Compare Upper Matecumbe Key Villas

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Featured Villas in Upper Matecumbe Key

The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
$648 nightly
The price is $729 total per night
$729 total
Dec 17 - Dec 18
Total with taxes and fees
Guests staying at The Islands of Islamorada enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach villa include a hot tub, a garden, and barbecue grills.
Pool
Hot Tub
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

2 out of 5
Duck Key FL
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Seas the Keys Getaway

Seas the Keys Getaway

Duck Key FL
This villa features a gym and laundry facilities.
Pool
Kitchen
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key FL
$532 nightly
The price is $591 total per night
$591 total
Dec 17 - Dec 18
Total with taxes and fees
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

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

Marathon FL
At this villa, guests have access to features like laundry facilities.
Pool
Kitchen
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key FL
$504 nightly
The price is $560 total per night
$560 total
Dec 17 - Dec 18
Total with taxes and fees
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

Duck Key FL
At this villa, guests have access to features like laundry facilities. This beach villa also has a garden.
Kitchen
Washer
Waterfront House with Boat Dock

Waterfront House with Boat Dock

5 out of 5
213 Aberdeen Ct Tavernier FL
At this villa, guests have access to a children's pool, laundry facilities, and a picnic area. Free parking is included with your stay. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice.
Kitchen
Washer
Stunning Waterfront Two-Story Villa in Duck Key!

Stunning Waterfront Two-Story Villa in Duck Key!

2 out of 5
Duck Key FL
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Hotel Options in Upper Matecumbe Key

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $177 nightly
    The price is $200 total per night from Dec 17 to Dec 18
    $200 total
    Dec 17 - Dec 18
    Total with taxes and fees
    9.2/10 Wonderful! (1,588 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $228 nightly
    The price is $257 total per night from Dec 18 to Dec 19
    $257 total
    Dec 18 - Dec 19
    Total with taxes and fees
    8.8/10 Excellent! (1,260 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $257 nightly
    The price is $290 total per night from Dec 18 to Dec 19
    $290 total
    Dec 18 - Dec 19
    Total with taxes and fees
    9.2/10 Wonderful! (1,265 reviews)

Luxury Villas

Book luxury villas in Upper Matecumbe Key
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Upper Matecumbe Key. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Upper Matecumbe Key, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Upper Matecumbe Key
You won’t have a problem finding your own space in Upper Matecumbe Key. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Upper Matecumbe Key on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Upper Matecumbe Key rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Upper Matecumbe Key Villas essential information

Accommodation
95 Villas
Lowest Price
$200
Highest Price
$729
Popular accommodation
The Islands of Islamorada, Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg, Seas the Keys Getaway, Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA, DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included, Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA, Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer, Waterfront House with Boat Dock, Stunning Waterfront Two-Story Villa in Duck Key!

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