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The best holiday homes in Cudjoe Key

Check out our pick of great holiday homes in Cudjoe Key

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key. This property offers access to a balcony, pool at the pool table, free private parking and free WiFi. The holiday home features a hot tub and a 24-hour front desk.

The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!

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9
Superb
6 reviews
Price from
£244
per night

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.

Very nice on the water with view of Atlantic

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9.3
Superb
10 reviews
Price from
£311
per night

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum. This beachfront property offers access to tennis at the tennis court, free private parking and free WiFi. The property is non-smoking and is located 37 km from Duval Street.

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

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9.2
Superb
13 reviews
Price from
£422
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
Superb
10 reviews
Price from
£382
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
Very good
3 reviews
Price from
£302
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
2 reviews
Price from
£1,063
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
£270
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 garden views.

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Price from
£418
per night

Offering a garden and pool view, Luxury Oceanview Eco-friendly Villa Near Key West is situated in Cudjoe Key, 34 km from Duval Street and 34 km from Southernmost Point. This property offers access to a patio, free private parking and free WiFi. The property is non-smoking and is set 34 km from Ernest Hemingway Home and Museum.

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Price from
£998
per night

Boasting a Blu-ray player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 4 bedrooms, and 4 bathrooms with a walk-in shower and a hot tub. The unit is air conditioned and is comprised of a terrace with an outdoor dining area as well as a TV with cable channels. For added privacy, the accommodation features a private entrance.

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Price from
£627
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Cudjoe Key this month

Enjoy breakfast in Cudjoe Key!

  • Tree Top Paradise
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

    Casa simples e confortável, contendo as comodidades necessárias para nosso grupo, composto de 5 hóspedes.

  • Pelican's Roost, Waterfront comfort at Venture Out
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 10 reviews

    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.

    L’emplacement exceptionnel la superficie très bien .

  • NAUTILUS...ocean front cottage retreat ~
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 13 reviews

    Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum.

    Cleanliness, host was quick to respond, and location.

  • OCEANIA... water front cottage retreat ~
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 10 reviews

    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.

    Muy equipado Bicis, cañas y canoas parte de la casa

  • Dock Holiday
    Breakfast options
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 3 reviews

    Located in Cudjoe Key, Dock Holiday provides accommodation with a heated pool. The property is around 37 km from Duval Street, 38 km from Southernmost Point and 38 km from Mallory Square.

  • Key Lime Time
    Breakfast options

    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.

  • Luxury Oceanview Eco-friendly Villa Near Key West

    Offering a garden and pool view, Luxury Oceanview Eco-friendly Villa Near Key West is situated in Cudjoe Key, 34 km from Duval Street and 34 km from Southernmost Point.

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

    Featuring accommodation with a private pool, sea view and a balcony, Island Oasis ~ YOUR Paradise Awaits! is set in Cudjoe Key.

Save money on holiday homes in Cudjoe Key – budget options available!

  • The Mermaid Manor
    Budget options available

    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 Blue Marlin
    Budget options available

    Set in Cudjoe Key, 36 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, The Blue Marlin offers air-conditioned accommodation with a patio and free WiFi.

  • Hawkins Lookout
    Budget options available

    Set in Cudjoe Key, 38 km from Ernest Hemingway Home and Museum and 38 km from Duval Street, Hawkins Lookout offers air-conditioned accommodation with a balcony and free WiFi.

  • Parrotfish Pointe
    Budget options available

    Boasting air-conditioned accommodation with a private pool, Parrotfish Pointe is set in Cudjoe Key. This beachfront property offers access to a patio and free WiFi.

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