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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Florida Keys and around

Tropical Cottages
Relax in a serene outdoor space surrounded by lush greenery, featuring a thatched-roof structure and comfortable wicker seating.

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
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

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
Enjoy stunning ocean views from the balcony of this beachfront property, featuring a spacious living area with large windows and comfortable outdoor seating.

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home
Canal front, dockage, 2 bedroom, 2 bath
Relax by the pool surrounded by lush palm trees.

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,
Enjoy a tranquil beachside retreat with access to the calm sea and nearby amenities.

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
Relax on the waterfront deck with a sofa and coffee table, surrounded by lush greenery and a thatched-roof structure.

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
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
Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

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
Enjoy waterfront views from the balcony of this two-story property, situated along a tranquil canal with a boat docked at the water's edge.

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!
Enjoy an outdoor space with a swimming pool and lush greenery surrounding this two-story house.

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
Kayak launch point with dock access and scenic water views.

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
Surrounded by lush greenery, this pool area offers a serene escape.

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
Relax on the beach with lounge chairs and enjoy the tranquil ocean views.

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
Enjoy cooking in this well-equipped kitchen with a sink, stove, and dishwasher.

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!
Guests can access the dock for a serene lakeside experience.

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
Enjoy a serene beachfront setting with a thatched-roof structure and ocean views.

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
Relax by the pool surrounded by palm trees and lounge 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
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
Enjoy a serene beach experience with ocean views, picnic tables, and shaded areas under the trees.

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!
Relax on the beach with two lounge chairs, overlooking the ocean from this serene beachfront property.

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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Beautiful view. Several pools to choose from . Clean, smells wonderful, comfortable beds. The staff very nice. Only thing is they charge for parking $30.00"
Amanda 1-night trip
Posted 11 hours ago
Isla Bella Beach Resort & Spa

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.