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Aug 8 - Aug 10
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Cottages in Florida Keys

Tropical Cottages
Guests can enjoy a peaceful retreat in this charming building surrounded by lush greenery.

Tropical Cottages

3.0 star property
8.4 out of 10, Very Good, (836)
"Super cute little cottage with a great location, would definitely stay again!"
The price is ￥14,934
￥16,801 total
includes taxes & fees
Aug 3 - Aug 4
Tropical Cottages
Old Wooden Bridge Resort and Marina
Experience the tranquility of Aquamarine, a floating retreat with a spacious deck area overlooking the calm waters.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Waterfront Home
Enjoy a serene canal view from this balcony with seating for two.

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home
Canal front, dockage, 2 bedroom, 2 bath
Enjoy a waterfront retreat with a balcony overlooking the water, a covered outdoor area, and access to the dock.

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"The place was everything as described. Close enough to Key West and beaches that we did not stay home much during the day but nice to have a peaceful place to land in the evenings. Bedrooms and bathrooms were right but served its purpose. Jennifer and Susan were very helpful with check in. Thanks for letting my parents relive their glory days in the Keys. I would stay again if we come back!"
Canal front, dockage, 2 bedroom, 2 bath
Direct Oceanfront Cottage-Sunrise View- #2,
Guests can relax on the lawn overlooking the serene body of water surrounded by lush greenery.

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (186)
"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
Relax in a serene outdoor seating area with a thatched roof, adjacent to a calm body of water and surrounded by a blue railing.

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
OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season
Enjoy a relaxing stay in this two-story building with a covered patio area featuring a table and chairs.

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
waterfront cottage near key west, sleeps 6
Enjoy the serene marina view from the comfort of your room, featuring a spacious seating area and large windows.

waterfront cottage near key west, sleeps 6

9.4 out of 10, Exceptional, (22)
"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 Dockage, just minutes to Key West
Residential homes with unique architectural styles surround a large pool and well-manicured lawn.

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (149)
"Good Fishing, Good local eateries. "
The price is ￥40,832
￥70,659 total
includes taxes & fees
Aug 5 - Aug 6
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Detached houses with individual driveways and yards surround a swimming pool area adjacent to the beach.

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!
Enjoy a serene beachside picnic with a sailboat on the horizon.

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
Relax on the beach with lounge chairs and a tranquil sea view.

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
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Enjoy scenic views of the ocean and surrounding landscape from this coastal property featuring a pool, residential buildings, and a lush garden with palm trees.

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. "
The price is ￥37,120
￥68,394 total
includes taxes & fees
Aug 1 - Aug 2
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4
Escape to the Hidden Hammock Resort, surrounded by lush landscapes and natural beauty.

PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4

9.8 out of 10, Exceptional, (47)
"Loved our stay at Palm Cottage!"
PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4
Quaint cottage, pool, dockage just minutes to Key West!
Residential homes with unique architectural styles and well-manicured lawns surround a serene body of water.

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

9.0 out of 10, Wonderful, (140)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Enjoy a tranquil atmosphere in this inviting space with a large window and seating area.

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.6 out of 10, Excellent, (41)
"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 ￥12,829
￥43,404 total
includes taxes & fees
Aug 12 - Aug 13
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
Situated on a gravel surface, this greenhouse offers a tranquil space for plant cultivation.

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!
Situated on a sandy beach, this property offers a clear view of the ocean and a distant pier.

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!
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Surrounded by palm trees and mangrove-lined waterways, this resort offers scenic views and a tranquil atmosphere.

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"Place was very nice great stay for kicking off runs up and down the keys."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Residential homes with diverse architectural styles and manicured lawns.

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

8.8 out of 10, Excellent, (160)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Great place, beautiful apartment! "
Matthew 3-night trip
Posted 12 hours ago
Lime Tree Bay Resort

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between ￥12,829 and ￥40,832 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.