Resort Review • Key West • Florida Keys

    The Grand Guesthouse – Key West Resort Review

    Last updated: August 28, 2026

    The Grand Guesthouse
    The Grand Guesthouse – inn in Key West, Florida Keys
    AskTheKeys
    The AskTheKeys™ Verdict
    Who should choose The Grand Guesthouse—and who shouldn't

    Choose The Grand Guesthouse if...

    • You want a quiet residential Old Town guesthouse a short walk from Duval
    • You're a couple or solo traveler who values personal innkeeper hospitality
    • You want restored Victorian charm with a heated tropical-garden pool

    Skip The Grand Guesthouse if...

    • You're traveling with children — this is a 21-and-older property
    • You want resort amenities like a spa, fitness center, or on-site restaurant
    • You need on-site parking — only street parking is available

    AskTheKeysAskTheKeys Traveler Match

    How well does The Grand Guesthouse fit your trip?

    First-time visitors
    Couples / romance
    Beach-first travelers
    Families
    Walkable nightlife
    Travelers seeking value
    Excellent fit
    Good fit
    Consider alternatives

    Before you book — the one trade-off

    The Grand sits on a quiet residential block in Old Town's interior — you trade resort amenities and Duval buzz for calm and personal hospitality.

    AskTheKeysAskTheKeys Decision Summary

    The Grand Guesthouse is best for couples and solo travelers who want a quiet, residential Old Town stay in a restored historic home with a tropical garden, heated pool, and personal innkeeper hospitality. It is not ideal for families with young children or guests who want resort-scale amenities.

    The Grand is a classic Key West guesthouse on Grinnell Street in the quiet interior of Old Town. The restored Victorian home offers individually decorated rooms, a lush tropical garden with heated pool, and complimentary breakfast. Duval Street is a short walk away, but the property sits on a residential block away from the noise. No elevator, no room service, no children under 21.

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

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    AskTheKeysBefore You Book

    The details that matter after you've narrowed down your options.

    Best for

    • Couples
    • Solo Travelers
    • Quiet Old Town Stay
    • Historic Charm

    Not ideal for

    • Families with young children — the property has a minimum age policy of 21 and older
    • Guests expecting resort amenities like spa, fitness center, or on-site restaurant — this is a small historic guesthouse

    Quick facts

    Address1116 Grinnell St, Key West, FL 33040
    Phone+13052949977
    Check-in / Out3:00 PM / 11:00 AM
    ParkingStreet Only
    PetsNo
    Beach accessNo
    Pool(s)Yes
    SpaNo
    EV chargingUnknown

    Location & nearby

    The Grand Guesthouse is located in Old Town – Grinnell Street / Residential Interior within Key West.

    What's nearby

    • Duval Street(0.2 mi, 4 min walk)
    • Key West Cemetery(0.3 mi, 6 min walk)
    • Ernest Hemingway Home & Museum(0.4 mi, 8 min walk)
    • Mallory Square(0.7 mi, 14 min walk)
    • Fort Zachary Taylor State Park(0.9 mi, 18 min walk)
    • Southernmost Point Buoy(0.5 mi, 10 min walk)

    Amenities overview

    Property highlight features

    • Heated Pool
    • Tropical Garden
    • Complimentary Breakfast
    • Historic Architecture

    Pricing positioning

    Typical nightly pricing tends to fall in the $$ range, depending on season and room type.

    $$

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

    Check Rates & Availability on ExpediaOpens in a new window • No markup fees

    Independent Decision Engine

    Florida Keys Resorts operates as a fully objective, crowdsourced review system. We do not accept paid placements from hotels to alter their scoring records. Instead, we use standardized API connections to provide transparent third-party rate checks for our community.

    How The Grand Guesthouse Compares to Other Key West Resorts

    The Grand Guesthouse vs Andrews Inn & Garden Cottages

    • The Grand Guesthouse wins:Larger guesthouse with more rooms and a heated pool on Grinnell Street
    • Andrews Inn & Garden Cottages wins:Intimate garden cottages tucked away on Whalton Lane with secluded privacy

    The Grand Guesthouse vs The Mermaid & The Alligator

    • The Grand Guesthouse wins:Residential Grinnell Street location with tropical garden atmosphere and complimentary breakfast
    • The Mermaid & The Alligator wins:Victorian bed-and-breakfast on Truman Avenue with individually themed rooms and gourmet breakfast

    The Grand Guesthouse vs Ridley House

    • The Grand Guesthouse wins:Cozy residential guesthouse on Grinnell Street with intimate tropical garden setting
    • Ridley House wins:adults-only boutique on Caroline Street with Small Luxury Hotels affiliation and curated design

    FAQs

    Is The Grand Guesthouse adults-only?

    Yes, the property has a minimum age policy of 21 and older. It is not suitable for families with children.

    Does The Grand Guesthouse serve breakfast?

    Yes, complimentary breakfast is served daily in the garden or dining area.

    Does The Grand have a pool?

    Yes, there is a heated pool in the tropical garden courtyard.

    How far is The Grand from Duval Street?

    Duval Street is about a 4-minute walk, roughly two blocks east of the property.

    Is parking available at The Grand Guesthouse?

    On-site parking is not available. Street parking is limited in Old Town; guests may need to use a nearby parking lot.

    Is The Grand Guesthouse a historic property?

    Yes, the property is a restored Victorian-era home with original architectural details and tropical landscaping typical of Old Town Key West.

    What is the atmosphere like at The Grand Guesthouse?

    The Grand has a relaxed, residential atmosphere typical of Old Town Key West guesthouses. The tropical garden and pool area provide a quiet retreat, and the innkeeper offers personalized local recommendations.

    Are there restaurants near The Grand Guesthouse?

    Yes, numerous restaurants are within a short walk. Duval Street dining is 4 minutes away, and several local favorites are scattered throughout the surrounding residential blocks.