Treasure Island offers classic Florida beach town living with Gulf-front condos and cottages, while Pass-a-Grille is a historic, ultra-low-density village at the southern tip of St. Pete Beach with some of the most coveted waterfront properties in Tampa Bay. Gulf-front homes range from $500K to $5M+ across both communities. Explore all Tampa Bay luxury properties, read our Clearwater & Belleair guide, or browse waterfront homes across Tampa Bay.
Treasure Island & Pass-a-Grille: Gulf Coast Beach Living at Its Best
Treasure Island and Pass-a-Grille sit along the Gulf of Mexico on the barrier islands of southern Pinellas County, offering two distinct versions of Florida beach living. Treasure Island is the quintessential mid-century Florida beach town – wide beaches, colorful cottages, waterfront restaurants, and a laid-back atmosphere that has attracted buyers for generations. Pass-a-Grille, located at the southern tip of the same barrier island chain, is a tiny historic village with no high-rises, no chain restaurants, and some of the most exclusive Gulf-front real estate in the entire Tampa Bay region.
After 23 years of selling real estate across Tampa Bay, I can tell you that these communities attract a very specific buyer: someone who wants the Gulf of Mexico as their front yard, genuine beach town character over manufactured resort living, and a pace of life that is deliberately slower than the mainland. These are not places where you commute to an office. These are places where you live because the beach is the point.
Treasure Island: Classic Florida Beach Town
Treasure Island is a 3.5-mile barrier island connected to the mainland by the Treasure Island Causeway and the Park Street Bridge from South Pasadena. The town features a wide, sugar-sand beach along its entire Gulf frontage, a mix of single-family homes and condominiums, and a walkable commercial district along Gulf Boulevard with restaurants, shops, and the famous Caddy’s on the Beach waterfront bar.
| Treasure Island Market Metric | 2026 Data |
|---|---|
| Gulf-Front Condo Median | $750,000 |
| Single-Family Median | $680,000 |
| Gulf-Front House Median | $1,800,000 |
| Price Per Sq Ft (Gulf-Front) | $500-$800 |
| Average Days on Market | 55-85 days |
| Short-Term Rental Eligible | Yes (with permit) |
The real estate market on Treasure Island ranges from modest beach cottages in the $400K range to Gulf-front estates exceeding $3M. The most desirable properties sit directly on the Gulf beach or along the Intracoastal Waterway with deep-water boat access. Mid-island homes without direct water frontage offer the beach lifestyle at significantly lower price points.
Property Types on Treasure Island
Treasure Island’s housing stock reflects decades of organic development rather than master-planned uniformity. You will find 1950s concrete-block beach cottages that have been lovingly maintained, mid-rise condominiums from the 1970s and 1980s with direct beach access, modern luxury rebuilds on tear-down lots, and a handful of newer boutique condo projects.
- Gulf-front condos – Direct beach access, resort amenities, maintenance-free. $500K-$1.5M depending on floor, view, and building quality.
- Gulf-front single-family homes – The rarest and most valuable properties. $1.5M-$3.5M+. Limited inventory – these rarely hit the open market.
- Intracoastal waterfront homes – Bay-side properties with boat docks, sunset views. $800K-$2M.
- Interior homes and cottages – Beach lifestyle without waterfront prices. $400K-$750K. Many used as vacation rentals.
Vacation Rental Investment Potential
Treasure Island is one of the few Gulf-front communities in Pinellas County where short-term vacation rentals remain legal with proper permitting. This makes the island particularly attractive to investors and buyers who want to offset ownership costs with rental income. A well-located Gulf-front condo can generate $40,000-$80,000+ in annual rental revenue, while Gulf-front houses can exceed $100,000 in peak rental markets. The city requires a vacation rental license, and regulations have been updated – buyers should verify current rules before purchasing with rental intent. For investment strategy guidance, see our Tampa Bay Investment Property Guide.
Pass-a-Grille: Historic Village, Ultra-Premium Beach Living
Pass-a-Grille is unlike anything else on Florida’s Gulf Coast. This tiny community – just 27 blocks long and a few blocks wide – sits at the extreme southern tip of the barrier island, surrounded by water on three sides. There are no high-rises, no resort developments, and no chain businesses. The entire village has the feel of a place that time has gently preserved, with Mediterranean-style homes, mature tropical landscaping, and streets that end at the Gulf of Mexico.
| Pass-a-Grille Market Metric | 2026 Data |
|---|---|
| Median Listing Price | $2,200,000 |
| Median Sale Price | $1,650,000 |
| Gulf-Front Premium | $2.5M-$5M+ |
| Price Per Sq Ft | $600-$1,100 |
| Average Days on Market | 65-100 days |
| Inventory | Extremely Low |
Pass-a-Grille’s real estate market is defined by scarcity. The village is fully built out with no vacant land for new development, and the height restriction (35 feet) ensures that the character of the community is permanently preserved. When a Gulf-front home becomes available, it is a significant event – these properties can sit on the market at premium prices because sellers know that nothing comparable will be built.
What Makes Pass-a-Grille Special
The appeal of Pass-a-Grille is almost impossible to convey without visiting. Gulf Way, the main road running the length of the village, has metered public parking on its western edge and a continuous stretch of pristine beach. Eighth Avenue is the commercial heart – a single block with the Hurricane Restaurant (a local institution), a few cafes, and a handful of shops. The Pass-a-Grille Yacht Club and the historic Don CeSar hotel (technically in adjacent St. Pete Beach) anchor the social scene.
Residents describe living in Pass-a-Grille as feeling like a permanent vacation on a private island. The low density means you know your neighbors. The absence of commercial development means no traffic congestion. The beach itself – wide, clean, and dramatically less crowded than Clearwater Beach or St. Pete Beach to the north – is the primary amenity.
Insurance and Storm Considerations
Both Treasure Island and Pass-a-Grille are barrier island locations in FEMA flood zones, which means flood insurance and windstorm coverage are mandatory cost factors. Annual insurance premiums typically range from $3,000 to $15,000+ depending on elevation, construction type, flood zone designation, and coverage levels. After recent hurricane seasons, premiums have increased substantially for many barrier island properties.
Elevation matters significantly on these islands. Properties built to current Florida Building Code standards with elevated first floors can see meaningfully lower insurance costs compared to older, slab-on-grade construction. Buyers should request elevation certificates and insurance cost estimates before making offers. For comprehensive insurance guidance, read our Flood Insurance Guide and Florida Homeowners Insurance Guide.
Condo buyers should carefully review building reserve funds and special assessment history. Florida’s updated condo safety regulations require structural inspections and adequate reserves – review our Condo Buying Guide for details on what to look for.
Beach Lifestyle and Location
The lifestyle on Treasure Island and Pass-a-Grille revolves around the beach and water. Fishing from the Treasure Island Causeway, kayaking through the mangrove-lined Intracoastal, sunset watching from Caddy’s or the Pass-a-Grille beach, and boating to Shell Key Preserve are daily activities – not weekend excursions. The John’s Pass Village and Boardwalk, located just north on Madeira Beach, offers additional dining, charter fishing, and shopping.
Both communities are approximately 25-30 minutes from downtown St. Petersburg and 45 minutes from Tampa, making them viable for remote workers or semi-retired buyers who need occasional mainland access. St. Pete-Clearwater International Airport is 20 minutes away, and Tampa International Airport is 40-45 minutes.
For buyers comparing Gulf-front options across the region, our Clearwater & Belleair Luxury Guide and Sand Key & Tierra Verde Guide cover the northern Pinellas beach communities.
Who Should Buy on Treasure Island or Pass-a-Grille?
Treasure Island is ideal for buyers who want Gulf-front beach living at more accessible price points than Pass-a-Grille or Clearwater Beach. It suits vacation rental investors, seasonal residents, retirees who love the beach-town atmosphere, and buyers who want walkable restaurants and nightlife within a residential community.
Pass-a-Grille attracts high-net-worth buyers who want ultra-premium beach living in a community that feels like a private village. If you value historic character, extreme privacy, and the prestige of owning on one of Florida’s most exclusive barrier island addresses – and you are patient enough to wait for the right property – Pass-a-Grille is the answer.
Ready to explore Treasure Island or Pass-a-Grille? Schedule a private consultation or call (813) 733-7907. For all Gulf-front options, visit our Clearwater & Belleair Luxury Guide or browse all Tampa Bay luxury properties.
Homes for Sale on Treasure Island & Pass-a-Grille
Updated daily from Stellar MLS. Showing active residential listings in Treasure Island and Pass-a-Grille.
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About Barrett Henry – Barrett Henry is a licensed real estate Broker Associate with REMAX Collective, serving Treasure Island and the Pinellas County area. With deep local knowledge and an honest, data-driven approach, Barrett helps buyers and sellers make confident real estate decisions. Learn more
Disclosure: This article is for informational purposes only and does not constitute financial or legal advice. Loan program details, rates, and limits change regularly – verify all information with a licensed mortgage lender before making decisions. Barrett Henry is a licensed real estate broker, not a mortgage lender.
Last Updated: March 2026
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