Find hotels in Upper Matecumbe Key, FL from $151

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Our top choices for Upper Matecumbe Key hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,649 reviews)
"Wonderful breakfast with omelettes cooked to order, great pancakes, fresh fruit, etc. very pleasant staff and beautiful beach area."
United States
Kurt
$275 nightly
The price is $310
Jan 26 - Jan 27
Total with taxes and fees
Chesapeake Beach Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,011 reviews)
"Rooms are clean, staff is friendly and the place is beautifull"
United States
James
$364 nightly
The price is $410
Jan 29 - Jan 30
Total with taxes and fees
Islander Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,301 reviews)
"Nice resort "
United States
Danilo
$343 nightly
The price is $386
Jan 23 - Jan 24
Total with taxes and fees
Cheeca Lodge & Spa

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,270 reviews)
"Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. "
United States
Judith
$284 nightly
The price is $320
Jan 26 - Jan 27
Total with taxes and fees
Amara Cay Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"This place is amazing "
United States
cindy
$161 nightly
The price is $181
Jan 27 - Jan 28
Total with taxes and fees
La Jolla Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (614 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
$246 nightly
The price is $276
Jan 27 - Jan 28
Total with taxes and fees
Breezy Palms Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,000 reviews)
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
$208 nightly
The price is $234
Jan 27 - Jan 28
Total with taxes and fees
Sunset Inn

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,001 reviews)
"Great accommodations, very peaceful setting "
United States
Susan
$370 nightly
The price is $417
Feb 2 - Feb 3
Total with taxes and fees
La Siesta Resort & Villas

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Recently remodeled, beach access, kayaking and bicycling "
United States
Juan
$438 nightly
The price is $493
Jan 25 - Jan 26
Total with taxes and fees
Pines & Palms Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (406 reviews)
"Beautiful stay!!!"
United States
Lakyne
$472 nightly
The price is $532
Jan 25 - Jan 26
Total with taxes and fees
Bayside Villas by Islander Resort

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
"Patio nice , pool area good , good walk to things to do ,dive museum , brewery, shopping. "
United States
John
$204 nightly
The price is $230
Jan 25 - Jan 26
Total with taxes and fees
Hadley Resort and Marina

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (420 reviews)
"Friendly staff! Laid back place! We enjoyed our stay here! We will be back!"
United States
Neal
$518 nightly
The price is $583
Jan 25 - Jan 26
Total with taxes and fees
Casa Morada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
$658 nightly
The price is $740
Jan 26 - Jan 27
Total with taxes and fees
The Islands of Islamorada

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (395 reviews)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
$183 nightly
The price is $206
Jan 25 - Jan 26
Total with taxes and fees
Sands of Islamorada

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,139 reviews)
"Beautiful resort on the beach and everything was perfect ."
United States
Vinatha
$229 nightly
The price is $258
Jan 29 - Jan 30
Total with taxes and fees
Lime Tree Bay Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,077 reviews)
"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."
United States
Harry
$150 nightly
The price is $169
Jan 26 - Jan 27
Total with taxes and fees
Rock Reef Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,201 reviews)
"Rooms clean and friendly staff."
United States
James
$192 nightly
The price is $217
Jan 25 - Jan 26
Total with taxes and fees
Waterside Suites & Marina

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,656 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
$194 nightly
The price is $215
Jan 27 - Jan 28
Total with taxes and fees
Bayside Inn Key Largo

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,036 reviews)
"Great location"
United States
peter
$208 nightly
The price is $234
Jan 25 - Jan 26
Total with taxes and fees
Holiday Inn Key Largo by IHG

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,011 reviews)
"Great hotel"
United States
Elior
$202 nightly
The price is $227
Jan 27 - Jan 28
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
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Stay near popular Southeastern United States attractions

Learn more about Upper Matecumbe Key

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

Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

More cheap stays in Upper Matecumbe Key

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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