1118 Fleming Street
Luxury guesthouse catering to gay and lesbian Clientele. Complimentary daily breakfast, buffet & open bar. Multiple sun decks, 24 hour pool and hot tub. Toll Free: 800-654-9919
Phone: Toll Free (800)–278-4552
822 Fleming Street
Located at 822 Fleming street is only 3 blocks from famous Duval St. With 2 heated pools and 2 Hot tubs, the resort caters to all the “fun” you want in a relaxed open and secure resort atmosphere. A full-service bar that offers a complimentary Happy Hour daily as well as a complimentary continental breakfast. 11 complimentary Adult Male channels in each room as well as poolside adult movie entertainment. A 2016 Tripadvisor Certificate of Excellence award winner and the preferred Key West Resort of Fagabond!
1129 Fleming Street
Clothing-optional resort for men. Poolside cafe and bar. Luxury rooms with our heavenly beds. Heated pool, fully equipped gym, sauna, steamroom, two Jacuzzis, erotic video room. Island House was recently named The best gay men’s resort in the world.” by OUT Traveler Magazine. Toll Free 800-890-6284 • IHKWSPECIAL@aol.com
2801 N. Roosevelt Blvd.
Experience the Key West you’ve always dreamed of with endless sunshine, glorious sunsets, and incomparable charm. Welcome to Parrot Key Hotel & Resort, the finest water view luxury resort in Key West. Located on the Gulf of Mexico, just minutes from Historic Old Town, our Key West hotel has the largest hotel rooms and suites on the island. Indulge in island living with authentic Conch-style design and details.
830 Truman Avenue
Enjoy affordable elegance at Key West’s newest hotel, Silver Palms Inn, located in Historic Old Town Key West!
323 Whitehead Street
An all welcome lush, tranquil Caribbean estate in the heart of Old Town. Stay in a restored wrecker’s home nestled beneath the canopies of two magnificent, centuries old banyan trees.
1015 Fleming Street
A tranquil, peaceful setting with all the amenities and none of the attitude. In historic old town Key West, just a short walk from Duval Street. Eden House hotel offers affordable rates, a heated pool, Jacuzzi, elevated sundeck, waterfalls, hammocks, swings, garden cafe, wi-fi internet and friendly service – all in a lush, tropical setting.
7001 Shrimp Road
Not discovered. But refound. You’ll find The Perry Hotel on the edge of the lively working waterfront of Stock Island, an eclectic enclave breezily close to the pretty porches & white picket fences of Key West, but yet a world away. The concrete is rough, the wood is reclaimed, and the metal framing has just enough patina to make you wonder how old it is & what kind of life it’s lived before. The minute you set foot into The Perry Hotel, you know you’ve arrived somewhere different. There’s a vibe here, a pulse. Because this not just a brand-new 100-room beautiful boutique hotel, it’s part of something more; something more than Key West – something found.
C Todd Kemp & Brian Boyer Vacation Rentals
PO Box 527, Key West
Key West Vacation Rentals
Casa Marina Resort & Beach Club
1500 Reynolds Street
Savor a taste of tropical living at the most beloved choice of Key West hotels and resorts – Casa Marina Resort. Nestled on the island’s southern edge – spanning more than 1,100 feet of private beach. Toll Free: 877-397-6342
Cayo Hueso Resorts & Cottages
1205 Calais Lane
Offering private homes, cottages & bungalows. Tropically elegant vacation rentals just steps off Duval-true Key West living.
Crowne Plaza Key West – La Concha
430 Duval Street
History comes alive at the Crowne Plaza Key West – La Concha. Situated in the heart of old town, on the fabled Duval Street, the La Concha is The place to stay while visiting Key West.
Doubletree Grand Key Resort
3990 South Roosevelt Blvd
This 216-room, full-service, casually elegant, pet friendly resort offers 24 suites, complimentary shuttle service,casual dining, zero-entry pool, Tiki bar, and the Hilton HHonors program.
Doug Mayberry Property Management
1075 Duval St, Suite C23
Each home in the Doug Mayberry Property Management collection is carefully selected and regularly monitored to maintain the highest standards to ensure your stay exceeds your expectations.
Fairfield Inn & Suites by Marriott
2400 N Roosevelt Blvd
The hotel is centrally located in the middle of Key West, and is only minutes away from a variety of restaurants, cafes, nightclubs, and unique shops found in Old Town Key West.
Fairfield Inn & Suites/The Keys Collection
3854 North Roosevelt Boulevard
Our brand new hotel showcases intelligently appointed rooms & suites; each hotel room includes a flat screen TV, a mini-fridge, and plush bedding.
Hilton Garden Inn/The Keys Collection
3850 N. Roosevelt Blvd
Hilton Garden Inn Key West is a brand new hotel that debuted in Key West, the southernmost city in the continental USA, April 2016. Restaurants, indoor and outdoor bars and pool.
1109 Duval Street
An exceptional collection of private vacation accommodations with pools. Selections include historic homes, cozy cottages, estates and condominiums you are sure to love. Weekly-Monthly-Seasonally.
Historic Key West Vacation Rentals
425A Eaton Street
Hyatt Key West Resort & Spa
601 Front Street
Ours is a year-round Key West resort on the Gulf of Mexico, within walking distance of shops and attractions. Come savor the Hyatt experience at the best of resorts in Key West, Florida.
Island City House
411 William Street
The oldest operating guest house in Key West, the Island City House is compromised of: the Carriage House, the Island City House and the Cigar House.
Key West Visitors Center
1601 N. Roosevelt Blvd.
We are a full-service information center with 3 locations serving visitors to the Florida Keys. We assist with hotels, restaurants, watersports, maps, coupons & gen info at no cost to the visitors.
Lighthouse Court Hotel
902 Whitehead Street
Lighthouse Court is a historic hotel in Old Town. One block from best food & gay bars on Duval. Free WiFi & Continental breakfast. Lighthouse Café & Mojito Bar is in courtyard. Come stay with us soon!
New Orleans House
724 Duval Street
Part of the world famous Bourbon Street Complex. Tropical pool bar open to 4 am. Waterfall pool and 15-man Jacuzzi. Clothing optional sun deck and secure hotel parking.
Ocean Key Resort
Zero Duval Street
Ideally situated at Zero Duval Street, between Key West Harbor and lively Mallory Square.
Old Town Manor
511 Eaton Street
Ideally located just steps from famous Duval Street in the heart of Old Town Key West. This 14 room bed & breakfast has modern amenities,free wi-fi,,lush gardens and generous continental breakfast.
Parrot Key Resort
2801 N. Roosevelt Blvd.
Rent Key West Vacations
1075 Duval Street
We offer romantic hideaways, distinctive private Old Town residences and elegant waterfront condos to fit any lifestyle or budget.
Rose Lane Villas
522 Rose Lane
Your home away from home is only steps from famous Duval Street! These 1,2 and 3 bedroom villas feature generously equipped kitchens and living rooms, on-site swimming pool and free parking.
Santa Maria Suites Resorts
1401 Simonton Street
Experience a truly sophisticated and contemporary Key West beach resort when you choose The Santa Maria Suites.
Sheraton Suites Key West
2001 South Roosevelt Blvd
320 Simonton Street
The cottages of Simonton Court retain their original 19th century charm, yet are updated with modern amenities.
Southernmost Hotel Collection
1319 Duval Street
From our AAA four diamond boutique hotels to luxury two bedroom suites to a full service Key West beach resort atmosphere, the variety of properties provide something for everyone.
1117 Duval Street
The Speakeasy Inn was the home of Raul Vasquez, who was a cigar selector at the Gato cigar factory.
The Gates Hotel
3824 North Roosevelt Boulevard
Mixing contemporary design and retro Floridian flair, The Gates Hotel features guestrooms with modern amenities that uniquely combine upscale sophistication and polished service with the island’s casual laid back vibe.
The Gardens Hotel
526 Angela Street
The Gardens estate houses 17 luxurious guest suites amidst one of Florida’s oldest and most respected tropical gardens. d’Vine Wine Gallery Wed-Sun 5-10P. Sunday Jazz 5-7:30P
The Grand Guesthouse
1116 Grinnell Street
A classic Key West inn, exudes charm by means of a bed & breakfast style in a totally un-touristy Old Town Key West neighborhood. If you prefer a good night’s sleep over the noise of Duval Street, but you want to be within easy walking distance to shops, restaurants, museums, art galleries, beaches, the Southernmost Point, and Hemingway’s House you’ll love our location. We’re just five short blocks to Duval Street and five blocks to the beach.
The Mermaid and The Alligator
729 Truman Avenue
One of the finest Key West Bed & Breakfast Inns in the heart of the historic district of Key West, The Mermaid & The Alligator is a traditional inn with a distinctive flair. Toll Free: 800-648-3780
The Perry Hotel Key West
7001 Shrimp Rd
You’ll find The Perry Hotel on the edge of the lively working waterfront of Stock Island, an eclectic enclave breezily close to the pretty porches and white picket fences of Key West, but yet a world away.
The Reach Resort
1435 Simonton Street
Boasting Key West’s only natural beach as our backyard, we offer the perfect blend of glistening white sand and breathtaking sunshine. Pamper yourself at this enchanting Old Town Key West hotel, complete with 150 elegant guest rooms, sweeping beach views, and attentive guest services. Toll Free: 877-397-6427
The Southernmost House
1400 Duval Street
A sophisticated setting at ocean’s edge, The Southernmost House stands out as Key West’s most striking oceanfront bed and breakfast, with 18 spacious, exquisitely appointed guestrooms and suites.
The Tropical Inn
812 Duval Street
Boutique hotel-style casual chic seamlessly blends with bed-and-breakfast warmth to create the Tropical Inn’s mellow ambience.
The Westin Key West Resort & Marina
Phone: (305) 294-4000
245 Front Street
Vacation Key West
100 Grinnell St at the Ferry Terminal
Key West Hotels, Florida Keys Condo Rentals, Attractions and more. Complimentary Key West Map With Every Reservation
Vacation Homes of Key West
507 Whitehead Street
Vacation Homes of Key West invites you to truly embrace the island lifestyle by renting private Key West vacation rentals.