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Compare 35 Cottages in Florida Keys with updated reviews, rates, and availability.

Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (691)
"Cozy spot. Rooms were comfortable "
The price is $119
$134 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Cottages
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (129)
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is $139
$256 total
includes taxes & fees
Jun 11 - Jun 12
Old Wooden Bridge Resort and Marina
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (54)
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (26)
"Very comfortable low key rental. The house was clean and setup perfectly for what we needed. The pool was very warm more like an oversized hot tub but it was still nice to hang out in after a day out. Loved the outdoor shower! Will definitely keep this on our list of places to stay for our next trip down!"
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
10.0 out of 10, Exceptional, (14)
"Excellent concept. Loved this unit. Very clean. Only had one small glitch when checking in because I don't text. The lady who manages the unit was exceptional. Wished I could find employees like her."
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (27)
"This place was nice. The pool situation was a little awkward as it does appear to be mainly for the bigger house as other reviews stated. The gas grill which is beneath the main house by the pool is communal. The main reason I gave this a 4 was because the smoke alarms in the rental did not have any batteries. Everything else was as described."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Waterfront Home
8.8 out of 10, Excellent, (141)
"Would definitely come back!!!!"
Waterfront Home
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"If you don’t need a water view this compound is perfect for what I needed. Very well maintained grounds with brick pavers on all driveways and courtyards. I stayed in a one bedroom with kitchenette with ample areas for my small boat. I will be back."
SEA SHELL COTTAGE UNIT #2
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (9)
"Perfect size for a couple. New and clean, couldn’t be happier, thanks!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (35)
"As advertised. It was to hot to use the pool. The air conditioning went out, but the owner was very responsive with accommodating us and having the AC repaired. A central location to many activities in the Keys."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Blue Mind - Venture Out Unit 225
9.6 out of 10, Exceptional, (64)
"nice place 3rd time there"
Blue Mind - Venture Out Unit 225
Beautiful Modern House in Key Largo
10.0 out of 10, Exceptional, (25)
"This property was amazing. The house is newly remodeled and done in a very modern way. The owner was very good with communication and I would highly recommend staying at this location."
The price is $225
$512 total
includes taxes & fees
Jun 9 - Jun 10
Beautiful Modern House in Key Largo
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (39)
"Ww stayed for 6 nights as our first time in the Keys. The property is very well manicured with everything you'll need. We had a small issue with one cottage that was quickly rectified by the owners. Hope Nd Glenn were terrific! Not sure if we'll ever return to the Keys, but we highly recommend The Hidden Hammick to anyone visiting the area."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (65)
"Resorts was great love the pool and water....home was clean nice bedrooms and baths really small but we just sleep in them. Deck was great. To be in early morning watching sun rise..."
Canal front, dockage, 2 bedroom, 2 bath
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (51)
"The grounds are good. The pools were clean and plenty of deck and dock space. The cottage itself needs help. It needed general maintenance on it. It needs caulking in the bathroom. It needs weather strips around door as it is not tight. There was not enough hand towels and there are no oven mitts in the kitchen. The exhaust fan has been taken out. The ceiling fan in one room only works on high. The ac vents and exhaust fan in the bathroom needs cleaning. We were happy about the porch except the...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
10.0 out of 10, Exceptional, (2)
"This is a nice property. The accommodations were large enough for my family. The indoor space was clean and nicely appointed. The outdoor space was ok. Due to how close the units are together you are right next to your neighbors car when sitting on the patio. The location is about 20 miles from Key West allowing for easy day trips while resting in a quieter location. I would definitely stay here again."
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Kampground Paradise w/ Kayaks, Heated Pool, Marina!
10.0 out of 10, Exceptional, (1)
"Unser erster Aufenthalt auf einem Campingplatz! Es hat rein gar nichts gefehlt! Top gepflegt und eingerichtet! Merci für die Willkommensgeschenke! 🌺 Supermarkt Publix ganz nah dabei und einen traumhaften Pool in der Anlage!!! Mit Boot optimal! Merci für die schöne Zeit!"
Kampground Paradise w/ Kayaks, Heated Pool, Marina!
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
9.2 out of 10, Wonderful, (18)
"We loved the private beach out back and how close the property was to all the water sports. We will be back for sure!"
The price is $168
$383 total
includes taxes & fees
Jun 24 - Jun 25
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
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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 Florida Keys

Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (330)
"For those who enjoy boating jet skiing is amazing!!!"
The price is $155
$226 total
includes taxes & fees
Jun 9 - Jun 10
Breezy Palms Resort
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1098)
"Good hotel ! Rooms are in great condition "
The price is $229
$294 total
includes taxes & fees
Jun 9 - Jun 10
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (105)
"Right on the water. Very neat place. "
The price is $152
$313 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
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.

Florida Keys Cottages information

Number of reviews
1,422
Accommodation
35 Cottages
Lowest Price
$119
Highest Price
$225

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between $119 and $225 per night for cottages in Florida Keys. No matter your budget, an awesome stay is just a click or two away on Expedia. This price was 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.
What are the best cottages in Florida Keys?
Glide into vacation mode and slow things down in one of Florida Keys’s multiple cottages. With a total average guest review rating of 9.2, there’s a place for everyone’s budget and taste. Many visitors to Key West recommend staying at Simonton Court Cottages, a 3.5-star cottage retreat with a garden and free WiFi. Another top-rated option in this much-visited city is Simonton Court Cottages. This 3.5-star escape has free WiFi and concierge services.
How many cottages are there in Florida Keys?
Florida Keys has 35 cottages to pick from. Select your travel dates, enter your destination and arrange your next escape today.
Are there any family-friendly cottages in Florida Keys?
There are family-friendly cottages in destinations across Florida Keys, including Key West. Simonton Court Cottages is one option that’ll match your needs in this top city. It has a 3.5-star rating and conveniences such as a nearby beach and free WiFi. Alternatively, enjoy the comfy surrounds of Simonton Court Cottages. With housekeeping services and pet-friendly facilities, this 3.5-star cottage in Key West will make you and your travel buddies feel at home. Key West has many family-friendly attractions when it’s time to see the sights. Smathers Beach and South Beach has something to interest all ages.
Why book your cottage in Florida Keys with Expedia?
Booking a cottage in Florida Keys is as simple as entering your travel dates and choosing an ideal place for a getaway in the outdoors. From upmarket retreats to budget-friendly stays and cottages that offer amenities like laundry facilities, Expedia has something for all traveler styles. As for the best offers around? We’ve have them as well!
How can I find cheap cottages in Florida Keys?
With Expedia’s helpful filter tool, sourcing cheap cottages in Florida Keys has never been easier. To view accommodations that are friendly on the wallet, fine-tune your search results by star rating, budget and amenities.
What is there to do in Florida Keys near my cottage?
Whether you’re into arts, culture, shopping or dining, Florida Keys is one place you’ll never get bored! The leading city of Key West has tons of attractions, including Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. If you’re headed to Marathon, Sombrero Beach, The Turtle Hospital and Crane Point Museum and Nature Center will fill up your itinerary.

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