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Wireless Internet
Air conditioning
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Private pool

Heated pool
Private indoor pool
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Jacuzzi or hot tub
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DVD player
Grill
Cot available
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Shared outdoor pool (heated)
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Pets allowed
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Parking
Car not required

Children under 5
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Non-Smoking property
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Wheelchair adapted
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Beach or lakeside relaxation
Skiing – property near ski resort
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67 pet friendly apartments in Cudjoe Key

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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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Price per night from

$184

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$688

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$655

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!

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$483

Hogfish Retreat

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$178

Paradise Bay

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$122

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$218

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

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$524

Pirate's Cove

Cudjoe Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$94

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$130

Lafitte Landing

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$111

Peaceful and Ocean View Estate 15 minutes from Key West

Cudjoe Key house

4 bedrooms / 2 bathrooms / sleeps 12

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

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Price per night from

$487

Luxury Home w/ 180-Degree Bay Views, Boat Docks, Pool Table & Huge Deck

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$234

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

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$155

Sunny Lei

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$154

Pelican Perch

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$157

Great rentals within 20 miles that match your search

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$866

Isle Be Back!

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$277

Water's Edge

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$135

Coconut Cay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$166

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$112

Manatee Bay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$123

Conch Out

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$156

Island Chalet

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$142

St. Croix

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$101

Margarita Villa

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$156

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$205

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$215

Little Torch Resort

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$249

Tree House

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$107

Sailfish Manor

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 9

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Price per night from

$273

Breezy Palms

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$154

Ramrod Retreat

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$110

Blue Marlin

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$165

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$123

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$119

Charming House on deep clear canal

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$156

Viewing 38 of 67
rentals in Cudjoe Key

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COVID-19 Update

Dog Friendly Vacation Rentals in Cudjoe Key - FlipKey

Per night

67 pet friendly apartments in Cudjoe Key

Viewing 38 of 67rentals in Cudjoe Key

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Viewing 38 of 67
rentals in Cudjoe Key