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Featured Hotels Near Upper Matecumbe Key

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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
1,117 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
1,532 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
827 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
858 reviews
Price from
$195
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
249 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
833 reviews
Price from
$299
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

  • 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
     · 237 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

  • Sunset Inn
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 827 reviews

    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.

    It was very clean great room,beautiful heated pool ,kindfull staff .l

  • 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

  • La Siesta Resort & Villas
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 488 reviews

    Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee.

    Beautiful location, great pool & friendly staff

  • Amara Cay Resort
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 694 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.

  • Treasure Harbor
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 27 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!

  • 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!

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