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Houses Cudjoe Key

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108 houses

Waterside Bay

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$197

Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$165

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 14

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Price per night from

$690

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$126

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

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$690

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

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$575

Hogfish Retreat

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$178

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$477

Hawkins Heaven

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$149

Pirate's Cove

Cudjoe Key house

2 bedrooms / 1 bathroom / sleeps 4

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$101

Lafitte Landing

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$121

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$575

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$130

Quiet Waters

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$141

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$219

$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$259

5 O'Clock Somewhere

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$124

TROPICAL TREASURES - Beautiful Canal Front Home On Cudjoe Key With Quick Open Wa

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 49 minutes

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$144

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$224

BLUE DOLPHIN - Waterfront Home, Dock Your Boat, Community Pool/Hot Tub, Tennis C

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 49 minutes

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$179

New Listing!!! BREEZY PALMS - Beautiful Open Water Oasis, Spectacular Views, Doc

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 49 minutes

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$179

Pelican Perch

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$161

Great rentals within 20 miles that match your search

Real World MTV House Key West

Key West house

10 bedrooms / 6 bathrooms / sleeps 20

“Haha Buffalo, New York” This year while my friends and neighbors froze to death in Buffalo, my extended family and a few friends escaped the cold at the Real World MTV House in Key West. It was cold in Key West as well just 78 degrees, all the locals were complaining.and wore sweaters (haha). Everything was great and we laughed as we watched the weather on the TV at night up north. The 2 houses (main and Racket ball) are absolutely perfect for 20 guests. The property is huge . No complaints, we loved the paddle boards and kayaks, and how easy it was to put in the ocean behind the house and go!! Aric, the caretaker, gave us a few good tips for riding the paddle boards, fishing holes and restaurants. A nice quiet guy!!!

Responds fast! avg. 3 hours 9 minutes

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$2,206

Angelfish Cove

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$159

Blue Lagoon

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$231

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$176

Cove Isles

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$161

Bow Channel Manor

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$234

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

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$126

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$257

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$334

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

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$236

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$129

Mango House

Little Torch Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$111

Margarita Villa

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$161

Manatee Bay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$129

Our Island Thing

Big Pine Key house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$258

Owl's Nest

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$154

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houses in Cudjoe Key

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