A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Find hotels in Upper Matecumbe Key, FL from $103

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,489 reviews)
"Beautiful resort"
United States
Patricia
$219 nightly
The price is $246
Nov 1 - Nov 2
Total with taxes and fees
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,808 reviews)
"Great place"
United States
Phelicia
$192 nightly
The price is $215
Nov 4 - Nov 5
Total with taxes and fees
Chesapeake Beach Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,326 reviews)
"Pool side bar On the ocean Very clean and friendly"
United States
Ronald
$222 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
Amara Cay Resort

4. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,154 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
$273 nightly
The price is $308
Nov 15 - Nov 16
Total with taxes and fees
Islander Resort

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,555 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
$179 nightly
The price is $201
Oct 28 - Oct 29
Total with taxes and fees
Lime Tree Bay Resort

6. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (300 reviews)
"Great place to stay!"
United States
Liosbel
$304 nightly
The price is $342
Nov 3 - Nov 4
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay!"
United States
Brianne
$237 nightly
The price is $266
Nov 15 - Nov 16
Total with taxes and fees
La Siesta Resort & Villas

8. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,193 reviews)
"We loved this place. Will definitely stay there again."
United States
Alan
$294 nightly
The price is $331
Nov 9 - Nov 10
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,557 reviews)
"Beautiful property, great room, perfect location. Staff were amazing and very nice clean property! Restaurant was excellent"
Canada
William Dean
$259 nightly
The price is $286
Oct 28 - Oct 29
Total with taxes and fees
Reefhouse Resort & Marina

10. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
$229 nightly
The price is $258
Oct 28 - Oct 29
Total with taxes and fees
Pines & Palms Resort

11. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,006 reviews)
"Great stay! Property is well kept with many options for dining. Will definitely stay again"
United States
Antonio
$301 nightly
The price is $337
Nov 15 - Nov 16
Total with taxes and fees
Hawks Cay Resort

12. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $138
Nov 3 - Nov 4
Total with taxes and fees
Breezy Palms Resort

13. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
$178 nightly
The price is $200
Oct 28 - Oct 29
Total with taxes and fees
Fisher Inn Resort & Marina

14. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
$158 nightly
The price is $178
Oct 28 - Oct 29
Total with taxes and fees
Hadley Resort and Marina

15. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (82 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
$552 nightly
The price is $620
Oct 28 - Oct 29
Total with taxes and fees
The Islands of Islamorada

16. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$164 nightly
The price is $185
Oct 28 - Oct 29
Total with taxes and fees
La Jolla Resort

17. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
$352 nightly
The price is $396
Nov 10 - Nov 11
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection

18. The Caribbean Resort

The Caribbean Resort
3.5 star property
Matecumbe
10.0 out of 10, Exceptional, (179 reviews)
"Excellent place to stay!"
United States
Jose
The Caribbean Resort

19. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (466 reviews)
"Very helpful staff and great location"
United States
David
$184 nightly
The price is $207
Oct 28 - Oct 29
Total with taxes and fees
Casa Morada

20. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
$304 nightly
The price is $342
Nov 4 - Nov 5
Total with taxes and fees
Bayside Villas by Islander Resort
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Stay near popular Upper Matecumbe Key attractions

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

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Find out more about Upper Matecumbe Key

Top reasons to visit Upper Matecumbe Key

  • Outdoor Adventures: Upper Matecumbe Key offers a variety of outdoor activities, from fishing to water sports, perfect for thrill-seekers and families alike.
  • Beautiful Beaches: Relax on stunning beaches with crystal-clear waters, ideal for sunbathing and beachcombing.
  • Charming Accommodations: Choose from an array of vacation rentals and pet-friendly hotels that cater to all budgets.
  • Vibrant Local Community: Experience the friendly atmosphere and local culture through live music and community events.
  • Natural Beauty: Explore nearby national and urban parks, showcasing the area's breathtaking landscapes.

Find great hotels near Upper Matecumbe Key

Discover the perfect getaway in Upper Matecumbe Key, where a diverse selection of accommodations awaits you. Whether you seek budget-friendly options or luxurious resorts, this stunning destination offers everything from cozy house rentals to pet-friendly hotels. Enjoy adventure-filled days on the beach and unwind in tranquil settings, making it an ideal spot for memorable vacations. Explore the best vacation rentals and create lasting memories in this beautiful slice of Florida.

  • Amara Cay Resort: Nestled just 2 miles away from Upper Matecumbe Key, Amara Cay Resort is a charming 3.5-star beachside retreat perfect for families and adventure seekers alike. With direct access to the beach, guests can indulge in a variety of water activities such as snorkeling and kayaking right on site. For those looking to explore, hiking and biking opportunities are nearby. The resort is also family-friendly, offering amenities like cribs and a first aid kit, ensuring a safe and comfortable stay for all ages. The vibrant atmosphere and array of recreational options make this resort a delightful choice for an active vacation.
  • Cheeca Lodge & Spa: Located a mere 0.1 mile from Upper Matecumbe Key, Cheeca Lodge & Spa boasts a luxurious 4-star experience with a focus on family-friendly adventures. With direct beach access, guests can engage in various activities such as fishing, windsurfing, and kayaking. The lodge features a dedicated children's club and offers babysitting services, making it an ideal choice for families. Guests can unwind in the resort's beautifully designed spaces while enjoying the tropical surroundings. The blend of relaxation and exhilaration at Cheeca Lodge & Spa ensures a memorable getaway for everyone.
  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This 3-star resort, located 2 miles from Upper Matecumbe Key, is perfect for those seeking a blend of adventure and family fun. With direct beach access, guests can enjoy onsite kayaking and nearby sailing and water sports. The resort provides a welcoming environment for families with amenities such as free cribs and a game room to keep the little ones entertained. The laid-back ambiance and array of activities make Three Waters Resort an excellent choice for a fun-filled vacation in the Florida Keys.

Where to stay near Upper Matecumbe Key

Upper Matecumbe Key offers a perfect blend of relaxation and adventure for families and outdoor enthusiasts. Explore beautiful beaches, enjoy water sports, and discover charming vacation rentals that create memorable getaways. Nearby, the vibrant Florida Keys provide a friendly atmosphere, ideal for weekend escapes filled with fun and family-friendly activities. Experience the warmth of the local community and the stunning natural beauty that makes this destination a must-visit in your travels.

  • Islamorada: Nestled in the heart of the Florida Keys, Islamorada is a picturesque island city where Upper Matecumbe Key resides. Known for its seasonal tourism, with peak visits in March to April and July, it attracts families and outdoor enthusiasts alike. Visitors can indulge in a variety of experiences, from relaxing on beautiful beaches to exploring vibrant shopping areas and enjoying local resorts. The area is home to stunning natural landmarks, making it a perfect destination for beach lovers and those seeking family-friendly activities.
  • Matecumbe: As a charming neighborhood that includes Upper Matecumbe Key, Matecumbe offers a laid-back atmosphere that's ideal for outdoor adventures and family outings. With a less pronounced seasonal visitor pattern, the peak times occur between February to March and July. Guests can enjoy access to local resorts and shopping areas, while the nearby beaches provide a serene escape. The neighborhood's tourist precinct also offers engaging activities, making it a delightful spot for those looking to soak up the sun and create lasting memories.
  • Windley Key: Located approximately 4 miles from Upper Matecumbe Key, Windley Key is an enchanting island known for its outdoor adventures and stunning beaches. The area experiences moderate seasonal tourism, with peak times in March, July, and September. Visitors can explore the island’s natural beauty, enjoy the thrills of various outdoor activities, or visit the informative visitor center. With breathtaking beaches and a sense of adventure around every corner, Windley Key is a must-visit for those eager to experience the true essence of the Florida Keys.

Things to do near Upper Matecumbe Key

Upper Matecumbe Key offers a perfect blend of outdoor adventures and family fun, featuring fishing opportunities, stunning vacation rentals, and venues for wedding parties. Visitors can enjoy live music and a variety of recreational activities while exploring nearby resorts and shopping centers. Whether you're looking to relax on the beach or engage in exciting outdoor sports, Upper Matecumbe Key has something for everyone.

Shopping

In Upper Matecumbe Key, visit Rain Barrel Village, a vibrant spot just 5 miles away, offering unique gifts and souvenirs in a charming atmosphere. If you're up for a drive, check out nearby shopping options in Key Largo, about 10 miles away, for even more variety.

Recreation

Experience family-friendly fun at Jacob's Aquatic Center, located 17 miles from Upper Matecumbe Key. Enjoy swimming in the refreshing pools, partake in aquatic fitness classes, and relax in a serene environment that promotes wellness and togetherness.

Adventure

At Florida Keys Dive Center, located 8 miles from Upper Matecumbe Key, explore vibrant coral reefs and marine life through thrilling underwater sports. For an exhilarating experience, head to Keys Cable Park, 22 miles away, where you can enjoy wakeboarding and other adventure activities.

Nightlife

For a vibrant nightlife experience near Upper Matecumbe Key, visit Jimmy Johnson's Big Chill, 17 miles away, perfect for romance and entertainment. Alternatively, the Caribbean Club Bar, located 22 miles from Upper Matecumbe Key, offers a lively atmosphere filled with charm and good vibes.

Booking tips and Expedia advantages for Upper Matecumbe Key

To save money on your trip to Upper Matecumbe Key, consider visiting between September and November when hotel prices are lower. Booking one month in advance can help you secure great deals, especially if you choose to stay on a Tuesday, which is the cheapest day. Use Expedia to find last-minute deals and consider bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also provide exclusive discounts. Explore free activities and utilize public transport to keep costs down while enjoying the area's natural beauty.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Upper Matecumbe Key are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel around Upper Matecumbe Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Upper Matecumbe Key is Tuesday. The most expensive day to stay around Upper Matecumbe Key is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to tailor your options according to your budget, desired location, and preferred type of hotel. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Upper Matecumbe Key with your flights and activities when you book an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Upper Matecumbe Key

Upper Matecumbe Key offers a fantastic mix of outdoor activities, beach relaxation, and family-friendly fun. Visitors can explore marinas, national parks, and urban parks while enjoying the area's natural beauty. Key points of interest include Tranquility Bay and various mile markers. Whether you're seeking adventure or cultural experiences, Upper Matecumbe Key is an ideal destination for a memorable vacation in the Florida Keys.

  • Bud n' Mary's Dive Center: Located 2 miles from Upper Matecumbe Key, this vibrant marina offers an exhilarating outdoor adventure experience. With its beautiful beach and thrilling water activities, it's perfect for diving enthusiasts and those seeking an adrenaline rush.
  • Windley Key Fossil Reef Geological State Park: Just 3 miles away, this stunning state park showcases unique geological formations and breathtaking scenery. Explore the lush trails and immerse yourself in the natural beauty, ideal for outdoor adventurers and nature lovers alike.
  • History of Diving Museum: Situated only 1 mile from Upper Matecumbe Key, this fascinating museum delves into the rich culture and evolution of diving. Discover intriguing exhibits that celebrate the history and technology of underwater exploration.

Best time to go to Upper Matecumbe Key, Matecumbe

The best time to visit Upper Matecumbe Key, Matecumbe is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.0°F (21.1°C)No Rain (Dry)Mostly SunnyLowAverage
February71.8°F (22.1°C)No Rain (Dry)Mostly SunnyLowSlightly High
March72.9°F (22.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April76.6°F (24.8°C)No Rain (Dry)Mostly SunnyHighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyHighAverage
June82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyHighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageAverage
September83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly Low
October80.2°F (26.8°C)Light RainMostly SunnyLowSlightly Low
November75.9°F (24.4°C)Light RainMostly SunnyAverageSlightly Low
December72.9°F (22.7°C)No Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Upper Matecumbe Key

Upper Matecumbe Key is conveniently accessible via Marathon, FL (MTH-Florida Keys Marathon), located 29 miles away. The airport is serviced by several airlines, making it a good entry point for your vacation. Nearby, you'll find excellent hotel options such as the Isla Bella Beach Resort & Spa, a 4.5-star hotel just 4 miles from the airport, and both Tranquility Bay Beachfront Hotel and Resort and Faro Blanco Resort & Yacht Club Marathon, each rated 4 stars and situated 3 miles away. Transportation from these hotels to the airport is straightforward, ensuring a seamless travel experience as you enjoy the beauty of the Florida Keys.

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