Book Villas in Upper Matecumbe Key, FL

Top Villas in Upper Matecumbe Key

The Islands of Islamorada

82779 Old Hwy, Islamorada, FL

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2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Families will appreciate the playground and barbecue grills.

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

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This villa features laundry facilities.

Villa 5027 on Duck Key BOAT SLIP available

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This villa includes a garden and laundry facilities.

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

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This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

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A hot tub is featured at this villa, along with laundry facilities.

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

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A water park and an outdoor pool are featured at this smoke-free villa. A garden, laundry facilities, and barbecue grills are also on offer.

2bd/2ba Ocean Retreat in Kawama Yacht Club

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An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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This villa includes a garden and laundry facilities.

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

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This villa features laundry facilities.

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

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This villa features laundry facilities.

PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

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A gym is featured at this villa, along with a garden and laundry facilities.

SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

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This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.

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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

Cheeca Lodge & Spa

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

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9/10 Wonderful! (1,109 reviews)

Upper Matecumbe Key Villas essential information

Accommodation	106 Villas
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Popular accommodation	The Islands of Islamorada, Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!, Villa 5027 on Duck Key BOAT SLIP available, SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!, DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl., LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!, 2bd/2ba Ocean Retreat in Kawama Yacht Club, Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer, DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included, DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage, PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL, SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!