Hotels in Upper Matecumbe Key, Matecumbe

  • Overview

    Upper Matecumbe Key is a picturesque island located in the beautiful Florida Keys archipelago, in the United States. It is known for its stunning white sandy beaches, crystal-clear turquoise waters, and lush tropical landscapes. The island offers a tranquil and relaxing atmosphere, making it a perfect destination for those seeking a peaceful getaway.

  • When to visit

    The best time to visit Upper Matecumbe Key is during the winter and spring months (December to April). The weather is pleasant with warm temperatures ranging from the mid-70s to the mid-80s Fahrenheit (mid-20s to low 30s Celsius) and low rainfall. This period also coincides with the dry season, ensuring clearer waters for snorkeling and diving.

  • Reasons to Visit

    There are several reasons to visit Upper Matecumbe Key. Firstly, the island is renowned for its exceptional snorkeling and diving opportunities. The marine life is abundant, and visitors can explore vibrant coral reefs teeming with colorful fish and other fascinating sea creatures. Secondly, Upper Matecumbe Key is a paradise for water sports enthusiasts, offering activities such as kayaking, stand-up paddleboarding, and fishing. Lastly, the island boasts some of the most breathtaking sunsets, making it an ideal spot for romantic beach strolls and memorable evenings.

  • Nearby Attractions

  • Indian Key Historic State Park

    Located nearby, Indian Key Historic State Park is a must-visit attraction. This uninhabited island was once a bustling community in the early 1800s and played a significant role in Florida's history. Visitors can explore the ruins of the town, hike nature trails, and learn about the island's captivating past.

  • Theater of the Sea

    Theater of the Sea is a popular marine park located on Islamorada, near Upper Matecumbe Key. It offers interactive animal shows, including dolphin encounters, sea lion performances, and educational exhibits. Visitors can also enjoy snorkeling and swimming with marine life in the park's natural lagoon.

  • Anne's Beach

    Anne's Beach is a scenic and serene beach located on Lower Matecumbe Key, close to Upper Matecumbe Key. It is known for its shallow waters, making it an ideal spot for swimming, sunbathing, and picnicking. The beach also features boardwalks and picnic areas, providing a relaxing and family-friendly atmosphere.

  • Hotels

  • Anglers Reef Getaway

    - Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Anglers Reef Getaway is set in Islamorada. This beachfront property offers access to a balcony, squash on the Next available price is on . Anglers Reef Getaway

  • Anglers Reef Paradise

    - Situated in Islamorada in the Florida region and Windley Key reachable within 500 metres, Anglers Reef Paradise features accommodation with free WiFi, barbecue facilities, a private beach area and fre Next available price is on . Anglers Reef Paradise

  • Anglers Reef Villa 1

    - Make yourself at home in one of the 2 individually furnished guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide ent Next available price is on . Anglers Reef Villa 1

  • Beachfront Villa Outdoor Cinema Fire Pit BBQ

    - Make yourself at home in one of the 12 guestrooms. Next available price is on . Beachfront Villa Outdoor Cinema Fire Pit BBQ

  • Blue Water Retreat

    - Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Blue Water Retreat is set in Islamorada. The property is around 2.1 km from Sea Oats Beach, 10 km from Upper Matecu Next available price is on . Blue Water Retreat

  • Breezy Palms Resort

    - Make yourself at home in one of the 40 guestrooms, featuring kitchens with full-sized refrigerators/freezers and microwaves. Complimentary wireless internet access keeps you connected, and cable progr Next available price is on . Breezy Palms Resort

  • EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS

    - Situated 3.8 km from Windley Key, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS offers a private beach area, an outdoor swimming pool and air-conditioned accommodation with a patio and free WiFi. This h Next available price is on . EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS

  • Harbor House

    - Harbor House is set in Islamorada, 7.5 km from Upper Matecumbe Key, 15 km from Pigeon Key, and 28 km from John Pennekamp State Park. Among the facilities at this property are a 24-hour front desk and Next available price is on . Harbor House

  • Heart of Morada

    - Set 200 metres from Upper Matecumbe Key and 5.1 km from Windley Key in Islamorada, Heart of Morada offers accommodation with a kitchen. This property offers access to a balcony, free private parking a Next available price is on . Heart of Morada

  • LIttle Bay Lower

    - Situated in Islamorada, 1.1 km from Upper Matecumbe Key and 4.3 km from Windley Key, LIttle Bay Lower offers air conditioning. The property is set 20 km from Pigeon Key, 33 km from John Pennekamp Stat Next available price is on . LIttle Bay Lower

  • La Siesta Resort & Villas

    - Make yourself at home in one of the 55 individually decorated guestrooms, featuring kitchenettes with refrigerators and microwaves. Your pillowtop bed comes with Egyptian cotton sheets. Wireless inter Next available price is 170.60 on Sept. 17, 2025. La Siesta Resort & Villas

  • Little Bay Cottage

    - Situated in Islamorada, 1.1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Little Bay Cottage offers air conditioning. The property is around 20 km from Pigeon Key, 33 km from John Pennekamp Next available price is on . Little Bay Cottage

  • Martin Family Fish Camp

    - Martin Family Fish Camp is set in Islamorada, 4.9 km from Windley Key, 21 km from Pigeon Key, as well as 34 km from John Pennekamp State Park. Among the facilities at this property are a 24-hour front Next available price is on . Martin Family Fish Camp

  • Matecumbe Resort

    - Situated in Islamorada in the Florida region and Sea Oats Beach reachable within 1.9 km, Matecumbe Resort features accommodation with free WiFi, a children's playground, a private beach area and free Next available price is on . Matecumbe Resort

  • Ragged Edge Resort & Marina

    - Make yourself at home in one of the 14 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include ceiling f Next available price is on . Ragged Edge Resort & Marina

  • Sands of Islamorada

    - Make yourself at home in one of the 9 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable prog Next available price is on . Sands of Islamorada

  • Sunshine Place

    - Sunshine Place is a beachfront property set in Islamorada, 1.4 km from Windley Key and 4.2 km from Upper Matecumbe Key. Among the facilities at this property are a 24-hour front desk and an ATM, along Next available price is on . Sunshine Place

  • The Caribbean Resort Bird of Paradise - One Bedroom One Bath

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Bird of Paradise - One Bedroom One Bath

  • The Caribbean Resort Canary Island Palm North

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Canary Island Palm North

  • The Caribbean Resort Canary Island Palm South

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Canary Island Palm South

  • The Caribbean Resort Coconut Palm North

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Coconut Palm North

  • The Caribbean Resort Fish Tail Palm

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Fish Tail Palm

  • The Caribbean Resort Jamaican Palm House

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Jamaican Palm House

  • The Caribbean Resort Malayan Palm East

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Malayan Palm East

  • The Caribbean Resort Malayan Palm North

    - Make yourself comfortable in this apartment, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cable pr Next available price is on . The Caribbean Resort Malayan Palm North

  • The Caribbean Resort Princess Palm South

    - Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cabl Next available price is on . The Caribbean Resort Princess Palm South

  • The Caribbean Resort Royal Palm South

    - Make yourself comfortable in this villa, featuring a kitchen with a refrigerator and a stovetop. There's a private balcony. Complimentary wireless internet access keeps you connected, and cable progra Next available price is on . The Caribbean Resort Royal Palm South

  • The Islands of Islamorada

    - Make yourself at home in one of the 30 individually decorated guestrooms, featuring microwaves and Smart televisions. Your pillowtop bed comes with premium bedding. Rooms have private furnished balcon Next available price is on . The Islands of Islamorada

  • The Oasis

    - Boasting air-conditioned accommodation with a private pool, sea view and a balcony, The Oasis is set in Islamorada. This beachfront property offers access to a terrace and free private parking. The ac Next available price is on . The Oasis

  • Villa Riolo

    - Villa Riolo is situated in Islamorada, 9.2 km from Upper Matecumbe Key, 14 km from Windley Key, and 30 km from Pigeon Key. Both free WiFi and parking on-site are available at the holiday home free of Next available price is on . Villa Riolo
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30 hotels in Upper Matecumbe Key