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.

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.

southwinds photo

Southwinds Motel

1321 Simonton St, Key West, Florida 33040
Reasonably priced and located just 1 block from Duval Street – you and your guests can walk to everything including the beach across the street where a chair/umbrella and towel will be waiting for you – includes parking and continental breakfast in the resort fee. Southwinds Motel has 58 well-appointed rooms and the property has 3 pools to top it off!

As a centrally located Key West motel, all the things you need are within walking distance including a convenience store, shops and restaurants.

Convenient downtown location
Charming atmosphere
3 swimming pools
Concierge service
Access to all of Key West’s attractions and watersports
A 32 inch LED cable TVMicrowave, coffee maker and refrigerator
Hair dryers, irons/ironing boards
Access to all of Key West’s attractions and watersports

Parking available on site*
High-speed Wi-Fi*
On site laundry machines*
Bike rental on location
Continental breakfast (juice, water, muffins, fruit)*
Beach access with complimentary chairs and towels* at South Beach (next to Southernmost Beach Resort)
* included in the amenity fee

Southwinds Motel Rooms

After a fun-filled day enjoying all that Key West has to offer, relax and unwind in clean and modern guestrooms fitted with all the comforts of home. Sleep well in our plush Eurotop mattresses, and enjoy free Wi-Fi, 32″ flat-screen TVs, microwaves, and refrigerators.

Standard Queen

Wedding Hotels Key West

Whether traveling solo or as a pair, sleep well in a Eurotop queen bed and enjoy complimentary Wi-Fi, microwave, refrigerator, and cable TV.

Queen with Sofa Bed

Southwinds Motel Key West

Perfect for small families or extra guests, unwind in a Eurotop queen bed with a pull-out sleeper sofa and flat-screen TV in living area.

Standard Two Queen

Southwinds Motel Key West

With two Eurotop queen beds, our largest room is family-friendly complete with complimentary Wi-Fi, microwave, refrigerator, and cable TV.

Standard King

Southwinds Motel Key West

Unwind in one Eurotop king bed and enjoy thoughtful amenities including complimentary Wi-Fi, microwave, refrigerator, and a flat-screen TV.

santa maria 1

Santa Maria Suites

1401 Simonton St Key West, Florida 33040
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. Features include two courtyard pools, poolside bar, 24-hour Concierge, and beach access with chairs, umbrellas and towels & attendance service! 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.

35 Two-Bedroom Suites
Two Courtyard Pools
Ambrosia Restaurant Nearby
Poolside Bar
Beach & Attendants
24 Hour Concierge
Air Conditioning
Daily Housekeeping
Nightly Happy Hour
Lounge Chairs & Umbrellas

Free Wi-Fi
Chilled Pool Towels
Fitness Center with Cybex Equipment
Nightly Turndown Service
Dry Cleaning
Wake-Up Calls
Handicap Access
Laundry Facilities in room
Free Poolside Smoothies
Beach Access with Chairs, Umbrellas and Towels & Attendance Service

Santa Maria Suites

All suites are 2 bedroom 2 bath suites that can sleep up to 5 people in each suite and they allow Children.
Suites is are either a flat style or a bi level style.

Important Note
2nd floor rooms do not have elevator access – “FLATS POOL VIEW” ARE 1ST FLOOR – (anyone with difficulty with stairs should requests a 1st floor flat)


Santa Maria Suites Resort

These are 2nd floor Luxury Bi-level units with no view. Have the kitchen and living room and half bath on the main level of the unit and then both bedrooms and two baths are located upstairs.

Flats - Pool View

Santa Maria Suites rooms

Luxury suites one level suites with 2 bedrooms 2 baths with open kitchen concept look right out to the pool these are all first floor.

Resort Fees
$35 resort fee is per suite – not per person – and includes wine happy hour with snacks each day – fresh baked muffins and ice cream bars delivered to your suite – complementary beach chair, umbrella and towel at South Beach 1 block away- unlimited fruit smoothies bottled water – and fresh fruit served poolside.

duval loop

(Click to Enlarge)

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, go visit the Key West Transit.