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Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Cottages in Upper Matecumbe Key and around

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Recommended hotels in Upper Matecumbe Key

Exterior
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1278)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is €209
includes taxes & fees
30 Nov - 1 Dec
Amara Cay Resort
Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | Terrace/patio
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Excellent motel"
United States
heidy
La Jolla Resort
Balcony
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1560)
"Clean room, friendly staff, perfect setting, good breakfast"
United States
Dwight
The price is €233
includes taxes & fees
9 Nov - 10 Nov
Chesapeake Beach Resort
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (554)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is €99
includes taxes & fees
11 Nov - 12 Nov
Breezy Palms Resort
Balcony
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1270)
"This resort was amazing!"
United States
Paul
The price is €253
includes taxes & fees
20 Nov - 21 Nov
Cheeca Lodge & Spa
Property grounds
Sunset Inn
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Conveniently located to dining options and attractions to explore and do."
United States
Tony
The price is €128
includes taxes & fees
10 Nov - 11 Nov
Sunset Inn
Exterior
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (392)
"Beautiful property loads of thing to do or do nothing. Great restaurao"
United States
Leslie
The price is €234
includes taxes & fees
1 Dec - 2 Dec
Bayside Villas by Islander Resort
Beach/ocean view
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Clean rooms, great ambiance and service. Would definitely go again!!"
United States
Gary
The price is €203
includes taxes & fees
30 Nov - 1 Dec
La Siesta Resort & Villas
View from room
Islander Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1016)
"Staff at resort were extremely friendly and helpful. Highly recommend if visiting Islamorada"
United States
Thalia
The price is €286
includes taxes & fees
12 Nov - 13 Nov
Islander Resort
Exterior detail
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1000)
"Super "
United States
Michel
The price is €142
includes taxes & fees
9 Nov - 10 Nov
Hadley Resort and Marina
Oceanfront Pool View King Room | Terrace/patio
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1009)
"Very happy with accommodations. Simone at the Front Desk was amazing."
United States
Peter
Pines & Palms Resort
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (389)
"Nicely renovated older, smaller hotel with friendly staff that accommodates different arrival and departure times. Very clean, could have a better kitchen area, but comfortable stay!"
United States
Callie
The price is €157
includes taxes & fees
6 Nov - 7 Nov
Sands of Islamorada
Shangri-La Suite | Garden view
Casa Morada
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"Beautiful"
United States
Zoila N
The price is €473
includes taxes & fees
16 Nov - 17 Nov
Casa Morada
Balcony view
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is €732
includes taxes & fees
6 Nov - 7 Nov
The Islands of Islamorada
Property grounds
Hidden Gem Islamorada | 1st Floor
Hidden Gem Islamorada | 1st Floor
10.0 out of 10, Exceptional, (44)
"Great. "
United States
keith g.
Hidden Gem Islamorada | 1st Floor
Exterior
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Exterior
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Terrace/patio
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Exterior
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Terrace/patio
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
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

La Jolla Resort

La Jolla Resort

10/10 Excellent
"This is wonderful place to stay. Super clean room. Great staff. And Felix the cat was super friendly."
Lawrence Scott 4-night trip
Posted 11 hours ago
La Jolla Resort

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Upper Matecumbe Key Cottages information

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