Compare Islamorada Villas

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Featured Villas in Islamorada

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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 Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $182 nightly
    The price is $205 total per night from Oct 6 to Oct 7
    $205 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9.2/10 Wonderful! (1,529 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 6 to Oct 7
    $234 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (1,260 reviews)

Luxury Villas

Book luxury villas in Islamorada
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Islamorada. 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 Islamorada, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Islamorada
You won’t have a problem finding your own space in Islamorada. 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 Islamorada on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Islamorada 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!

Islamorada Villas essential information

Accommodation
46 Villas
Lowest Price
$179
Highest Price
$674
Popular accommodation
The Islands of Islamorada, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Newly upgraded Key Largo Villa W/Boat Slip, Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only, Waterfront House with Boat Dock, Full Ocean View Luxury Villa | Gym & Beach Club, Waterfront Luxe Pool, Hot Tub, Theater, Games and More!, Villa in Key Largo – Gym, Pool + Beach, 4BR Key Largo Villa w/ Beach & Marriott Perks

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