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
    The price is $348 per night from Apr 6 to Apr 7
    $348
    includes taxes & fees
    $309 per night
    Apr 6 - Apr 7
    9/10 Wonderful! (1,420 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $373 per night from Apr 27 to Apr 28
    $373
    includes taxes & fees
    $331 per night
    Apr 27 - Apr 28
    9/10 Wonderful! (1,055 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $378 per night from May 4 to May 5
    $378
    includes taxes & fees
    $336 per night
    May 4 - May 5
    8.8/10 Excellent! (1,203 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
66 Villas
Lowest Price
$348
Highest Price
$729
Popular accommodation
The Islands of Islamorada, Sea Haven with Resort Privileges, Gull's Nest with Resort Privileges, Endless Summer with Resort Privileges, Sandcastle Luxury Villa in Key Largo with Resort Privileges, SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Twilight with Resort Privileges, Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable