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Chokoloskee

Collier County, FL

STRONG BUYSTR Rules →

STR Investment Grade

Transparent Scoring
A+
91/100
🚀 STRONG BUY
Score Breakdown
💰Cash-on-Cash
35/35
🏠Affordability
22/25
📅Year-Round Income
12/15
🤝Landlord Friendly
10/10
📈Room to Grow
12/15
Cash-on-Cash
57.8%
Elite (20%+)
Median Home
$166K
Very Affordable
Room to Grow
12/15
Good Headroom

STRs Generally Permitted

STRs generally allowed with standard permits

No major restrictions known. Standard registration and tax collection may be required. Check local ordinances for specific requirements.

Permit: Moderate
AI-generated regulation data · Regulations change frequently
📋 Before You Invest
Even in STR-friendly markets, confirm the details for your specific property. Call the Chokoloskee City Clerk or Planning & Zoning Department and ask:
1. Are short-term rentals (under 30 days) allowed at [your address]?
2. What permits or licenses are required?
3. Are there owner-occupancy requirements?
4. Any caps on rental nights per year or number of permits?
Regulation details vary by neighborhood and zoning district — always verify for your specific address.

Why Chokoloskee?

Waterfront Market

What drives short-term rental demand here

Waterfront Living

Direct water access and scenic views drive premium pricing and high guest satisfaction scores.

🔥
High Demand Zone

Strong traveler demand supports a competitive market with proven revenue potential.

Will This Deal Work?

Investment Grade
A+
Elite (20%+)
CoC: 57.8%
Can You Pay the Bills?
YES
Income covers mortgage
THE BOTTOM LINE 🚀

Excellent opportunity! Strong cash flow potential with favorable market conditions.

💵
$237
Avg ADR
📅
59%
Occupancy
💰
$4,194
Monthly Revenue
🏠
$166K
Median Price

Market estimates · Updated Feb 2026

📊 Income by Property Size

Monthly revenue estimates by bedroom count

1BR
$1,467
2BR
$2,726
3BR
$4,194
4BR
$6,081
5BR
$7,549
6BR+
$9,017
⭐ Best

🏠 Top Amenities for This Market

Add these to boost your revenue

MUST HAVEWater View
+22%
MUST HAVEDeck/Patio
+15%
HIGH IMPACTKayaks/Canoes
+12%
HIGH IMPACTFire Pit
+10%
NICE TO HAVEHot Tub
+14%

🎯 Your Next Steps

1
Search for 6BR+ properties
Best income potential at $9,017/month
2
Add a Water View
Boost revenue by +22%
3
Target $5,243/month
Top 25% performer income goal

📋 Regulation Status

LegalPermit: Moderate

Regulations vary by city and county. Always verify local STR ordinances, permit requirements, and zoning laws before purchasing.

Research Comparable Listings

See active short-term rentals in this market

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Free STR calculator with comp data for any address

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Chokoloskee, Florida is rated A+ for Airbnb investment with a score of 91/100 (STRONG BUY). The market has an average daily rate (ADR) of $237, 59% occupancy, and estimated monthly STR revenue of $4,194. Median home value is $166,169 with a cash-on-cash return of 57.8%. STR regulation status: Legal. Data powered by Edge by Teeco using estimated market data.