Southwind Islamorada Frequently Asked Questions
Everything you need to know before booking your Florida Keys stay.
Planning a stay at Southwind Islamorada? Find answers about booking, included amenities, accessibility, pets, parking, and boating. For room descriptions, sleeping arrangements, and a full amenities overview, visit The Home.
Planning Your Stay
How many guests can Southwind accommodate?
Southwind welcomes a maximum of ten overnight guests. This limit applies regardless of the number of beds or sleeper sofas available.
Are there stairs at Southwind?
Yes. Stairs are required to enter the home, and an interior staircase leads to the upper level, Level 3. Guests with limited mobility should contact us before booking to discuss whether the layout meets their needs.
Is Southwind directly on the beach?
Yes. Southwind is a private beachfront home on the Atlantic Ocean with direct water access and a private fishing pier.
What Is Included?
Are pool heating and BBQ propane included?
Yes. Pool heating and propane for the outdoor Lynx BBQ are included in your stay at no additional charge. Southwind also has a heated outdoor spa.
What baby equipment is available?
- Crib
- Pack ’n Play
- High chair
- Baby gates
- Baby bath
- Baby monitor
Please contact us before arrival with any questions about the equipment.
What kitchen and household essentials are provided?
- Ten coffee pods
- Sugar and a selection of spices
- Paper towels and tissues
- A generous supply of premium toilet paper
- Laundry detergent
For kitchen appliances, cookware, and dining facilities, visit The Home.
Is recreational equipment included?
Yes. Equipment provided for guest use includes:
- Pickleball and ping-pong paddles and balls
- Golf putters and balls
- Kayaks and paddles
- Bikes
- Life jackets in sizes ranging from infant to adult
- Snorkels, masks, and fins
See The Home for the full outdoor amenities overview.
Are beach towels, chairs, and sunscreen provided?
Yes. Beach and pool towels, beach chairs, and sunscreen are provided for guests.
Is laundry available?
Yes. Southwind has two laundry stations, each with a full-size washer and dryer: one just outside the kitchen on the main level and another on Level 3. Laundry detergent is provided.
Is Wi-Fi available throughout the property?
Yes. Wi-Fi is available throughout the home and outdoor areas.
Is assistance available during our stay?
Yes. A dedicated property manager is available throughout your stay whenever assistance is needed.
Boating, Parking & Location
How much parking is available?
Southwind offers parking within the home’s fenced grounds, behind the entrance gates, for up to six cars. Boat-trailer parking is also available; with a trailer onsite, parking accommodates approximately four cars. Please discuss your trailer’s size with us before arrival.
Can I bring a boat to Southwind?
Southwind has a private 180-foot fishing pier with lighting and a hose, rather than a dedicated boat dock. At low tide, a boat with a draft of approximately 22 inches or less may be able to pull alongside the pier briefly for loading and unloading.
A mooring buoy is located about 50 feet from the pier, where we have tied our 30-foot boat with a 22-inch draft. We have also left a smaller 18-foot boat tied alongside the pier; however, at low tide, it rests on the bottom.
Water depth, tides, currents, wind, and weather can change quickly, so access and conditions are never guaranteed. Any use of the pier or mooring buoy is entirely at the guest’s own risk, and we do not recommend relying on them as the only option for securing a boat.
Alternatively, Caloosa Cove Marina is approximately two miles away and may have temporary slips available. Please contact the marina directly for current availability, rates, and vessel requirements. Guests planning to bring a boat should discuss arrangements with us before booking.
Where is Southwind located?
Southwind is on the Atlantic side of Islamorada in the Florida Keys. The public map shows the general area for privacy; the full address and detailed arrival information are provided to confirmed guests.
Do we need a car?
A car is recommended for exploring Islamorada and the surrounding Florida Keys. Miami International Airport is approximately 1.5 hours away, and Florida Keys Marathon Airport is about 45 minutes away. Travel times vary with traffic.
Booking & Stay Policies
Are dogs allowed?
Southwind welcomes one dog of any size per stay with advance approval and a $250 pet fee per stay. Please contact us before booking to arrange approval.
What time are check-in and check-out?
Check-in is at 4:00 p.m., and check-out is at 10:00 a.m.
What is the minimum stay?
Southwind requires a minimum stay of seven nights.
How do I book Southwind directly?
Use the Book Now page to enter your dates, check availability, and receive current pricing for your stay.
Still Have a Question?
Visit our Contact page and we will be happy to help with your stay.