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 $116

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Our top choices for Upper Matecumbe Key hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
alicia
$200 nightly
$224 total
Aug 11 - Aug 12
Total with taxes and fees
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Yuniel
$234 nightly
$263 total
Aug 16 - Aug 17
Total with taxes and fees
Cheeca Lodge & Spa

3. Islander Resort

Islander Resort
Matecumbe
United States
Sarah
$277 nightly
$312 total
Sep 2 - Sep 3
Total with taxes and fees
Islander Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Estefani
$216 nightly
$243 total
Aug 16 - Aug 17
Total with taxes and fees
Amara Cay Resort

5. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Javier
$179 nightly
$201 total
Aug 10 - Aug 11
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 12 - Aug 13
Total with taxes and fees
La Siesta Resort & Villas

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
Canada
Jonathan
$224 nightly
$252 total
Aug 30 - Aug 31
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
Ana
$272 nightly
$306 total
Aug 17 - Aug 18
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
Jennifer
$302 nightly
$340 total
Aug 26 - Aug 27
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
Aida
$259 nightly
$289 total
Aug 23 - Aug 24
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 10 - Aug 11
Total with taxes and fees
Reefhouse Resort & Marina

12. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Tristan
$139 nightly
$157 total
Sep 1 - Sep 2
Total with taxes and fees
Breezy Palms Resort

13. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
$153 nightly
$172 total
Sep 3 - Sep 4
Total with taxes and fees
Hadley Resort and Marina

14. The Caribbean Resort

The Caribbean Resort
Matecumbe
United States
Jacqueline
The Caribbean Resort

15. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
$322 nightly
$362 total
Aug 16 - Aug 17
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
Kathleen
$103 nightly
$116 total
Aug 16 - Aug 17
Total with taxes and fees
The Pelican Key Largo Cottages

17. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
$127 nightly
$143 total
Aug 19 - Aug 20
Total with taxes and fees
La Jolla Resort

18. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
$136 nightly
$153 total
Sep 3 - Sep 4
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
$149 nightly
$168 total
Aug 30 - Aug 31
Total with taxes and fees
Coconut Cove Resort and Marina

20. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Jessica
$135 nightly
$152 total
Aug 10 - Aug 11
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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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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beach near Islamorada

Why not spend a lazy afternoon at beach near Islamorada 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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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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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

Islander Resort

Islander Resort

10/10 Excellent
"Excellent !!! Traveled with family twice!"
Carlos 2-night trip
Posted 8 hours ago
Islander Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Excellent emplacement très propre avec personnel très gentils. Bon déjeuner et beau spot près de la mer. Merci,"
Jean 1-night trip
Posted 12 hours ago
Hadley Resort and Marina
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"We had a great stay at the Waterside suits and marine ."
Lynn 2-night trip
Posted 2 days ago
Waterside Suites & Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Linda 3-night trip
Posted 5 days ago
La Jolla Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"El lugar es excelente ,bien limpio y renovado"
Jesus 2-night trip
Posted 5 days ago
Pines & Palms Resort
The Islands of Islamorada

The Islands of Islamorada

10/10 Excellent
"Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms."
Lila 3-night trip
Posted 6 days ago
The Islands of Islamorada
Sunset Inn

Sunset Inn

10/10 Excellent
"We greatly enjoyed our stay at the Sunset inn! the Pool was nice and clean, with enjoyable music playing in the common area. The A/C was always cold which was perfect this time of year. We would definitely stay here again for a perfect long weekend."
amanda 3-night trip
Posted 6 days ago
Sunset Inn
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. We'd stay there again for sure!"
Melissa 2-night trip
Posted 6 days ago
La Siesta Resort & Villas

More cheap stays in Upper Matecumbe Key

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
$103 nightly
$116 total
Aug 16 - Aug 17
Total with taxes and fees
The Pelican Key Largo Cottages
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
$112 nightly
$125 total
Aug 13 - Aug 14
Total with taxes and fees
9/10 Wonderful! (1,015 reviews)
Drift Hotel
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
$130 nightly
$147 total
Aug 23 - Aug 24
Total with taxes and fees
8.8/10 Excellent! (1,057 reviews)
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
$133 nightly
$149 total
Aug 12 - Aug 13
Total with taxes and fees
7.8/10 Good! (1,017 reviews)
Creekside Inn
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
$139 nightly
$157 total
Sep 1 - Sep 2
Total with taxes and fees
Breezy Palms Resort
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
$158 nightly
$175 total
Aug 10 - Aug 11
Total with taxes and fees
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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