelers. These charming accommodations often feature distinctive architecture and carefully curated interiors that reflect the region's vibrant character. With personalized service and attention to detail, guests can enjoy a tranquil retreat while being immersed in the local culture. The serene outdoor spaces, lush gardens, and inviting pools provide an oasis for relaxation, making it a perfect getaway for those seeking an upscale experience in a picturesque setting.
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Heron House (Adults Only)
From 632$
Featuring baggage storage, the 3-star Heron House Key West hotel lies around a 5-minute walk from Duval Street. This Key West guest house boasts an outdoor swimming pool and a tropical garden just a minute's drive from Southernmost Point of the Continental US Monument.
The modern property is located within a 10-minute drive of Key West International airport and just 1 km from the Minor Saint Mary Star of the Sea Basilica. USCGC Ingham Maritime Museum is approximately 15 minutes' walk away, while the Grinnell Caroline Street is in proximity to the Heron House Key West.
Beach facilities at this Key West property include beach towels. Guests will appreciate bicycle usage arranged by the designer accommodation.
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The Garden House
From 119$
Featuring an outdoor pool, the 2-star Garden House Hotel Key West is located in a historic neighbourhood, nearly a 5-minute walk from San Carlos Institute. The guest house also provides guests with Wi-Fi, available throughout the property.
Situated right in the centre of Key West, this hotel is within convenient reach of Mile Marker 0 Store. Nancy Forrester's Secret Garden is merely 350 metres from the property in Key West.
The nearby landmarks in the area include The Oldest House located, about a 10-minute walk away.
Key West Cheap Guest Houses
Key West offers a variety of affordable guest houses that provide an inviting and budget-friendly option for travelers seeking a cozy place to stay. These establishments often feature charming atmospheres and personalized service, making them an appealing alternative to more traditional accommodations. With a focus on comfort and affordability, guests can enjoy a unique local experience without breaking the bank. The intimate settings of these guest houses foster a sense of community, allowing visitors to connect with fellow travelers while enjoying their sun-soaked getaway.
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Authors Key West Guesthouse
From 139$
Authors Key West Guesthouse is about 5 minutes' walk from Wreckers Sloop Mary and features a sunbathing terrace with a swimming pool. Located a walk from Southernmost Point of the Continental US, the guest house boasts a swimming pool.
You'll need 10-minute drive to Key West International airport. Sights, merely 350 metres from this Key West hotel, include Fleming Street.
Duval Street lies 1.4 km away.
The property’s pool area has a sun terrace.
Hotels in Key West
| Top Hotel for couples 💑 | Westwinds Inn |
| Top Service Hotel 🛁 | Caribbean House |
| Best reviews Hotel ❤️ | Heron House (Adults Only) |
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Courtney'S Place Historic Cottages & Inns
From 279$
Situated a mere 1.4 km from Key West Shipwreck Treasure Museum, the 2-star Courtney'S Place Historic Cottages & Inns Key West features Wi-Fi in public areas, and a car park on site. The hotel is a good starting point for exploring Key West, including The Ernest Hemingway Home and Museum, which is just 9 minutes' walk away.
You'll need 10-minute drive to Key West International airport. The waterfront Mallory Square is also just a minute's drive from this Key West guest house.
Nature lovers will appreciate the proximity to South Beach, which is 0.6 km away. There is the fully accredited Mel Fisher Maritime Heritage Museum 17 minutes' walk from Courtney'S Place Historic Cottages & Inns.
The Courtney'S Place Historic Cottages & Inns Key West also includes a swimming pool.
Guest Houses in Key West Centre
Guest houses in Key West Centre offer a unique and intimate lodging experience, often characterized by their charming architecture and personalized service. These accommodations typically reflect the vibrant local culture, featuring bright colors, lush gardens, and a welcoming atmosphere that invites guests to relax and unwind. Many guest houses emphasize a home-like environment, allowing visitors to mingle with fellow travelers while enjoying the laid-back island lifestyle. With a variety of options available, from cozy rooms to spacious suites, guests can find the perfect retreat to explore the nearby attractions and immerse themselves in the enchanting surroundings.
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Old Town Suites
From 114$
Located around 900 metres from US 1 Mile Marker 0, the 3-star Old Town Suites Key West hotel features Wi-Fi throughout the property and parking on site. The guest house is a good starting point for exploring Key West, including The Ernest Hemingway Home and Museum, which is only a 5-minute walk away.
You'll need 10-minute drive to Key West International airport. This Key West hotel can be reached a few minutes' drive from San Carlos Institute.
Nature lovers will appreciate the proximity to South Beach, which is merely 0.6 km away. Guests can also easily get to Key West Lighthouse and Keeper's Quarters Museum, situated within 10 minutes' walk of Old Town Suites hotel.
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New Orleans House - Gay Male Adult Guesthouse
From 163$
Situated a mere 1.1 km from Nancy Forrester's Secret Garden, the 2-star New Orleans House - Gay Male Adult Guesthouse Key West features Wi-Fi throughout the property, and private parking nearby. The hotel is a good starting point for exploring Key West, including Southernmost Point of the Continental US, which is just a 6-minute walk away.
Located near the beach district of Key West, this Key West guest house is in close proximity to Southernmost Point. Memorial Sculpture Garden is just 1.2 km from the New Orleans House, and Key West International airport is 10 km away.
Nature lovers will appreciate the proximity to Dog Beach, which is 900 metres away. Key West Cemetery is just a minute's drive from New Orleans House - Gay Male Adult Guesthouse.
A swimming pool as well as a fitness club highlight the accommodation.
Guest Houses in Key West with parking
Guest houses in Key West offer a charming and intimate lodging experience, often characterized by their unique architecture and cozy atmosphere. These accommodations provide a welcoming retreat for travelers looking to explore the local culture and vibrant surroundings. Many guest houses feature convenient parking options, which can be a valuable asset in a bustling destination. With their personalized service and distinctive character, these establishments create a home-away-from-home experience, allowing guests to relax and unwind after a day of adventure. Whether seeking a romantic getaway or a laid-back vacation, guest houses in Key West present a delightful option for those looking to enjoy the island’s charm while having the convenience of on-site parking.
