TREASURE ISLAND, Fla. - s4story -- The Treasure Island vacation rental condo market posted substantially higher prices and faster sales in May 2026, as demand for short-term rental investment properties remained resilient amid the area's ongoing hurricane recovery and tourism rebound.

According to data from StellarMLS, the median sale price for all Treasure Island condominiums that permit short-term rentals increased to $655,000 in May 2026, up 77.7 percent from $368,500 in May 2025. Median price per square foot rose to $472, a 22 percent increase from $387 one year earlier.

The market also moved considerably faster. Median days on market fell to 51 days from 101 days a year ago, a decline of nearly 50 percent.

The pricing gains occurred as tourism in St. Pete-Clearwater reached record levels. It was reported that nearly 5 million spring visitors in 2026 generated strong demand for Gulf Coast vacation accommodations and supported investor interest in short-term rental properties. Treasure Island Beach was also recognized as number 2 among the top 2026 beaches in the United States by

Although transaction volume remained modest, with two closed sales in May compared with four in May 2025, limited inventory and continued buyer demand supported pricing across the market.

"Short-term Rental Investors continue to recognize that well-located vacation rental properties on the Pinellas Gulf Beaches remain a scarce asset," said Cyndee Haydon, Broker Associate with Future Home Realty's Sandbars to Sunsets Team. "The combination of tourism demand, constrained inventory and continued recovery efforts is creating opportunities for buyers who understand the long-term fundamentals of the market."

Haydon specializes in waterfront, vacation rental, and short-term rental investment properties across the Pinellas Gulf Beaches, including Treasure Island, Madeira Beach, Indian Shores, Indian Rocks Beach, Redington Beach, North Redington Beach, Redington Shores, St. Pete Beach, and Belleair Beach.

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The report incorporates the Haydon SHORE STR Investment Framework, a five-factor methodology for evaluating vacation rental investment opportunities across Supply and Demand, Hosting Rules, Operating Economics, Risk and Resilience, and Experience and Earnings Potential.

According to the Haydon SHORE STR Investment Framework, investors evaluating Treasure Island properties should consider not only current pricing trends but also rebuilding progress, insurance availability, local regulations and long-term tourism demand drivers.

StellarMLS data also showed active inventory remained limited, with four active listings and three pending sales at the end of May, reinforcing the competitive dynamics in the market.

Frequently Asked Questions

How is the Treasure Island vacation rental condo market right now?

The market remains competitive, with median sale prices increasing 77.7 percent year over year and median marketing times falling to 51 days. Demand for short-term rental investment properties continues despite limited inventory.

Are Treasure Island vacation rental condos recovering after the hurricanes?

The market continues to recover, with rebuilding activity and tourism demand supporting prices. Record visitation to St. Pete-Clearwater in spring 2026 has reinforced investor confidence in the area's long-term appeal.

Why are Treasure Island condo prices increasing?

Limited inventory, strong tourism demand and the scarcity of legally permitted short-term rental properties have contributed to higher prices and faster sales.

Is Treasure Island still a good market for vacation rental investors?

Every investment should be evaluated individually, but Treasure Island remains one of the few Gulf Coast communities with established short-term rental inventory and strong tourism fundamentals.

Media Availability

Haydon is available for interviews regarding Treasure Island vacation rental market trends, short-term rental investment opportunities, tourism-driven housing demand and post-hurricane recovery across the Pinellas Gulf Beaches.

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ABOUT CYNDEE HAYDON

Cyndee Haydon, CRS, is a Broker Associate with Future Home Realty's Sandbars to Sunsets Team, specializing in waterfront, vacation rental and short-term rental investment properties on Florida's Pinellas Gulf Beaches. Ranked #723 among Florida's 232,000 Realtors by RealTrends Verified 2026, top 0.3% of Florida Realtors and top 1.5% nationally. Gulf Beaches resident since 1991. Licensed Realtor since 2005. More than 150 vacation rental and short-term rental transactions and more than $230 million in career sales. She serves as 2026 Treasurer of Florida Realtors and 2026 Chair of the National Association of Realtors Regulatory Issues Forum and was named Florida Realtors Associate Realtor of the Year in 2022.

She is the creator of the Haydon SHORE STR Investment Framework, a five-factor evaluation methodology for assessing vacation rental investment properties across Supply and Demand, Hosting Rules, Operating Economics, Risk and Resilience, and Experience and Earnings Potential.

ABOUT THE SANDBARS TO SUNSETS TEAM WITH FUTURE HOME REALTY

The Sandbars to Sunsets Team, led by Broker Associate Cyndee Haydon, operates within Future Home Realty and focuses exclusively on waterfront, vacation rental and short-term rental investment properties on the Pinellas Gulf Beaches. The team has completed more than 62 short-term rental-friendly property transactions during the past five years across Indian Rocks Beach, Indian Shores, Madeira Beach, Treasure Island and the Redington Beaches and publishes the Gulf Beaches' only short-term rental-specific market reports and investment guide.

Market Data Source: StellarMLS data May 2025 and May 2026.