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Compare 33 Cottages in Florida Keys with updated reviews, rates, and availability.

Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (688)
"Nice place with nice view. Accommodation are very clean . "
The price is $119
$134 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Cottages
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (126)
"Amazing stay in a boat!"
The price is $139
$256 total
includes taxes & fees
Jun 2 - Jun 3
Old Wooden Bridge Resort and Marina
Outdoor pool, a heated pool
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
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Exterior
Waterfront Home
8.8 out of 10, Excellent, (141)
"Would definitely come back!!!!"
Waterfront Home
Beach
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
Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (25)
"Easy from start to finish! Lovely cottage in very central location in the Florida Keys. Hope was the highlight of the trip, truly the “hostess with the mostest.” She checked in daily, offered great tips for restaurants and activities. Loved everything about the property: quiet, the outdoor shower, the beds, the pool, Lulu, and the freshest seafood! Would definitely recommend."
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (26)
"Cottage is very nice, old but well maintained. Entrance difficult to find."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (169)
"Cottage was very clean and comfortable. Host was amazing and very accommodating! Private beach was a plus and relaxing. Love that this was adult only and non smoking property, which includes a gas grill. The location was central and great for day trips in both upper and lower keys. Would definitely book here on my next trip! We are not condo people so this was perfect! Quaint historic Florida style!"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Sun loungers, beach towels
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
Property grounds
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)
A heated pool
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.
Fridge, microwave, oven, stovetop
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (53)
"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
Beach
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
Terrace/patio
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
10.0 out of 10, Exceptional, (189)
"Awesome location. Very nice place with comfortable beds and everything we needed."
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
Beach nearby
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
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (34)
"This is the second time my son and i have stayed in these cottages. Basic and comfortable and in a good location."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby, sun loungers, beach towels
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!
Beach
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
May 30 - May 31
Beautiful Modern House in Key Largo
Property grounds
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 $162
$375 total
includes taxes & fees
Jun 4 - Jun 5
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

Florida Keys Cottages information

Number of reviews
1,670
Accommodation
33 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 33 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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