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

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $249 nightly
    The price is $280 total per night from Jan 28 to Jan 29
    $280 total
    Jan 28 - Jan 29
    Total with taxes and fees
    9.2/10 Wonderful! (1,624 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
    $356 nightly
    The price is $400 total per night from Jan 21 to Jan 22
    $400 total
    Jan 21 - Jan 22
    Total with taxes and fees
    8.8/10 Excellent! (124 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $320 nightly
    The price is $361 total per night from Jan 29 to Jan 30
    $361 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,285 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
$280
Highest Price
$740
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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