Photo 1
Photo 2
Photo 3
Photo 4
Photo 5
Photo 6
Photo 7
Photo 8
Photo 9
Photo 10
Photo 11
Photo 12
Photo 13
Photo 14
Photo 15
Photo 16
Photo 17
Photo 18
Photo 19
Photo 20
Photo 21
Photo 22
Photo 23
Photo 24
Photo 25
Photo 26
Photo 27
Photo 28
Photo 29
Photo 30
Photo 31
Photo 32
Photo 33
Photo 34
Photo 35
Photo 36
Photo 37
Photo 38
Photo 39
Photo 40
Photo 41
Photo 42
Photo 43
Photo 44
Photo 45
Photo 46
Photo 47
Photo 48
Photo 49
Photo 50
Photo 51
Photo 52
Photo 53
Photo 54
Photo 55
Photo 56
Photo 57
Photo 58
Photo 59
Photo 60
Photo 61
Photo 62
Photo 63
Photo 64
Photo 65
Photo 66
Photo 67
Photo 68
Photo 69
Photo 70
Photo 71
Photo 72
Photo 73
Photo 74
Photo 75
Photo 76
Photo 77
Photo 78
Photo 79
Photo 80
Photo 81
Photo 82
Photo 83
Photo 84
Photo 85
Photo 86
Photo 87
Photo 88
Photo 89
Photo 90
Photo 91
Photo 92
Photo 93
Photo 94
Photo 95
Photo 96
Photo 97
Photo 98
Photo 99
Photo 100
Photo 101
Photo 102
Photo 103
Photo 104
Photo 105
Photo 106
Photo 107
Photo 108
Photo 109
Photo 110
Photo 111
Photo 112
Photo 113
Photo 114
Photo 115
Photo 116
Photo 117
Photo 118
Photo 119
Photo 120
Photo 121
Photo 122
Photo 123
Photo 124
Photo 125
Photo 126
Photo 127
Photo 128
Photo 129

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

9.8/1064 reviewsKey West

Alexander's Guesthouse is an adult-exclusive (21+), LGBTQ+ friendly boutique retreat in a quiet, tree-shaded street in the heart of Key West's Old Town. Listed on the National Historic Register, the property is a lovingly restored 1902 Conch-style house with original pine floors and stately windows, comprising three renovated homes (built 1902-1904) with 17 rooms total. Decorated with tropical elegance and a homey atmosphere, it offers comfortable beds with crisp white linens, a pool and jacuzzi, two sundecks with views of Key West, an expanded continental breakfast served poolside, and a daily poolside Happy Hour with complimentary cocktails. Full concierge services are available to help plan activities, dining and reservations.

What this place offers

  • Outdoor swimming pool (open 24 hours)
  • Jacuzzi / spa (open 24 hours)
  • Three levels of sun decks
  • Complimentary expanded continental breakfast
  • Daily poolside Happy Hour (4:30-5:30pm) with cocktails
  • Tropicana Bar

Policies & house rules

  • Check-in from 16:00 until 19:00
  • Check-out until 11:00
  • Minimum check-in age 21
  • No children
  • Pets allowed
  • No parking

• This property caters to LGBTQ+ guests. • Guests under 21 years old are not permitted at this adults-only property. • Contactless check-in and contactless check-out are available. • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly). A deposit may be required at the property.

Available rooms

Select dates to see available rooms

Select dates to see the price

You won't be charged yet

64 reviews

Guests liked

  • Cleanliness
  • Service
  • Atmosphere
  • Stephen

    Oct 2025

    10/10

    Beautiful property. Staff is so kind. Can’t wait to return.

  • Isabella

    Oct 2025

    10/10

    Such a friendly and thoughtful staff, a beautiful oasis within walking distance to everything. A true pleasure to return to at the end of the day, or wait out the heat. Beautiful rooms and amenities.

  • Aysenur

    Sep 2025

    10/10

    Omg, I dropped my heart Alexandar’s Guest House and Key West❤️ everything was great, clean room, clean house, nice and fun people, everything all about great this guest house I’ll definitely come to stay again.. Thank you for everything

  • Charles

    Sep 2025

    10/10

    Great place to stay always clean an the employees are very respectful

  • Jacob

    Sep 2025

    10/10

    Everything was very clean and pleasant with a charming, historic Key West vibe. The morning breakfast and afternoon happy hour at the pool were both great for meeting the other guests and making everything relaxed and social.

Location

1118 Fleming St · Key West