A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Search Cottages in Upper Matecumbe Key

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Balcony

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,357 reviews)
"I was an excellent vacation."
United States
Yuniel
The price is €228
includes taxes & fees
18 Aug - 19 Aug
Cheeca Lodge & Spa
Balcony view

2. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,004 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is €144
includes taxes & fees
30 Aug - 31 Aug
Hadley Resort and Marina
Premium bedding, in-room safe, desk, blackout curtains

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,083 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is €285
includes taxes & fees
1 Sept - 2 Sept
Islander Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

4. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Good location and great staff"
United States
adrian
The price is €146
includes taxes & fees
10 Aug - 11 Aug
La Jolla Resort
Deluxe Ocean View Two Queen Suite | Balcony

5. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,758 reviews)
"Spectacular, beautiful view, excellent amenities, a quiet and beautiful place, very attentive staff, and the breakfast is exquisite—I’ll be back as soon as I can"
United States
alicia
The price is €196
includes taxes & fees
6 Aug - 7 Aug
Chesapeake Beach Resort
Restaurant

6. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (454 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is €310
includes taxes & fees
10 Aug - 11 Aug
Bayside Villas by Islander Resort
Deluxe Cottage

7. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (716 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
The price is €144
includes taxes & fees
10 Aug - 11 Aug
Breezy Palms Resort
Aerial view

8. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Property was very kept up, room was very clean. Staff was very helpful and kind."
United States
John
The price is €240
includes taxes & fees
31 Aug - 1 Sept
Pines & Palms Resort
Room, 1 King Bed with Sofa bed, Oceanfront, Lanai | View from room

9. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,292 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is €227
includes taxes & fees
25 Aug - 26 Aug
Amara Cay Resort
Outdoor pool, pool loungers

10. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Great place to stay!"
United States
Brianne
The price is €214
includes taxes & fees
18 Aug - 19 Aug
La Siesta Resort & Villas
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

11. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (414 reviews)
"Great place to stay!"
United States
Virginia
The price is €222
includes taxes & fees
18 Aug - 19 Aug
Sands of Islamorada
Beach/ocean view

12. The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (78 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is €555
includes taxes & fees
6 Aug - 7 Aug
The Islands of Islamorada
Shangri-La Suite | Terrace/patio

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (448 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is €264
includes taxes & fees
19 Aug - 20 Aug
Casa Morada
Exterior

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,006 reviews)
"We stay here once or twice a year, the staff is very friendly. The amenities are perfect and the location is right where you want to be."
United States
MARC
The price is €142
includes taxes & fees
23 Aug - 24 Aug
Fisher Inn Resort & Marina
Front of property – evening/night

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,007 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
The price is €163
includes taxes & fees
11 Aug - 12 Aug
Drift Hotel
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

16. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,432 reviews)
"Great place to stay!!"
United States
Javier
The price is €158
includes taxes & fees
9 Aug - 10 Aug
Lime Tree Bay Resort
Standard Room, 1 King Bed

17. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
Key Largo
8.6 out of 10, Excellent, (1,863 reviews)
"Great place… recommended to anyone!!!"
United States
Francisco
The price is €160
includes taxes & fees
6 Aug - 7 Aug
Marina Del Mar Resort and Marina
Exterior

18. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,004 reviews)
"We really enjoyed the laid back vibe, matched with the amenities and the location. We had a great stay!"
United States
Noel
The price is €160
includes taxes & fees
5 Aug - 6 Aug
Drop Anchor
Two Queen Beds Water View

19. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,011 reviews)
"Great place to stay!!!!"
United States
Cristy
The price is €128
includes taxes & fees
27 Aug - 28 Aug
Creekside Inn
Aerial view

20. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,002 reviews)
"Very nice place"
United States
Mae L
The price is €134
includes taxes & fees
2 Sept - 3 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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.
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Top Upper Matecumbe Key Hotel Reviews

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 less than an hour ago
Sunset Inn

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

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