Hotels in Cow Key

Discover the Hidden Paradise of Cow Key: Where Sunsets Paint the Sky and Waves Whisper Secrets

Nestled in the sunny Florida Keys, Cow Key is a hidden gem that embodies the laid-back charm of island life. This quaint destination offers a unique blend of stunning views, crystal-clear waters, and vibrant local culture. Explore the nearby beaches for sun-soaked relaxation, or embark on thrilling water sports like kayaking and snorkeling. Enjoy delightful seafood at local eateries, and experience the friendly, welcoming atmosphere that makes Cow Key feel like a home away from home. Perfect for those seeking an off-the-beaten-path escape, Cow Key promises unforgettable memories in a slice of paradise. For great hotel rates in Cow Key, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Cow Key

Cow Key offers a variety of hotel accommodations, ranging from cozy inns to charming boutique hotels. Prices typically vary, catering to different budgets. Whether you're seeking a laid-back atmosphere or a more upscale experience, you'll find inviting options for a relaxing stay in this scenic area. Here are some of the best hotels in Cow Key that our travelers love:

1. DoubleTree Resort by Hilton Grand Key - Key WestOpens in a new window: This exquisite 4.0-star resort offers a beachfront escape perfect for adventure and relaxation. Guests revel in the prime location with direct access to the beach, complemented by a lovely pool and bar area. A highlight is the complimentary shuttle service, ensuring seamless transfers to the airport and nearby dining options. Travelers appreciate the attentive and friendly staff, enhancing the overall experience. The hotel provides a variety of adventure sports, from snorkeling to parasailing, promising a memorable stay for those seeking both leisure and excitement.
2. Oceans Edge Key West ResortOpens in a new window: Standing as a premier 4.0-star hotel, this property is ideal for leisure travelers looking for a luxurious getaway. With comfortable accommodations and a beautiful resort atmosphere, guests can indulge in a variety of amenities including multiple pools and an exceptional restaurant. The convenient shuttle service to Key West adds to the allure, allowing easy exploration of the area. This hotel stands out for its vibrant ambiance and excellent service, ensuring a delightful experience that leaves a lasting impression.
3. The Perry Hotel & Marina Key WestOpens in a new window: This stylish 4.0-star hotel offers a serene environment perfect for adventure seekers and travelers who appreciate unique experiences. With an onsite marina, guests can enjoy sailing and fishing, while the inviting pool area provides a relaxing retreat. The hotel’s culinary offerings near the pool enhance the overall experience, making it a delightful spot for dining. The complimentary shuttle service facilitates easy access to local attractions, ensuring a hassle-free stay that combines comfort and adventure in a picturesque setting.

Top locations to stay in Cow Key

Some great areas to stay in when visiting Cow Key, Florida, are Old Town Key West, Midtown, and New Town. Old Town Key West offers vibrant nightlife and cultural attractions, while Midtown provides a more local experience. New Town features beautiful beaches and shopping options. For first-time visitors, Old Town Key West is the best choice, rich in history and entertainment.

1. Old Town Key WestOpens in a new window: Old Town Key West is the heart and soul of this vibrant island. Staying here means you're just steps away from must-see places like Duval Street, where you can soak up the local atmosphere, enjoy live music, and explore charming shops. The Southernmost Point buoy is a popular photo op, while the nearby South Beach offers a perfect spot for sunbathing and relaxing. In the evenings, cultural attractions like the Key West Burlesque Theater and the Waterfront Playhouse provide entertainment and a taste of the local arts scene. With its historic charm and lively streets, Old Town is a fantastic base for your Key West adventure.
2. New TownOpens in a new window: New Town is a great option for those looking for a more laid-back atmosphere while still being close to the action. This area features attractions like Smathers Beach, where you can enjoy water sports or simply unwind by the ocean. The Southernmost Point is also accessible, making it easy to snap that iconic photo. For shopping enthusiasts, the Big Pine Key Flea Market and The Kite House offer unique finds and local crafts. Though quieter than Old Town, New Town still has its share of cultural attractions, ensuring you'll have a memorable stay without missing out on the fun.
3. MidtownOpens in a new window: Midtown is a lesser-known gem that offers a cozy vibe for travelers seeking a peaceful retreat. While it may not boast the same level of attractions as Old Town or New Town, it’s conveniently located for easy access to nearby beaches and cultural experiences. The area's unique shops and local boutiques provide a charming shopping experience, allowing you to discover one-of-a-kind souvenirs. If you’re looking for a relaxing spot to recharge after exploring the busier parts of Key West, Midtown could be just the ticket.

Things to do in Cow Key

Cow Key enchants travelers with its stunning coastal scenery, where sandy beaches meet crystal-clear waters. Enjoy thrilling activities like boating, snorkeling, and leisurely strolls along the shore. After a day of adventure, unwind with some delightful shopping, making it a perfect getaway for both relaxation and exploration.

• Smathers BeachOpens in a new window – Spend your day basking in the sun at Smathers Beach, a popular spot known for its beautiful sandy shores and vibrant atmosphere. Perfect for swimming, sunbathing, or trying out water sports, this beach offers stunning views of the Atlantic and plenty of space to unwind.
• Southernmost PointOpens in a new window – Snap a photo at the iconic Southernmost Point, a symbolic landmark marking the southern tip of the continental United States. This colorful buoy is an unmissable photo opportunity and a great spot to take in the coastal scenery.
• South BeachOpens in a new window – Enjoy the laid-back vibe at South Beach, where you can lounge on the soft sand, take a refreshing dip, or stroll along the shoreline. It's an ideal location to relax and watch the sunset paint the sky in vibrant hues.
• Stock Island Yacht Club & MarinaOpens in a new window – If you’re into boating or fishing, head over to Stock Island Yacht Club & Marina. This marina is not only a hub for nautical activities but also offers stunning views and a chance to mingle with fellow water enthusiasts.
• Clarence S. Higgs Memorial Beach ParkOpens in a new window – Discover the serenity of Clarence S. Higgs Memorial Beach Park, where you can enjoy a leisurely walk along the beach, have a picnic, or simply relax under the shade of palm trees. It's a wonderful spot to appreciate the natural beauty of the area and take a break from the hustle and bustle.

5 tips for savvy savings when booking a hotel in Cow Key

1. Book for the cheapest times: The most affordable time to visit Cow Key is between August and October, when hotel prices are more budget-friendly. For an enriching experience, it’s recommended to stay for at least 2 to 3 days to fully explore the key landmarks, historical sites, and cultural attractions, including its beautiful beaches. This timeframe offers great value for money, allowing visitors to immerse themselves in the local history and culture without breaking the bank. Plus, prices may drop during this period, making it an excellent option for travelers on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Cow Key, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. To stay informed about potential savings, consider enabling email alerts or push notifications for flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, helping you make informed booking decisions. With these features, you’re more likely to see the best options for your last-minute getaway.
3. Be flexible with dates: Prices can fluctuate due to various factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay at Cow Key Hotel. For those seeking unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest more affordable dates, increasing the likelihood that you’ll find a great deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, consider hotels in less central neighborhoods, where you can find a better balance between cost and accessibility to the sites you want to visit. Independent hotels located a bit farther out usually tend to be more affordable and can offer a more authentic experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Cow Key. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Cow Key

Cow Key experiences its lowest average temperature in January, at 71.1°F (21.7°C), while August is the hottest month, with an average temperature of 84.4°F (29.1°C). September is typically the wettest month.