Find Hotels with a Pool in Cudjoe Key, FL

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Compare Cudjoe Key Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Kiddie Pool

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (232)
"The unit was spotless and perhaps one of the best equipped places we have stayed at with VRBO. Everything worked, the utensil drawers were overflowing, extra towels and bedding were provided. There was even a printer available. There were 6 bicycles to pick from and several kayaks (although it was too windy to use this time). Everything in the description is accurate. 5 of 5 rating."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Cudjoe Key?
If relaxing by the pool is your idea of a great vacation, you might want to think about welcoming Cudjoe Key, which has 36 places to stay with pools. While you’re here, you can explore sights such as Saddlebunch Keys and Key West Harbour, and then kick back and relax poolside at one of the accommodations in Cudjoe Key that guests like for their pools.
How many hotels with pools should I expect to find in Cudjoe Key?
Expedia’s 36 hotels in Cudjoe Key give you a great choice for your poolside getaway.
What is there to see and do in Cudjoe Key?
Make a point to visit attractions like Key West Visitors Center and Key West Tropical Forest and Botanical Garden. Discover sights such as Florida Keys Beaches, Boca Chica Beach, and Calusa Beach during your stay. Enjoy activities like biking and fishing in Cudjoe Key.
When is the best time to book a hotel with a pool in Cudjoe Key?
Taking into account the local weather in Cudjoe Key is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cudjoe Key is 35 inches.