528+ Private Villas and Holiday Rentals in Cudjoe Key |
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Cudjoe Key Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Cudjoe Key

Discover more than 528 vacation rentals available in Cudjoe Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cudjoe Key.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cudjoe Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cudjoe Key. On average, places to stay near Cudjoe Key offer 821.18 ft², with nightly prices averaging US $354.

With Casai, finding and comparing holiday rentals in Cudjoe Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Cudjoe Key

Type Count
Vacation Homes 409
Cottages 51
Villas 8
Holiday Apartments 2

Use these Quick Filters to Find a Holiday Rental in Cudjoe Key

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Cudjoe Key.

Weather in Cudjoe Key, FL

View the weather forecast for Cudjoe Key before booking your Cudjoe Key Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Top Attractions Around Cudjoe Key, FL

Casai offers a large selection of top attractions around Cudjoe Key . Research things to do on your vacation before you visit Cudjoe Key.


Smathers Beach
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Florida Keys Beaches
Saddlebunch Keys
Key West Golf Club
Key West Art and Historical Society
Robbie's
Fort East Martello Museum and Gallery
Studios of Key West
Looe Key National Marine Sanctuary
Rockland Key
Key West Fly Fishing
Upper Sugarloaf Key
Key West Tropical Forest and Botanical Garden
Cook Island
National Key Deer Refuge Visitor Center
Key West Visitors Center
Key West Garden Club

Other Places to Stay in Cudjoe Key, FL


Lower Keys 840 Properties
Cudjoe Gardens 459 Properties
Cutthroat Harbor Estates 84 Properties

Frequently Asked Questions About Cudjoe Key?

What are the top holiday rentals in Cudjoe Key?

With numerous options available in Cudjoe Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cudjoe Key:

How many holiday rentals have private pools in Cudjoe Key?

Discover a selection of holiday rentals with private pools near Cudjoe Key with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Cudjoe Key are best for families?

If you're searching for a family-friendly holiday home in Cudjoe Key, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cudjoe Key:

How many Casai.com holiday rentals are available in Cudjoe Key?

As of 2025, Casai boasts over 528 properties listed in the Cudjoe Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cudjoe Key.

Nearby Neighborhood (2) 
Neighborhood Property Count
Cutthroat Harbor Estates Vacation Rentals in Cudjoe Key, Florida 84
Cudjoe Gardens Vacation Rentals in Cudjoe Key, Florida 459

People Also Ask

There are 528 Cudjoe Key, FL Holiday Rentals

Recently Booked Holiday Rentals in Cudjoe Key