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

Hotel
Breakfast included
Reserve now, pay later
Pet friendly
Wifi Included

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
$196 nightly
$221 total
Sep 10 - Sep 11
Total with taxes and fees
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
$214 nightly
$241 total
Aug 26 - Aug 27
Total with taxes and fees
Cheeca Lodge & Spa

3. Islander Resort

Islander Resort
Matecumbe
United States
Chris
$292 nightly
$328 total
Sep 2 - Sep 3
Total with taxes and fees
Islander Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
$221 nightly
$248 total
Aug 30 - Aug 31
Total with taxes and fees
Amara Cay Resort

5. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Chadwick
$169 nightly
$190 total
Aug 27 - Aug 28
Total with taxes and fees
Lime Tree Bay Resort

6. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
$237 nightly
$266 total
Aug 30 - Aug 31
Total with taxes and fees
La Siesta Resort & Villas

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
$197 nightly
$222 total
Aug 27 - Aug 28
Total with taxes and fees
Pines & Palms Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Dareen
$272 nightly
$306 total
Sep 1 - Sep 2
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Vianney
$304 nightly
$342 total
Aug 31 - Sep 1
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton

10. Hawks Cay Resort

Hawks Cay Resort
Marathon
United States
Craig
$255 nightly
$286 total
Sep 13 - Sep 14
Total with taxes and fees
Hawks Cay Resort

11. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
United States
Matt
$259 nightly
$286 total
Aug 26 - Aug 27
Total with taxes and fees
Reefhouse Resort & Marina

12. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
roger
$139 nightly
$157 total
Sep 20 - Sep 21
Total with taxes and fees
Breezy Palms Resort

13. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
$143 nightly
$161 total
Sep 10 - Sep 11
Total with taxes and fees
Hadley Resort and Marina

14. The Caribbean Resort

The Caribbean Resort
Matecumbe
United States
jose
The Caribbean Resort

15. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
$261 nightly
$294 total
Sep 7 - Sep 8
Total with taxes and fees
Bayside Villas by Islander Resort

16. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
United States
Richard
$92 nightly
$103 total
Aug 26 - Aug 27
Total with taxes and fees
The Pelican Key Largo Cottages

17. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
$134 nightly
$151 total
Aug 26 - Aug 27
Total with taxes and fees
La Jolla Resort

18. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
$139 nightly
$156 total
Aug 30 - Aug 31
Total with taxes and fees
Fisher Inn Resort & Marina

19. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
$140 nightly
$158 total
Aug 26 - Aug 27
Total with taxes and fees
Coconut Cove Resort and Marina

20. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Harry
$133 nightly
$150 total
Aug 27 - Aug 28
Total with taxes and fees
Waterside Suites & Marina
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Stay near popular Upper Matecumbe Key attractions

A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.
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A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Florida Keys Brewing Co.

9.2/10 (520 reviews)
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
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A building with a blue facade, a large mural of a diving scene, and a statue of a diver.

History of Diving Museum

9.0/10 (177 reviews)
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
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Islamorada Brewery & Distillery

9.4/10 (8 reviews)
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
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Lorelei Restaurant & Cabana Bar

After visiting Lorelei Restaurant & Cabana Bar, make a plan to see the other sights and activities in Islamorada.
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beach near Islamorada

Why not spend a lazy afternoon at beach near Islamorada during your trip to Islamorada?
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Keys History & Discovery Center

You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada.
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MoradaWay Arts & Cultural District

Enjoy an outing to MoradaWay Arts & Cultural District during your stay in Islamorada.
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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..

See all hotels in Upper Matecumbe Key
A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.
Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"We had an amazing stay at Amara Cay Resort! The property was beautiful, clean, and relaxing, with an incredible waterfront setting and a true tropical Keys atmosphere. The staff was friendly, welcoming, and attentive throughout our entire stay. The pool and outdoor areas were perfect for relaxing, and the location made it easy to enjoy everything Islamorada has to offer. Overall, we had a fantastic experience and would absolutely recommend Amara Cay to anyone visiting the Florida Keys. We’re already looking forward to coming back!"
Nicolas 1-night trip
Posted 1 hour ago
Amara Cay Resort
Breezy Palms Resort

Breezy Palms Resort

8/10 Good
"The room was spacious and clean. We were very happy with it. They only provide maid service every 3 days, and that was simply changing sheets and towels. The only issue is the smell from the beach due to dead sea grass and other stink. It made the beach impossible to use, and often was unpleasant anytime you went outside. If you plan to use the private beach, this hotel is not for you."
Sherrill 5-night trip
Posted 1 hour ago
Breezy Palms Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The views were great and the location was perfect. The staff was friendly and helpful."
orlando 1-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Clean room and staff"
Steve 3-night trip
Posted 3 hours ago
Waterside Suites & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Service and location"
Joe 2-night trip
Posted 5 hours ago
Cheeca Lodge & Spa
Islander Resort

Islander Resort

10/10 Excellent
"Property is beautiful, staff is great and overall an amazing place to stay."
Sonia 1-night trip
Posted 7 hours ago
Islander Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 20 hours ago
The Caribbean Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."
Jaimie 3-night trip
Posted 1 day ago
Hadley Resort and Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"
stuart 4-night trip
Posted 1 day ago
La Siesta Resort & Villas

More cheap stays in Upper Matecumbe Key

Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
$91 nightly
$103 total
Aug 26 - Aug 27
Total with taxes and fees
Drift Hotel
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
$92 nightly
$103 total
Aug 26 - Aug 27
Total with taxes and fees
The Pelican Key Largo Cottages
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
$130 nightly
$147 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
$133 nightly
$149 total
Aug 27 - Aug 28
Total with taxes and fees
7.8/10 Good! (1,023 reviews)
Creekside Inn
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
$139 nightly
$157 total
Sep 20 - Sep 21
Total with taxes and fees
8.8/10 Excellent! (733 reviews)
Breezy Palms Resort
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
$160 nightly
$177 total
Sep 17 - Sep 18
Total with taxes and fees
8.6/10 Excellent! (1,881 reviews)
Marina Del Mar Resort and Marina

Hotels in Upper Matecumbe Key with star-rating

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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