11

Islamorada, FL Condos for Rent

Section Image
  • /20

    $5,783

    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 $5,783/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 14, 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 be

    (844) 204-2310

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070
  • /20

    $4,320

    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 $4,320/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 be

    (866) 893-6064

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
  • /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: 11679981 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

    (954) 320-6712

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /26

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Condo for Rent

    87465 Old Hwy 209 Hwy Unit 209, Plantation Key, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

    Anthony Garcia The Keyes Company

    87465 Old Hwy 209 Hwy Unit 209, Plantation Key, FL 33036
  • /8

    $2,300 Per Month

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

    127 Monroe Dr Unit 1, Tavernier, FL 33070

    Property Id: 1434602Spacious one bedroom one bath full kitchen living room bathroom and washer dryer. Includes all appliances freshly renovated with new cabinets counters floors bathroom vanity sink toilet shower. AC units located in all bedrooms and main living room. Screened patio area overlooking a spacious yard, tiki and Canal cut in beautiful Tavernier.

    127 Monroe Dr Unit 1, Tavernier, FL 33070
  • /41

    $5,865 Per Month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Condo for Rent

    88181 Old Hwy Unit A41, Islamorada, FL 33036

    Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

    Steven Koleno Beycome of Florida, LLC

    88181 Old Hwy Unit A41, Islamorada, FL 33036
  • /2

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft
    • Condo for Rent

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036

    Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo. Located in oceanfrontbuilding in Islamorada. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest parking, heated pool, 400 ft. fishing pier/dock for loading and unloading only, club house, gym,

    Anthony Garcia The Keyes Company

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036
  • /2

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft
    • Condo for Rent

    87455 Old Hwy 245 Hwy 245 Unit 245, Plantation Key, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT KITCHEN HAS A LARGE TABLE AND IS WELL STOCKED

    Anthony Garcia The Keyes Company

    87455 Old Hwy 245 Hwy 245 Unit 245, Plantation Key, FL 33036
  • /27

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft
    • Condo for Rent

    87455 Old Hwy Unit 245, Islamorada, FL 33036

    Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo. Located in oceanfrontbuilding in Islamorada. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest parking, heated pool, 400 ft. fishing pier/dock for loading and unloading only, club house, gym,

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 245, Islamorada, FL 33036
  • /2

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Condo for Rent

    87465 Old Hwy 209 Hwy 209 Unit 209, Plantation Key, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

    Anthony Garcia The Keyes Company

    87465 Old Hwy 209 Hwy 209 Unit 209, Plantation Key, FL 33036

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 $3,150 per month, though prices vary by neighborhood, size, and property type. As of June 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 $338,000 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 $8,450 per month in Islamorada, FL, renters typically need to show $25,350 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 13.3, 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.

Condo Rental Trends in Islamorada, FL

Rental Home Trends

Number of Condos for Rent
11
Median Condo Rent
$3,150
Median 1 Bedroom Condo Rent
$2,250
Median 2 Bedroom Condo Rent
$3,150
How to Rent a Home