Short Term Rental

Key Largo, FL Short Term Rental Properties for Sale

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Tavernier, FL Plantation Key, FL Islamorada, FL
8 properties
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Oceanfront Short-Term Rental Property
Updated: Aug 24
Oceanfront Short-Term Rental Property

16 Seaside Avenue, Key Largo, FL 33037

$11,750,000
6,585 sqft 0.14 AC lot
6,585‑square‑foot oceanfront residence on 0.14 acres
7 bedrooms, 7 full bathrooms, and 2 half bathrooms
Protected private boat basin with 6 slips
Eligible for seven‑day vacation rentals
Three‑level layout with commercial elevator
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Furnished Short-Term Rental Residences
Updated: Aug 10
Furnished Short-Term Rental Residences

104000 Overseas Highway, Key Largo, FL 33037

$279,000
2,300 sqft
6 fully furnished 3 bedroom/3 bathroom residences for weekly fractional use
Each residence measures 2,300 +/- square feet and includes a wraparound 450 sq ft balcony
Two boats available for use: 26' Sea Fox and 24' Contender
Resort‑style pool, tiki‑style cabanas, and owner's deck
Ocean access and seawall; views of Blackwater Sound
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Fractional Resort Residences
Fractional Resort Residences

104000 Overseas Highway, Key Largo, FL 33037

$289,000
2,300 sqft

Fractional ownership includes furnished residences, resort amenities, waterfront access, and use of two boats.

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See hot listings in Key Largo

Scored against comparables nationwide. These are worth a look.

Scored against comparables nationwide. These are worth a look.

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Waterfront Resort With Private Marina
Waterfront Resort With Private Marina

101910 Overseas Hwy, Key Largo, FL 33037

$12,900,000
16,840 sqft 2.60 AC lot

Bayside resort with guest accommodations, event flexibility, pools, beach access, and a private marina.

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Resort Property with Marina
Resort Property with Marina

101910 Overseas Hwy, Key Largo, FL 33037

$12,900,000
2.57 AC lot

A multi-building waterfront destination includes lodging, recreation, and direct bay access.

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Short-Term Rental Property with Trailer
Short-Term Rental Property with Trailer

325 Calusa Street, Key Largo, FL 33037

$390,000
0.04 AC lot

The site includes a trailer, covered carport and patio, and a utility shed.

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Key Largo Lot with RV
Key Largo Lot with RV

325 Calusa St #5, Key Largo, FL 33037

$319,000
0.03 AC lot

Lot with RV in Key Largo, short-term rentals allowed.

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Oceanfront Short-Term Rental Estate
Oceanfront Short-Term Rental Estate

16 Seaside Avenue, Key Largo, FL 33037

$11,750,000

Newly built three-level residence with pool, elevator, generator, and private boat basin.

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Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 8 Active listings in Key Largo, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Canal-Front Duplex with Dockage
Canal-Front Duplex with Dockage

126 N Indies Drive, Duck Key, FL 33050

$1,875,000
2,544 sqft 0.18 AC lot

Two side-by-side units offer separate living spaces, balconies, and under-building storage.

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Canal-Front Duplex
Canal-Front Duplex

126 N Indies Drive, Duck Key, FL 33050

$1,875,000
2,544 sqft

Two separate residences offer private canal-view balconies and storage beneath the building.

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Waterfront Duplex Compound
Waterfront Duplex Compound

Islamorada, FL 33036

$3,524,000
3,524 sqft 0.16 AC lot

Canal-front property combines two upstairs residences with a separate finished lower-level living area and private waterfront amenities.

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Islamorada Waterfront Family Compound
Islamorada Waterfront Family Compound

110 Gulfview Drive, Islamorada, FL 33036

$3,524,000
3,524 sqft

Luxury multi-family property with income potential and resort-style amenities.

View details

Key Largo, FL Short Term Rental Properties Market Trends and Statistics

Explore 8 short term rental properties for sale in Key Largo, FL, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 28,025 square feet of properties for sale, with an estimated market value of $50,577,000.

Sale prices for short term rental properties in Key Largo, FL start at $279,000, averaging $6,322,125, and reaching up to $12,900,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Short term rental properties 8
Duplexes 6
Mobile home & RV parks 3
Apartment buildings 1
Triplexes 1

Demographics Overview

Population 14K
Population Growth (5Y) +24.8%
Median Household Income $80,911
College Educated 57.0%

High-Yield Neighborhoods for Investment

Identify Key Largo submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
33037 $6.3M

Taxes & Financing

Tax Rate (average for all types) 0.67%
Property Tax per SF $10.54 per SF
Tax Rate vs County Average 0.08 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Monroe County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale Residential Income pricing trends in Monroe County

Residential Income

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