Search Islamorada Cottages

Compare 20 Cottages in Islamorada with updated reviews, rates, and availability.

Mercy’s waterfront piece of paradise
Outdoor pool
Mercy’s waterfront piece of paradise
Mercy’s waterfront piece of paradise
Sunny Tavernier Key Cottage!
Beach
Sunny Tavernier Key Cottage!
Sunny Tavernier Key Cottage!
Sunny FL keys home on a canal! Boaters paradise
Private kitchen
Sunny FL keys home on a canal! Boaters paradise
10.0 out of 10, Exceptional, 2 reviews
"Nice quiet neighborhood, very close to stores, restaurants and Harry Harris Beach. We wished there was more shade on the patio and a grill but other than that we highly recommend this place!"
Sunny FL keys home on a canal! Boaters paradise
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Canal-front Florida Keys Home w/ Dock!
Interior
Canal-front Florida Keys Home w/ Dock!
3.5 star property
Canal-front Florida Keys Home w/ Dock!
Waterfront Cottage at Tavernier, Florida Keys
Fridge, microwave, oven, stovetop
Waterfront Cottage at Tavernier, Florida Keys
10.0 out of 10, Exceptional, 3 reviews
"My wife and I had a wonderful stay here during the month of March escaping the cold from the Northeast. The house was immaculate and decorated very nicely inside. The kitchen and bathrooms were well stocked with essentials items. The neighborhood was very peaceful and quiet and the neighbors were very friendly. The house backs up to a canal/waterway from which we could watch the graceful pelicans gliding by from the very large back deck which is where we spent a lot of our time. Rene was a...
Waterfront Cottage at Tavernier, Florida Keys
Luxury Key Largo Home w/ Guest House & Pool!
Interior
Luxury Key Largo Home w/ Guest House & Pool!
3.5 star property
Luxury Key Largo Home w/ Guest House & Pool!
Lush tropical plantings in a gated compound located directly on the Florida Bay
Property grounds
Lush tropical plantings in a gated compound located directly on the Florida Bay
Lush tropical plantings in a gated compound located directly on the Florida Bay
Tropical Tavernier Retreat w/ Boat Dock & Kayaks
Interior
Tropical Tavernier Retreat w/ Boat Dock & Kayaks
3.0 star property
Tropical Tavernier Retreat w/ Boat Dock & Kayaks
Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear
Property grounds
Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear
Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear
Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use
Property grounds
Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use
Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use
Cottage w/ FREE Sailboat, Kayak, Bikes & More
Property grounds
Cottage w/ FREE Sailboat, Kayak, Bikes & More
Cottage w/ FREE Sailboat, Kayak, Bikes & More
Bayside view Cottage , Free kayaks and sailboat
Property grounds
Bayside view Cottage , Free kayaks and sailboat
Bayside view Cottage , Free kayaks and sailboat
Kayaking, sailing, snorkeling Free w/ Cottage
Property grounds
Kayaking, sailing, snorkeling Free w/ Cottage
Kayaking, sailing, snorkeling Free w/ Cottage
Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Pool
Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Key Largo Cottages w/ Free Sailboat, Kayaks + More
Property grounds
Key Largo Cottages w/ Free Sailboat, Kayaks + More
Key Largo Cottages w/ Free Sailboat, Kayaks + More
Cottage w/ Private Yard, Free Kayaks, Boats, Etc
Property grounds
Cottage w/ Private Yard, Free Kayaks, Boats, Etc
Cottage w/ Private Yard, Free Kayaks, Boats, Etc
Free sailing, kayaking, water toys etc w/ Cottage
Property grounds
Free sailing, kayaking, water toys etc w/ Cottage
Free sailing, kayaking, water toys etc w/ Cottage
Cottage w/ Bay View FREE Kayaks, Snorkel`
Property grounds
Cottage w/ Bay View FREE Kayaks, Snorkel`
Cottage w/ Bay View FREE Kayaks, Snorkel`
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See all available properties in 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.

Other property types in Islamorada

Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, 330 reviews
"For those who enjoy boating jet skiing is amazing!!!"
The price is $155
$226 total
includes taxes & fees
10 Jun - 11 Jun
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, 35 reviews
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
Property grounds
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, 3 reviews
"Terrific place, location, amenities. Overall excellent experience"
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
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.

Islamorada Cottages information

Number of reviews
3
Accommodation
20 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Islamorada with Expedia?
Booking a cottage in Islamorada is as easy as clicking on your travel dates and choosing an ideal place for a vacation in the outdoors. From high-end retreats to inexpensive properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for irresistible deals? We’ve got you covered!
How can I find cheap cottages in Islamorada?
The best way to uncover cheap cottages in Islamorada is with Expedia’s user-friendly filter tool. Fine-tune your search results by budget, amenities and star rating to nab unbeatable prices in a few clicks.
What is there to do in Islamorada near my cottage?
There are tons of superb things to sink your teeth into in Islamorada. Don’t miss renowned attractions like Theater of the Sea, Annes Beach and Windley Key Fossil Reef Geological State Park. Florida Keys Brewing Co., Sunset Drive Beach and Indian Key Historic State Park are other must-do’s.

Recent reviews of Islamorada hotels
Expedia 亿客行 verified reviews

Drop Anchor

Drop Anchor

5/5 Excellent
Yes—book now!
"Loved this cute hotel and will go back as soon as possible! "
A verified traveler stayed at Drop Anchor
Posted 15 hours ago
Drop Anchor