Check prices for these dates

Tonight

20 July - 21 July

Tomorrow

21 July - 22 July

This weekend

24 July - 26 July

Next weekend

31 July - 2 Aug

Our top choices for Upper Matecumbe Key hotels

Private beach, white sand, sun-loungers, beach towels

1. Chesapeake Beach Resort

Matecumbe

Elizabeth

includes taxes & fees

16 Aug - 17 Aug

2. Cheeca Lodge & Spa

Matecumbe

David

includes taxes & fees

9 Aug - 10 Aug

3. Islander Resort

Matecumbe

Sarah

includes taxes & fees

11 Aug - 12 Aug

House, 3 Bedrooms, Ocean View, Oceanfront | Veranda

4. La Jolla Resort

Matecumbe

adrian

includes taxes & fees

5 Aug - 6 Aug

Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

5. Amara Cay Resort

Matecumbe

Leidys

includes taxes & fees

19 Aug - 20 Aug

6. Breezy Palms Resort

Matecumbe

Christopher

includes taxes & fees

17 Aug - 18 Aug

7. Hadley Resort and Marina

Matecumbe

Bill

includes taxes & fees

3 Aug - 4 Aug

8. Sunset Inn

Matecumbe

Jeanne

Suite, 1 King Bed with Sofa bed, Ocean View

9. La Siesta Resort & Villas

Matecumbe

Cassandra

includes taxes & fees

3 Aug - 4 Aug

10. Bayside Villas by Islander Resort

Matecumbe

beata

includes taxes & fees

13 Aug - 14 Aug

11. Pines & Palms Resort

Matecumbe

Jonathan

includes taxes & fees

29 July - 30 July

12. Casa Morada

Matecumbe

Lois

includes taxes & fees

21 July - 22 July

13. The Islands of Islamorada

Matecumbe

Christian

includes taxes & fees

2 Aug - 3 Aug

14. Sands of Islamorada

Matecumbe

Virginia

includes taxes & fees

22 July - 23 July

Room, 1 King Bed, Balcony, Ocean View (Balcony)

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

Islamorada

CATHY

includes taxes & fees

17 Aug - 18 Aug

16. Fisher Inn Resort & Marina

Islamorada

omar

includes taxes & fees

10 Aug - 11 Aug

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

17. Drop Anchor

Islamorada

Melissa

includes taxes & fees

22 July - 23 July

18. Coconut Cove Resort and Marina

Islamorada

Joseph

includes taxes & fees

23 July - 24 July

19. Lime Tree Bay Resort

Long Key

Angie

includes taxes & fees

16 Aug - 17 Aug

25-inch flat-screen TV with digital channels, TV

20. Treasure Harbor

Islamorada

ROGELIO

includes taxes & fees

22 July - 23 July

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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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Learn more about Upper Matecumbe Key

Venture to sights like Florida Keys Brewing Co. and Bud n' Mary's Dive Center as you discover Upper Matecumbe Key.

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.

Top Upper Matecumbe Key Hotel Reviews

Recent Reviews in Upper Matecumbe Key

Lime Tree Bay Resort

10/10 Excellent

"Very service oriented. Sensationally comfortable room, bed, bath and amenities. Bar and grill was great food and service at a fair price. Allowed total relaxation."

Chesapeake Beach Resort

8/10 Good

"We just ended a three night stay here. The property is cute. The rooms were cute and clean. The complementary breakfast was surprisingly delicious. The beach was covered in seaweed and not really raked up. They were doing maintenance on the main pool so unfortunately one of the days we could not use it. It was super noisy in the morning and we were not given a heads up when I sent a text, I got a standard general response, letting me know that a text was sent, but it looked like it never went through. I feel like at check-in. This should’ve been something that was communicated especially when you’re going down for a relaxing peaceful weekend. We spent one of the mornings eating our breakfast listening to loud work being done at the pool directly next to us. Thursday night was cheap but for the price of Friday and Saturday night and how high it was this is something that definitely should’ve been communicated. We were down with family, so there were two other rooms that were booked as well and they all felt the same. When we checked in the two girls didn’t tell us much about the property. My fiancé had asked if he could cut off a band that was on his arm and she looked at him like he had five heads. It was a weird encounter. The food at the tiki hut was extremely expensive and not good whatsoever. However, the drinks were delicious and the guy who made them was wonderful."

Cheeca Lodge & Spa

10/10 Excellent

"We had a wonderful stay! Although our room wasn’t ready at the scheduled check-in time, the staff handled the situation exceptionally well by upgrading us to a beautiful suite. Every member of the team was friendly, welcoming, and genuinely helpful throughout our stay. The excellent service more than made up for the delay, and we truly appreciated how well we were taken care of. We would happily stay here again."

Bayside Villas by Islander Resort

10/10 Excellent

"This place is an absolute gem. Check-in was absolutely amazing and they treated my mother-in-law and father-in-law like royalty as we were there to celebrate their 50th wedding anniversary.. at reception we were greeted by Sarah who went above and beyond in so many aspects I have done so much traveling and I will say this is one of my favorite stops. We will always try and stay at this location or their Sister location. Each fillet is equipped in furnished so beautifully with a breathtaking view of the sunset we were delighted by the manatees every morning in the Marina and walking around property felt comfortable, relaxing and safe. One guest accidentally left their vehicle door doors open all night and didn’t have a single problem. The staff were happy to help in anyway, and we saw them accommodating everyone just as well as we were. I do not do a lot of reviews as I feel like they’re isolated incidents and not really a clear picture as to how people are treated over overall. I felt deeply compelled to leave a review about how wonderful this place was, including its immaculate beauty and cleanliness this place deserves. It’s five star review."