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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Featured Cottages in Islamorada

1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
Interior

1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!

3.0 star property
1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
Canal-front Florida Keys Home w/ Dock!
Interior

Canal-front Florida Keys Home w/ Dock!

3.0 star property
Canal-front Florida Keys Home w/ Dock!
Walk to Beach: Home 8 Mi to Key Largo!
Interior

Walk to Beach: Home 8 Mi to Key Largo!

3.0 star property
Walk to Beach: Home 8 Mi to Key Largo!
Luxury Key Largo Home w/ Guest House & Pool!
Interior

Luxury Key Largo Home w/ Guest House & Pool!

3.0 star property
Luxury Key Largo Home w/ Guest House & Pool!
Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning
Property grounds

Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning

3.0 star property
Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning
Lanai, Pool & Patios: Waterfront Home in Tavernier
Interior

Lanai, Pool & Patios: Waterfront Home in Tavernier

3.0 star property
Lanai, Pool & Patios: Waterfront Home in Tavernier
Waterfront Home w/ Private Hot Tub in Tavernier!
Interior

Waterfront Home w/ Private Hot Tub in Tavernier!

3.0 star property
Waterfront Home w/ Private Hot Tub in Tavernier!
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
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (421)
"We visited Breezy Palms for our 20th wedding anniversary. We took advantage of the boat rental on site, had a great day on the water. Played cards on our lanai. Used the lovely pool, walked to local restaurants, and had a memorable time. Definitely will be back!"
The price is S$329
includes taxes & fees
16 Mar - 17 Mar
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

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 S$1,063
includes taxes & fees
1 Apr - 2 Apr
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

Why book your cottage in Islamorada with Expedia?
We think that travelling should be a walk in the park, so if you’re on the lookout for cottages in Islamorada at the perfect price, Expedia has got you covered. Stick to the budget and select a low-cost option far from the rush of the city, or book a luxury cottage to spoil your loved ones.
How can I find cheap cottages in Islamorada?
Expedia is here to help you locate cheap cottages in Islamorada. To discover your special stay in a matter of clicks, try out our convenient filter tool to refine your search results by star rating, amenities and budget.
What is there to do in Islamorada near my cottage?
Whatever you’re interested in, Islamorada has a whole lot to capture your imagination. Florida Keys Brewing Co., History of Diving Museum and Bud n’ Mary’s Dive Centre are on most travellers’ itineraries. You shouldn’t miss Windley Key Fossil Reef Geological State Park, Theatre of the Sea and Anne’s Beach either. With Expedia’s Islamorada hotel deals, you can discover more wonderful attractions like these with the money you save.