Photo by Cameron Abbott

Find hotels in Upper Matecumbe Key, FL from NT$5,071

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Our top choices for Upper Matecumbe Key hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1626)
Drift into bliss at this tranquil Islamorada oceanfront retreat featuring 2 outdoor pools and a full-service marina. Complimentary breakfast, bike rentals, and spectacular sunset views create an idyllic Florida Keys getaway near diving attractions.

"The entire resort was wonderful."
Canada
Mat
The price is NT$5,952
NT$8,468 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
Experience coastal charm at this oceanside hotel with private beach access. Enjoy the outdoor pool after a day of hiking nearby trails. Convenient to Islamorada Brewery and Keys History Center, with clean rooms and attentive staff to enhance your Florida Keys getaway.

"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1008)
"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 NT$10,732
NT$14,199 total
includes taxes & fees
Jan 12 - Jan 13
Islander Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1273)
"Rooms were clean, restaurant food was excellent, and service was friendly."
United States
Jose
The price is NT$7,417
NT$10,647 total
includes taxes & fees
Jan 11 - Jan 12
Amara Cay Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
Explore the Florida Keys from this waterfront hotel with free bikes. The outdoor pool creates a perfect oasis after visiting nearby Islamorada Brewery & Distillery. Friendly staff and complimentary parking enhance the relaxed island experience.

"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is NT$4,903
NT$5,870 total
includes taxes & fees
Jan 8 - Jan 9
Sunset Inn

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (605)
Immerse yourself in Islamorada with this beachfront aparthotel featuring a marina and outdoor pool. Clean accommodations with kitchens and free WiFi await, while Bud n' Mary's Dive Center and Hurricane Monument lie nearby.

"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is NT$4,715
NT$6,937 total
includes taxes & fees
Jan 14 - Jan 15
Breezy Palms Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1288)
"Breakfast was fantastic "
Canada
Craig
The price is NT$8,539
NT$11,909 total
includes taxes & fees
Jan 29 - Jan 30
Cheeca Lodge & Spa

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1000)
Experience Florida Keys charm at this beachfront paradise with a private marina. Unwind at the outdoor pool or grab a refreshing cocktail at the poolside bar. Near Bud n' Mary's Dive Center and Hurricane Monument, the spacious rooms create an ideal island escape.

"Great accommodations, very peaceful setting "
United States
Susan
The price is NT$6,567
NT$9,691 total
includes taxes & fees
Jan 11 - Jan 12
La Siesta Resort & Villas

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1000)
"Patio nice , pool area good , good walk to things to do ,dive museum , brewery, shopping. "
United States
John
The price is NT$5,098
NT$6,763 total
includes taxes & fees
Jan 11 - Jan 12
Hadley Resort and Marina

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394)
Drift away at this waterfront Islamorada retreat offering complimentary WiFi and parking. Unwind in rooms equipped with refrigerators and microwaves, or lounge by the inviting pool. The garden and terrace create a tropical atmosphere near Bud n' Mary's Dive Center.

"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is NT$5,793
NT$6,943 total
includes taxes & fees
Jan 12 - Jan 13
Sands of Islamorada

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (404)
Located by the ocean, this Islamorada resort offers 3 restaurants and a refreshing outdoor pool. Unwind at the bar/lounge after exploring nearby Hurricane Monument. Free WiFi and parking enhance your Florida Keys escape.

"Beautiful stay!!!"
United States
Lakyne
The price is NT$10,201
NT$13,602 total
includes taxes & fees
Jan 15 - Jan 16
Bayside Villas by Islander Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1005)
Soak in the Florida Keys atmosphere from this beachfront retreat with its own marina. Relax at the outdoor pool or grab refreshments at the beach bar. Rooms come with refrigerators and microwaves, perfect for enjoying the ocean breeze from your terrace.

"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (417)
Surrounded by lush gardens on the bay, this Islamorada sanctuary features an outdoor pool with poolside bar. Complimentary bicycles let you explore the area, while deep-tissue massages provide ultimate relaxation. Close to local brewery and discovery center.

"always a pleasant stay."
United States
robert
The price is NT$11,406
NT$14,756 total
includes taxes & fees
Jan 11 - Jan 12
Casa Morada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
Relaxing waterfront villa in Islamorada with pillowtop beds, bathrobes, and premium linens. Swim in 2 outdoor pools, soak in the hot tub, or grab a drink at the pool bar. Near the History of Diving Museum and just 40 minutes from Marathon Airport.

"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is NT$19,175
NT$23,308 total
includes taxes & fees
Jan 8 - Jan 9
The Islands of Islamorada

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1182)
Overlooking the water in Key Largo, this hotel offers direct marina access for parasailing, diving, and snorkeling adventures. Clean rooms feature private balconies while the outdoor pool provides refreshing relaxation after exploring nearby coral reefs.

"Clean room and staff was great"
United States
Jim
The price is NT$4,756
NT$6,236 total
includes taxes & fees
Jan 8 - Jan 9
Waterside Suites & Marina

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
Situated in Key Largo with easy access to Jimmy Johnson's Big Chill, this beach hotel offers complimentary WiFi, parking, bike rentals, and water activities including kayaking and snorkeling. Enjoy the terrace and garden while exploring nearby Pigeon Key.

"Yes my family had a great stay and will absolutely be returning in the future. "
United States
Sarah
Drift Hotel

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1020)
Escape to this tranquil Key Largo haven with a private beach offering stunning sunset views. After kayaking adventures, unwind in beautiful gardens surrounding the outdoor pool and enjoy drinks at the bar. Just 5 minutes from coral reef exploration.

"Great hotel"
United States
Elior
The price is NT$5,323
NT$5,988 total
includes taxes & fees
Jan 27 - Jan 28
Hampton Inn Key Largo Manatee Bay

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1082)
Relax at this coastal retreat with a private beach just minutes from John Pennekamp Coral Reef State Park. Guests can paddle through scenic waters with onsite kayaking or lounge by the outdoor pool. Free WiFi and parking enhance your Keys getaway.

"Would stay here again!"
United States
James
Rock Reef Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1012)
Situated near Jimmy Johnson's Big Chill, these beachfront cottages offer a serene marina and private beach. Enjoy kayaking, rowing, or canoeing adventures with free WiFi and parking. Clean rooms with microwaves and refrigerators enhance your Key Largo escape.

"We had a wonderful stay! Our room was spotless and well-maintained, and the staff was friendly, helpful, and made us feel welcome. Would definitely stay here again!"
United States
Elena
The Pelican Key Largo Cottages

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
Key Largo
8.4 out of 10, Very Good, (1686)
Immerse yourself in stunning marina vistas at this waterfront Key Largo hotel. Relax by the outdoor pool, dine at Bogies Cafe, or explore John Pennekamp Coral Reef State Park nearby. Guests rave about beautiful sunsets and the peaceful atmosphere.

"Wonderful place to stay!"
United States
Tempie
The price is NT$3,720
NT$5,071 total
includes taxes & fees
Jan 8 - Jan 9
Marina Del Mar Resort and Marina
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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Stay near popular Southeastern United States attractions

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

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