Lodging Options

Southwinds Motel

Southwinds Motel
BOOK A ROOM
  • Great for a room block
  • Convenient downtown location: access to all of Key West’s attractions and water sports within walking distance including a convenience store, shops and restaurants.
  • Beach access with complimentary chairs and towels* at South Beach (next to Southernmost Beach Resort)
  • Includes parking and continental breakfast in the $15 resort fee
  • 3 swimming pools

Santa Maria Suites

BOOK A ROOM
  • Perfect location for it is only one block away from Duval St where all the restaurants and nightlife is located for your stay;
  • All suites are 2 bedroom and 2 bath suites that can sleep up to 5 people in each suite and they allow Children;
  • These suites have full kitchens;
  • Suites are either a flat style or a bi level style;
  • Features include two courtyard pools, poolside bar, and  24-hour Concierge;
  • Beach Access with Chairs, Umbrellas and Towels & Attendance Service.

Southernmost Beach Resort

BOOK A ROOM
  • Is hands down THE best on island!!!
  • Features include 3 pools, gardens, royal palm walk way, hammocks, Adirondack chairs to gaze out on the ocean, entertainment and games scheduled during the day, and a full beach that you can walk right into;
  • There pricing will reflect the level of their location – but if you are looking for a special location for you and your guests this is it – it is as family friendly as it is romantic – we can do a room block – does require a guarantee – call Family Affair for more details

Old Town Manor

BOOK A ROOM
  • Reasonably priced bed and breakfast;
  • Great location, about 10 minute walk from Mallory Square and half a block away from Duval st.;
  • Continental breakfast included;
  • Limited on-site parking is available for a fee

Sunset Key Cottages

DISCOUNTED WEDDING RATE
  • Just off our little Key West Island is Sunset Key Island, you take short boat ferry to this very exclusive island;
  • One, two, three or four bedrooms, with garden, partial ocean or full ocean views;
  • Fully equipped kitchen;
  • Private verandas with Adirondack chairs and tables;
  • 24-hour boat transportation to and from Margaritaville Key West Resort & Marina;
  • Spacious white sand beach;
  • Tropical swimming pool and two whirlpools;
  • Beach and poolside concierge services;
  • Two tennis courts;
  • Private docks for boats up to 200 feet at Margaritaville Key West Resort & Marina.

Margaritaville Key West Resort & Marina

DISCOUNTED WEDDING RATE
  • Ideally located at sunset end of the island, right on the waterfront of Old Town within a working cruise ship port and just steps from the famous Mallory Square and one block from Duval St., you can walk to everything ;
  • Features include pool, whirlpool and restaurants.
  • Boat to Sunset Key’s Beach

Havana Cabana

DISCOUNTED WEDDING RATE
  • (Requires shuttle to Duval) The new Havana Cabana hotel overlooking the Atlantic Ocean is set along Highway 1.
  • Amenities include the largest outdoor pool in the island, a poolside Tiki hut bar and a hot tub, as well as a food truck serving Cuban fare. Live entertainment is also offered.
  • Free parking

Sheraton Suites

CHECK OUT THE RESORT
  • (Requires shuttle to Duval)  an all-suite hotel in Key West
  • Ideally situated across from Smather`s Beach and just minutes from Key West International Airport our beachfront resort offers travelers a low-key retreat brimming with sophistication and style
  • Complimentary on-site parking
  • Outdoor Heated Pool and a Whirlpool
  • Hot breakfast, fee from: 15 USD

Marriot Beach Side

CHECK OUT THE RESORT
  • (Requires shuttle to Duval) This location is just at the start of the island.
  • Key West hotel suites featuring gourmet kitchens, dining rooms, living rooms and master bedrooms;
  • These rooms are stunning and this property is great fun;
  • You also get the hotel’s complementary downtown shuttle to experience everything Key West has to offer and no resort fee;
  • Continental breakfast, fee from: 15.95 USD
  • Tanning Beach, Outdoor Waterfront pool and a Whirlpool.

Southernmost Inn

CHECK IT OUT
  • The Southernmost Inn is located one block from Duval Street, but is towards the quieter end;
  • Great location where you can find an array of nightlife, dining, and entertainment;
  • Continental Breakfast, 24-hour Starbucks Coffee/Tea, Two Pools and one hot tub and a Gym are included in the daily amenity fee of $24.99 + tax.

Avalon B&B

CHECK IT OUT
  • This Bed and Breakfast is located on the quieter end of Duval St., just one block away from the Southernmost point and only steps away from the beach;
  • Refined rooms with private bathrooms, canopy beds, minifridges and cable TV. There’s also a cottage with a porch;
  • Continental breakfast is served on the front porch overlooking Duval Street;
  • Plunge pool and a side deck.

Cayo Hueso Resorts

CHECK IT OUT
  • These are more like vacations properties style with outstanding Key West architecture and amenities, located just steps off Duval St., South Beach & Southernmost Point (yet totally discreet and private);
  • They have private homes, cottages and bungalows fully-equipped, that can fit up to 8 guests;
  • Full Kitchens plus Blender, Microwave & Dishwasher;
  • Private Sundecks with Gas BBQ Grill, Table & Umbrella;
  • Heated Pool with Waterfall, surrounded by Lush Tropical Landscaping;
  • Complimentary Laundry Facilities;
  • Complimentary Wireless Internet Access and complimentary Free Local Calls;
  • Complimentary Welcome Basket.

Center Court Cottages

CHECK IT OUT
  • This location is central just off Truman Avenue you can walk to Southernmost Beach or Mallory Square with ease;
  • They have plenty of outside space to relax, a pool for guests only, with lounge chairs and tables with chairs; and a rooftop sun deck;
  • Second pool across the street available for adults only;
  • Each of their suites has many great amenities including WiFi, air conditioning, toaster oven, refrigerator, coffee maker (complete with coffee, cream and sugar), and a blender;
  • Many of our suites have a private spa within your own gated courtyard.

Wicker guest house

CHECK IT OUT
  • Just across the street from the Center Court Cottages is the Wicker Guests House back door (front door on Duval) – so it is a great location to have overflow of your guests who can not fit in the Cottages;
  • Heated swimming pool, patio with lounge chair and hammocks and a Sundeck;
  • Free, limited parking. First come, first served;
  • Complimentary poolside continental breakfast.

Kimpton Winslow’s Bungalows

DISCOUNTED WEDDING RATE
  • In the heart of Old Town;
  • Outdoor pool with bar service, afternoon poolside refresher and pool towels;
  • Beach kit: borrow a beach bag filled with mask, snorkel and a walking map to nearby beach attractions;
  • Explore Key West on custom-designed loaner bikes — available for all our guests to enjoy;
  • Yoga mats and turkish robes in every guestroom;
  • Boozy welcome arrival w/ signature Passionfruit Shandy Beer;
  • Complimentary Continental Breakfast served from 8 a.m. to 10 a.m. daily;
  • Onsite concierge to help you make the most of your Key West stay;
  • Complimentary Wifi;
  • $30+ Tax Daily Guest Amenities Fee;
  • Pet Friendly

Kimpton Fitch Lodge

DISCOUNTED WEDDING RATE
  • Minutes from the Key West Historic Seaport;
  • Casual retreat refreshingly removed from the bustle of Duval Street;
  • Outdoor pool with afternoon poolside refresher and pool towels;
  • Beach kit: borrow a beach bag filled with mask, snorkel and a walking map to nearby beach attractions;
  • Explore Key West on custom-designed loaner bikes — available for all our guests to enjoy;
  • Yoga mats and turkish robes in every guestroom;
  • Boozy welcome arrival w/ signature Passionfruit Shandy Beer;
  • Complimentary Continental Breakfast served from 8 a.m. to 10 a.m. daily;
  • Onsite concierge to help you make the most of your Key West stay;
  • Complimentary Wifi;
  • $30+ Tax Daily Guest Amenities Fee;
  • Pet Friendly

Kimpton Ridley House

DISCOUNTED WEDDING RATE
  • Of their five Kimpton Key West hotels, Ridley House is the most elegant—ideal for honeymooners and VIP stays.
  • Outdoor pool with afternoon poolside refresher and pool towels;
  • Beach kit: borrow a beach bag filled with mask, snorkel and a walking map to nearby beach attractions;
  • Explore Key West on custom-designed loaner bikes — available for all our guests to enjoy;
  • Yoga mats and turkish robes in every guestroom;
  • Boozy welcome arrival w/ signature Passionfruit Shandy Beer;
  • Complimentary Continental Breakfast served from 8 a.m. to 10 a.m. daily;
  • Onsite concierge to help you make the most of your Key West stay;
  • Complimentary Wifi;
  • $30+ Tax Daily Guest Amenities Fee;
  • Pet Friendly

Kimpton Lighthouse Hotel

DISCOUNTED WEDDING RATE
  • Located mango-throwing distance to iconic Key West Lighthouse and Hemingway’s home
  • Outdoor pool with afternoon poolside refresher and pool towels;
  • Beach kit: borrow a beach bag filled with mask, snorkel and a walking map to nearby beach attractions;
  • Explore Key West on custom-designed loaner bikes — available for all our guests to enjoy;
  • Yoga mats and turkish robes in every guestroom;
  • Boozy welcome arrival w/ signature Passionfruit Shandy Beer;
  • Complimentary Continental Breakfast served from 8 a.m. to 10 a.m. daily;
  • Onsite concierge to help you make the most of your Key West stay;
  • Complimentary Wifi;
  • $30+ Tax Daily Guest Amenities Fee;
  • Pet Friendly