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Find & compare boutique hotels in Key West Historic District, Key West from $259

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Top Key West Historic District Boutique Hotels

Artist House Key West

Artist House Key West

3.5 out of 5
534 Eaton Street, Key West, FL
The price is $274 per night
A spa tub, self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A garden, luggage storage, and free newspapers are also on offer.
The Inn on Fleming

The Inn on Fleming

3.5 out of 5
1016 Fleming St., Key West, FL
The price is $265 per night
This bed & breakfast features an outdoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.
Pool
Free WiFi
Orchid Key Inn

Orchid Key Inn

3.5 out of 5
1004 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $541 per night
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. There's a spa tub on site, and concierge services and free newspapers are also offered.
The Marquesa Hotel

The Marquesa Hotel

3.5 out of 5
600 Fleming Street, Key West, FL
The price is $360 per night
This award-winning hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
The Saint Hotel Key West, Autograph Collection

The Saint Hotel Key West, Autograph Collection

3.5 out of 5
417 Eaton Street, Key West, FL
The price is $422 per night
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a 24-hour fitness center on site, and a 24-hour front desk and a rooftop terrace are also provided.
Pool
Free WiFi
The Gardens Hotel

The Gardens Hotel

4 out of 5
526 Angela Street, Key West, FL
The price is $459 per night
This romantic bed & breakfast features 2 outdoor pools and 2 bars/lounges. Business travelers can take advantage of the free WiFi in public areas. A restaurant and a poolside bar offer onsite options for dining and drinks, and laundry facilities are provided.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $399 per night
This smoke-free hotel features 3 outdoor pools, a fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Paradise Inn Key West-Adults Only

Paradise Inn Key West-Adults Only

3.5 out of 5
819 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $349 per night
This hotel features an outdoor pool and a spa tub. Self parking, a business center, and a terrace are also offered.
Kimpton Fitch Lodge, an IHG Hotel

Kimpton Fitch Lodge, an IHG Hotel

3.5 out of 5
1030 Eaton St, Key West, FL
The price is $315 per night
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. A picnic area, luggage storage, and concierge services are also on offer.
Almond Tree Inn

Almond Tree Inn

3.5 out of 5
512 Truman Ave, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $512 per night
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. There's a spa tub on site, and concierge services and free newspapers are also offered.
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

2.5 out of 5
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $348 per night
This hotel's 2 outdoor pools and spa tub are among the featured amenities. Enjoy the free continental breakfast each morning. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St, Key West, FL
The price is $259 per night
This bed & breakfast features an outdoor pool and a rooftop terrace. Business travelers can take advantage of the free WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.
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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.

Recent Key West Historic District hotel reviews by fellow wanderers

    Heron House - Adult Only

    Heron House - Adult Only

    5 out of 5
    Posted 11 days ago
    Travelocity Verified Review
    "Location is fantastic! Cute place to stay!"
    A verified traveler stayed at Heron House - Adult Only
    Heron House - Adult Only
    The Southernmost Inn-Adults Only

    The Southernmost Inn-Adults Only

    5 out of 5
    Posted 2 weeks ago
    Travelocity Verified Review
    "I wouldn't have picked anywhere else to stay. This hotel had everything we needed (except the gym was closed due to covid). The location was perfect, nice breakfast selection (again, smaller due to covid), clean rooms, nice pools, a 5 o'clock happy hour, and more. I would definitely recommend this hotel."
    A verified traveler stayed at The Southernmost Inn-Adults Only
    The Southernmost Inn-Adults Only
    Southernmost Beach Resort

    Southernmost Beach Resort

    5 out of 5
    Posted 2 months ago
    Travelocity Verified Review
    "The resort was clean, the amenities excellent, and the staff very friendly."
    A verified traveler stayed at Southernmost Beach Resort
    Southernmost Beach Resort
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    5 out of 5
    Posted 2 months ago
    Travelocity Verified Review
    "Location is great Great place to watch the sunset every night "
    A verified traveler stayed at Ocean Key Resort - A Noble House Resort
    Ocean Key Resort - A Noble House Resort
    NYAH Key West-Adults Only

    NYAH Key West-Adults Only

    5 out of 5
    Posted 5 months ago
    Travelocity Verified Review
    "Adults only was really nice no kids in the pool and there were theee"
    A verified traveler from Detroit stayed at NYAH Key West-Adults Only
    NYAH Key West-Adults Only
    Crowne Plaza Key West-La Concha

    Crowne Plaza Key West-La Concha

    5 out of 5
    Posted 8 months ago
    Travelocity Verified Review
    "Perfect location, close to all the bars and restaurants. "
    A verified traveler from Columbus Ohio stayed at Crowne Plaza Key West-La Concha
    Crowne Plaza Key West-La Concha