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A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Search Guest Houses in Sugarloaf Key

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    • Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Sugarloaf Key guest houses

    1. Duval Gardens - Adults Only

    A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

    2. The Grand Guesthouse

    A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

    3. The Palms Hotel

    A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

    4. The Independent Inn

    Room

    5. L'Habitation Guest House - Adults Only

    A green house with a white porch, a flag, and a sign advertising a property for sale.

    6. Duval Inn

    A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

    7. Kona Kai Oasis

    A white building with green shutters, surrounded by a white picket fence and palm trees.

    8. Curry House

    A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

    9. Wicker Guesthouse

    A pool area with lounge chairs, a white fence, and tropical plants.

    10. The Cabana Inn Key West - Adults Only

    A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

    11. Douglas House - Adults Only

    A tropical outdoor area with palm trees, hanging plants, and string lights.

    12. Amsterdam's Curry Mansion Inn

    A wooden boardwalk leading to a beach with palm trees and a clear sky.

    13. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

    A covered porch with wicker furniture, a ceiling fan, and a view of the street.

    14. Banana's Foster Guesthouse

    A pool area with a blue table and chairs, surrounded by palm trees and a white building.

    15. Coco Plum Inn

    A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

    16. CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

    A living room with two sofas, a coffee table, and a window with blinds.

    17. Colors on White

    A swimming pool with a waterfall feature, surrounded by tropical foliage.

    18. KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Community Pool!

    A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

    19. The Mermaid & Alligator

    A room with a bed, a ceiling fan, and a window with blinds.

    20. GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!

    A poolside area with a covered seating area, a pool, and lush greenery.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Sugarloaf Key

    Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

    See all hotels in Sugarloaf Key

    A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

    Top reviews in Sugarloaf Key

    The Grand Guesthouse

    A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

    Duval Gardens - Adults Only

    A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

    L'Habitation Guest House - Adults Only

    A green house with a white porch, a flag, and a sign advertising a property for sale.

    Douglas House - Adults Only

    A tropical outdoor area with palm trees, hanging plants, and string lights.

    The Independent Inn

    Room

    The Palms Hotel

    A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

    Duval Inn

    A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

    Coco Plum Inn

    A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

    The Mermaid & Alligator

    A room with a bed, a ceiling fan, and a window with blinds.

    The Cabana Inn Key West - Adults Only

    A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

    Wicker Guesthouse

    A pool area with lounge chairs, a white fence, and tropical plants.

    Kona Kai Oasis

    A white building with green shutters, surrounded by a white picket fence and palm trees.

    The Key West Hotel

    A pool area with a wooden deck, lounge chairs, and umbrellas.

    Amsterdam's Curry Mansion Inn

    A wooden boardwalk leading to a beach with palm trees and a clear sky.

    Colors on White

    A swimming pool with a waterfall feature, surrounded by tropical foliage.

    Frequently Asked Questions

    What is the nightly rate for a guest house in Sugarloaf Key?

    Rates for Sugarloaf Key guest houses vary, but travelers can find great-value prices from $171 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Sugarloaf Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.

    What's the difference between a Sugarloaf Key guest house and a B&B?

    A guest house in Sugarloaf Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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