Book Cheap Hotels in Upper Matecumbe Key

Check hotel availability in Upper Matecumbe Key

Tonight

Oct 4 - Oct 5

Tomorrow night

Oct 5 - Oct 6

Next weekend

Oct 10 - Oct 12

Most frequently booked Upper Matecumbe Key hotels

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

0.14 km from city centre

CA $128

CA $239 total

Oct 5 - Oct 6

includes taxes & fees

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 Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

2.84 km from city centre

CA $182

CA $284 total

Oct 5 - Oct 6

includes taxes & fees

Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. 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

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

3.02 km from city centre

CA $174

CA $289 total

Oct 13 - Oct 14

includes taxes & fees

Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. 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

Islander Resort

82100 Overseas Highway, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

0.54 km from city centre

CA $264

CA $392 total

Oct 6 - Oct 7

includes taxes & fees

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

Sunset Inn

82200 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

0.63 km from city centre

CA $145

CA $178 total

Oct 5 - Oct 6

includes taxes & fees

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

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

2.45 km from city centre

CA $152

CA $264 total

Oct 6 - Oct 7

includes taxes & fees

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

Hadley Resort and Marina

82749 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

1.32 km from city centre

CA $134

CA $197 total

Oct 9 - Oct 10

includes taxes & fees

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

La Jolla Resort

82216 Overseas Highway, Islamorada, FL

0.8 km from city centre

Get rates

Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Islamorada Brewery & Distillery and Keys History & Discovery Center are located nearby.

On private beach

Pool

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL

2.36 km from city centre

Get rates

Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.

On private beach

Pool

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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

92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL

9.8/10 Exceptional! (132 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	2,815 hotels
Lowest Price	CA $178
Highest Price	CA $855
Popular hotels	Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Islander Resort, Sunset Inn, La Siesta Resort & Villas, Hadley Resort and Marina, La Jolla Resort, Pines & Palms Resort