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Featured Hotels Near Upper Matecumbe Key

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Cheeca Lodge & Spa

Islamorada (0.2 miles from Upper Matecumbe Key)

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.

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8.6
Excellent
1,118 reviews
Price from
$329
per night

Islander Resort

Islamorada (0.3 miles from Upper Matecumbe Key)

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...

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8.6
Excellent
1,523 reviews
Price from
$287
per night

Sunset Inn

Hotel in Islamorada (0.4 miles from Upper Matecumbe Key)

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with an outdoor swimming pool, free private parking, a garden and barbecue facilities.

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8.6
Excellent
825 reviews
Price from
$159
per night

La Jolla Resort

Islamorada (0.5 miles from Upper Matecumbe Key)

Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodations in Islamorada, 2625 feet from Upper Matecumbe Key. Free private parking is available on site.

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8.6
Excellent
856 reviews
Price from
$175
per night

Islander Bayside Villas & Boatslips

Islamorada (0.7 miles from Upper Matecumbe Key)

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool.

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8.3
Very Good
247 reviews
Price from
$319
per night

Pines & Palms Resort

Islamorada (1.4 miles from Upper Matecumbe Key)

This Islamorada resort in the Florida Keys is located near Alligator Reef. It features an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodations includes a full kitchen.

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8.7
Excellent
831 reviews
Price from
$319
per night

Top 10 trending hotels near Upper Matecumbe Key

Discover our most popular hotels from the last 30 days

Enjoy breakfast at hotels near Upper Matecumbe Key

  • Fisher Inn Resort & Marina
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,040 reviews

    Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo.

    Need a small stove. Otherwise, everything is great.

  • Dove Creek Resort & Marina, Trademark Collection by Wyndham
    7.0
    Scored 7.0
    Good
    Rated good
     · 529 reviews

    Dove Creek Resort & Marina is located at the southern tip of Key Largo and set directly on the Atlantic Ocean.

    Location. Paul on staff was very friendly and helpful.

  • Island Bay Resort
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 240 reviews

    Located in Key Largo, within 1.4 miles of Harry Harris Park Beach and 2.6 miles of Pigeon Key, Island Bay Resort provides accommodations with a garden and free WiFi as well as free private parking for...

    It was clean and well equipped and very comfortable

  • Coconut Palm Inn
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 188 reviews

    Overlooking the Florida Bay, this inn is nestled in a coconut grove, directly on the beach in Key Largo and offers private boat docks and wireless internet access throughout the property.

    Great location. Our stay was very nice with private areas.

  • Caloosa Cove Resort - With Full Kitchens
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 387 reviews

    Offering an outdoor pool and sun terrace, Caloosa Cove Resort - With Full Kitchens is located in Islamorada in the Florida Region, 6 mi from Upper Matecumbe Key.

    Salt Water pool w fantastic view Nice, clean rooms

  • The Islands of Islamorada
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 18 reviews

    Located in Islamorada, 1.1 miles from Upper Matecumbe Key, The Islands of Islamorada provides accommodations with an outdoor swimming pool, free private parking, a fitness center and a bar.

    wonderful setting if you want to chill and relax. all of the staff are friendly and helpful and professional and wonderful!

Hotels with great access to Upper Matecumbe Key!

  • Treasure Harbor
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 26 reviews

    Featuring barbecue facilities, Treasure Harbor is located in Islamorada in the Florida region, 1.8 miles from Windley Key and 5 miles from Upper Matecumbe Key.

    I loved to see my kids faces… what a lovely place!

  • Amara Cay Resort
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 693 reviews

    This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property. WiFi is included in the resort fee.

    Very nice resort. Beautiful garden & pool & bar.

  • Breezy Palms Resort
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 1,061 reviews

    Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has an outdoor swimming pool, terrace and private beach area.

    excellent location by the sea very clean and nice

  • The Ocean View Inn
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 194 reviews

    The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.

    The back door leading to the pool and the bar was amazing!

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