Hotels in Upper Matecumbe Key
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Where to stay in Upper Matecumbe Key?
La Jolla Resort
La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1003)
9.0/10
Wonderful
(1003)
- Serene oceanfront escape with a private beach and outdoor pool in Islamorada.
Sunset Inn
Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
9.4/10
Exceptional
(1000)
- Secluded tropical haven with free bikes for exploring Islamorada's treasures.
The price is CNY1,097
CNY1,097
CNY1,313 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1601)
9.2/10
Wonderful
(1601)
- Escape to a peaceful ocean retreat with breathtaking sunset views in Islamorada.
The price is CNY1,330
CNY1,330
CNY1,892 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Islander Resort
Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
The price is CNY2,760
CNY2,760
CNY3,580 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is CNY1,047
CNY1,047
CNY1,408 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (590)
8.8/10
Excellent
(590)
- Coastal hideaway with marina access just steps from Breezy Palms Beach.
The price is CNY1,125
CNY1,125
CNY1,631 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Amara Cay Resort
Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1267)
8.8/10
Excellent
(1267)
The price is CNY1,659
CNY1,659
CNY2,333 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1278)
9.2/10
Wonderful
(1278)
The price is CNY2,808
CNY2,808
CNY3,673 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
9.8/10
Exceptional
(70)
- Escape to Islamorada's waterfront villas with dual pools and a rejuvenating hot tub.
The price is CNY4,286
CNY4,286
CNY5,209 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
- Private beachfront escape with a marina and outdoor pool in Islamorada.
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
8.8/10
Excellent
(1001)
- Spacious keys escape with marina access and attentive staff at your service.
The price is CNY1,469
CNY1,469
CNY2,120 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sands of Islamorada
Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (392)
8.8/10
Excellent
(392)
The price is CNY1,274
CNY1,274
CNY1,528 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Casa Morada
Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (415)
9.4/10
Exceptional
(415)
- Florida Keys retreat with complimentary bikes and bayfront relaxation.
The price is CNY3,277
CNY3,277
CNY4,240 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (401)
8.8/10
Excellent
(401)
The price is CNY2,028
CNY2,028
CNY2,757 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Drop Anchor
Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
- Unwind at this oceanfront Art Deco gem with free kayaking and bicycles.
The price is CNY989
CNY989
CNY1,359 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (154)
9.0/10
Wonderful
(154)
- Sunny Islamorada beach escape with marina access and complimentary breakfast.
The price is CNY1,451
CNY1,451
CNY1,633 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Ocean View Inn & Pub
The Ocean View Inn & Pub
2.0 star property
Islamorada
9.4 out of 10, Exceptional, (9)
9.4/10
Exceptional
(9)
- Experience paradise at oceanfront hotel with restaurant in laid-back Islamorada.
The price is CNY1,458
CNY1,458
CNY1,640 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1010)
8.2/10
Very Good
(1010)
- Oceanfront retreat in Islamorada boasts art deco charm and complimentary kayaking.
The price is CNY1,140
CNY1,140
CNY1,512 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (118)
9.0/10
Wonderful
(118)
- Oceanfront paradise with marina access and 3 outdoor pools to explore.
The price is CNY2,149
CNY2,149
CNY2,885 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Treasure Harbor
Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
9.0/10
Wonderful
(117)
- Oceanfront Florida Keys escape with on-site dock and pool for tropical getaways.
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.
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.
Great weekend hotel deals in Upper Matecumbe Key, FL
Showing deals for:Jan 2 - Jan 4
Image gallery for Casa Morada
Casa Morada
3.5 star property
Islamorada
9.4/10Exceptional (415 reviews)
10% off
Price is CNY3,824
CNY3,824
CNY9,894 total
CNY9,894 total
includes taxes & fees
includes taxes & fees
Image gallery for Amara Cay Resort
Amara Cay Resort
4.0 star property
Islamorada
8.8/10Excellent (1,267 reviews)
10% off
Price is CNY3,794
CNY3,794
CNY9,470 total
CNY9,470 total
includes taxes & fees
includes taxes & fees
Image gallery for La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
Islamorada
8.8/10Excellent (1,001 reviews)
10% off
Price is CNY4,047
CNY4,047
CNY10,040 total
CNY10,040 total
includes taxes & fees
includes taxes & fees
Image gallery for Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
Islamorada
9.2/10Wonderful (1,601 reviews)
5% off
Price is CNY2,400
CNY2,400
CNY6,192 total
CNY6,192 total
includes taxes & fees
includes taxes & fees
Image gallery for Islander Resort
Islander Resort
4.0 star property
Islamorada
9.2/10Wonderful (1,002 reviews)
10% off
Price is CNY3,575
CNY3,575
CNY8,993 total
CNY8,993 total
includes taxes & fees
includes taxes & fees
Image gallery for Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
Islamorada
8.8/10Excellent (401 reviews)
10% off
Price is CNY3,800
CNY3,800
CNY9,500 total
CNY9,500 total
includes taxes & fees
includes taxes & fees
Image gallery for Breezy Palms Resort
Breezy Palms Resort
2.5 star property
Islamorada
8.8/10Excellent (590 reviews)
17% off
Price is CNY1,801
CNY1,801
CNY4,781 total
CNY4,781 total
includes taxes & fees
includes taxes & fees
Budget hotels in Upper Matecumbe Key and vicinity
9.0 out of 10, Wonderful, (1171)
9.0/10
Wonderful
(1171)
The price is CNY1,063
CNY1,063
CNY1,394 total
includes taxes & fees
Jan 6 - Jan 7, 2026
9.0 out of 10, Wonderful, (1003)
9.0/10
Wonderful
(1003)
9.2 out of 10, Wonderful, (1071)
9.2/10
Wonderful
(1071)
9.0 out of 10, Wonderful, (1009)
9.0/10
Wonderful
(1009)
The price is CNY2,387
CNY2,387
CNY2,765 total
includes taxes & fees
Jan 17 - Jan 18, 2026
9.4 out of 10, Exceptional, (135)
9.4/10
Exceptional
(135)
The price is CNY1,102
CNY1,102
CNY1,339 total
includes taxes & fees
Dec 24 - Dec 25
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham3.0 star property
Key Largo
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is CNY1,029
CNY1,029
CNY1,381 total
includes taxes & fees
Jan 21 - Jan 22, 2026
9.0 out of 10, Wonderful, (1004)
9.0/10
Wonderful
(1004)
The price is CNY1,032
CNY1,032
CNY1,161 total
includes taxes & fees
Jan 6 - Jan 7, 2026
9.2 out of 10, Wonderful, (1108)
9.2/10
Wonderful
(1108)
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is CNY1,047
CNY1,047
CNY1,408 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is CNY989
CNY989
CNY1,359 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.4 out of 10, Very Good, (1656)
8.4/10
Very Good
(1656)
The price is CNY1,071
CNY1,071
CNY1,402 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.8 out of 10, Excellent, (83)
8.8/10
Excellent
(83)
The price is CNY1,197
CNY1,197
CNY1,347 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.4 out of 10, Exceptional, (1000)
9.4/10
Exceptional
(1000)
The price is CNY1,097
CNY1,097
CNY1,313 total
includes taxes & fees
Jan 8 - Jan 9, 2026
7.8 out of 10, Good, (675)
7.8/10
Good
(675)
8.2 out of 10, Very Good, (1010)
8.2/10
Very Good
(1010)
The price is CNY1,140
CNY1,140
CNY1,512 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.6 out of 10, Excellent, (1628)
8.6/10
Excellent
(1628)
The price is CNY1,092
CNY1,092
CNY1,404 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.8 out of 10, Excellent, (1008)
8.8/10
Excellent
(1008)
The price is CNY1,149
CNY1,149
CNY1,293 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.8 out of 10, Excellent, (590)
8.8/10
Excellent
(590)
The price is CNY1,125
CNY1,125
CNY1,631 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.0 out of 10, Very Good, (1005)
8.0/10
Very Good
(1005)
The price is CNY1,070
CNY1,070
CNY1,204 total
includes taxes & fees
Jan 12 - Jan 13, 2026
9.0 out of 10, Wonderful, (117)
9.0/10
Wonderful
(117)
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.
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.
Check out hotels with an ocean view in Upper Matecumbe Key
9.2 out of 10, Wonderful, (1601)
9.2/10
Wonderful
(1601)
The price is CNY1,330
CNY1,330
CNY1,892 total
includes taxes & fees
Jan 14 - Jan 15, 2026
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is CNY1,047
CNY1,047
CNY1,408 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.8 out of 10, Excellent, (590)
8.8/10
Excellent
(590)
The price is CNY1,125
CNY1,125
CNY1,631 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
The price is CNY2,760
CNY2,760
CNY3,580 total
includes taxes & fees
Jan 9 - Jan 10, 2026
8.8 out of 10, Excellent, (1267)
8.8/10
Excellent
(1267)
The price is CNY1,659
CNY1,659
CNY2,333 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
8.8 out of 10, Excellent, (1001)
8.8/10
Excellent
(1001)
The price is CNY1,469
CNY1,469
CNY2,120 total
includes taxes & fees
Jan 6 - Jan 7, 2026
9.2 out of 10, Wonderful, (1278)
9.2/10
Wonderful
(1278)
The price is CNY2,808
CNY2,808
CNY3,673 total
includes taxes & fees
Jan 15 - Jan 16, 2026
9.8 out of 10, Exceptional, (70)
9.8/10
Exceptional
(70)
The price is CNY4,286
CNY4,286
CNY5,209 total
includes taxes & fees
Jan 19 - Jan 20, 2026
8.8 out of 10, Excellent, (401)
8.8/10
Excellent
(401)
The price is CNY2,028
CNY2,028
CNY2,757 total
includes taxes & fees
Jan 7 - Jan 8, 2026
You may also like family-friendly hotels in Upper Matecumbe Key
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
The price is CNY2,760
CNY2,760
CNY3,580 total
includes taxes & fees
Jan 9 - Jan 10, 2026
9.2 out of 10, Wonderful, (1278)
9.2/10
Wonderful
(1278)
The price is CNY2,808
CNY2,808
CNY3,673 total
includes taxes & fees
Jan 15 - Jan 16, 2026
9.0 out of 10, Wonderful, (1003)
9.0/10
Wonderful
(1003)
8.8 out of 10, Excellent, (1267)
8.8/10
Excellent
(1267)
The price is CNY1,659
CNY1,659
CNY2,333 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.6 out of 10, Good, (1003)
7.6/10
Good
(1003)
The price is CNY1,047
CNY1,047
CNY1,408 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.8 out of 10, Exceptional, (70)
9.8/10
Exceptional
(70)
The price is CNY4,286
CNY4,286
CNY5,209 total
includes taxes & fees
Jan 19 - Jan 20, 2026
8.8 out of 10, Excellent, (1001)
8.8/10
Excellent
(1001)
The price is CNY1,469
CNY1,469
CNY2,120 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.8 out of 10, Excellent, (401)
8.8/10
Excellent
(401)
The price is CNY2,028
CNY2,028
CNY2,757 total
includes taxes & fees
Jan 7 - Jan 8, 2026
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.
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.
Go beyond your typical stay in Upper Matecumbe Key
Resort
Family friendly
Ocean view
Pet friendly
Top landmarks in South Florida
Bud n' Mary's Dive Center
4.4/5 (265 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. Islamorada has other activities you might want to enjoy such as Everglades National Park.
History of Diving Museum
4.5/5 (104 reviews)
If museums are on your list, you might want to check out the upcoming exhibitions at History of Diving Museum in Matecumbe. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If you want to experience more of the culture Islamorada has to offer, head to Florida Keys Brewing Co., Bud n' Mary's Dive Center, and Islamorada County Park.
Keys History & Discovery Center
Keys History & Discovery Center is just one of the attractions in Matecumbe, Islamorada so you might want to stop by during your trip. If you want to experience more of the culture Islamorada has to offer, head to Florida Keys Brewing Co., Bud n' Mary's Dive Center, and Islamorada County Park.
MoradaWay Arts & Cultural District
If you like art, you might want to check out the upcoming exhibitions at MoradaWay Arts & Cultural District in Matecumbe and see if there's something that takes your fancy. If you want to experience more of the culture Islamorada has to offer, head to Florida Keys Brewing Co., Bud n' Mary's Dive Center, and Islamorada Brewery & Distillery.
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.
Photo by Cameron Abbott
Open Photo by Cameron Abbott
Check out reviews of Upper Matecumbe Key hotels guests love
Amara Cay Resort
10/10 Excellent
"Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special! "
Pines & Palms Resort
10/10 Excellent
"Great room great place. Very clean easy to get to wonderful staff "
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"The beds were incredibly soft and comfortable, the marina view was great and we really appreciated the breakfast spot being so close to our room. Fun spaces to gather around our room, very modern and stylish. The only glitch: the beautiful pool located just off the ocean was unheated and consequently, freezing. "
Chesapeake Beach Resort
10/10 Excellent
"The breakfasts are great "
La Jolla Resort
10/10 Excellent
"Very clean. Newly renovated."
Cheeca Lodge & Spa
10/10 Excellent
"Ate dinner at the Asian restaurant Nikki- the Chilean Seabass was delicious andmelted with every bite.
And service was good"
Breezy Palms Resort
10/10 Excellent
"Spotless room- right on beach- really enjoyed "
Islander Resort
10/10 Excellent
"The resort was perfect
Everyone from checking in and during our stay could not have been nicer and helpful"
Waterside Suites & Marina
10/10 Excellent
"Beautiful place that's off the beaten path. Can't wait to come back for a longer stay. "
Frequently asked questions
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.
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