532+ Vacation Rentals & Holiday Homes in Cudjoe Key |
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Cudjoe Key Accommodations - Hotels & Rentals

About Cudjoe Key Vacation Rentals

Discover More than 532 Incredible Getaway Rentals Available in Cudjoe Key. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Cudjoe Key.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Cudjoe Key, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Cudjoe Key. The Average Size of Places to Stay Near Cudjoe Key is 813.11 ft², with Prices Averaging US $358 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Cudjoe Key. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Cudjoe Key

Type Count
Vacation Homes 413
Cottages 51
Villas 8
Holiday Apartments 2

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

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Cudjoe Key with Online Reservations.

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

Activities Cudjoe KeyGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Cudjoe KeyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Lower Keys 849 Properties
Cudjoe Gardens 459 Properties
Cutthroat Harbor Estates 84 Properties

Frequently Asked Questions About Cudjoe Key?

What are the top hotels, lake houses & vacation rentals in Cudjoe Key?

We provide an array of great vacation destinations in Cudjoe Key. If you are looking to stay in or around the Cudjoe Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Cudjoe Key:

How many Hotels & Vacation Rentals have private pools in Cudjoe Key?

We have 58 Hotels & Vacation Rentals featuring a private pool in and near Cudjoe Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Cudjoe Key is best for families?

Searching for a family-friendly getaway in Cudjoe Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Cudjoe Key?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 532 in the Cudjoe Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays 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

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