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 AED 355

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Check prices for these dates

Tonight
21 Sep - 22 Sep
Tomorrow
22 Sep - 23 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
AED 531
AED 866 total
includes taxes & fees
23 Sep - 24 Sep
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
AED 527
AED 799 total
includes taxes & fees
22 Oct - 23 Oct
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
Matecumbe
United States
John
AED 711
AED 1,048 total
includes taxes & fees
30 Sep - 1 Oct
Islander Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
AED 522
AED 856 total
includes taxes & fees
30 Sep - 1 Oct
Amara Cay Resort

5. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Leslie
AED 236
AED 369 total
includes taxes & fees
5 Oct - 6 Oct
La Jolla Resort

6. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
AED 724
AED 1,017 total
includes taxes & fees
22 Sep - 23 Sep
Pines & Palms Resort

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
AED 815
AED 1,165 total
includes taxes & fees
28 Sep - 29 Sep
Bayside Villas by Islander Resort

8. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
AED 434
AED 608 total
includes taxes & fees
28 Sep - 29 Sep
Hadley Resort and Marina

9. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
AED 1,521
AED 1,944 total
includes taxes & fees
1 Oct - 2 Oct
The Islands of Islamorada

10. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Dionisio
AED 264
AED 355 total
includes taxes & fees
30 Sep - 1 Oct
Breezy Palms Resort

11. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
AED 705
AED 843 total
includes taxes & fees
1 Oct - 2 Oct
Sands of Islamorada

12. Casa Morada

Casa Morada
Matecumbe
United States
Lois
AED 575
AED 688 total
includes taxes & fees
19 Oct - 20 Oct
Casa Morada

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
AED 732
AED 1,092 total
includes taxes & fees
27 Sep - 28 Sep
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Alexandra
AED 403
AED 573 total
includes taxes & fees
23 Sep - 24 Sep
Fisher Inn Resort & Marina

15. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
AED 547
AED 616 total
includes taxes & fees
22 Sep - 23 Sep
Coconut Cove Resort and Marina

16. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
AED 440
AED 623 total
includes taxes & fees
24 Sep - 25 Sep
Drop Anchor

17. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
AED 684
AED 770 total
includes taxes & fees
22 Sep - 23 Sep
The Ocean View Inn & Pub

18. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
milayda
AED 394
AED 609 total
includes taxes & fees
23 Sep - 24 Sep
Lime Tree Bay Resort

19. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
AED 387
AED 435 total
includes taxes & fees
22 Sep - 23 Sep
Ragged Edge Resort & Marina

20. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
paul
AED 456
AED 513 total
includes taxes & fees
22 Sep - 23 Sep
Matecumbe Resort
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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 relaxing 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)
You can spend an afternoon exploring the galleries in History of Diving Museum during your travels in Islamorada. Amble around this family-friendly area's seaside and enjoy its lively bars.
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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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MoradaWay Arts & Cultural District

Enjoy an outing to MoradaWay Arts & Cultural District during your stay 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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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 Lorelei Restaurant & Cabana Bar.

See all hotels in Upper Matecumbe Key
A sandy beach with palm trees and a clear blue sky.

Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"We stayed for three nights in a two-bedroom suite. For the price, the stay was reasonable, and there were definitely some positives. The suite was spacious, the bedding was clean and good quality, the beds and pillows were comfortable, and we had a nice view of the canal. Free parking was also a big plus — we had three cars in our group and received parking passes for all of them. However, there are quite a few details that could be improved. The suite was booked for four guests but was not really equipped for four: there were not enough dishes, chairs, or towels, and even the coffee maker was missing filters. The outdoor and BBQ areas looked somewhat dated and poorly maintained, the ice machines were not working, and the pool could have been better maintained. We also did not receive any housekeeping or check-ins during our three-day stay. Our room faced the restaurant across the canal, so weekend evenings were quite noisy. The canal view is nice, but if you are looking for peace and privacy, keep this in mind. Overall, considering the price, our stay was acceptable. If you are coming with a group or celebrating a special occasion and plan to cook, I would recommend bringing some of your own kitchen supplies. We came prepared and were able to enjoy our stay despite the shortcomings."
Irina 3-night trip
Posted less than an hour ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling off. Overall, this hotel was by far the one of the better ones around and had a professional and friendly staff. We stayed here because the hotel we booked initially down the road had bugs in the bed, so it was a relief to stay here last minute as a backup without the pests."
Paul 2-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Chrisandra 6-night trip
Posted 11 hours ago
Cheeca Lodge & Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Super recomendado. Staff de primera amable y servicial. El local super limpio, y ordenado. Los servicios del hotel muy bueno. Disfrutamos mucho toda la familia."
Osmay 1-night trip
Posted 13 hours ago
Lime Tree Bay Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Si quieres unas vacaciones increíbles , este es el lugar"
Yerisleidys 2-night trip
Posted 20 hours ago
Hadley Resort and Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"Very easy and accommodating"
Matt 3-night trip
Posted 1 day ago
La Jolla Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Dionisio 1-night trip
Posted 2 days ago
Breezy Palms Resort
Islander Resort

Islander Resort

10/10 Excellent
"The property was well maintained and clean. All staff were friendly and helpful. Amenities were nice. Very relaxing atmosphere"
John 5-night trip
Posted 2 days ago
Islander Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"This is so peaceful. We have been 5x now and if you are looking for quaint and peaceful this is it. Very clean very nice people. Literally the only drawback is we cannot bring our jetskis, but get it."
kimberly 1-night trip
Posted 4 days ago
The Pelican Key Largo Cottages

More cheap stays in Upper Matecumbe Key

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
AED 333
AED 374 total
23 Sep - 24 Sep
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The Pelican Key Largo Cottages
Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
AED 372
AED 418 total
23 Sep - 24 Sep
includes taxes & fees
9.2/10 Wonderful! (1,185 reviews)
Rock Reef Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
AED 430
AED 483 total
24 Sep - 25 Sep
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Sunset Cove Beach Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
AED 479
AED 539 total
30 Sep - 1 Oct
includes taxes & fees
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
AED 526
AED 591 total
22 Sep - 23 Sep
includes taxes & fees
7.8/10 Good! (1,020 reviews)
Creekside Inn
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
AED 511
AED 678 total
22 Sep - 23 Sep
includes taxes & fees
Marina Del Mar Resort and Marina

Hotels in Upper Matecumbe Key with star-rating

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