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    Stays/Destinations/United States/Florida/With a story

    Vacation rentals with a story in Florida

    4 independently run vacation rentals with a story in Florida. 1 sleeps 8 or more, 1 is surrounded by nature, 1 is quiet. Book direct on each host's own site, with no guest service fees.

    Stays
    4
    Sleeps
    2 to 9
    Pet-friendly
    2

    Search live availability

    • Surrounded by nature2
    • For groups5
    • Quiet3
    • Condos18
    • Villas5
    Casa Botanica

    Casa Botanica

    Naples, Florida

    Your Naples Escape Starts Here

    sleeps 9

    At a glance: Sleeps 9. Pets welcome (up to 2).

    Book direct on casabotanicanaples.com

    Adults Only Themed Kink BDSM Role Play Bondage

    Adults Only Themed Kink BDSM Role Play Bondage

    St. Augustine, FL

    Reconnect in serene marshside tranquility.

    sleeps 2

    At a glance: Sleeps 2. No pets.

    Book direct on bookwithhaven.com

    Pelican Landing at Boca Bay

    Treasure Island, FL

    Where Dolphins Play, Pelicans Gather, and Memories Last Forever

    sleeps 6

    At a glance: Sleeps 6. No pets.

    Book direct on treasureislandrentalsfl.com

    Breezy Harbor AMI pool retreat near the Beach

    Breezy Harbor AMI pool retreat near the Beach

    Holmes Beach, FL

    Charming Harbor Retreat with Private Pool

    sleeps 6

    At a glance: Sleeps 6. Pets welcome.

    Book direct on bookwithhaven.com

    More in Florida

    • All vacation rentals in Florida
    • Vacation rentals with a story everywhere on Haven

    Questions about Florida

    How many vacation rentals with a story in Florida are there?
    4 stays in Florida qualify. Each has a provenance of its own, a history, a conversion, a working farm or a family legacy, noted by Haven’s curator.
    What makes a stay count as vacation rental with a story?
    Each has a provenance of its own, a history, a conversion, a working farm or a family legacy, noted by Haven’s curator. The rule is the same for every stay, so a page never lists one on a guess.
    Do I pay a service fee to book vacation rentals with a story in Florida?
    No. Every stay here is booked or requested on the host’s own website, which charges no guest service fee.
    How many guests do these vacation rentals with a story sleep?
    From 2 to 9 guests, listed on each card.

    Updated November 6, 2026. Listings and counts come from each host's live site.

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