Find hotels in Upper Matecumbe Key, FL from $114

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May 17 - May 18
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May 18 - May 19
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May 17 - May 19

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Compare 2,658 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is $299
$398 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1323)
"Great staff, amazing views!"
The price is $199
$264 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very Good, (1004)
"The dolphins "
The price is $299
$399 total
includes taxes & fees
May 22 - May 23
Hawks Cay Resort
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Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with amazing ocean views great pool area"
The price is $293
$385 total
includes taxes & fees
May 19 - May 20
La Siesta Resort & Villas
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1004)
"We had a lovely stay at the resort. Staff were pleasant and friendly. The rooms were clean and nicely decorated. The two pool areas were beautiful along with the beach area. Our family had fun riding the bikes every day. We even got to witness a sea turtle release on the premises. The only draw back for me was the matter of lots of smoking. We had a non smoking room but the people next to us smoked on the patio outside causing our patio area to become engulfed with smoke as well as our room...
The price is $239
$324 total
includes taxes & fees
May 28 - May 29
Islander Resort
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (893)
"Nice room. Loved the dock and pool area. "
The price is $149
$167 total
includes taxes & fees
May 28 - May 29
La Jolla Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is $152
$219 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Good"
The price is $186
$244 total
includes taxes & fees
May 19 - May 20
Drop Anchor
Exterior detail
Fisher Inn Resort & Marina
3.5 star property
7.6 out of 10, Good, (1000)
"The property looks simple from the highway, but when you get there, it is gorgeous! The rooms are very spacious and include most amenities you will need. The setting is peaceful and quiet, and mostly beautiful. I’ll stay there again. "
The price is $143
$194 total
includes taxes & fees
Jun 10 - Jun 11
Fisher Inn Resort & Marina
Beach/ocean view
Conch Key Fishing Lodge and Marina
2.5 star property
7.8 out of 10, Good, (428)
"Stayed here for 2 nights and can’t complain. It smelled and looked clean, the A/C worked well, and everything functioned well. For a short motel experience, I’d recommend. "
The price is $125
$141 total
includes taxes & fees
May 20 - May 21
Conch Key Fishing Lodge and Marina
Dock
Hadley Resort and Marina
3.5 star property
8.0 out of 10, Very Good, (927)
"The place was beautiful. Love the scenery from the balcony. Staff was very friendly and helpful if we needed anything. Was great that they have a pool and offer for free with your stay bikes, paddle boards, and kayak. "
The price is $147
$199 total
includes taxes & fees
May 23 - May 24
Hadley Resort and Marina
Outdoor pool, sun loungers
Coconut Cove Resort and Marina
2.5 star property
7.4 out of 10, Good, (658)
"Super Cute, if you’re looking for something quiet and still in the middle of the action. Nice little spot. "
The price is $119
$134 total
includes taxes & fees
May 30 - May 31
Coconut Cove Resort and Marina
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (160)
"Super friendly and helpful staff. Great location for just chilling out. Green - refill water bottles provided. Our double aspect room in the adult only part of the hotel was stunning and had the quietest air-con that didn't disturb my sleep - the refrigerator still rumbled away in the night but was quietest of all the others on our road trip!! (not used to air con or a refrigerator in the bedroom at home!!)"
The price is $285
$321 total
includes taxes & fees
Jun 9 - Jun 10
Grassy Flats Resort & Beach Club
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (351)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is $295
$409 total
includes taxes & fees
Jun 11 - Jun 12
Casa Morada
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (710)
"This was my 4th stay at the hotel. I gave this location a 5 star, it has everything I needed for a bae cation. Quiet and peaceful. If you need to get away for the world this is the perfect spot. No complaints hear 💕💕💕 Edgewater lodge"
The price is $269
$303 total
includes taxes & fees
May 19 - May 20
Edgewater Lodge
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (324)
"Super Clean rooms, nice staff, TV was basic, easy on -off highway. Nice restaurants within walking distance. "
The price is $162
$182 total
includes taxes & fees
May 20 - May 21
Sands of Islamorada
Outdoor pool
Fiesta Key RV Resort
2.5 star property
7.0 out of 10, Good, (360)
"I like everything"
Fiesta Key RV Resort
Aerial view
Pelican Cove Resort & Marina
3.0 star property
8.2 out of 10, Very Good, (1000)
"We had never stayed at this resort before, but were very pleased with all the amenities, especially the pool and the on-site restaurants and bars. Our view from our room was gorgeous and the service was excellent. We will be staying there again!"
Pelican Cove Resort & Marina
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Villa | Private pool
Village at Hawks Cay Villas by KeysCaribbean
3.0 star property
7.4 out of 10, Good, (163)
"The staff especially Pam and Sam were very accommodating. I highly recommend Keys Caribbean. "
Village at Hawks Cay Villas by KeysCaribbean
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See all available properties in Upper Matecumbe Key
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.

More cheap stays in Upper Matecumbe Key

Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
The price is $199 per night from May 19 to May 20
$199
$264 total
includes taxes & fees
May 19 - May 20
8.8/10 Excellent! (1,323 reviews)

Stay near popular Upper Matecumbe Key attractions

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Everglades National Park

This sprawling wetland park holds a seemingly endless supply of wildlife habitats and enthralling ecosystems.

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Everglades National Park

Recent reviews of Upper Matecumbe Key hotels
Expedia verified reviews

Islander Resort

Islander Resort

5/5 Excellent
"We had a lovely stay at the resort. Staff were pleasant and friendly. The rooms were clean and nicely decorated. The two pool areas were beautiful along with the beach area. Our family had fun riding the bikes every day. We even got to witness a sea turtle release on the premises. The only draw back for me was the matter of lots of smoking. We had a non smoking room but the people next to us smoked on the patio outside causing our patio area to become engulfed with smoke as well as our room whenever we opened the door. People also smoked at the pool area and the outdoor bar/restaurant area. I understand these are all outdoor areas however if you are a non smoker it really is unpleasant to endure smoke while you are eating or relaxing. "
A verified traveler stayed at Islander Resort
Posted 19 hours ago
Islander Resort