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 Islamorada FL
    $708 nightly
    The price is $797 total per night from Mar 12 to Mar 13
    $797 total
    Mar 12 - Mar 13
    Total with taxes and fees
    9.2/10 Wonderful! (1,297 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $373 nightly
    The price is $420 total per night from Mar 1 to Mar 2
    $420 total
    Mar 1 - Mar 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,656 reviews)
    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84001 Overseas Hwy Islamorada FL
    $500 nightly
    The price is $563 total per night from Mar 22 to Mar 23
    $563 total
    Mar 22 - Mar 23
    Total with taxes and fees
    9/10 Wonderful! (157 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
64 Villas
Lowest Price
$420
Highest Price
$1,071
Popular accommodation
The Islands of Islamorada, Waterfront House with Boat Dock, 4BR Key Largo Villa w/ Beach & Marriott Perks, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only, Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!, Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Free Golf Cart Free Kayaks Steps to Pool Pickleball

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