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Cottages Florida Keys

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age 0-16
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17 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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$185

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 45 minutes

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$180

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

Key Largo cottage

1 bedroom / 1 bathroom / sleeps 6

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$265

CHARMING KEY COLONY BEACH 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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$235

Martin Family Fish Camp

Matecumbe Key cottage

4 bedrooms / 3 bathrooms / sleeps 12

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$545

CARIBBEAN SOUL SAILING CHARTER Bayfront 2 BR cottage w/ 23 foot Sailboat or dock

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.

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$326

Bayfront Vacation Home Cottage Rental Bayside Beach *Renovated 2019*

Key Largo cottage

2 bedrooms / 2 bathrooms / sleeps 6

“Amazing!” This place is the best. We will definitely return. The cottage had everything we needed, plenty of dockage for our boats, kids loved the kayaks, and spectacular views. Martha was wonderful to work with and made sure we had everything we needed.

Responds fast! avg. 1 hour 45 minutes

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$259

BOAT HOUSE Romantic one bedroom on a quiet lane in Old Town, Shared Pool

Key West cottage

1 bedroom / 2 bathrooms / sleeps 2

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$120

IBIS Close to Duval Street, Shared pool, by AT HOME IN KEY WEST

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

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$110

TRANQUILITY - Quaint Cottage in Gated Compound with Shared Pool + Private BBQ

Key West cottage

1 bedroom / 1 bathroom / sleeps 4

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$320

Sunny View by AT HOME IN KEY WEST

Key West cottage

1 bedroom / 2 bathrooms / sleeps 2

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$124

Waterfront Cozy Cottage with Boat Ramp & Dock!

Little Torch Key cottage

2 bedrooms / 1 bathroom / sleeps 6

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$285

Coconut Cottage Private home with private pool

Key West cottage

1 bedroom / 2 bathrooms / sleeps 2

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$145

The Caribbean Resort - Jamaican Palm House

Matecumbe Key cottage

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$936

Key Lime Pie by AT HOME IN KEY WEST

Key West cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$153

CONCH REPUBLIC RETREAT BY AT HOME IN KEY WEST

Key West cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$170

CASITA DE CATHERINE Cozy One Bedroom Private Home with Hot Tub, Pet Friendly

Key West cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$354

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