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Compare 19 Condo Rentals in Islamorada with updated reviews, rates, and availability.

Topsider Resort

3.5 star property
8.8 out of 10, Excellent, (61)
"Its a great choice for small families looking to relax. Heated pool and hot tub. on property beach access (gulf side). Kayaks and bikes to use. inside the dwelling, master bedroom w/ full bath, another bedroom w/ two twin beds, another full bath, full kitchen + kitchenette, and living room. Really pleased. "
Topsider Resort

180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay 5 Bedroom Condo by RedAwning

3.0 star property
180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay 5 Bedroom Condo by RedAwning

Darling Condo With Panoramic Views Of The Atlantic Ocean 2 Bedroom Condo by RedAwning

3.0 star property
Darling Condo With Panoramic Views Of The Atlantic Ocean 2 Bedroom Condo by RedAwning

This Oceanfront Condo Is Absolutely Beautiful. 2 Bedroom Condo by RedAwning

3.0 star property
This Oceanfront Condo Is Absolutely Beautiful. 2 Bedroom Condo by RedAwning

Bayfront Townhouse Located In The Lush Tropical Setting Of Rock Harbor Club. 2 Bedroom Condo by RedAwning

3.0 star property
Bayfront Townhouse Located In The Lush Tropical Setting Of Rock Harbor Club. 2 Bedroom Condo by RedAwning

Beautiful End Unit With Water Views From All Windows Overlooks The Bay And Tropical Beach Setting 2 Bedroom Condo by RedAwning

3.0 star property
Beautiful End Unit With Water Views From All Windows Overlooks The Bay And Tropical Beach Setting 2 Bedroom Condo by RedAwning

This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

3.0 star property
This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

3.0 star property
Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

Exceptional Condo With Panoramic Views Of The Atlantic Ocean. 2 Bedroom Condo by RedAwning

3.0 star property
Exceptional Condo With Panoramic Views Of The Atlantic Ocean. 2 Bedroom Condo by RedAwning

This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

3.0 star property
This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex 2 Bedroom Condo by RedAwning

3.0 star property
Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex 2 Bedroom Condo by RedAwning

Gorgeous 2 bedroom condo with panoramic views of the Atlantic Ocean. 2 Condo by RedAwning

3.0 star property
Gorgeous 2 bedroom condo with panoramic views of the Atlantic Ocean. 2 Condo by RedAwning

Beautiful Condo With Panoramic Views Of The Atlantic Ocean. 2 Bedroom Condo by RedAwning

3.0 star property
Beautiful Condo With Panoramic Views Of The Atlantic Ocean. 2 Bedroom Condo by RedAwning

Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

3.0 star property
Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

3.0 star property
This Condo Is Located In One Of Islamorada's Most Prestigious Condo Complexes. 2 Bedroom Condo by RedAwning

Updated Unit With Beautiful Florida Bay Sunsets 1 Bedroom Condo by RedAwning

3.0 star property
Updated Unit With Beautiful Florida Bay Sunsets 1 Bedroom Condo by RedAwning

Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

3.0 star property
Beautiful Unit In One Of The Most Prestigious Condo Complex In Islamorada 2 Bedroom Condo by RedAwning

Picturesque 2 Bedroom Condo with Fabulous Ocean Views. 2 Condo by RedAwning

3.0 star property
Picturesque 2 Bedroom Condo with Fabulous Ocean Views. 2 Condo by RedAwning

1 bedroom unit with a nice view of the Florida bay. 1 Condo by RedAwning

3.0 star property
1 bedroom unit with a nice view of the Florida bay. 1 Condo by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Islamorada

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (413)
"Wonderful experience - highly recommend!! From check in to check out was great. All staff were very helpful, property was well kept, relaxing, quiet & very easy location to site’s & restaurants. "
The price is NT$5,812
NT$8,238 total
includes taxes & fees
Mar 25 - Mar 26
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...
The price is NT$26,500
NT$31,619 total
includes taxes & fees
Feb 24 - Feb 25
The Islands of Islamorada
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do condos in Islamorada cost?
The price range for condos in Islamorada is to per night. No matter your budget, you’re sure to find someplace that suits your pocket — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Islamorada?
Islamorada has 19 condos. To help you book a place that’s perfect, make use of our filters to search for the amenities or perks you need.
Are there any family-friendly condos in Islamorada?
Yes, there certainly are! Check out Topsider Resort By Capital Vacations — a great 3.5-star option located a quick drive from downtown Islamorada. This family-friendly condo includes amenities such as a swimming pool and a barbecue grill. Islamorada boasts an array of family-friendly attractions to visit that’ll entertain the kids. Windley Key Fossil Reef Geological State Park and History of Diving Museum guarantee fun for both young and old.
Why book your condo in Islamorada with Expedia?
Vacationing should be hassle-free, so if you’re after condos at an affordable price, Expedia has got your back. Save cash and check in to something small and cozy, or book a 5-star condo and really spoil your crew. Use our search filters to find a property in Islamorada that suits your needs.
How can I find cheap condos in Islamorada?
Expedia can help you track down cheap condos in Islamorada. To lock in the perfect stay in a matter of clicks, simply use our handy filter tool to refine your search by budget, star rating and amenities.
What is there to do in Islamorada near my condo?
Islamorada has enough activities and experiences to keep you on the hop for weeks (or months!), beginning with Theater of the Sea. Anne’s Beach, Florida Keys Brewing Co. and Windley Key Fossil Reef Geological State Park are other impressive attractions. If you’re in town for longer, Sunset Drive Beach and Indian Key Historic State Park will round off your itinerary nicely.