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
Free Cancellation
Reserve now, pay when you stay
$688 nightly
The price is $774 total per night
$774 total
Jul 6 - Jul 7
Total with taxes and fees
Guests of The Islands of Islamorada have access to a marina, 2 outdoor pools, and a 24-hour gym. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach villa include free WiFi in public areas, a hot tub, and free use of bicycles.
Pool
Hot Tub
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
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

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

Marathon FL
At this villa, guests have access to a gym, laundry facilities, and a garden.
Pool
Kitchen
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

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

Duck Key FL
At this villa, guests have access to features like laundry facilities.
Pool
Kitchen
Stunning Waterfront Two-Story Villa in Duck Key!

Stunning Waterfront Two-Story Villa in Duck Key!

Duck Key FL
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Key Largo FL
Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. This family-friendly villa also has a garden.
Pool
Kitchen
Duck Key waterfront villa with private pool, kayak, SUP

Duck Key waterfront villa with private pool, kayak, SUP

Duck Key FL
This villa is a smoke-free villa.
Pool
Kitchen
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 a garden.
Kitchen
Washer
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

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

Marathon FL
At this villa, guests have access to features like laundry facilities.
Pool
Kitchen
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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

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $304 nightly
    The price is $342 total per night from Jun 14 to Jun 15
    $342 total
    Jun 14 - Jun 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,325 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $230 nightly
    The price is $258 total per night from Jun 14 to Jun 15
    $258 total
    Jun 14 - Jun 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,753 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $316 nightly
    The price is $356 total per night from Jun 21 to Jun 22
    $356 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,052 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
111 Villas
Lowest Price
$258
Highest Price
$774
Popular accommodation
The Islands of Islamorada, DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included, PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL, DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage, Stunning Waterfront Two-Story Villa in Duck Key!, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Duck Key waterfront villa with private pool, kayak, SUP, Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer, DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

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