Lodging Options


Lodging Options

Family affair Wedding and Event Planning has negotiated special pricing for our clients with various resorts - below you may find some special discounted wedding room rates (more to come)!

Room Blocks with NO guarantee

If you are looking for a formal room block the best way is to decide where you want to stay – and many guests will follow – so let us know your preferred choice and we can establish a room block with some perks.

But, if you just want to provide some great options to guests – Southwinds Motel and Santa Maria Suites are two locations nestled between the Casa Marina – The Reach Resort and Southernmost Beach Resort –  great location – but it also offer guests uniqueness based on their needs – fits travel budget – etc.

Be sure to pass the word on to your guests!

Santa Maria Suites & Resort

This hotel is located at the end of Simonton Street, which is in perfect location for it is only one block away from Duval St where all the restaurants and nightlife is located for your stay. These suites have full kitchens as well as two bedrooms, which makes it ideal to share a room with another family member or friend to cut the cost.

To reserve rooms at Santa Maria Suites, your guests can go ON-LINE – and enter their dates and then enter the PROMO code “FAWB”


Southwinds Motel

Great for a room block – reasonable and located just 1 block from Duval St. – you and your guests can walk to everything including the beach across the street where a chair/umberella and towel will be waiting for you – includes parking and continental breakfast in the $15 resort fee – property has 3 pools to top it off !

To reserve rooms at Southwinds Motel, your guests can go ON-LINE – and enter their dates and then enter the PROMO code “FAWB”

Sunset Key Cottages

Just off our little Key West Island is Sunset Key Island, you take short boat ferry to this very exclusive island – They have two and three bedroom units with full kitchen – pool – private beach – restaurant and bar!

Southernmost Beach Resort

Is hands down THE best on island – the are a real resort with 3 pools, gardens, royal palm walk way, hammocks, Adirondack chairs to gaze out on the ocean, entertainment and games scheduled during the day, 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

Sheraton Suites

(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.  

Margaritaville Key West Resort & Marina

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 – pool – whirlpool – restaurants.

Havana Cabana

(Requires shuttle to Duval) Has the largest pool on the island Tiki hut bar and grill – Recently full REMODEL- it reopens April 2018 as the new!


Southernmost Inn

This option is close to Duval st. but is towards the quieter end. This location is great because it accessible to walk anywhere. This location also includes breakfast.

Avalon B&B

This is another option that I recommend. 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.

Old Town Manor

This is an option that once again is a bed and breakfast, and in a great location, about half a block away from Duval st., closer to the party side of Duval !

Cayo Hueso Resorts

These are more like vacations properties style with outstanding Key West style 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.

Center Court Cottages

This location is central just off Truman Avenue you can walk to Southernmost Beach or Mallory Square with ease – you can also take over this lovely little compound – 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 !

Wicker guest house

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!


Marriot Beach Side

This location is just at the start of the island. These rooms have full kitchen as well. This option is open enough to make it easy to share. These rooms are stunning and this property is great fun – they have just added a “ferry” transport to take you from the hotel to the heart of Duval by boat!   We can do a room block – does required a guarantee – call Family Affair for more details

The Duval Loop

The Duval Loop is a bus route that runs from the Gulf to the Atlantic adjacent to Key West’s world-famous main street lined with shops, bars, restaurants, and all sorts of quirky stuff.  This free hop-on hop-off bus service makes 16 stops along the way, and runs every half hour in the mornings – 6 a.m to 10 a.m- and it runs every 15 minutes from 11 a.m until midnight. – For a detailed schedule or track the Duval Loop bus in real time, click Key West Transit