Personalized Real Estate Guidance for Buyers, Sellers & Investors from Islamorada to Key West
At The Island Collective Realty, we believe real estate in the Florida Keys is about more than property — it’s about lifestyle. Whether you’re buying a waterfront home in Key West, selling a historic cottage in Old Town, or exploring investment opportunities throughout the Keys, our boutique brokerage offers local expertise, personalized service, and a seamless experience.
Real Estate Services in the Florida Keys
You're in the right place.
It’s no mystery that we live in our own little island bubble down here in the Florida Keys. From “island time” to “island life,” we do things a little differently here. But if you get it, you get it — and when you’re ready, we’re here to help. Whether you’re buying your own piece of paradise, selling Keys real estate, restoring a historic property, or renting out your home as a vacation rental, we’d love to chat with you. Ready to make some real estate moves down here in the islands?
Owning a piece of the Florida Keys means owning a slice of paradise. But whether you’re buying a home in Key West, selling a property in Islamorada, renovating a historic conch house, or turning your home into a vacation rental, the process can come with unique island-specific challenges. That’s where we come in — to make every step seamless and stress-free.
"What made me happiest is that Stephanie was ON it. I thought I was diligent about combing through listings. But, she was always a step ahead of me. In the past, we've attempted to make progress in moving to the island. But we were not able to get the traction that we needed to strike while the iron was hot. Without Stephanie, I would still be shivering up north."
is always of the essence
Time
"Stephanie and Greg treated us like we were not just clients, but old friends. They answered panicked emails and texts with a sweet sense of humor."
the secret sauce
levity
real results
Buying your perfect piece of paradise is an exciting time. We’re here to make the process smooth, enjoyable, and stress-free — helping you find the right home in the Florida Keys with local insight every step of the way.
Buying
Renting your property can be challenging. Our team is here to do the heavy lifting so you can enjoy the cash and skip the headaches.
VACATION RENTAL MANAGEMENT
When it’s time to embark on your next adventure, we’re here to help get your home sold. Our consultative process keeps you supported from start to finish — with local expertise, pricing strategy, and marketing that helps your Florida Keys property stand out.
Selling
Ways to Work Together
“Key West? That's not a place it's a dream.”
— anonymous
Buying a Home in the Florida Keys
Buying a home in the Florida Keys isn’t just a transaction — it’s the start of your island lifestyle. Whether you’re searching for a waterfront cottage in Key West, a vacation home in Islamorada, or an investment property along the Keys, our team helps make the process clear, fun, and stress-free. From neighborhood insights and insurance guidance to closing day, we’re here to help you find your perfect piece of paradise.
Owning a piece of the Florida Keys is a dream you're ready to realize. Say no more!
A GOOD FIT FOR YOU IF:
You’re ready to own your little slice of paradise — but if you’re feeling overwhelmed and not sure where to start, you’re not alone. Buying a home in the Florida Keys can feel different from buying on the mainland, but that’s where we come in. Whether you’re dreaming of a Key West cottage, an Islamorada getaway, or a waterfront investment property, we’ll help you understand the process step by step and make your move with confidence.
You want the vacation rental revenues but not the vacation rental headaches. Oh! And proactive, customized marketing for your property would be swell.
A GOOD FIT FOR YOU IF:
Yes, we take care of your property like it is our own. Yes, we represent it on the usual online rental platforms. Here's our real difference: Our social media reach is millions. We have a large devoted following who look to us for recommendations on where to stay on the island. We actively and innovatively promote your property to increase occupancy and thus revenue.
Rental Management in Key West
Your vacation rental can be a blessing and a headache. Keep the cash leave the headaches to us.
We're about as low-pressure as they come, but we'd love to chat when you're ready.
Ready to Talk About Working Together?
lets do this.