1501+ Luxury Vacation Rentals & Cabins in Islamorada |
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Islamorada Cabin Rentals

About Islamorada Vacation Rentals

There are more than 1501 incredible getaway rentals that are available in Islamorada. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Islamorada.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Islamorada, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Islamorada. Places to stay near Islamorada are 770.88 ft² on average, with prices averaging CA $1,093 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Islamorada. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Islamorada

Type Count
Vacation Homes 913
Holiday Apartments 119
Villas 100
Others 15
Cottages 11
Unique Vacation Rentals 6

Use these Quick Filters to Find a Vacation Rental in Islamorada

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Islamorada with Cabinns.ca.

Weather in Islamorada, FL

View the weather forecast for Islamorada before booking your Islamorada Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 56°F
March - May
High 87°F       Low 59°F
June - August
High 91°F       Low 74°F
September - November
High 90°F       Low 64°F

Activities Islamorada Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Islamorada. Discover Top Attractions For Your Next Outdoor Adventure.


Theater of the Sea
Bud n' Mary's Dive Center
Founders Park
Islamorada County Park
Hurricane Monument
Windley Key Fossil Reef Geological State Park
History of Diving Museum
Matecumbe United Methodist Church
Florida Keys Brewing Co.
John Pennekamp Coral Reef State Park
Jimmy Johnson's Big Chill
Dolphin Research Center
Key Largo Undersea Park
Dolphins Plus Bayside
Florida Keys Visitor Center
Dolphin Cove
Anne's Beach
Caribbean Club Bar
Dolphins Plus
Harry Harris Park

Find Nearby Cabin Rentals in these Cities & Neighborhoods


History of Diving Museum 956 Properties
Windley Key Fossil Reef Geological State Park 809 Properties
Seabreeze Trailer Park 801 Properties
Theater of the Sea 791 Properties
Upper Matecumbe Key 782 Properties
Matecumbe United Methodist Church 778 Properties
Plantation by the Sea 717 Properties
Coral Cove 636 Properties
White Marlin Beach 338 Properties
Toll Gate Shores 326 Properties
Venetian Shores 45 Properties
Lower Matecumbe Beach 24 Properties

Complexes around Islamorada, FL


Executive Bay Club Islamorada 12 Properties
Shores 12 Properties
Anglers Reef Islamorada 7 Properties
Summer Sea Islamorada 6 Properties
Anglers Way Islamorada 4 Properties
Futura Yacht Club 2 Properties
Maison Matecumbe Islamorada 2 Properties
Bay Harbour Islamorada 1 Properties
Futura Yacht Club Islamorada 1 Properties

Frequently Asked Questions About Islamorada?

What are the top cabins, lake houses & summer homes in Islamorada?

We provide an array of great vacation destinations in Islamorada. If you are looking to stay in or around the Islamorada area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Islamorada:

How many cabin rentals and resorts have private pools in Islamorada?

We have 237 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Islamorada. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Islamorada is best for families?

Searching for a family-friendly cabin in Islamorada? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Islamorada?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 1501 in the Islamorada area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Islamorada.

Nearby Neighborhood (9) 
Neighborhood Property Count
Venetian Shores Rental Cabins and Private Getaways in Islamorada, Florida 45
Lower Matecumbe Beach Rental Cabins and Private Getaways in Islamorada, Florida 24
White Marlin Beach Rental Cabins and Private Getaways in Islamorada, Florida 338
Toll Gate Shores Rental Cabins and Private Getaways in Islamorada, Florida 326
Plantation by the Sea Rental Cabins and Private Getaways in Islamorada, Florida 717
Seabreeze Trailer Park Rental Cabins and Private Getaways in Islamorada, Florida 801
Coral Cove Rental Cabins and Private Getaways in Islamorada, Florida 636
Plantation Lake Estates Rental Cabins and Private Getaways in Islamorada, Florida 709
Bonefish Bay Rental Cabins and Private Getaways in Islamorada, Florida 340

People Also Ask

There are 143 hotels in Islamorada 58 resorts, and 1132 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Islamorada