Search Cottages in Florida Keys

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Featured Cottages in Florida Keys and around

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (839)
"Super cute little cottage with a great location, would definitely stay again!"
The price is €87
includes taxes & fees
10 Aug - 11 Aug
Tropical Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (254)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"I will sum it up by saying it was ok. It was a place to stay, would I book it again? No"
Canal front, dockage, 2 bedroom, 2 bath

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (187)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

10.0 out of 10, Exceptional, (3)
"Beautifully furnished and decorated. All kitchen needs available. Perfect location. We highly recommend this home. "
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

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

8.8 out of 10, Excellent, (72)
"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

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

8.6 out of 10, Excellent, (118)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is €281
includes taxes & fees
10 Aug - 11 Aug
Charming cottages, dockage, pool, just minutes to Key West

waterfront cottage near key west, sleeps 6

9.4 out of 10, Exceptional, (23)
"This place is exactly as described. The quirkiness was perfect for my husband and I to spend our anniversary. We had a day of rain and it was perfect!and"
waterfront cottage near key west, sleeps 6

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
The price is €225
includes taxes & fees
27 Aug - 28 Aug
Cottage with Pool and Boat Dockage just minutes to Key West!

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.4 out of 10, Very good, (43)
"Everything was great, very comfortable bed. Clean and quiet, easy access for kayaking and pool was nice and refreshing. Will stay here again!"
The price is €253
includes taxes & fees
3 Sept - 4 Sept
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (151)
"Good Fishing, Good local eateries. "
Cottage with Pool and 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, (49)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

9.6 out of 10, Exceptional, (27)
"It was an awesome time! Pool was nice and hot with an excellent location. Hope was a great hostess and look forward to coming back sooner than later "
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

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

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

9.0 out of 10, Wonderful, (141)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!

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

OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season

9.4 out of 10, Exceptional, (28)
"Great private location"
OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season

STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

9.6 out of 10, Exceptional, (53)
"Wonderful and finally an affordable vacation spot!"
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

Waterfront Cozy Cottage with Boat Ramp & Dock!

10.0 out of 10, Exceptional, (58)
"Great time, great place!"
Waterfront Cozy Cottage with Boat Ramp & Dock!
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.
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Top Florida Keys Hotel Reviews

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between €87 and €281 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 49 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
Are there any family-friendly cottages in Florida Keys?
There are family-friendly cottages in locations around Florida Keys, including Key West. Casa Manana Key West Monthly: 2 Br is one option that'll meet your needs in this vibrant city. It has a 3-star rating and amenities such as an oven and a barbecue grill. Also consider Simonton Court Cottages. With housekeeping services and WiFi, this 3-star cottage in Key West will make you and your travel buddies feel nice and relaxed. Key West has tons of family-friendly attractions when you're ready to see the sights. Smathers Beach and South Beach promise fun for the entire crew.