Explore Southwind Islamorada
Discover five private bedroom suites, oceanfront gathering spaces, and outdoor living for your Florida Keys stay.
Southwind Islamorada brings families and friends together in a private beachfront setting on the Atlantic Ocean. Explore five bedroom suites with private bathrooms and balconies, oceanfront gathering spaces, and outdoor amenities for your Florida Keys stay.
At a glance: Five bedrooms • Six full bathrooms and one half bathroom • Maximum ten overnight guests
Stairs are required to enter the home and to reach Level 3. Two bedrooms are on the main level, and three are on Level 3.
Bedrooms & Bathrooms
Each bedroom has a private ensuite bathroom and balcony. All beds feature luxury hypoallergenic linens. Each bedroom’s ensuite bathroom includes Frette bath linens, a Dyson hair dryer, and Molton Brown bath amenities. A separate pool bathroom and main-level powder room bring the total to six full bathrooms and one half bathroom.
Bedroom 1 — Oceanfront Primary King Suite
Level 3
- King bed with luxury hypoallergenic linens
- Two nightstands with iPhone and watch charging stations on both sides of the bed
- Dresser
- Walk-in closet
- Smart TV
- Private oceanfront balcony
Private Ensuite Bathroom
- Freestanding tub
- Shower
- Frette bath linens
- Dyson hair dryer
- Molton Brown bath amenities
Bedroom 2 — Oceanfront Queen Suite
Level 3
- Queen bed with luxury hypoallergenic linens
- Two nightstands with a phone charger on each
- Dresser
- Walk-in closet
- Smart TV
- Private balcony
Private Ensuite Bathroom
- Shower
- Frette bath linens
- Dyson hair dryer
- Molton Brown bath amenities
Bedroom 3 — Garden View Twin Suite
Level 3
- Two twin beds with luxury hypoallergenic linens
- Twin sleeper sofa
- Dresser inside the closet
- Phone charging stations
- Smart TV
- Private balcony
Private Ensuite Bathroom
- Tub
- Shower
- Frette bath linens
- Dyson hair dryer
- Molton Brown bath amenities
Bedroom 4 — Garden View Twin & Bunk Suite
Main Level
- Two twin beds
- One full-over-full bunk bed, with full-size mattresses on both the upper and lower bunk
- Luxury hypoallergenic linens
- USB-C charging at each bed
- Walk-in closet
- Private balcony
Private Ensuite Bathroom
- Shower
- Frette bath linens
- Dyson hair dryer
- Molton Brown bath amenities
Bedroom 5 — Garden View King Suite
Main Level
- King bed with luxury hypoallergenic linens
- iPhone and watch chargers on both sides of the bed
- Dresser
- Full closet
- Smart TV
- Keurig coffee machine
- Private balcony
Private Ensuite Bathroom
- Shower
- Frette bath linens
- Dyson hair dryer
- Molton Brown bath amenities
Pool Bathroom
- Full bathroom
- Shower
- Tub
Powder Room — Main Level
- Half bathroom
- Dyson hair dryer
- Frette bath linens
Kitchen & Dining
Fully Equipped Kitchen — Main Level
- High-end appliances
- Countertop dining
- Island for meal preparation
- Wine refrigerator
- Two coffee machines
- Four-slice toaster
- Blender
- Air fryer
- Large lobster pot
- Baking, roasting, and frying pans
- Place settings for 16
- A selection of spices
- Full storage pantry
Oceanfront Dining Room — Main Level
- Dining table seating ten comfortably
- Sideboard for serving
- Location directly off the kitchen
- Sliding doors to the patios for indoor-outdoor living
Outdoor Dining — Main Level
- Located just outside the main-level kitchen and living room
- Extra-large Lynx BBQ
- Propane provided at no additional charge
- Kitchen pass-through window for convenient serving
Living & Entertainment
Oceanfront Living Room — Main Level
- Full-size sofa
- Two swivel chairs
- Two additional chairs
- Oversized Smart TV
- Games and puzzles in the cabinets
- A selection of books
Oceanfront Living Room — Level 3
- Two full-size sleeper sofas
- Two recliner chairs
- One loveseat
- Ocean views
Maximum overnight occupancy remains ten guests, including anyone using sleeper sofas.
Game Area — Level 3
- Game table seating up to six
- Smart TV
- Wet bar area
- Nespresso coffee machine
- Two refrigerated drawers
- Microwave
- Desk
- Color printer
Outdoor Living
Oceanfront Pool & Spa
- Private heated outdoor infinity pool
- Heated outdoor spa
- Lounge chairs
- Pool towels provided
- Outdoor TV visible from the pool
- Pool heating included at no additional charge
Outdoor Living & Pool Bar — Ground Floor
- Full bar with counter seating for eight
- Full-size refrigerator
- Ninja slushy machine
- Full-size Smart TV
- Sonos speakers
- Sunscreen provided
Beachfront Spaces & Fishing Pier
- Private beachfront setting on the Atlantic Ocean
- Beachside palapa
- Beachfront firepit with seating
- Private 180-foot fishing pier
- Pier lighting and hose
- Beach chairs and towels provided
The pier is primarily for fishing. Boat access is limited by shallow water and tides. Please review the boating information in our FAQ and discuss arrangements with us before booking if you plan to bring a boat.
Outdoor Recreation
- Pickleball with all accessories provided
- Mini golf
- Ping-pong table
- Pop-A-Shot basketball
- Kayaks
- Bikes
Included Recreation Equipment
- Pickleball and ping-pong paddles and balls
- Golf putters and balls
- Kayak paddles
- Life jackets in sizes ranging from infant to adult
- Snorkels, masks, and fins
Included Comforts
Family & Baby Essentials
- Crib
- Pack ’n Play
- High chair
- Baby gates
- Baby bath
- Baby monitor
Please contact us before arrival with any questions about the equipment.
Two Laundry Stations
- Full-size washer and dryer just outside the kitchen on the main level
- Additional full-size washer and dryer on Level 3
- Laundry detergent provided
Household Essentials
- Ten coffee pods
- Sugar and a selection of spices
- Paper towels
- Tissues
- A generous supply of premium toilet paper
Connectivity, Music & Guest Support
- Wi-Fi throughout the home and outdoor areas
- Whole-house Sonos sound system
- Sonos speakers in the ground-floor outdoor living area
- Dedicated property manager available throughout your stay whenever assistance is needed
Gated Parking
- Parking within the home’s fenced grounds, behind the entrance gates
- Space for up to six cars
- Boat-trailer parking available, reducing car capacity to approximately four
Please discuss your trailer’s size with us before arrival.
Plan Your Southwind Stay
Enjoy beachfront living, private bedroom retreats, and space to gather in Islamorada.
Check Availability & Book Direct
Seven-night minimum stay. Maximum ten overnight guests.