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Treasure Island vs Madeira Beach STR: Sunset Coast ROI

Published October 7, 2026

Treasure Island vs Madeira Beach STR: Sunset Coast ROI

QuickAnswer: Madeira Beach offers better cash-on-cash returns (9-11%) for most STR investors due to 15-20% lower purchase prices, while Treasure Island delivers higher gross revenue through premium nightly rates ($250-$350 vs. $225-$325). Both markets show strong fundamentals, but your choice depends on available capital and whether you prioritize total revenue or percentage returns.

Which location generates higher rental revenue?

Treasure Island consistently commands higher nightly rates and gross revenue. According to market data from STR performance platforms, 2-bedroom condos in Treasure Island average $60,000 in annual revenue compared to $55,000 in Madeira Beach—roughly 9% more gross income.

The revenue advantage comes from Treasure Island's brand recognition as a more established vacation destination. The area features more walkable entertainment options, wider beaches, and stronger shoulder-season performance. According to occupancy tracking data, Treasure Island maintains 65-75% annual occupancy compared to Madeira Beach's 60-70%.

For single-family homes, the gap widens. Treasure Island properties generate $75,000-$150,000+ annually, while comparable Madeira Beach homes earn $70,000-$130,000. The premium positioning allows Treasure Island owners to capture high-end vacationers willing to pay $350+ per night during peak season.

However, higher revenue doesn't automatically mean better returns. You'll need to factor in the significantly higher purchase prices before determining actual ROI. Our STR investment calculators can help you run these numbers for specific properties.

What are the actual purchase price differences?

Madeira Beach properties cost 15-20% less than comparable Treasure Island units. According to current MLS data, 2-bedroom condos in Treasure Island range from $450,000-$600,000, while Madeira Beach condos sell for $375,000-$500,000.

For single-family homes, expect to pay $700,000-$1,000,000+ in Treasure Island versus $600,000-$850,000 in Madeira Beach. This $100,000-$150,000 difference significantly impacts your down payment requirements, financing costs, and overall cash position.

The lower entry point makes Madeira Beach accessible to more investors. A $425,000 Madeira Beach condo requires $85,000 down at 20%, while a comparable $525,000 Treasure Island property needs $105,000—a $20,000 difference that affects your cash-on-cash return calculation.

Property taxes and insurance costs scale with purchase price, so Madeira Beach also delivers ongoing savings. In Florida's current insurance crisis, where coastal premiums run $4,000-$8,000 annually for condos according to the Florida Office of Insurance Regulation, the lower insured value provides meaningful relief.

Which market offers better cash-on-cash returns?

Madeira Beach typically delivers superior cash-on-cash returns despite lower gross revenue. The math is straightforward: lower purchase prices with similar net operating income produces better percentage returns on your actual invested capital.

For a 2-bedroom condo example, Madeira Beach generates approximately 9-11% cash-on-cash returns compared to Treasure Island's 8-10%. While Treasure Island produces $2,000 more in net operating income ($35,000 vs. $33,000), you're investing $20,000-$40,000 more capital upfront.

This advantage becomes more pronounced when financing costs rise. At current interest rates, the larger mortgage on a Treasure Island property consumes more of the revenue premium. According to Pinellas County business tax records, both areas require the same 12% occupancy tax (6% state sales tax + 6% Pinellas County tourist tax), so tax burden doesn't differentiate the markets.

First-time STR investors particularly benefit from Madeira Beach's lower capital requirements. The reduced financial barrier allows you to enter the market sooner or maintain larger cash reserves for unexpected expenses—critical in a market where insurance costs have increased 30-50% annually in recent years.

What do STR regulations look like in each city?

Both markets require STR registration, but compliance processes differ slightly. According to the Pinellas County Planning Department, Treasure Island properties must register through the county system and comply with zoning-specific restrictions, including 7-day minimum stays in many residential zones.

Madeira Beach requires both a City of Madeira Beach STR permit and Pinellas County business tax registration. The city maintains stricter oversight of vacation rentals, with specific zoning requirements that restrict STR operations in certain residential areas.

Before purchasing any property for STR use, verify the specific address with both the city and county. Many condo associations impose additional restrictions beyond municipal requirements. A property that's technically legal for STRs may still be prohibited by HOA covenants—a $500,000 mistake if you don't check beforehand.

Pinellas County is currently considering stricter STR regulations across all beach communities. According to recent county commission discussions, registration requirements may tighten and minimum stay requirements could expand. This regulatory uncertainty affects both markets equally, making compliance with current rules and monitoring future changes essential.

Rules change frequently—confirm with the local municipality and consult a real estate attorney before purchasing.

What are the hidden costs that affect ROI?

Insurance represents the largest hidden cost crushing Sunset Coast STR returns. According to the Florida Office of Insurance Regulation, coastal property insurance premiums have increased 30-50% annually in recent years, with many carriers exiting the Florida market entirely.

Citizens Property Insurance, Florida's insurer of last resort, now covers many coastal investors who can't find private coverage. Expect $4,000-$8,000 annually for condo insurance and $8,000-$15,000+ for single-family homes. Hurricane deductibles typically run 2-5% of insured value—meaning a $600,000 home carries a $12,000-$30,000 deductible.

Flood insurance adds another layer of cost. Both Treasure Island and Madeira Beach sit in high-risk flood zones (AE/VE zones), requiring flood coverage for any mortgaged property. Annual premiums range from $400-$2,500 depending on elevation and zone designation.

Property management fees consume 25-35% of gross revenue for full-service management. A $60,000 annual revenue property loses $15,000-$21,000 to management fees—the difference between positive and negative cash flow for many investors. Self-management saves money but requires significant time investment and local availability.

Special assessments hit condo owners unpredictably. Older buildings on both islands face deferred maintenance, and recent Florida building safety legislation requires expensive inspections and repairs. Budget at least 10% of revenue for unexpected costs beyond regular maintenance.

Which location makes sense for different investor profiles?

Choose Treasure Island if you're an established investor seeking premium market positioning and maximum gross revenue. The higher entry cost requires more capital, but you'll capture the high-end vacation segment willing to pay premium rates. Treasure Island makes sense when you prioritize total dollar returns over percentage returns and can absorb higher insurance and operating costs.

Choose Madeira Beach if you're maximizing cash-on-cash returns or entering the STR market with limited capital. The 15-20% lower purchase prices deliver better percentage returns while still capturing strong vacation rental demand. Madeira Beach's proximity to John's Pass Village & Boardwalk provides a major tourist attraction without the premium price tag.

According to Visit St. Pete/Clearwater, Tampa Bay area tourism currently runs at 105% of pre-COVID levels with visitor spending up 18% from 2019. Both markets benefit from this regional strength, so your choice comes down to financial positioning rather than fundamental market differences.

New investors should strongly consider starting in Madeira Beach. The lower capital requirement reduces risk while you learn STR operations. You can always trade up to Treasure Island once you've proven your management capabilities and built equity.

For investors purchasing multiple properties, Madeira Beach's lower price point allows you to diversify across more units with the same capital. Two Madeira Beach condos at $425,000 each may outperform one $850,000 Treasure Island property through diversification and combined revenue.

What's the verdict for 2024 buyers?

Both markets offer viable STR opportunities, but Madeira Beach delivers better value for most 2024 buyers. The combination of lower entry costs, comparable performance metrics, and superior cash-on-cash returns creates a more attractive risk-adjusted investment—especially critical as insurance costs continue rising.

Treasure Island remains the right choice for investors with sufficient capital seeking maximum gross revenue and brand recognition. The premium positioning justifies the higher cost if your investment thesis prioritizes total dollar returns and you're comfortable with the larger capital commitment.

Before making any purchase decision, run detailed financial projections using actual insurance quotes, current interest rates, and realistic occupancy assumptions. The 5-10% difference in returns can swing dramatically based on property-specific factors like HOA fees, special assessments, and management costs.

Ready to analyze specific properties in either market? Our STR buying guide walks you through the complete due diligence process, from verifying STR legality to calculating true returns. With 23+ years of Tampa Bay real estate experience, we'll help you find the Sunset Coast property that matches your investment goals.

Want help with this?

Barrett helps Tampa Bay investors find and buy cash-flowing STRs. 23+ years of experience.

Frequently Asked Questions

Which generates more revenue: Treasure Island or Madeira Beach STRs?+

Treasure Island STRs generate approximately 9% more gross revenue than comparable Madeira Beach properties. A typical 2-bedroom Treasure Island condo earns $60,000 annually versus $55,000 in Madeira Beach, due to higher nightly rates ($250-$350 vs. $225-$325) and stronger brand recognition among vacationers.

How much less expensive are Madeira Beach STR properties?+

Madeira Beach STR properties cost 15-20% less than comparable Treasure Island units. Two-bedroom condos range from $375,000-$500,000 in Madeira Beach versus $450,000-$600,000 in Treasure Island, with single-family homes showing similar percentage differences.

Do both areas allow short-term rentals?+

Both Treasure Island and Madeira Beach permit short-term rentals with proper registration. Treasure Island requires registration through Pinellas County with 7-day minimum stays in many residential zones, while Madeira Beach requires both city STR permits and county business tax registration. Always verify specific address zoning and HOA restrictions before purchasing.

What insurance costs should I expect for a Sunset Coast STR?+

Coastal property insurance costs $4,000-$8,000 annually for condos and $8,000-$15,000+ for single-family homes according to the Florida Office of Insurance Regulation. Flood insurance adds $400-$2,500 yearly, and hurricane deductibles typically run 2-5% of insured value. Premiums have increased 30-50% annually in recent years.

Which location offers better cash-on-cash returns?+

Madeira Beach typically delivers better cash-on-cash returns at 9-11% versus Treasure Island's 8-10% for comparable properties. The lower purchase price in Madeira Beach produces better percentage returns on invested capital despite slightly lower gross revenue, making it more attractive for investors prioritizing return on investment over total dollar earnings.

Barrett Henry, REALTOR and Broker Associate

Barrett Henry, REALTOR®

Broker Associate at REMAX Collective · 23+ years of real estate experience

Barrett helps investors buy cash-flowing short-term rental properties in Tampa Bay. e-PRO®, MRP, SRS designations. REMAX Hall of Fame 2024.

Disclaimer: This article is for informational purposes only and does not constitute legal, tax, or investment advice. Always consult qualified professionals before making real estate investment decisions.

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