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The 10 Best Vacation Rentals in Cudjoe Key, USA

Check out our selection of great vacation rentals in Cudjoe Key

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking and free WiFi. The holiday home offers a pool with a view with a fence, as well as a hot tub and a 24-hour front desk.

The home was set up incredible. It did feel somewhat like a hotel atmosphere. Tv was a little bit difficult to work, but that was not our downfall. The weather could of been better to enjoy more of the park. Other than that. Great home. Wonderful inside amenities and a fantastic home we would recommend to anyone.

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9.3
Wonderful
7 reviews
Price from
$343.85
per night

The air-conditioned villa consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are featured in the villa. For added privacy, the accommodation has a private entrance and is protected by full-day security.

Wonderful resort with many amenities. Loved the kayaks and bikes that were provided. Great location to explore the islands.

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9.1
Wonderful
12 reviews
Price from
$372.93
per night

Located in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, OCEANIA... Water front cottage retreat ~ offers barbecue facilities and air conditioning. This villa features a private pool, a garden and free private parking. The villa has a picnic area and a sauna.

Location was great. Really enjoyed it

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9.3
Wonderful
8 reviews
Price from
$360.90
per night

The air-conditioned holiday home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with an a bath or shower and a hair dryer. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

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8.5
Very Good
2 reviews
Price from
$272.50
per night

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Ocean View with Pool, 4 bedroom Vila Near Key West is located in Cudjoe Key. This property offers access to a balcony, table tennis, free private parking and free WiFi. The villa has a hot tub and full-day security.

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10
Exceptional
1 reviews
Price from
$607.50
per night

This air-conditioned holiday home is fitted with 2 bedrooms, a flat-screen TV, and a fully equipped kitchen with a dishwasher and an oven. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation has a private entrance and is protected by full-day security.

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7
Good
4 reviews
Price from
$313
per night

The spacious villa is fitted with 4 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are offered in the villa. For added privacy, the accommodation features a private entrance.

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Price from
$932
per night

Set within 37 km of Ernest Hemingway Home and Museum and 37 km of Duval Street, Key Lime Time offers rooms with air conditioning and a private bathroom in Cudjoe Key. Boasting sea views, a garden and a private pool, this holiday home also features free WiFi. All rooms are fitted with a patio with views of the garden.

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Price from
$371.04
per night

Set in Cudjoe Key and only 34 km from Ernest Hemingway Home and Museum, Luxury Oceanview Eco-friendly Villa Near Key West offers accommodation with sea views, free WiFi and free private parking. With pool views, this accommodation features a balcony. The property is non-smoking and is situated 34 km from Duval Street.

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Price from
$643.55
per night

Set in Cudjoe Key in the Florida region, The Mermaid Manor has a balcony. Featuring sea and pool views, this holiday home also comes with free WiFi. The property is non-smoking and is situated 38 km from Ernest Hemingway Home and Museum.

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Price from
$556.50
per night

Most booked vacation rentals in Cudjoe Key this month

Enjoy breakfast in Cudjoe Key!

  • Pelican's Roost, Waterfront comfort at Venture Out
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 7 reviews

    Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.

    L’emplacement exceptionnel la superficie très bien .

  • NAUTILUS...ocean front cottage retreat ~
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 12 reviews

    Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.

    Cleanliness, host was quick to respond, and location.

  • OCEANIA... water front cottage retreat ~
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 8 reviews

    Providing a garden, OCEANIA... Water front cottage retreat ~ offers accommodations in Cudjoe Key. This property offers a private pool and free private parking. The villa has a picnic area and a sauna.

    Muy equipado Bicis, cañas y canoas parte de la casa

  • Dock Holiday
    Breakfast options
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Duval Street and 23 miles from Southernmost Point. Guests can go for a swim in the heated pool.

  • Key West Paradise with Private Pool and Ocean View

    Key West Paradise with Private Pool and Ocean View offers accommodations in Cudjoe Key, 21 miles from Duval Street and 21 miles from Southernmost Point.

  • Ocean View with Pool, 4 bedroom Vila Near Key West
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Ocean View with Pool, 4 bedroom Vila Near Key West is a recently renovated villa in Cudjoe Key where guests can make the most of its pool with a view, private beach area, and garden.

  • Key Lime Time
    Breakfast options

    Offering pool views, Key Lime Time in Cudjoe Key provides accommodations and a garden. This vacation home offers air-conditioned accommodations with a patio and free Wifi.

  • Luxury Oceanview Eco-friendly Villa Near Key West

    Luxury Oceanview Eco-friendly Villa Near Key West is located in Cudjoe Key, just 21 miles from Ernest Hemingway Home and Museum and 21 miles from Duval Street.

These vacation rentals in Cudjoe Key have options with FREE cancellation

  • Island Oasis ~ YOUR Paradise Awaits!
    Free cancellation options available
    7.0
    Scored 7.0
    Good
    Rated good
     · 4 reviews

    Island Oasis ~ YOUR Paradise Awaits! offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street. Guests may go for a swim in the private pool.

  • The Mermaid Manor
    Free cancellation options available

    The Mermaid Manor offers accommodations in Cudjoe Key, 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.

  • The Blue Marlin
    Free cancellation options available

    The Blue Marlin is located in Cudjoe Key, just 23 miles from Duval Street and 23 miles from Southernmost Point.

  • Hawkins Lookout
    Free cancellation options available

    Hawkins Lookout is located in Cudjoe Key, just 24 miles from Duval Street and 24 miles from Southernmost Point.

  • Parrotfish Pointe
    Free cancellation options available

    Parrotfish Pointe is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. This beachfront property offers access to free Wifi.

FAQ about vacation rentals in Cudjoe Key


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