Boutique Rental Homes in Fort Myers, Florida

Historic River District cottages full of character, rich in history, and ready to welcome you home.

Book direct and keep more money for the things that actually make a vacation — the meals, the experiences, the memories and more.

Bed porch swing with pillows at Dun Dapple Cottage
Quiet, clean bedroom with white linens and a cow print blanket
Saltwater Jacuzzi Tub at the Dun Dapple Cottage
Cute kitchen with welcome kit for guests at Cracker Cow Cottages

Let’s Book Your Stay!

📞 Real hosts, real conversations

🏡 Boutique properties — not cookie-cutter

💳 Best rate guaranteed direct

🐄 Proudly local, Fort Myers born

Cottages with Character

Each cottage is its own story — full of warm textures, thoughtful details, and enough porch time to remind you what vacation is supposed to feel like.

Black Brindle Bungalow

A 1 bedroom, 1 bathroom cozy space perfect for a solo traveler or couple

Quiet bedroom with queen sized bed at Black Brindle Bungalow

Red Roan
Retreat

A 1 bedroom, 1 bath getaway great for a solo traveler or couple to enjoy

Red Roan Retreat living area and kitchen

Dun Dapple Cottage

A 2 bedroom, 2 bathroom house featuring a private hot tub (up to 4 guests)

Rustic cottage painted black with wooden door

The best of Ft. Myers is right here

Beautiful beach scene at Ft Myers Florida
Exterior of Brunos of Brooklyn restaurant in Ft Myers Florida

Situated in the Historic River District, our cottages are close to the heart of it all, and only a short ride away from some of the most stunning beaches on the Gulf Coast.

Whether you came for the history, the water, or simply to slow down, Fort Myers has so much to explore!

Comfort and care, thoughtfully delivered

Every cottage comes fully equipped with everything you need for a comfortable stay — and a courtyard firepit waiting for your first evening.

All cottages include the following:

  • High-Speed WiFi & Smart Home Entry

  • Fully Equipped Kitchen

  • Beach Chairs & Umbrella Included

  • Organic Toiletries

  • Linens & Beach Towels

  • Firepit & Firewood

  • and more!

Outdoor courtyard with fire pit and lounge chairs
White kitchen with white shiplap and a welcome kit with wine and snacks

Three thoughtfully restored cottages, one perfect stay.

Find your match and book direct for the best available rate.