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Cudjoe Key Vacation Rentals

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Choose from 534 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 $539 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with private pool, patio & BBQ | Pets allowed

4.9
Outstanding(172 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $168 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped wonderful house with barbeque & patio

5.0
Outstanding(24 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $302 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque & private pool

4.7
Excellent(12 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 $214 per night
House ∙ 10 guests ∙ 3 bedrooms

House with private pool, grill & terrace | Pets are welcome

4.0
Very good(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
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House Cudjoe Key
from $575 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, grill & hot tub | Nature view

4.0
Very good(127 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
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House Cudjoe Key
from $353 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque, terrace & private pool | Nature view

Cudjoe Key, Monroe County, Florida, United States
Pet-friendly
View deal
See all pet-friendly offers

Vacation rentals with pool in Cudjoe Key

Discover best cabin and house rentals with pool in Cudjoe Key

House Cudjoe Key
from $393 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with grill & pool

4.3
Very good(126 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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Apartment Cudjoe Key
from $110 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Nice rental apartment with private pool, garden & BBQ

5.0
Outstanding(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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House Cudjoe Key
from $826 per night
House ∙ 14 guests ∙ 5 bedrooms

House with private pool, garden & hot tub

4.7
Excellent(105 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in Cudjoe Key

House Cudjoe Key
from $219 per night
House ∙ 8 guests ∙ 3 bedrooms

House with patio & barbecue | Pet-friendly

5.0
Outstanding(2 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $519 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbecue & private pool | Pet-friendly

5.0
Outstanding(4 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $445 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented house with private pool, terrace & barbecue | Pets allowed

5.0
Outstanding(6 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $757 per night
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped vacation home with terrace, grill & private pool | Good for workation | Pets allowed

4.9
Outstanding(72 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $385 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with grill, terrace & hot tub | Nature view

4.4
Very good(271 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $565 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool, patio & jacuzzi

5.0
Outstanding(8 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $386 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with BBQ, terrace & pool | Nature view | Pet-friendly

4.2
Very good(149 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $239 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, heated pool & patio

4.2
Very good(82 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $290 per night
House ∙ 6 guests ∙ 2 bedrooms

Children-friendly charming house with grill, jacuzzi & heated pool | Nature view | Perfect for remote work

4.8
Outstanding(15 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $240 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Children-friendly nice cottage with patio, BBQ & hot tub

4.5
Excellent(109 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $1,064 per night
House ∙ 16 guests ∙ 7 bedrooms

Vacation home with 7 rooms for 16 persons

Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
from $375 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with pool, garden & patio | Dogs allowed

4.4
Very good(174 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $404 per night
House ∙ 9 guests ∙ 4 bedrooms

House with garden, hot tub & barbeque | Nature view

5.0
Outstanding(28 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $883 per night
House ∙ 14 guests ∙ 5 bedrooms

Family-oriented vacation home with hot tub, terrace & private pool | Nature view | Good for workation | Dogs allowed

Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $276 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool, terrace & barbecue

5.0
Outstanding(14 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $250 per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard, BBQ & terrace

4.7
Excellent(15 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $231 per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped house with barbecue, terrace & pool | Perfect for remote work | Pets are welcome

Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $370 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with heated pool & barbecue

4.9
Outstanding(98 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $450 per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with private pool, hot tub & grill

4.7
Excellent(5 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $422 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly house with sauna, barbeque & jacuzzi

4.9
Outstanding(22 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $259 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with jacuzzi, patio & heated pool | Nature view

4.6
Excellent(109 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $207 per night
Cabin ∙ 4 guests ∙ 1 bedroom

Cottage with patio, barbeque & pool

5.0
Outstanding(67 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $260 per night
House ∙ 6 guests ∙ 2 bedrooms

House with grill, heated pool & hot tub | Nature view

4.8
Outstanding(24 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $770 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly beautiful house with garden, barbeque & private pool | Nature view | Dogs allowed

4.4
Very good(82 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $188 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with grill, terrace & yard | Nature view

4.9
Outstanding(34 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $228 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard, BBQ & patio | Nature view

5.0
Outstanding(12 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cabin Cudjoe Key
from $188 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Charming cottage with hot tub, heated pool & patio

4.8
Outstanding(44 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $264 per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with patio, barbeque & heated pool

3.9
Good(28 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $572 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with jacuzzi, barbecue & heated pool

5.0
Outstanding(12 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $653 per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented big house with terrace, private pool & garden | Nature view | Good for workation | Pets are welcome

4.9
Outstanding(18 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Show all 404 apartments in Cudjoe Key

Price and Availability Index in Cudjoe Key

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Vacation Rental Price Information in Cudjoe Key

The graph above shows the average prices of vacation rentals in Cudjoe Key throughout the year. December and the period of 12/26 – 1/2 are the most expensive in the year. Typical accommodation prices amount to $524 per night. However, there are periods when prices drop significantly. Booking accommodation for your trip is most affordable in September. In the period 9/19 – 9/26, you will pay on average $445 per night.

Rental availability information in Cudjoe Key

This graph shows how many vacation rentals are available over the next 12 months. The most popular time of year to visit Cudjoe Key is May. On the other hand, only 10% of vacation rentals in Cudjoe Key have been booked in October, so this is a good time to look for deals.

And we love our apartments

House with patio & barbecue | Pet-friendly
Vacation home with barbecue & private pool | Pet-friendly
Family-oriented house with private pool, terrace & barbecue | Pets allowed
Fully equipped vacation home with terrace, grill & private pool | Good for workation | Pets allowed
Vacation home with grill, terrace & hot tub | Nature view
Show all 404 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 417 rentals
🌙 Minimum price starting at $109
🐾 Pet friendly vacation homes 271 rentals
🏡 Rentals available 534 rentals

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