35

Islamorada, FL Homes for Rent

Section Image Section Image
  • /79

    $11,500 Per Month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    129 Nautilus Dr, Islamorada, FL 33036

    Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

    Agent Photo

    Victor Ruiz

    Move Miami, LLC.

    (786) 783-6791

    129 Nautilus Dr, Islamorada, FL 33036
  • /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 24, 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
  • /25

    $2,100

    Total Monthly Price

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

    88901 Old Hwy Unit B top floor, Tavernier, FL 33070

    MM88.9 Tavernier, Looking for quiet working person. 1b bedroom 1 bath 850 sf 2nd Floor 'treehouse'.Large open kitchen glasstop stove and refrigerator, AC. Extre small office/storage room. Electric and water is included with monthly rent. $2200 for 1 person $150 for 2nd adult ,2 maximim. No smoking or drugs. Must have references and pass background check.

    88901 Old Hwy Unit B top floor, Tavernier, FL 33070
  • /8

    $1,975

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 905 Sq Ft
    • House for Rent

    354 Oleander Dr, Tavernier, FL 33070

    Just renovated in Tavernier. Seperate Laundry room. First and security. No smoking, no pets.

    354 Oleander Dr, Tavernier, FL 33070
  • /31

    $6,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    102 Venetian Dr, Islamorada, FL 33036

    Rental now offered in White Marlin Beach located in Islamorada the Sport Fishing Capital of the World. This immaculate 3 bedroom 2 bath home with outdoor grilling island, hot tub and deep water canal for your boat is now available for rent. Has private beach access to the white sand beach in the exclusive community of Port Antigua and direct bay access as well as minutes to the Atlantic Ocean. A

    Arelys Doger-Sanchez Keller Williams Realty Premier Properties

    102 Venetian Dr, Islamorada, FL 33036
  • /26

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 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 IN 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 KITCHEN HAS A

    Anthony Garcia The Keyes Company

    87465 Old Hwy 209 Hwy Unit 209, Plantation Key, FL 33036
  • /26

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Property for Rent

    212 Buttonwood Ln, Tavernier, FL 33070

    Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

    Yoana Toth Toth Real Estate Group, Inc.

    212 Buttonwood Ln, Tavernier, FL 33070
  • /25

    $10,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    125 Gardenia St, Tavernier, FL 33070

    Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

    125 Gardenia St, Tavernier, FL 33070
  • /27

    $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
  • /52

    $8,500 Per Month

    • 4 Beds
    • 1.5 Baths
    • House for Rent

    150 Azalea St, Tavernier, FL 33070

    6+ Month/Annual-- Rental--Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and

    Tracey Petrusha LoKation

    150 Azalea St, Tavernier, FL 33070
  • /55

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • House for Rent

    147 Plantation Ave, Tavernier, FL 33070

    Beautifully renovated ground-level home situated on a prime canal in Islamorada, offering quick and easy access to Tavernier Creek. This 3-bedroom, 2-bathroom residence features a spacious master suite with stunning water views, vaulted tongue-and-groove ceilings, a stylish kitchen, and a fun-filled game room. Fully furnished and move-in ready--just bring your swimsuit and start enjoying the

    AJ Vetter Palm House Real Estate

    147 Plantation Ave, Tavernier, FL 33070
  • /86

    $28,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 4,108 Sq Ft
    • House for Rent

    146 Mockingbird Rd, Islamorada, FL 33070

    Spectacular waterfront residence built in 2021 showcasing exceptional craftsmanship and high-quality materials throughout. This three-story coastal retreat offers 6 bedrooms and 6.5 bathrooms and is perfectly positioned facing west, capturing breathtaking sunset Gulf views while offering enhanced privacy with no rear neighbors. The first floor features a private guest suite, living area with

    Nancy Jimenez Douglas Elliman

    146 Mockingbird Rd, Islamorada, FL 33070
  • /67

    $15,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    235 Tavernier Dr, Tavernier, FL 33070

    Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’

    235 Tavernier Dr, Tavernier, FL 33070
  • /30

    $20,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • House for Rent

    128 Leoni Dr, Islamorada, FL 33036

    SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

    Emily Romberg Real Estate Sales Force - Coral Gables

    128 Leoni Dr, Islamorada, FL 33036
  • /41

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,581 Sq Ft
    • House for Rent

    103 Starfish Ln, Tavernier, FL 33070

    Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

    George Matter EXP Realty LLC

    103 Starfish Ln, Tavernier, FL 33070
  • /15

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 9,878 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Great gateway spot Cabana Studio style in Tavernier with private Hot tub. Apartment comes fully furnished and equipped ready for short term. Unit features small kitchen with cook-top, refrigerator and everything needed to makes your dates enjoyable at the keys. Wifi and parking included. All services included, so only come and make this cozy cabana yours for your Florida keys trip. Unit has a

    Yohan Barreras Soltura Prime House Realty, Inc.

    Unlisted Address
  • /43

    $10,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft
    • House for Rent

    51 W Plaza Del Lago, Islamorada, FL 33036

    Welcome to PARADISE! FL Vacation Living at Key of Islamorada where luxury meets coastal living! This stunning property offers breathtaking bay views, creating the ultimate Florida Keys retreat. The home features a modern kitchen and updated bedroom flooring, 6-car driveway,blending style and comfort seamlessly. Step outside to your private boat ramp, offering direct access to the bay for endless

    Yure Contreras Brickell Realty Group International

    51 W Plaza Del Lago, Islamorada, FL 33036
  • /24

    $2,850 Per Month

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

    87455 Old Hwy Unit 245, Islamorada, 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 Unit 245, Islamorada, FL 33036
  • /14

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft
    • House for Rent

    251 Bougainvillea St, Tavernier, FL 33070

    Canal front Plantation Key Colony home offering 40' of dock space with a 6,000lb boat lift, boat ramp and quick access to the bay. Will be available starting April 1st. This 2b/2b updated two-story concrete home is fully fenced, has a screened-in porch, carport, and plenty of space for additional parking. Great location near Coral Shores High School, Plantation Key elementary school, Tavernier

    Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

    251 Bougainvillea St, Tavernier, FL 33070
  • /23

    $3,995 Per Month

    • 4 Beds
    • 2 Baths
    • Property for Rent

    164 Blue Harbor Dr, Tavernier, FL 33070

    PERFECT VACATION HOME! BRING YOUR BOAT! Available Immediately Beautiful & Spacious 4 Bedrooms & 2 Bathrooms POOL HOME with a wraparound porch & Pool Cabana & outdoor kitchen located in Blue Harbor Private Community Home is located Right across from the Boat Ramp Property offers plenty of space for a Big Family to enjoy endless days of fishing and water activities Space for boat and other water

    Ernie Echauri RE/MAX All Keys Real Estate

    164 Blue Harbor Dr, Tavernier, FL 33070
  • /20

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • Townhouse for Rent

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036

    Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

    Isabel Ruiz Coldwell Banker Realty

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036
  • /10

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 9,878 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Outstanding private apartment fully furnished and equipped offer for short term at Tavernier, Key Largo. The apartment features a 3 separated bedrooms and 2 full bathrooms with enclosed showers, full kitchen with cook-top, refrigerator and everything needed for a short term unit.Ideally for whole family travelers or group of friends that want to enjoy the lifestyle of florida keys. Other

    Yohan Barreras Soltura Prime House Realty, Inc.

    Unlisted Address
  • /26

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 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 IN 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 KITCHEN HAS A

    Anthony Garcia The Keyes Company

    87465 Old Hwy 209 Hwy 209 Unit 209, Plantation Key, FL 33036
  • /37

    $3,100 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

Why Live in Islamorada

Islamorada, a charming village in the Florida Keys, is renowned as the Sport Fishing Capital of the World. Located about 85 miles south of Miami, it is surrounded by the Atlantic Ocean and Florida Bay, making it a prime spot for marine services and eco-tourism. The community is family-friendly and served by highly-rated schools, including Plantation Key School and Coral Shores High School. Housing options range from multi-level coastal homes with bay access to more affordable inland homes. Coastal homes are built to withstand flooding and wind damage from hurricanes, while inland homes are typically occupied by full-time residents. Islamorada is a haven for outdoor enthusiasts, with attractions such as Anne’s Beach, Founders Park, and the Theater of the Sea. The village also features the History of Diving Museum and Indian Key Historic State Park. Dining options include local favorites like Lazy Days, Papa Joe's, and Lorelei's. Shopping is available at Rain Barrel Village and along U.S. Route 1. Islamorada's central location provides easy access to Miami and Key West via the Overseas Highway. The community is known for its peaceful living, though the cost of living is relatively high.

Frequently Asked Questions

How much does it cost to rent a home in Islamorada, FL?
The median rent for a home in Islamorada, FL is $4,500 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 $180,000 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 $4,500 per month in Islamorada, FL, renters typically need to show $13,500 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 25.0, 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 Trends in Islamorada, FL

Rental Home Trends

Number of Homes for Rent
35
Median Rent
$4,500
Median Single Family Home Rent
$3,400
Median Condo Rent
$3,150
How to Rent a Home