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
    $243 nightly
    The price is $274 total per night from Nov 19 to Nov 20
    $274 total
    Nov 19 - Nov 20
    Total with taxes and fees
    9/10 Wonderful! (1,260 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $180 nightly
    The price is $203 total per night from Nov 18 to Nov 19
    $203 total
    Nov 18 - Nov 19
    Total with taxes and fees
    9.2/10 Wonderful! (1,566 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $207 nightly
    The price is $233 total per night from Dec 1 to Dec 2
    $233 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.8/10 Excellent! (1,249 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
60 Villas
Lowest Price
$203
Highest Price
$843
Popular accommodation
The Islands of Islamorada, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!, Newly upgraded Key Largo Villa W/Boat Slip, Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055, Waterfront House with Boat Dock, Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

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