Alexander's Guesthouse – Key West Resort Review
Last updated: August 28, 2026
Choose Alexander's Guesthouse if...
- You want an inclusive LGBTQ+ adults-only guesthouse in the heart of Old Town
- You value clothing-optional sun decks, a pool, and an intimate judgment-free vibe
- You want complimentary breakfast and evening cocktails in a historic conch building
Skip Alexander's Guesthouse if...
- You're traveling with children — guests must be 21 or older
- You want beachfront access or a full-service resort with spa and fitness
- You prefer chain-hotel consistency over a small character-driven property
AskTheKeys Traveler Match
How well does Alexander's Guesthouse fit your trip?
Before you book — the one trade-off
Alexander's is a 17-room adults-only guesthouse with no beach or resort amenities — you trade full-service scale for an intimate, inclusive Old Town retreat within walking distance of Duval.
AskTheKeys Decision SummaryAlexander's Guesthouse is best for adult travelers and LGBTQ+ guests seeking an inclusive, intimate boutique guesthouse in Old Town with a pool, clothing-optional sun decks, complimentary breakfast, and evening cocktails. It is not ideal for families with children, guests under 21, or travelers who want a full-service resort with beach or spa amenities.
Alexander's Guesthouse is a 17-room adults-only (21+) boutique guesthouse at 1118 Fleming Street in Old Town Key West, housed in a restored 1902 conch-style building on the National Historic Register. The property is an LGBTQ+-designated guesthouse welcoming the community and allies, affiliated with the International LGBTQ+ Travel Association. Three buildings surround a pool, hot tub, and multi-level clothing-optional sun decks. Complimentary expanded continental breakfast is served poolside daily, and evening cocktails are included. A third-floor pergola deck is available for elopements and small ceremonies.
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Before You Book
The details that matter after you've narrowed down your options.
Best for
- LGBTQ+ travelers seeking a welcoming, community-designated guesthouse in Old Town
- Adults who value clothing-optional sun decks and an intimate, judgment-free atmosphere
- Couples looking for complimentary breakfast and evening cocktails in a historic setting
- Guests who want walkable Old Town access without needing a car
Not ideal for
- Families with children — guests must be 21 years or older
- Travelers seeking beachfront access or a resort with spa and fitness amenities
- Guests who prefer chain-hotel consistency — this is a small, character-driven property
Quick facts
| Address | 1118 Fleming Street, Key West, FL 33040 |
|---|---|
| Phone | +13052949919 |
| Check-in / Out | 4:00 PM / 11:00 AM |
| Parking | Handicap parking available; no general on-site parking |
| Pets | No |
| Beach access | No |
| Pool(s) | Yes |
| Spa | No |
| EV charging | Unknown |
Location & nearby
Alexander's Guesthouse is located in Old Town / Fleming Street within Key West.
What's nearby
- Duval Street(0.2 mi, 3 min walk)
- Ernest Hemingway Home & Museum(0.3 mi, 5 min walk)
- Key West Lighthouse & Keeper's Quarters(0.2 mi, 4 min walk)
- Southernmost Point Buoy(0.4 mi, 8 min walk)
- Key West Butterfly & Nature Conservatory(0.4 mi, 8 min walk)
- Fort Zachary Taylor State Park & Beach(0.8 mi, 16 min walk)
- Mallory Square(0.6 mi, 12 min walk)
- South Beach (public)(0.5 mi, 10 min walk)
Amenities overview
Property highlight features
- Pool and hot tub with three-level clothing-optional sun decks
- Complimentary expanded continental breakfast served poolside daily
- Complimentary evening cocktails and happy hour
- 17 rooms in a restored 1902 National Historic Register conch house
- Third-floor pergola deck available for elopements and ceremonies
- Complimentary beach chairs, cooler, and concierge services
Pricing positioning
Typical nightly pricing tends to fall in the $$$ range, depending on season and room type.
LGBTQ+ inclusive adults-only boutique with inclusions
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.
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 Alexander's Guesthouse Compares to Other Key West Resorts
Alexander's Guesthouse vs Almond Tree Inn
- Alexander's Guesthouse wins:LGBTQ+-designated 17-room guesthouse with clothing-optional decks and 21+ policy
- Almond Tree Inn wins:adults-only garden boutique with heated pool, breakfast, and Duval-adjacent location
Alexander's Guesthouse vs The Gardens Hotel
- Alexander's Guesthouse wins:intimate LGBTQ+-focused guesthouse with clothing-optional sun decks and community atmosphere
- The Gardens Hotel wins:upscale botanical garden hotel with Orchid Suite, wine bar, and refined quiet luxury
Alexander's Guesthouse vs H2O Suites
- Alexander's Guesthouse wins:historic 17-room community guesthouse with inclusive atmosphere and complimentary breakfast
- H2O Suites wins:luxury 22-suite adults-only with rooftop pool, private plunge pools, and premium pricing
Alexander's Guesthouse vs Duval House
- Alexander's Guesthouse wins:adults-only guesthouse on Fleming with tropical pool and quieter side-street location
- Duval House wins:adults-only mid-Duval B&B with courtyard Banyan tree and 28 rooms across 7 historic buildings
FAQs
Is Alexander's Guesthouse adults only?
Yes. Alexander's Guesthouse requires all guests to be 21 years or older. Most guests are between ages 30 and 60. No children or teens are permitted on the property.
Is Alexander's Guesthouse LGBTQ+-friendly?
Yes. Alexander's is a designated LGBTQ+ guesthouse and a member of the International LGBTQ+ Travel Association (IGLTA). Approximately 80% of guests are LGBTQ+ and 20% are allies. The property operates under the One Human Family motto and welcomes all adults.
Does Alexander's Guesthouse have clothing-optional areas?
Yes. The property has three levels of clothing-optional sun decks surrounding the pool area. Clothing is optional but not required in these designated outdoor spaces.
Does Alexander's Guesthouse include breakfast?
Yes. An expanded continental breakfast is served poolside daily, included in the room rate. The property also offers complimentary evening cocktails and a happy hour.
Does Alexander's Guesthouse have a pool?
Yes. The property has an outdoor pool and hot tub surrounded by tropical gardens with hibiscus and palm trees. The pool area is the social center of the guesthouse.
How far is Alexander's Guesthouse from Duval Street?
Alexander's Guesthouse is at 1118 Fleming Street, about a 3-minute walk from Duval Street. Old Town restaurants, bars, and attractions are all within easy walking distance.
Does Alexander's Guesthouse have parking?
General on-site parking is not available. Handicap parking is provided. Since the guesthouse is in walkable Old Town, most guests arrive by taxi or rideshare and explore Key West on foot or by bicycle.
Can you get married at Alexander's Guesthouse?
Yes. The third-floor pergola deck is available for elopements, vow renewals, and small ceremonies. The guesthouse has hosted weddings for couples of all orientations. Full concierge support is available for planning.