10

Islamorada, FL Condos for Rent

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  • /20

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 383 Sq Ft
    • Condo for Rent

    101 Caloosa St Unit 3, Tavernier, FL 33070

    Property Id: 1167998 1 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1900 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /20

    $5,837

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070

    The advertised rate of $5,837/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070
  • /20

    $5,225

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036

    The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
  • /14

    $2,200

    Total Monthly Price

    • Studio
    • 1 Bath
    • 495 Sq Ft
    • Condo for Rent

    88500 Overseas Hwy Unit 433, Tavernier, FL 33070

    88500 Overseas Hwy Unit 433, Tavernier, FL 33070
  • /37

    $3,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    87455 Old Hwy Unit 247, Islamorada, FL 33036

    WAKE UP TO A BREATHTAKING OCEAN VIEW IN THIS RARELY AVAILABLE OCEANFRONT CONDO COMMUNITY! LOCATED ON MILLIONAIRE'S ROW IN HIGHLY DESIRABLE ISLAMORADA/PLANTATION KEY. ENJOY A SPARKLING OCEANFRONT HEATED POOL, A 300 FT FISHING PIER/DOCK TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING. KAYAK STANDS FOR THOSE THAT PREFER NON MOTORIZED ACTIVITIES. BBQ'S WITH COMPLIMENTARY PROPANE, AND THE COMMUNITY ROOM

    Nancy Garcia The Keyes Company

    87455 Old Hwy Unit 247, Islamorada, FL 33036
  • /27

    $5,681

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 839 Sq Ft
    • Condo for Rent

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070

    The advertised rate of $5,681/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070
  • /25

    $7,229

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070

    The advertised rate of $7,229/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070

Frequently Asked Questions

How much does it cost to rent a condo in Islamorada, FL?
The median rent for a condo in Islamorada, FL is $3,850 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while single-family homes are currently more expensive.
How much do you need to make to afford rent in Islamorada, FL?
To comfortably afford the median rent in Islamorada, FL, a household needs to earn roughly $359,800 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $8,995 per month in Islamorada, FL, renters typically need to show $26,985 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Islamorada, FL?
In Islamorada, FL, the price-to-rent ratio is 12.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends

Number of Condos for Rent
10
Median Condo Rent
$3,850
Median 2 Bedroom Condo Rent
$3,850
How to Rent a Home