Fair Deal Based on an estimated value, which may not reflect the home's current market value.

377 Guava AveGrassy Key, FL 33050

$649,000

Est. $573,800

  • 1,008 sqft
  • 2 beds
  • 1 bath

About this home

Turnkey Vacation Rental in the Heart of the Florida Keys | $35,000 in Future Bookings Included (as of 05/05/2026, subject to change)
Proven income-producing property in Marathon, FL, one of the strongest short-term rental markets in the Keys. This 2-bed, 1 full bath, 1 half bath home sits on a private, tree-shaded 0.17-acre lot with a treehouse vibe that guests love. Large wraparound deck, ocean breezes, and total seclusion just minutes from everything the Keys have to offer.
Fully renovated in 2023 with new floors, bathrooms, and more. Turnkey furnished and guest-ready. Sold as-is with all furnishings, linens, and supplies included. Buyer has the option to acquire the existing LLC and absorb all active bookings, Airbnb listing history, and reviews for a seamless transition. Currently operating as a top-rated Airbnb with 51 reviews and a 4.71-star average, among the best rated in the area. $35,000+ in confirmed future bookings ready to transfer. This property is already performing, cashflow for buyer day 1.
3 minutes to the nearest public boat ramp. 6 minutes to Curry Hammock State Park. World-class fishing, diving, and kayaking right at your doorstep. This is a cash-flowing business in a market with limited inventory and year-round demand.

PLEASE DO NOT DISTURB TENANTS. PROPERTY IS CONSTANTLY BOOKED. ($35k in Bookings as of 05/05/2026, subject to change)

Call or Text Ryan: (786) 526-0784

Property history

  • Listed for sale

    May 3, 2026

    $649,000

    Up 24.0%$644/sqft
  • Sold

    Mar 21, 2022

    $525,000

    Up 2.0%$521/sqft
  • Listed for sale

    Jan 17, 2022

    $515,000

    $511/sqft

Monthly payment estimate

$4,010/mo

Principal & interest
$3,567
Property tax
$443

Down payment · $129,800

Estimate only, using local tax and insurance figures. Your actual payment depends on your lender. Starting rate: Freddie Mac's 30-year fixed average, week of Oct 22.

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Map showing 377 Guava Ave Grassy Key, FL 33050

Home values in 33050

in 2025
-1.5%
over 5 years
+55.1%

FHFA House Price Index for the ZIP code through 2025: past prices across the area, not a value for this home or a forecast.

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