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Search Cottages in Upper Matecumbe Key

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Recommended hotels in Upper Matecumbe Key

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1599)
"The entire resort was wonderful."
Canada
Mat
The price is €229
includes taxes & fees
4 Jan - 5 Jan 2026
Chesapeake Beach Resort

La Jolla Resort

La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (588)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is €143
includes taxes & fees
21 Dec - 22 Dec
Breezy Palms Resort

Sunset Inn

Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
United States
Robert
The price is €159
includes taxes & fees
8 Jan - 9 Jan 2026
Sunset Inn

Islander Resort

Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1002)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is €327
includes taxes & fees
11 Jan - 12 Jan 2026
Islander Resort

Resort in Matecumbe

Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1264)
"Friendly staff and beautiful property !"
United States
ron
The price is €283
includes taxes & fees
4 Jan - 5 Jan 2026
Amara Cay Resort

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
7.6 out of 10, Good, (1001)
"Comfortable stay. Great location. "
United States
Anand
The price is €171
includes taxes & fees
11 Jan - 12 Jan 2026
Hadley Resort and Marina

Resort in Matecumbe

La Siesta Resort & Villas
4.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay and beautiful space"
United States
Amir
The price is €257
includes taxes & fees
6 Jan - 7 Jan 2026
La Siesta Resort & Villas

Resort in Matecumbe

Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1272)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is €446
includes taxes & fees
3 Jan - 4 Jan 2026
Cheeca Lodge & Spa

Sands of Islamorada

Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (392)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is €189
includes taxes & fees
5 Jan - 6 Jan 2026
Sands of Islamorada

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1001)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is €631
includes taxes & fees
20 Jan - 21 Jan 2026
The Islands of Islamorada

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (401)
"Beautiful stay!!!"
United States
Lakyne
The price is €359
includes taxes & fees
7 Jan - 8 Jan 2026
Bayside Villas by Islander Resort

Casa Morada

Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (414)
"always a pleasant stay."
United States
robert
The price is €515
includes taxes & fees
4 Jan - 5 Jan 2026
Casa Morada
The price is €2,217
includes taxes & fees
17 Jan - 18 Jan 2026
Charming Suite @Islamorada With Pool Access - Twilight Suite
The price is €1,108
includes taxes & fees
29 Dec - 30 Dec
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
The price is €1,646
includes taxes & fees
29 Dec - 30 Dec
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
The price is €1,805
includes taxes & fees
26 Dec - 27 Dec
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
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

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

Number of reviews
11,994
Accommodation
42 Cottages
Lowest Price
€143
Highest Price
€2,217

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