Hotels Havana Cabana At Key West
Key West's largest pool
Swimming Pool Mixed Gaystraight Pet Friendly
Hotels NYAH Key West
Not Your Average Hostel
Swimming Pool Hostel
Hotels Gilbert's Resort
Party resort on the way to the keys
$$
Outdoor Seating Standard Live Entertainment
Hotels Cheeca Lodge & Spa
Islamorada spa resort
$$$
Outdoor Seating Swimming Pool Moderate
Hotels Almond Tree Inn
An adults-only tropical getaway
$$$
Outdoor Seating Mixed Lgbtq Family Friendly
Hotels
Opal Key Resort & Marina
* * *
Hotels Blue Flamingo Resort Key West
Pool party paradise
$$$
Outdoor Seating Family Friendly Swimming Pool
Hotels Island House
All-male nude resort
★ 106 ratings ·$$$
20 Somethings 30 Somethings Backroom
Hotels Equator Resort
A clothing-optional resort for men
★ 36 ratings ·$$
20 Somethings 30 Somethings Clothing Optional
Hotels Alexander's Guesthouse
Gay-owned resort in Key West's historic Old Town district
★ 23 ratings
Swimming Pool Lgbtq Owned
Hotels Hyatt Key West Resort and Spa
Prime sunset-facing spot between Duval St. and the Harbor Walk
★ 6 ratings
Swimming Pool Hotel Spa
Hotels The Reach Resort
Intimate escape on Key West's south shore
★ 4 ratings
Swimming Pool Hotel Spa
Hotels Santa Maria Suites Resort
All-suite secret garden
★ 1 ratings
Swimming Pool Hotel
Hotels Winslow's Bungalows - Key West Historic Inns
Resort-like retreat
★ 4 ratings ·$$$$
Outdoor Seating Swimming Pool Mixed Gaystraight
Hotels Sunset Key Cottages, a Luxury Collection Resort, Key West
Private island resort, open to public
★ 1 ratings ·$$$
Moderate Hotel Spa
Hotels La Concha Key West, Autograph Collection Formerly: Crowne Plaza La Concha
Historic hotel on Duval
★ 1 ratings ·$$$
Swimming Pool Pet Friendly Moderate
Hotels Silver Palms Inn
Charming boutique hotel
★ 2 ratings
Mixed Lgbtq Swimming Pool Hotel
Hotels Fairfield Inn and Suites
Bright and friendly hotel with pool
★ 2 ratings
Swimming Pool Mixed Gaystraight Hotel
Hotels Sheraton Suites Key West
Pet-friendly hotel across from south shore beaches
★ 1 ratings
Hotel
Hotels Parrot Key Hotel & Villas in Key West
Redesigned and "better than ever"
$$$
Swimming Pool Moderate Standard
Hotels Barbary Beach House Key West
Contemporary coastal design
Mixed Lgbtq Swimming Pool Pet Friendly
Hotels New Orleans House
Key West's all-male gay guesthouse
★ 16 ratings ·$$
20 Somethings 30 Somethings Outdoor Seating
Hotels La Te Da
A hotel complex
★ 38 ratings ·$$$
20 Somethings 30 Somethings 40 Somethings
Hotels The Perry Hotel Key West
Secluded slice of paradise
$$$
Outdoor Seating Swimming Pool Moderate
Hotels Casa Marina Resort & Beach Club
Stunning beachfront resort
★ 6 ratings
Pet Friendly Hotel Spa