Search Cottages in Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Florida Keys

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (868)
"Wonderful place for a short stay"
The price is SAR 281
SAR 316 total
includes taxes & fees
24 Sep - 25 Sep
Tropical Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is SAR 294
SAR 858 total
includes taxes & fees
4 Oct - 5 Oct
Old Wooden Bridge Resort and Marina

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (86)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
The price is SAR 600
SAR 1,398 total
includes taxes & fees
23 Sep - 24 Sep
Canal front, dockage, 2 bedroom, 2 bath

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (119)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
Charming cottages, dockage, pool, just minutes to Key West

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (142)
"We had an excellent time , property was an excellent place for our vacation.We hope to come back next year"
Quaint cottage, pool, dockage just minutes to Key West!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (87)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
The price is SAR 600
SAR 1,310 total
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

10.0 out of 10, Exceptional, (5)
"The property was pristine, equipped with all the necessary household items, very well cleaned. We received a beautiful welcome basket. The location was excellent really easy to go out to the Oceanside, the Kampgrounds have many amenities including a pool, kayaks, 2 beaches, ice machines. The property manager Rebecca very communicative and a great resource. We will definitely be back again!"
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

Waterfront Home

8.6 out of 10, Excellent, (171)
"Venture out resort is a great vaca spot"
Waterfront Home

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (152)
"Good Fishing, Good local eateries. "
The price is SAR 563
SAR 1,190 total
includes taxes & fees
26 Sep - 27 Sep
Cottage with Pool and Dockage, just minutes to Key West

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (155)
"Clean and comfortable."
Cottage with swimming pool and dockage, just minutes to Key West!

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.6 out of 10, Exceptional, (29)
"Perfect little place. "
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (162)
"We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year! "
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Oceanfront Private Cottage!

10.0 out of 10, Exceptional, (109)
"Great location close to restaurants and everything else you may need!"
Oceanfront Private Cottage!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (73)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cozy, Perfect Conch Cottage! - VO315

9.2 out of 10, Wonderful, (30)
"We had an amazing trip staying at cudjoe key. It’s a cute little trailer, very clean. The property was great. The renters are very attentive to questions. Highly recommend! "
Cozy, Perfect Conch Cottage! - VO315

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (29)
"Clean bungalo perfect for a fishing vacation. I look forward to staying here again!"
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

9.6 out of 10, Exceptional, (12)
"Even if it was a short stay, we enjoyed it and will be staying here again in the future."
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Kampground Escape w/ Kayaks, Heated Pool & Marina!

9.8 out of 10, Exceptional, (12)
"Check in process was super easy and the house itself was perfect for my husband and I. We enjoyed our stay here and definitely would recommend. The whole community is super relaxing and cozy perfect for our honeymoon."
Kampground Escape w/ Kayaks, Heated Pool & Marina!

Carpe' Diem Heart of the Fl. Keys Specials

8.8 out of 10, Excellent, (142)
"Nice little cottage on a canal! Perfect for boaters!!"
Carpe' Diem Heart of the Fl. Keys Specials

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (191)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Florida Keys Hotel Reviews

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between SAR 380 and SAR 1,398 per night for cottages in Florida Keys. No matter your budget, an awesome stay is only a click or two away on Expedia. 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 cottages are there in Florida Keys?
Florida Keys has 59 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
Why book your cottage in Florida Keys with Expedia?
We think that a vacation should be stress-free, so if you're searching for cottages in Florida Keys at an affordable price, Expedia has got you covered. Keep the budget in check and stay in a cheap option far away from the city rush, or splurge on an upmarket cottage to really pamper your favorite people.

Explore a world of travel with Expedia

Explore a world of travel with Expedia