Old Florida Cottages holiday rentals

We found 28 holiday rentals — enter your dates for availability

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April 2026

May 2026

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Find the best place to stay - Old Florida Cottages

Premier Host

"A Day In The LIfe" - 2 Minute Walk To The Beach! - Community Pool

Sleeps 8 · 3 bedrooms · 3 bathrooms

Key Lime Cottage - Old Florida Cottages, Community Pool, Easy Walk to the Beach!

Sleeps 8 · 2 bedrooms · 2+ bathrooms

1 block to beach! Walk or bike to restaurants, coffee shops, bars, and boutiques

Sleeps 10 · 4 bedrooms · 3 bathrooms

Premier Host

Located on Beach Access. Heated Pool. Low Host Fees. 30A. Walk to Food & Fun

Sleeps 18 · 6 bedrooms · 5 bathrooms

Top rated rentals - Old Florida Cottages

Image of 30A Boho Beach Escape – No Car Needed

Refreshed Memories

Loved the neighborhood for great bike rides and easy walk or ride to beautiful beach! Great space for 14 of us to spend time together as family. Can’t wait to do it again in this sweet home!

Berna P.

Stayed May 2023

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value