Dog Friendly Vacation Rentals in Cudjoe Key - FlipKey

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65 pet friendly apartments in Cudjoe Key

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

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect” Very clean, comfortable, and we'll equiped. The view from the canal out over the open water was awesome. The dock was the perfect spot for our sailboat and gave us easy access to our daily sailing adventures. The owner was very informative and friendly and genuinely interested in us having a good experience.

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$184

Family Retreat ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 18

“What an awesome way, to celebrate my birthday!” This property was very clean, spacious and perfect for our large party. Every morning you would find me on the lanai, enjoying the Cudjoe Bay view, with my computer on my lap and a cup of coffee at my side. The bedrooms were all comfortable and the kitchen had plenty of room for those who enjoyed cooking! Tom the maintenance/pool man was a wealth of information! He answered all our questions and offered lots of suggestions as to where to go or what to do to. If I had to say anything negative about this place it would be that they haven't yet figured out how to make time stand still. Shannon can you work on that?? :-) Everyone in our large party agreed this was the perfect place for our gathering and they are all willing to do it again...

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$571

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$110

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

“Awesome Keys vacation!!!” Thank you Kristen and Sharon!!! We had a fantastic vacation! The house was clean and comfortable!!! Anytime we needed anything, management responded promptly!! The kayaks were terrific, the hot tub suprisingly useful, the pool very small but our kids still had a great time!!! One thing for future renters, the screened room would only be able to be slept in during cooler months! It's a great room but very hot! Location was perfect to Key West !!! We'd stay again our next visit! Thank you so much!!

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$572

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Tropical Paradise was truly a paradise.” Six of us stayed in the Tropical Paradise on Cudjoe Key and had a great time. The house was fully equipped with all the things you need for living, all we had to do was buy groceries. There were a couple of things I would like to see added to the home, the main thing being a ramp for someone in a wheel chair or that has problems with stairs. The other is that the maintenance be done when a problem is addressed. Overall our stay was great, we had a couple of little issues. The latch on the gate going off the patio was broken but they fixed that a few days after we got there, the hot water in the hall bathroom shower didn't work and it wasn't fixed while we were there, and we had a light on the porch that didn't work correctly and it wasn't fixed while we were there either. The pool and hot tub were wonderful, the fishing was pretty good and the iguana family was very friendly, after they used to us they would come right up next to us to get feed. One even climbed up my husband's leg to eat grapes out of his hand. It was also nice that the owner provided a list of the best places to eat and things to do. We had a very relaxing and stress free week at this home and if we ever go back to vacation again in the keys we will book this home if it is available.

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$400

Oksana's Tropical Beach Oasis

Cudjoe Key house

4 bedrooms / 3 bathrooms / sleeps 14

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$501

Hogfish Retreat

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$196

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$109

Pirate's Cove

Cudjoe Key house

2 bedrooms / 1 bathroom / sleeps 4

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$73

Paradise Bay

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$107

Make My Day

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$150

Egret's Landing

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$107

Blue Palms Retreat (formerly known as Heron's Roost)

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$458

Lafitte Landing

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$95

Great rentals within 20 miles that match your search

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$219

Serene Barry Cove Top Tier with Boat Parking & Heated Pool!

Little Torch Key apartment

2 bedrooms / 1 bathroom / sleeps 7

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$365

Breezy Palms

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$140

Manatee Bay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$103

Breeze Swept

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$197

Lost In Paradise

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$140

Coconut Kay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$160

Blue Tranquility

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$167

Villa Cayo

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$266

St. Croix

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$89

Island Chalet

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$120

Tranquility in Paradise - Sugarloaf Key (17 miles to Key West)

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 9

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$323

Blue Marlin

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$132

Ramrod Retreat

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$97

Lovely home tucked away in northern Key West w/shared pool, near golf - dogs OK!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 9 minutes

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$124

Coral House

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$118

Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$172

Tree House

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$103

Sunset Bay (weekly rental)

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$271

POND COTTAGE AT THE CLUB

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 4

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$134

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$143

Blue Heron

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$93

Sugarloaf Sunset

Sugarloaf house

3 bedrooms / 2 bathrooms / sleeps 6

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$167

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$108

Viewing 38 of 65
rentals in Cudjoe Key

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