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City Watch — Big Pine Key

Pending STR legislation and regulatory rating tracking for Big Pine Key.

Painted city portrait of Big Pine Key, FL — Key Deer Refuge & Turquoise Flats, informed by Henri Rousseau.

City portrait · J. Hamilton Studio

Restrictive · highas of Sep 9, 2026 · high confidence
  • pre-2011 grandfathered zoning exclusion: vacation rentals (<28 days) prohibited in the IS, URM and IS-M residential districts that predominate in the Keys (Monroe County LDC §134-1, scheme originating Ord. No. 004-1997)
  • special vacation-rental permit regime with annual permit, manager license, and fire/life-safety inspection required in the districts where STRs are allowed (SR, MU, UR, IS-V, OS)
  • Big Pine Key / No Name Key overlaid by the Key Deer Habitat Conservation Plan + federal Incidental Take Permit and ROGO permit-allocation limits, sharply constraining new residential development (supply overlay, not STR-specific)
  • unincorporated place: Monroe County LDC + Rate of Growth Ordinance (ROGO) govern in full

Based on: Monroe County Land Development Code §134-1 — VRs under 28 days prohibited in IS / URM / IS-M residential districts

What the ordinance says
Vacation rentals of less than 28 consecutive days are PROHIBITED in the IS, URM and IS-M land-use districts; allowed only in SR, MU, UR, IS-V and OS districts (and, within IS, only IS-V or gated communities with an HOA that expressly regulates vacation rentals). Monroe County LDC §134-1.Monroe County Land Development Code §134-1 — VRs under 28 days prohibited in IS / URM / IS-M residential districts

View the ordinance source ↗✓ Verified

Last reviewed Sep 21, 2026 · Sources · Report an error

Pending legislation

Monitoring Big Pine Key · system last checked Sep 21, 2026

City Watch tracks changes from public sources (council agendas, state bills, local news) as coverage is activated for this market — not a complete legal compendium.

A city permit is not the whole picture — HOA, condominium, deed, or lease rules may be stricter.

City Watch provides good-faith summaries of publicly available information as of the review date shown. Rules, enforcement, and permit availability can change, and summaries may contain errors or omissions. Ratings describe the general regulatory environment; they do not establish whether a particular property or stay is permitted. This is general information, not legal advice. Before buying, listing, or hosting, verify applicable requirements with the responsible authorities and review any HOA, condominium, deed, or lease restrictions.