Summerland Key, Florida Short-Term Rental Market
Summerland Key STRs averaged $485/night at 64.3% occupancy in June 2026 across 9,047 active listings.
Quick Answer: Summerland Key, Florida is an active short-term rental market. average occupancy in the Key West market area is 64%. average monthly revenue in the Key West market area is $8,168. average daily rate in the Key West market area is $485. the top operator in the Key West market area is Vacasa with 337 listings. market score is 57/100 (grade C).
Market data reflects the Key West regional market, which includes Summerland Key. Regulations, taxes, and permit details below are specific to Summerland Key.
Market Score Breakdown
Five dimensions StaySTRA evaluates per market.
Market Overview
Summerland Key counted 9,047 active short-term rental listings in the latest snapshot, almost entirely entire-place units at 98.3% of supply (8,895 listings), with private rooms at 1.7% (152). Average daily rate was $484.56 at 64.30% occupancy in June 2026, generating average monthly revenue of $8,168 per listing. Year over year, occupancy declined 0.9 percentage points while ADR rose 5.5% and revenue grew 5.2% compared to June 2025.
Bedroom mix is dominated by 2-bedroom units at 38.9% of supply (3,517), followed by 3-bedroom at 25.9% (2,339), 1-bedroom at 17.4% (1,569), 4-bedroom at 11.8% (1,067), and 5-bedroom at 6.0% (539). On booking channels, 58.6% of listings (5,301) are on both Airbnb and Vrbo, 24.6% (2,224) are Vrbo-only, and 16.8% (1,522) are Airbnb-only, a notably higher Vrbo share than most Florida markets in this batch.
Summerland Key is a small unincorporated island community in the Lower Florida Keys (Monroe County), about 20 miles east of Key West. It has no formal Census-designated population; the surrounding ZIP 33042 area is estimated near 7,000 to 7,500 residents. The Florida Keys drew about 4.45 million overnight visitors in 2023 (down 5.6% from 4.79 million in 2022), staying an average of roughly 5.3 to 6.0 nights and spending about $1,667 per person per trip.
Seasonal Patterns
| Month | Occupancy |
|---|---|
| Jan | 65% |
| Feb | 80% |
| Mar | 78% |
| Apr | 59% |
| May | 59% |
| Jun | 68% |
| Jul | 68% |
| Aug | 50% |
| Sep | 40% |
| Oct | 52% |
| Nov | 58% |
| Dec | 61% |
Month-by-month nightly rates and revenue figures for Summerland Key are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Top Short-Term Rental Operators in Key West market area
Ranked by total active listings. Useful for understanding the competitive landscape. Operator data is published for the Key West market as a whole, which includes Summerland Key, so these counts are not Summerland Key-only figures.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Vacasa | 337 | 21,234 | ★ 4.55 |
| 2 | Vacation Rentals of the Florida Keys LLC. | 232 | 4,472 | ★ 4.68 |
| 3 | Brightwild | 208 | 14,851 | ★ 4.62 |
| 4 | Last Key | 156 | 8,230 | ★ 4.89 |
| 5 | Wendy Zintsmaster and Team | 133 | 5,749 | ★ 4.81 |
What Kind of STR Should I Buy in Summerland Key?
Revenue and nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Summerland Key are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 16.8% |
| vrbo | 24.6% |
| both | 58.6% |
Home Value Trends (Summerland Key)
Typical home values, median sale prices, and the 10-year price trend for Summerland Key are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Insights
Booking-window and length-of-stay analysis for Summerland Key — how far ahead guests book and how to price around it — is available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Short-Term Rental Regulations
Summerland Key falls under Monroe County (unincorporated Florida Keys) vacation-rental rules, among the strictest in Florida. A ‘vacation rental’ is defined as any rental of less than 28 days. Such short-term rentals are prohibited outright in the most common residential zoning districts (IS, URM, IS-M) and are permitted only in a limited set of districts (SR, MU, UR, IS-V, OS). Where allowed, the owner or their agent must obtain an annual Special Vacation Rental Permit for each dwelling unit before renting, plus a local Business Tax Receipt from the Monroe County Tax Collector, and each unit must have a licensed vacation rental manager.
Permits are non-transferable; a change of ownership voids the permit, and the new owner must reapply. Applicants must notify (by certified mail) all property owners within 300 feet at least 30 days before approval. Owner occupancy or primary residence is not required. There is no annual night cap; the binding constraint is the 28-day minimum stay in prohibited zoning districts.
Taxes total about 12.5%: a 5.0% Monroe County Tourist Development Tax plus 7.5% Florida sales and use tax (6% state plus 1.5% surtax), collected and remitted by the operator. Enforcement is rated strict, with substantial code-violation penalties for unpermitted vacation rentals. Monroe County’s vacation-rental application forms were last revised October 2025, and the county has continued active enforcement discussion around illegal vacation rentals, with no major loosening of the 28-day rule or district restrictions reported.
Market Comparison
Summerland Key runs well above typical U.S. short-term rental benchmarks on both metrics. At 64.30% occupancy, the market is about 9.3 percentage points above the roughly 55% national median. Average daily rate of $484.56 is about 120.3% above the roughly $220 national median ADR, more than double, reflecting the Florida Keys’ position as a premium, supply-constrained destination.
Among property managers, Vacasa leads with 337 active listings (3.7% of the area’s 9,047 total listings) and 21,234 reviews at a 4.55 average rating. Last Key holds the highest guest rating among the top five at 4.89 across 156 listings and 8,230 reviews. Vacation Rentals of the Florida Keys LLC ranks second by listing count with 232 listings and 4,472 reviews at 4.68. The top five combined operators hold 1,066 listings, about 11.8% of total inventory, indicating a market still dominated by independent and smaller operators.
Frequently Asked Questions About Summerland Key, Florida
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