Search Cottages in Islamorada

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Mercy’s waterfront piece of paradise

Mercy’s waterfront piece of paradise

Sunny Tavernier Key Cottage!

Sunny Tavernier Key Cottage!

Cottage w/ Bay View FREE Kayaks, Snorkel`

Cottage w/ Bay View FREE Kayaks, Snorkel`

Canal-front Florida Keys Home w/ Dock!

3.0 star property
Canal-front Florida Keys Home w/ Dock!

Waterfront Cottage at Tavernier, Florida Keys

10.0 out of 10, Exceptional, (3)
"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!

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

Lush tropical plantings in a gated compound located directly on the Florida Bay

Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use

Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use

Cosy Cottage in Islamorada with private garden & pool - 6 pers.

Cosy Cottage in Islamorada with private garden & pool - 6 pers.

Bayside view Cottage , Free kayaks and sailboat

Bayside view Cottage , Free kayaks and sailboat

Key Largo Cottages w/ Free Sailboat, Kayaks + More

Key Largo Cottages w/ Free Sailboat, Kayaks + More

Free sailing, kayaking, water toys etc w/ Cottage

Free sailing, kayaking, water toys etc w/ Cottage

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

Relaxing Ocean Front Unit In Islamorada | Enjoy Scenic Walks on Private Beach

2.0 star property
The price is SAR 1,505
SAR 1,802 total
includes taxes & fees
1 Dec - 2 Dec
Relaxing Ocean Front Unit In Islamorada | Enjoy Scenic Walks on Private Beach

Florida Keys Waterfront with Boat Dock

2.0 star property
Florida Keys Waterfront with Boat Dock

Cottage w/ Full Kitchen FREE sailboats and kayaks

Cottage w/ Full Kitchen FREE sailboats and kayaks

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Cottage w/ FREE Sailboat, Kayak, Bikes & More

Cottage w/ FREE Sailboat, Kayak, Bikes & More

Kayaking, sailing, snorkeling Free w/ Cottage

Kayaking, sailing, snorkeling Free w/ Cottage

Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear

Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear
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.
Don't see what you're looking for?
See all available properties in Islamorada
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Islamorada

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (371)
"Beautiful views "
The price is SAR 468
SAR 721 total
includes taxes & fees
10 Dec - 11 Dec
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is SAR 2,367
SAR 2,617 total
includes taxes & fees
1 Dec - 2 Dec
The Islands of Islamorada

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

10.0 out of 10, Exceptional, (4)
"Our family of 5 stayed here over Christmas and had a wonderful time. The house had everything we needed. We hope to return soon!"
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.

Frequently asked questions

Why book your cottage in Islamorada with Expedia?
We think that a vacay should be a piece of cake, so if you’re on the lookout for cottages in Islamorada at a great price, Expedia delivers. Stick to the budget and check in to an economical option surrounded by nature, or splurge on a luxury cottage to spoil your favorite people.
How can I find cheap cottages in Islamorada?
With Expedia’s useful filter tool, comparing cheap cottages in Islamorada couldn’t be simpler. To find stays that’ll make your wallet smile, refine your search by amenities, budget and star rating.