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Apartments for Rent in Islamorada, FL

Average rent

$3,875
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206 Preston Street #206 - Photo 1 of 1

3d ago

Apartment for rent in Islamorada

2 BR, 1 BA in Islamorada, Village of Islands

206 Preston Street #206, Islamorada, FL 33036

In-unit laundry

2 beds

1 bath

$3,000

Apartment for rent

Bright Cottage Steps from the Beach in Florida Keys

Enjoy the charm of this delightful 2-bedroom, 1-bath cottage just a short stroll from the beach. Spanning 1,093 sq. ft., it's ideally located near popular spots like Morada Bay and Florida Keys Brewing Co. The home features an in-unit washer and dryer, with utilities like water and electricity included. Experience the relaxed lifestyle of downtown Islamorada without the resort price tag, in a welcoming, pet-friendly community.

206 Preston Street - Photo 1 of 1

5d+ ago

House for rent in Islamorada

Single Family - Upper Matecumbe Key Islamorada, FL

206 Preston Street, Islamorada, FL 33036

In-unit laundry | Outdoor space

2 beds

1 bath

$3,250

$3,000

Price drop

House for rent

Cozy Beach Cottage Steps from the Ocean

A charming 2-bedroom, 1-bath cottage just a stone's throw from the beach in downtown Islamorada. This well-maintained 1,093 sq. ft. home features an in-unit washer and dryer, and all utilities included. Enjoy walking to nearby attractions like Morada Bay and Florida Keys Brewing Co., all in a highly desirable neighborhood. Experience the laid-back Florida Keys lifestyle without the resort price tag!

83201 Old State Highway 4a #218 - Photo 1 of 1

5d+ ago

Condo for rent in Islamorada

Charming 2 Bed Condo in Islamorada

83201 Old State Highway 4a #218, Islamorada, FL 33036

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$4,000

Condo for rent

Available Dec 1

Oceanview Retreat with Pool Access & Dockage

Experience luxury in this stunning 2-bed, 2-bath condo, featuring breathtaking ocean views and a beautifully renovated kitchen with granite countertops and stainless steel appliances. Enjoy immediate access to a zero-entry pool and a sandy beach, along with private boat dockage for up to 32-foot vessels. The tastefully furnished master bedroom offers tropical vistas, while the community clubhouse and fitness center elevate the living experience in this Florida Keys paradise.

82754 Overseas Highway #11 - Photo 1 of 1

5d+ ago

Apartment for rent in Islamorada

$2,100 - 1 Bed / 1 Bath Apartment In Downtown Islamorada (MM 82.75)

82754 Overseas Highway #11, Islamorada, FL 33036

In-unit laundry | Air conditioning | Assigned parking

1 bed

1 bath

$2,100

Apartment for rent

Available Dec 11

Spacious Upper-Level Retreat Near Local Delights

This clean and spacious 1-bedroom, 1-bathroom apartment offers 700 sq ft of comfortable living in a private 12-unit complex. Enjoy central air conditioning, an in-unit washer/dryer, and off-street parking. Nestled conveniently near top restaurants, shops, and marinas, this unfurnished gem is ready for immediate occupancy, providing a relaxed lifestyle in sunny Florida. Rent includes basic cable; tenant is responsible for electric, water, and internet.

129 Nautilus Drive #0 - Photo 1 of 1

5d+ ago

House for rent in Islamorada

Single Family Residence, Ranch - Islamorada, FL

129 Nautilus Drive #0, Islamorada, FL 33036

Garage parking | Swimming pool

4 beds

3 baths

$11,500

House for rent

Unique Two-Story Retreat for Family Gatherings

This charming two-story home sleeps up to 12 guests and perfectly supports multigenerational living. The upper level features the main living quarters, while the ground floor boasts a two-bedroom, one-bath suite with a kitchenette and private entrance. Ideal for hosting long-term guests or creating a private space, this flexible layout embraces comfort and connection with unforgettable sunsets in the Keys. Totaling 1,800 sq ft, this rental offers a perfect blend of spacious entertainment and intimate family time.

88500 Old Overseas Highway - Photo 1 of 1

5d+ ago

Apartment for rent in Islamorada

1 BR, 1 BA in Islamorada, Village of Islands

88500 Old Overseas Highway, Islamorada, FL 33070

Furnished | On-site laundry

1 bed

1 bath

$2,700

Apartment for rent

Waterfront Retreat with Pool & Modern Comforts

This stunning 1-bed, 1-bath apartment boasts direct open water bay views and modern finishes throughout. Fully furnished, it features a gorgeous kitchen and renovated bathroom. Enjoy resort-style living with two pools, a beach area, and updated gym. Located in a secure gated community close to dining options. Water, sewer, garbage, and Comcast TV are included in the rent. Experience the tranquil ambiance of Florida living with fantastic sunsets at your doorstep!

87200 Overseas Highway #F1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Islamorada

87200 Overseas Highway #F1, Islamorada, FL 33036

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$5,500

House for rent

Elegant Townhouse in a Beachfront Community

Experience luxury living in this stunning 2-bedroom, 2-bathroom corner townhouse at Executive Bay Club. This spacious, fully furnished unit features updated interiors and access to a private beach, pool, and tennis courts. Enjoy breathtaking sunsets and the convenience of first-come, first-serve dockage. Located near Founder's Park, partake in a variety of activities, including the Nautical flea market. Rent includes basic cable; electric and water are tenant responsibilities. No pets allowed.

102 Venetian Dr - Photo 1 of 1

5d+ ago

House for rent in Islamorada

Single Family - Lower Matecumbe, FL

102 Venetian Dr, Islamorada, FL 33036

In-unit laundry | High ceilings | Dishwasher

3 beds

2 baths

$5,100

House for rent

Stunning Waterfront Home with Private Dock Access

Experience the ultimate Keys lifestyle in this beautifully updated waterfront home featuring high-end appliances and vaulted ceilings. Enjoy direct bay access with a private dock that accommodates a 22-ft boat, perfect for water adventures. Impact doors and windows enhance safety and efficiency, while the nearby White Marlin Beach Home Owner Park offers a serene escape. Enjoy the luxury of coastal living in this charming and meticulously maintained property.

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87465 Old Overseas Highway #224 - Photo 1 of 1

5d+ ago

Townhouse for rent in Islamorada

Condominium,Townhouse - Plantation Key, FL

87465 Old Overseas Highway #224, Islamorada, FL 33036

In-unit laundry | Furnished | Swimming pool

2 beds

1 bath

$2,950

House for rent

Oceanfront Townhouse with Pool & Fishing Pier

Enjoy life in this charming 2-bedroom, 1.5-bathroom townhouse-style condo, boasting a peek-a-boo ocean view from the master bedroom. This completely furnished retreat features a modern updated kitchen with quartz counters, an in-unit washer/dryer, and an oversized Smart TV. Residents can relax by the heated pool, unwind at the oceanfront BBQ area, or catch dinner from the fishing pier. The perfect getaway to experience the beauty of the Florida Keys!

87200 Overseas Hwy #G5 - Photo 1 of 1

5d+ ago

Townhouse for rent in Islamorada

87200 Overseas Hwy #G5, Islamorada, FL 33036

In-unit laundry | Furnished | Swimming pool

2 beds

3 baths

$3,200

House for rent

Renovated Townhouse with Access to Resort-Style Amenities

This beautifully renovated 2-bed, 3-bath townhouse offers a stylish and comfortable living space, complete with a loft featuring twin beds for guests. Located in Executive Bay Club, residents enjoy fantastic amenities including tennis courts, a swimming pool, and a private beach with stunning bay views. Fully furnished and ready for annual rental, this property perfectly embodies the vibrant Keys lifestyle with everything needed for relaxation and recreation.

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In-Unit Laundry

Outdoor Space

Dishwasher

Swimming Pool

88181 Old Hwy #A41 - Photo 1 of 1

5d+ ago

Condo for rent in Islamorada

Condominium - Plantation Key, FL

88181 Old Hwy #A41, Islamorada, FL 33036

In-unit laundry | Dishwasher

3 beds

2 baths

$5,865

Condo for rent

Elegant Island Condo with Private Boat Slip

Experience refined coastal living in this spacious 3-bedroom, 2-bath condo, professionally decorated in a Tropical Modern style. Boasting an open-concept layout, the gourmet kitchen features stainless steel appliances and Corian countertops, perfect for entertaining. Each tastefully finished bedroom offers warmth and comfort. Enjoy access to a private 30' boat slip, creating a seamless connection to the water and a delightful lifestyle in this beautiful gated community.

109 Palo De Oro Dr - Photo 1 of 1

5d+ ago

House for rent in Islamorada

Single Family Residence - Islamorada, FL

109 Palo De Oro Dr, Islamorada, FL 33036

4 beds

3 baths

$8,500

House for rent

Waterfront Retreat with Private Dock Access

Nestled in the heart of the Keys, this 4-bedroom, 3-bathroom home offers a two-story design with seamless canal access, perfect for boating enthusiasts. Within reach of Miami and the famous Tiki Bar sandbar, it features a 70-foot dock on a double-wide canal. Ideal for fishing and water adventures, your stay includes a minimum 28-night rental. Enjoy stunning sunsets and local dining, with boat rentals and a nearby marina for convenience.

87200 Overseas Hwy #E4 - Photo 1 of 1

5d+ ago

Condo for rent in Islamorada

87200 Overseas Hwy #E4, Islamorada, FL 33036

Furnished | Garage parking | Swimming pool

2 beds

2 baths

$3,750

Condo for rent

Charming Keys Getaway with Beach Access & Pool

Escape to a beautifully furnished 2-bedroom, 2-bathroom condo in Florida Keys paradise! This spacious 1,344 sq ft retreat features sandy beach access and a heated pool for year-round enjoyment. The community offers a variety of amenities, including kayaks and bikes, ensuring endless opportunities for family fun. A perfect seasonal rental awaits to create lasting memories in this idyllic location!

142 Columbus Drive #142 - Photo 1 of 1

5d+ ago

House for rent in Islamorada

Single Family Residence - Islamorada, FL

142 Columbus Drive #142, Islamorada, FL 33036

In-unit laundry | Balcony | Hardwood floor

3 beds

2 baths

$5,000

House for rent

Ocean-Access Oasis with Stunning Views

This luxurious 3-bed, 2-bath Islamorada home offers stunning ocean views and direct canal access, perfect for boating enthusiasts. Featuring granite countertops, stainless steel appliances, and wood flooring, it epitomizes coastal elegance. Enjoy the Florida Keys lifestyle from your balcony while taking in the ocean breeze. Embrace island living with this dream retreat!

74560 Overseas Hwy #DOCK - Photo 1 of 1

5d+ ago

Apartment for rent in Islamorada

Apartment - Lower Matecumbe, FL

74560 Overseas Hwy #DOCK, Islamorada, FL 33036

Package service

Studio

1 bath

$5,000

Apartment for rent

Unique Dock Space with Deep Water Access & Helipad

Rent a remarkable 100 ft dock with deep water access, a rare find in the Florida Keys. This commercial-approved dock is perfect for water enthusiasts and includes an option for a helicopter pad. Ideal for those seeking aquatic convenience! Package with an additional 1-bedroom apartment or studio for greater versatility.

79901 Overseas Hwy - Photo 1 of 1

5d+ ago

Condo for rent in Islamorada

Condominium - Islamorada, FL

79901 Overseas Hwy, Islamorada, FL 33036

Swimming pool | Tile floor

1 bed

1 bath

$3,000

Condo for rent

Oceanfront Condo with Pool & Jacuzzi Oasis

Enjoy oceanfront living in this 1-bed, 1-bath ground-floor condo in Islamorada. With exclusive access to a pool and Jacuzzi just outside your door, rent this paradise from July to December. Live the life you deserve in 409 sq ft of serene bliss.

Find sweet deals near Islamorada

These rentals are 10%-30% cheaper than the local average price for similar rentals.

Listings within 20 miles
808 South Jade Drive #NA - Photo 1 of 1

5d+ ago

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Water View - Great Community, Must be 55+ - 2 Bed 2 Bath Home In Key Largo - Great Amenities, 6 - 9 month Lease.

808 South Jade Drive #NA, Key Largo, FL 33037

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$3,200

House for rent

Available Apr 7

Casa Court Dr - Photo 1 of 1

22h ago

Apartment for rent in Key Largo

Duplex - Key Largo, FL

Casa Court Dr, Key Largo, FL 33037

2 beds

1 bath

$2,500

Apartment for rent

139 N Bay Harbor Dr - Photo 1 of 1

1d ago

House for rent in Key Largo

Single Family Residence - Key Largo, FL

139 N Bay Harbor Dr, Key Largo, FL 33037

In-unit laundry | Furnished | Storage

3 beds

2 baths

$3,750

House for rent

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349 Mahogany Drive - Photo 1 of 1

5d+ ago

House for rent in Key Largo

Single Family - Key Largo, FL

349 Mahogany Drive, Key Largo, FL 33037

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$3,200

House for rent

94825 Overseas Hwy - Photo 1 of 1

5d+ ago

Apartment for rent in Key Largo

3 BR, 3 BA in Key Largo

94825 Overseas Hwy, Key Largo, FL 33037

3 beds

3 baths

$4,900

Apartment for rent

Available Nov 12

826 Bonito Lane - Photo 1 of 1

5d+ ago

House for rent in Key Largo

Single Family - Key Largo, FL

826 Bonito Lane, Key Largo, FL 33037

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$5,500

House for rent

203 Allen Avenue - Photo 1 of 1

5d+ ago

Apartment for rent in Key Largo

Mobile Home - Key Largo, FL

203 Allen Avenue, Key Largo, FL 33037

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$3,450

Apartment for rent

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240 Taylor Drive - Photo 1 of 1

2d ago

Apartment for rent in Key Largo

Mobile Home - Key Largo, FL

240 Taylor Drive, Key Largo, FL 33037

In-unit laundry | Storage | Dishwasher

2 beds

2 baths

$4,100

Apartment for rent

106003 Overseas Highway - Photo 1 of 1

5d+ ago

Townhouse for rent in Key Largo

106003 Overseas Highway, Key Largo, FL 33037

In-unit laundry | Dishwasher

3 beds

3 baths

$2,935

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Islamorada
Updated: December 19, 2025

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Learn more about renting in Islamorada, FL

Islamorada, FL apartment availability

Islamorada's rental market has a relatively limited selection of listings, with an average of 23 available per month. The majority of these listings are 3-bedroom apartments, making up 30% of the market, followed closely by 1-bedroom and 2-bedroom apartments, each accounting for 26% of the market. Studios are relatively scarce. Many Islamorada apartments offer desirable amenities, with in-unit laundry being a common feature, available in 74% of listings. A dishwasher is also a common perk, found in 65% of apartments. Additionally, 52% of listings have access to a swimming pool, making Islamorada a great option for renters looking for a relaxing lifestyle. Keep in mind that these figures are based on historical data, but they should give you a sense of what to expect in the current market.

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Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Apartment rentals Islamorada, FL FAQ

What is the average size of an apartment in Islamorada, FL?

The average size of a 1 bedroom apartment rental in Islamorada is 607 square feet. The average size of a 2 bedroom apartment rental in Islamorada is 799 square feet. The average size of a 3 bedroom apartment rental in Islamorada is 1217 square feet.

Can I afford an apartment for rent in Islamorada, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Islamorada average rent prices.

Looking for apartments in Islamorada, FL near you?

🔑Available apartment rentals25
💰Best rent deal82754 Overseas Highway #11
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos