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Cottages Florida Keys

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age 0-16
18 Results

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18 cottages

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$183

Waterfront Key Largo Bayside Cottage Paradise

Key Largo cottage

2 bedrooms / 4 bathrooms / sleeps 4

“Hidden Treasure” This cottage is one of our favorite place to stay. Clean, well equipped, private, and so relaxing. A great place to spend a relaxing vacation. We love the outdoor kitchen and sitting area.

Responds fast! avg. 1 hour 35 minutes

Travelers’ Choice award

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Price per night from

$180

Tavernier cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$115

William's Loft

Key West cottage

2 bedrooms / 1 bathroom / sleeps 3

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$87

Bayfront Cottage with Bay Front Screen Porch, Central Air, Beach and Marina

Key Largo cottage

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 45 minutes

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$241

Tranquility

Key West cottage

1 bedroom / 1 bathroom / sleeps 4

“Hidden Conch Treasure” This perfect conch rental provided everything my family needed for a wonderful family vacation. Abundant sunshine was included with this historic treasure nestled in a small community. The pool was an added delightful treat. I recommend this hidden treasure.

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$175

Atlantis House Master Suite

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

“Beautiful place located just across the street from the beach. The owners Capt. Steve and Kayla were wonderful hostess.” We arrived the week of Fantasy Fest, not knowing exactly what we were getting into, but had a great time. Lots of things to do or just lay around and relax. Our Master suite was perfect and the owners Steve and Kayla made us feel very welcome. Capt. Steve even went out of his way to take us fishing and then he prepared what we caught the next day for lunch. YUMMY! Perfect place to stay! Thank You, Steve and Kayla.

Responds fast! avg. 1 hour 33 minutes

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$286

Conch Republic Retreat

Key West cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$107

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DCK,WIFI

Key Colony Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Most wonderful vacation home ever.” The pool, the hammock, the dock, the decor....it was the best place i have ever stayed. I didnt want to leave. Laying in the hammock every night listening to the palm trees swaying in the breeze. Watching the snook hit the greenies over the underwater light at the dock. Taking a refreshing swim after a long day on the boat. An evening bike ride around key colony. It was everything we wanted on our vacation. And the house was decorated exactly as my own tropical retreat would be decorated, and it is such a comfortable home. I am hoping to come back for 2 weeks next summer.

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$201

Papa's Cottage Retreat

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

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$100

Martin Family Fish Camp

Matecumbe Key cottage

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$543

Atlantis House Garden Suite

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 33 minutes

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$258

Key West Cottage with private deck and gate

Key West cottage

1 bedroom / 1 bathroom / sleeps 4

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$121

Florida Keys Sailing on Conch Key. Bayfront 2 BR cottage with 23 foot Sailboat

Conch Key cottage

2 bedrooms / 1 bathroom / sleeps 6

“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.

Responds fast! avg. 3 hours 50 minutes

Travelers’ Choice award

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$206

Tropical Cottage with Sandy Beach

Key Largo cottage

2 bedrooms / 2 bathrooms / sleeps 6

“Key Largo” Our stay was great. The house was awesome and we would go swimming and fishing right off the dock. Its a great place for the family to have a vacation.

Travelers’ Choice award

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$229

New Unit! Breezy home with enclosed yard and private gas grill - near the water!

Conch Key cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$192

New listing! Beachy getaway w/ shared pool, water views, & furnished patio!

Key Colony Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$243

Southernmost Retreat- 1 Block from Duval

Key West cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$490

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