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Cudjoe Key Vacation Rentals

Anytime
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Anytime
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Choose from 705 vacation rentals and homes for your trip!

Best-rated vacation rentals in Cudjoe Key

Discover vacation rentals with top-notch guest ratings

House Cudjoe Key
from $808 per night
House ∙ 14 guests ∙ 5 bedrooms

214 m² House

4.7
Excellent(90 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $704 per night
12 guests ∙ 5 bedrooms

House

4.9
Outstanding(89 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $728 per night
House ∙ 12 guests ∙ 5 bedrooms

279 m² House

4.8
Outstanding(81 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Pet-friendly rentals in Cudjoe Key

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Cudjoe Key
from $331 per night
House ∙ 4 guests ∙ 2 bedrooms

77 m² House

4.4
Very good(239 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
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House Cudjoe Key
from $478 per night
House ∙ 8 guests ∙ 4 bedrooms

237 m² House

Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
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House Cudjoe Key
from $881 per night
12 guests ∙ 4 bedrooms

House

4.5
Excellent(73 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
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Vacation rentals with pool in Cudjoe Key

Discover best cabin and house rentals with pool in Cudjoe Key

House Cudjoe Key
from $349 per night
House ∙ 6 guests ∙ 3 bedrooms

118 m² House

4.2
Very good(105 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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House Cudjoe Key
from $483 per night
7 guests ∙ 3 bedrooms

House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
Pool
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House Cudjoe Key
from $1,098 per night
14 guests ∙ 6 bedrooms

House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
Pool
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Best vacation rental offers in Cudjoe Key

House Cudjoe Key
from $303 per night
House ∙ 10 guests ∙ 4 bedrooms

167 m² House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $374 per night
House ∙ 6 guests ∙ 2 bedrooms

107 m² House

5.0
Outstanding(20 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $363 per night
House ∙ 6 guests ∙ 3 bedrooms

121 m² House

Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $241 per night
House ∙ 4 guests ∙ 2 bedrooms

79 m² House

4.8
Outstanding(211 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $350 per night
House ∙ 6 guests ∙ 3 bedrooms

112 m² House

5.0
Outstanding(262 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $481 per night
House ∙ 8 guests ∙ 4 bedrooms

223 m² House

5.0
Outstanding(13 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $138 per night
House ∙ 6 guests ∙ 3 bedrooms

62 m² House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $313 per night
House ∙ 6 guests ∙ 3 bedrooms

112 m² House

4.9
Outstanding(270 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $180 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

70 m² Cottage

4.5
Excellent(99 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $497 per night
House ∙ 8 guests ∙ 3 bedrooms

232 m² House

5.0
Outstanding(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $262 per night
House ∙ 6 guests ∙ 3 bedrooms

74 m² House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $171 per night
House ∙ 6 guests ∙ 3 bedrooms

132 m² House

5.0
Outstanding(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $375 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

84 m² Cottage

5.0
Outstanding(14 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $373 per night
Cottage ∙ 8 guests ∙ 2 bedrooms

139 m² Cottage

4.7
Excellent(45 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $236 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

4.8
Outstanding(62 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $311 per night
House ∙ 6 guests ∙ 3 bedrooms

87 m² House

4.4
Very good(165 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $283 per night
House ∙ 6 guests ∙ 3 bedrooms

80 m² House

4.9
Outstanding(29 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $189 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

70 m² Cottage

4.0
Very good(52 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $628 per night
8 guests ∙ 3 bedrooms

House

4.8
Outstanding(98 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $240 per night
6 guests ∙ 3 bedrooms

Cottage

4.5
Excellent(105 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $167 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(21 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $481 per night
House ∙ 9 guests ∙ 4 bedrooms

257 m² House

5.0
Outstanding(26 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $500 per night
House ∙ 4 guests ∙ 2 bedrooms

80 m² House

4.5
Excellent(19 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $200 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

70 m² Cottage

4.6
Excellent(63 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $508 per night
11 guests ∙ 4 bedrooms

House

Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $276 per night
House ∙ 6 guests ∙ 3 bedrooms

87 m² House

4.2
Very good(131 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $398 per night
House ∙ 8 guests ∙ 3 bedrooms

129 m² House

Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $223 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $283 per night
House ∙ 10 guests ∙ 4 bedrooms

100 m² House

4.0
Very good(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Cottage Cudjoe Key
from $189 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

73 m² Cottage

4.6
Excellent(179 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Show all 511 apartments in Cudjoe Key
11,748 reviews
11,748 travelers who stayed in Cudjoe Key rated their vacation home 4.7/5 stars on average.

And we love our apartments

167 m² House
107 m² House
121 m² House
79 m² House
112 m² House
Show all 511 apartments in Cudjoe Key

Features of Cudjoe Key vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Internet, Pool and Pets allowed
🏊  Vacation rentals with a pool 479 rentals
🌙 Minimum price starting at $137
🐾 Pet friendly vacation homes 306 rentals
🏡 Rentals available 705 rentals

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