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Islamorada Cabin Rentals

House
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $280/Night 7 Nights - US $1,961
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1679.17 ft²
  • Spa
    Spa
  • Pool
    Pool
More amenities
US $966/Night 7 Nights - US $6,762
House
Map-icon
like-icon9.6
Exceptional
(246 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $258/Night 7 Nights - US $1,807
New
Condo
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $159/Night 7 Nights - US $1,115
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 5 Baths 10 Guests 10.76 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,500/Night 7 Nights - US $17,500
House
Map-icon
like-icon10.0
Exceptional
(192 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $454/Night 7 Nights - US $3,181
star-icons-4
House
like-icon9.6
Exceptional
(19 Reviews)
2 Bedrooms 2 Baths 6 Guests 1550 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $400/Night 7 Nights - US $2,800
House
Map-icon
like-icon10.0
Exceptional
(188 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $476/Night 7 Nights - US $3,331
star-icons-4
Apartment
Map-icon
like-icon9.5
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests 1001.04 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $189/Night 7 Nights - US $1,324
Condo
Map-icon
like-icon10.0
Exceptional
(158 Reviews)
2 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $404/Night 7 Nights - US $2,831
star-icons-4
House
Map-icon
like-icon9.5
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 5 Guests 527.43 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $308/Night 7 Nights - US $2,156
House
Map-icon
like-icon10.0
Exceptional
(146 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $363/Night 7 Nights - US $2,543

Why Choose Rent By Owner for your Islamorada Cabin Rentals?

What makes our Cabin Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Islamorada

When should you plan your Cabin Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your stay during the region’s ideal weather months when the area offers the perfect balance of sunshine and calm waters for a memorable vacation in Islamorada, Florida, USA.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its busiest season, attracting visitors seeking mild weather and scenic views. Booking your cabins early ensures a smooth stay during this popular time.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring Break (March to April)

Spring break is a peak period marked by increased travel to the region, especially among travelers looking for warmer weather and outdoor activities. Secure your accommodations well in advance for an optimal experience.

Average Temperature Daytime: 80°F - Nighttime: 70°F

Off-Season Highlights

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Summer (June to August)

Though summer offers warm weather ideal for water activities, it is considered an off-peak season due to higher humidity and occasional rainfall. This can be a great time for more relaxed, less crowded stays.

Average Temperature Daytime: 88°F - Nighttime: 78°F
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Fall (September to November)

Fall brings cooler temperatures and fewer visitors, making it a quiet time to enjoy the area’s natural beauty. Early booking of cabins can ensure a peaceful retreat during this slower season.

Average Temperature Daytime: 82°F - Nighttime: 72°F

Weekly Weather Forecast for Islamorada

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to private or shared outdoor pools to relax and unwind.
  • Relax on spacious decks or patios, perfect for soaking up the sunny Florida weather.
  • Take advantage of outdoor dining areas to savor meals al fresco while enjoying coastal breezes.
  • Utilize the waterfront or beach access points for ideal fishing, swimming, or kayaking adventures.
  • Make use of well-maintained barbecue grills for outdoor cooking with family and friends.
  • Benefit from lush landscaped yards or gardens that offer a peaceful retreat in the region's tropical setting.
  • Access outdoor recreational facilities such as tennis courts or walking trails available at select properties.
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Family Activities

  • John Pennekamp Coral Reef State Park Explore the vibrant underwater world through family-friendly snorkeling and glass-bottom boat tours that showcase the region's famous coral reefs.
  • Theater of the Sea Enjoy interactive marine animal shows and touch pools, providing a memorable experience for children and adults alike in this popular attraction.
  • Founders Park Relax on the sandy beaches, have a family picnic, or play at the playground in this scenic park offering beautiful views of the bay.
  • Islamorada Community Park Engage in outdoor activities such as basketball, volleyball, and walking trails, perfect for active families visiting this destination.
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Adult Activities

  • Deep-Sea Fishing: Experience the thrill of deep-sea fishing in the area’s renowned waters, perfect for anglers seeking a rewarding day on the water.
  • Snorkeling and Diving: Explore vibrant coral reefs and diverse marine life just off the coast, offering unforgettable underwater adventures.
  • Eco-Tours and Wildlife Watching: Join guided eco-tours to observe local wildlife and learn about the region’s unique ecosystems.
  • Sunset Cruises: Enjoy mesmerizing sunset cruises that provide stunning views and a relaxing way to end your day in this scenic destination.

Other Places to Stay in Islamorada, FL

History of Diving Museum
Seabreeze Trailer Park
Windley Key Fossil Reef Geological State Park
Theater of the Sea
Matecumbe United Methodist Church
Upper Matecumbe Key
Plantation by the Sea
White Marlin Beach
Lower Matecumbe Beach
Toll Gate Shores
Venetian Shores

Islamorada Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take time to research and book popular activities like fishing or boating early to ensure you experience the best of what this destination has to offer.
  • Choose a Strategic Location: Select cabins that are conveniently situated near key attractions and amenities to maximize your relaxation and adventure opportunities.
  • Embrace Local Flavors: Indulge in regional cuisine at nearby eateries or prepare fresh seafood in your cabin’s kitchenette for an authentic taste of the region.
  • Respect the Environment: Practice eco-friendly habits during your stay to help preserve the area's natural beauty and keep it enjoyable for future visitors.

Transportation Options

  • Florida Keys Shuttle Service Provides convenient shared and private transportation options to easily reach your destination here in Islamorada.
  • Rental Cars Available for flexible exploration of the region, allowing you to visit various attractions at your own pace.
  • Taxi Services Readily accessible taxis offer prompt rides around the area for short trips or quick errands.
  • Public Transit Local bus services connect key points in the region, making it simple to navigate without a vehicle.

Local Customs Options

  • Respect for Islamic Prayer Times: You will find that local customs in the region emphasize observing prayer times, often reflected in quiet moments and respectful silence at designated prayer areas or mosques.
  • Greeting with Salam: When interacting with locals, exchanging greetings like "As-Salamu Alaikum" is customary and appreciated as a sign of respect and friendliness.
  • Celebrating Religious Festivals: During significant Islamic festivals such as Eid al-Fitr and Eid al-Adha, you may notice special community prayers and gatherings that highlight the region’s vibrant Islamic culture.
  • Modesty in Attire: Visitors are encouraged to dress modestly when visiting religious sites or participating in cultural activities, reflecting the area's respect for Islamic traditions.

Frequently Asked Questions About Islamorada Rental Cabins

2. How many Cabins are available in Islamorada?

Currently, the total number of properties listed by RBO in 2026 is over 1548 in the Islamorada area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Islamorada. 

3. What is the cancellation policy for cabins in this area?

Cancellation policies vary depending on the specific cabin listing. It is recommended to review the policy listed in the reservation details or contact the property owner directly for clarification.

4. Are pets allowed in the cabins here?

Pet policies differ by property, so please check the listing details or reach out to the owner to confirm whether pets are permitted during your stay.

5. How do I ensure my booking is secure and verified?

Bookings made through vetted listings are secured through secure payment methods and verification processes designed to provide a trustworthy experience. Always confirm the reservation through the platform and review the host's reviews for added confidence.

6. What amenities are typically included with cabins in this region?

Amenities vary but usually include essentials like Wi-Fi, kitchen facilities, air conditioning, and outdoor space. For specific features, refer to the property's listing or contact the owner directly.

7. Is there a minimum stay requirement when booking a cabin here?

Minimum stay requirements depend on individual listings and seasonal policies. Check the specific property's details or ask the host to ensure your travel plans align.

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2 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
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US $650/Night 7 Nights - US $4,552
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2 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $465/Night 7 Nights - US $3,252
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Exceptional
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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $635/Night 7 Nights - US $4,442
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Exceptional
(95 Reviews)
2 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
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US $673/Night 7 Nights - US $4,712
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Exceptional
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2 Bedrooms 2 Baths 4 Guests 980 ft²
  • Oceanfront
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US $342/Night 7 Nights - US $2,396
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like-icon10.0
Exceptional
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2 Bedrooms 2 Baths 6 Guests 1300 ft²
  • Oceanfront
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US $445/Night 7 Nights - US $3,116
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Exceptional
(88 Reviews)
2 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Oceanfront
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  • Fireplace/Heating
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US $524/Night 7 Nights - US $3,670