Book Cheap Hotels in Upper Matecumbe Key

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Check hotel availability in Upper Matecumbe Key

Tonight
Check prices in Upper Matecumbe Key for tonight, Apr. 24 - Apr. 25
Apr. 24 - Apr. 25
Tomorrow night
Check prices in Upper Matecumbe Key for tomorrow night, Apr. 25 - Apr. 26
Apr. 25 - Apr. 26
This weekend
Check prices in Upper Matecumbe Key for this weekend, Apr. 25 - Apr. 27
Apr. 25 - Apr. 27
Next weekend
Check prices in Upper Matecumbe Key for next weekend, May 2 - May 4
May 2 - May 4

Most frequently booked Upper Matecumbe Key hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
2.84 km from city centre
The price is CA $290 per night
CA $290
CA $404 total
includes taxes & fees
Apr 28 - Apr 29
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.14 km from city centre
The price is CA $319 per night
CA $319
CA $453 total
includes taxes & fees
May 19 - May 20
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.02 km from city centre
The price is CA $280 per night
CA $280
CA $408 total
includes taxes & fees
May 19 - May 20
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
2.45 km from city centre
The price is CA $266 per night
CA $266
CA $391 total
includes taxes & fees
Apr 30 - May 1
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.54 km from city centre
The price is CA $321 per night
CA $321
CA $448 total
includes taxes & fees
May 22 - May 23
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Keys History & Discovery Center and Islamorada Brewery & Distillery are located nearby.
On private beach
Pool
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.32 km from city centre
The price is CA $249 per night
CA $249
CA $325 total
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and History of Diving Museum are located nearby.
On private beach
Pool
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.52 km from city centre
The price is CA $739 per night
CA $739
CA $908 total
includes taxes & fees
May 4 - May 5
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery & Distillery are located nearby.
Pool
Hot tub
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
2.92 km from city centre
The price is CA $150 per night
CA $150
CA $240 total
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Pool
Kitchen
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy, Islamorada, FL
0.63 km from city centre
The price is CA $224 per night
CA $224
CA $267 total
includes taxes & fees
May 5 - May 6
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and Keys History & Discovery Center are located nearby.
Pool
Pet-friendly
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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.

Top hotels in Upper Matecumbe Key for Extended Stay

Island Bay Resort

Island Bay Resort

92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (113 reviews)
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.

Upper Matecumbe Key hotels essential information

Accommodation
2,727 hotels
Lowest Price
CA $150
Highest Price
CA $739
Popular hotels
Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, The Islands of Islamorada, Breezy Palms Resort, Sunset Inn

Recent Upper Matecumbe Key hotel reviews by fellow wanderers

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"The perfect puppy friendly get away !! I still can’t believe I was able to relax under a huge shaded umbrella and take in the salty air with our dog by our side. This place was amazing. "
A verified traveller stayed at Amara Cay Resort
Amara Cay Resort

Hotels near…

Areas of Upper Matecumbe Key