Hotels in Upper Matecumbe Key

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Where to stay in Upper Matecumbe Key?

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.

Top landmarks in Upper Matecumbe Key

Learn more about Upper Matecumbe Key

Upper Matecumbe Key is applauded for its cultural attractions such as MoradaWay Arts & Cultural District and History of Diving Museum.

Islamorada showing a beach bar

Frequently asked questions

What accommodations do travelers like in Upper Matecumbe Key?
The Caribbean Resort, Pines & Palms Resort and Cheeca Lodge & Spa are all accommodations that are popular with guests.
Can I book a refundable accommodation in Upper Matecumbe Key?
If you need the flexibility to change your travel plans to Upper Matecumbe Key, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Which Upper Matecumbe Key hotels do our guests like for their great location?
Travelers like these properties for their convenient location: Chesapeake Beach Resort, Islander Resort and Hadley House Islamorada.
Where can I stay in Upper Matecumbe Key if I want a budget-friendly accommodation?
Two inexpensive options worth considering are Chesapeake Beach Resort and La Jolla Resort.
Where can I stay in Upper Matecumbe Key if I want a vacation rental instead of a traditional hotel?
If you’re looking for a good alternative to a hotel, browse our selection of 115 vacation homes. In addition, there are 9 apartments and 13 condos.
Why should I book my Upper Matecumbe Key accommodation with Hotels.com?
There are lots of reasons to book your Upper Matecumbe Key trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key: Where Serenity Meets Adventure in Paradise

Discover the charm of Upper Matecumbe Key, a hidden gem in the Florida Keys that perfectly blends serene beaches with vibrant island life. Nestled between the turquoise waters and lush landscapes, this idyllic destination offers a family-friendly atmosphere with opportunities for snorkeling, fishing, and exploring nearby Windley Key State Park. Enjoy breathtaking sunrises over the Atlantic, indulge in fresh seafood at local eateries, and soak up the laid-back vibe that defines island living. Whether you seek adventure or relaxation, Upper Matecumbe Key is the ultimate escape for unforgettable memories in the heart of the Keys. For great hotel rates near Upper Matecumbe Key, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Upper Matecumbe Key

Upper Matecumbe Key offers a variety of accommodations, from beachfront rentals to cozy one-bedroom villas. Enjoy private villas with hot tubs or spacious vacation rentals that provide easy access to the stunning waters of the Florida Keys, perfect for a relaxing getaway. These are some of the hotels preferred by our travelers near Upper Matecumbe Key:

  1. Casa MoradaOpens in a new window: This charming 3.5-star hotel offers a delightful beachside experience, perfect for leisure travelers seeking adventure and relaxation. Guests can enjoy direct beach access and partake in various water activities, including kayaking and snorkeling. The beautifully manicured grounds enhance the tropical ambiance, making it an ideal setting for unwinding after a day of exploration. Review sentiments reflect a warm atmosphere, with many appreciating the comfortable accommodations and the lovely ocean views. A continental breakfast adds to the enjoyable stay, ensuring a refreshing start to the day.
  2. Cheeca Lodge & SpaOpens in a new window: A sophisticated 4.0-star resort, Cheeca Lodge & Spa is tailored for travelers looking for an upscale beach getaway with a touch of adventure. The property boasts direct access to the beach and a host of recreational options, including fishing and water sports. With a well-maintained environment filled with tropical greenery, guests can indulge in the resort's amenities and enjoy delightful dining experiences. Positive feedback highlights the attentive service and the overall cleanliness of the resort, creating a welcoming atmosphere for a memorable stay. The well-appointed rooms and various facilities cater to those seeking a luxurious escape.
  3. The Caribbean ResortOpens in a new window: This inviting 3.5-star hotel caters to adventure seekers looking for a unique getaway. Surrounded by lush landscapes, The Caribbean Resort offers an array of on-site activities, including kayaking and motorboating. The property features a family-friendly ambiance without compromising on comfort and style. Guests appreciate the beautiful grounds and well-maintained facilities, which enhance the overall experience. Satisfaction is evident in the sentiments expressed, with many praising the welcoming staff and the comprehensive amenities that contribute to a delightful stay. The comfortable atmosphere and engaging activities make it a preferred choice for leisure travelers.

5 tips for savvy savings when booking a hotel near Upper Matecumbe Key

  1. Book for the cheapest times: The most affordable time to visit Upper Matecumbe Key is between September and November, when hotel prices are generally lower. For an enriching experience, a stay of at least 2 to 3 days is recommended to explore the key’s significant landmarks, cultural sites, and historical attractions. During this budget-friendly trip, visitors can enjoy the stunning beaches, discover the local tourist precinct, and take a trip to the nearby national state park, all of which offer great value for money while immersing oneself in the area's rich history and culture.
  2. Look for last-minute deals on Hotels.com: To discover great last-minute deals to Upper Matecumbe Key, check the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com for potential discounts on nearby hotels as your travel date approaches. You may also enable email alerts or push notifications to stay informed about flash sales and special promotions. The Smart ShoppingOpens in a new window tool in the app allows you to compare hotel prices and amenities, ensuring you're more likely to find the best options. With thousands of reviews and weekly rentals available, you could find the perfect last-minute getaway while staying updated on price changes.
  3. Be flexible with dates: Prices can fluctuate due to 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 near Upper Matecumbe Key hotel. If you're in search of a distinctive experience, boutique hotels often provide a more personalized touch and sometimes 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 recommend alternative dates that could help you find a better deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with higher prices. For more budget-friendly options, consider hotels located in less central neighborhoods, where you can find a better balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels a bit farther out, as they 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 near Upper Matecumbe 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 Upper Matecumbe Key

Upper Matecumbe Key experiences its lowest average temperature in January, at 70.0°F (21.1°C), while August is the hottest month, with an average temperature of 84.4°F (29.1°C). September tends to be the wettest month. The peak travel months to visit Upper Matecumbe Key are April, May, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by no to light rainfall. In contrast, January, February, and October are ideal if you're looking for a calmer vacation, marked by no to light rainfall and mostly sunny conditions.