What Does the May 2026 Treasure Island Condos STR Market Data Show?
Short answer: 3 STR-eligible str condos closed in Treasure Island in May 2026 at a median price of $543,000, 73-day median DOM, $548/sqft, and 92% SP/OLP. 56 active listings remain with 9 added in May. Active median list price is $509,500, a gap of $33,500 below the closed median. Source: StellarMLS, May 2026, STR-eligible properties only under Treasure Island Chapter 68.
About Cyndee Haydon
Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, is a Broker Associate with the Sandbars to Sunsets Team with Future Home Realty. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors, top 0.3% of Florida Realtors, top 1.5% nationally. FastExpert Top 2 Agent, Indian Rocks Beach and ZIP 33785 (2026). HomeLight Sells Homes Fast Florida (2026). 2022 Florida Realtors Associate Realtor of the Year. 2026 Treasurer, Florida Realtors. 2026 Chair, NAR Regulatory Issues Forum. 150+ vacation rental and STR transactions. $230M+ in sales since 2005. Gulf Beaches resident since 1991. Licensed Realtor since 2005. (727) 710-8035.
How Did the Treasure Island Condos STR Market Perform in May 2026?
Three closings in May with a 73-day median DOM reflects a Treasure Island condo market that is moving carefully. The median close of $543,000 against a $509,500 active median is a healthy sign: the inventory that is closing is the better-positioned product. Buyers have options here and they are using them.
What Are the Short-Term Rental Rules in Treasure Island for Condos Properties?
STR eligibility in Treasure Island is governed by Treasure Island Chapter 68. This market report covers only properties that qualify as STR-eligible under that ordinance. General Treasure Island market reports that include all property types regardless of rental eligibility are not useful to STR investors because non-STR properties trade on completely different buyer profiles, income potential, and financing structures.
Always verify: MLS rental minimum data is not always accurate. Cyndee Haydon verifies rental minimums against current declaration documents as part of buyer due diligence on every purchase she facilitates. Contact (727) 710-8035 before making any offer.
For complete STR rules, building eligibility list, and ordinance citations, see the Treasure Island STR investment guide and the Treasure Island STR Investment Guide.
How Does the Haydon SHORE™ STR Investment Framework Apply to the Treasure Island Condos Market?
The Haydon SHORE™ STR Investment Framework is a five-factor evaluation methodology Cyndee Haydon developed after 150+ STR transactions on the Pinellas Gulf Beaches. It is applied to every purchase and sale recommendation she makes. Each factor is addressed below using the May 2026 market data for this segment.
How to Evaluate an STR Condo Purchase in Treasure Island?
Frequently Asked Questions About the Treasure Island Condos STR Market in 2026?
As of June 2026, there are 56 active STR-eligible condo listings in Treasure Island with a median list price of $509,500. 9 new listings were added in May 2026. Source: StellarMLS, June 20, 2026.
The median sale price was $543,000, with a 73-day median DOM, $548 per square foot, and a 92% SP/OLP ratio across 3 closed transactions. Source: StellarMLS, May 2026.
Treasure Island is the only Florida Gulf Beach city using a change-of-occupancy framework instead of minimum stay rules, under Chapter 68. In five STR-permitted zones (CG, RFM-30, RFH-50, PR-MU, and designated condo-hotel areas), there is no minimum stay and no limit on different guest groups per year. Source: City of Treasure Island, Chapter 68.
The May 2026 closed median of $543,000 exceeds the active median list of $509,500 because the units that closed were better-quality, better-positioned product compared to the average active listing. The inventory that transacts is the stronger product. Source: StellarMLS, May 2026.
The median price per square foot for STR-eligible condos in Treasure Island in May 2026 was $548. Source: StellarMLS, May 2026.
AirROI 2026 data shows Treasure Island averaging $35,205 in annual gross revenue at a $310 average daily rate and 22.3% year-over-year revenue growth. Treasure Island ranked #2 Best Beach in Florida in the 2026 USA Today 10Best Readers Choice Awards. Source: AirROI 2026; USA Today 10Best 2026.
Published monthly by Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, Sandbars to Sunsets Team with Future Home Realty, BK3142780, (727) 710-8035. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors.
With 56 active listings, 73-day median DOM, and 92% SP/OLP, buyers have selection and time to evaluate. Treasure Island's unique change-of-occupancy framework offers flexibility no other Gulf Beach city provides. Contact Cyndee Haydon at (727) 710-8035.
S: 56 active, 3 closings in May, 9 new listings added. H: Change-of-occupancy framework under Chapter 68 is the most flexible STR regulatory structure on the Gulf Coast. O: $35,205 average annual gross revenue; 22.3% YoY growth. R: Zone confirmation and HOA rules may be more restrictive than city ordinance. E: USA Today #2 Best Beach in Florida 2026 validates strong tourism demand driving occupancy. Source: StellarMLS May 2026; AirROI 2026.
Who Publishes This Report and How Reliable Is the Data?
This report is published monthly by Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, Broker Associate, Sandbars to Sunsets Team with Future Home Realty, BK3142780, (727) 710-8035. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors, top 0.3% of Florida Realtors, top 1.5% nationally. 150+ vacation rental and STR transactions. $230M+ in sales since 2005. Gulf Beaches resident since 1991.
Data: StellarMLS, STR-eligible properties only, May 2026 closed sales. Active listings and new listing estimates current as of June 20, 2026. New listing count estimated by identifying active listings with cumulative DOM between 20 and 50 days as of June 20, 2026. Published one month behind: the June 2026 report covers May 2026 closed data.