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
    $259 nightly
    The price is $291 total per night from Aug 13 to Aug 14
    $291 total
    Aug 13 - Aug 14
    Total includes taxes and fees
    9/10 Wonderful! (1,134 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $199 nightly
    The price is $224 total per night from Aug 4 to Aug 5
    $224 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    9/10 Wonderful! (1,494 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $268 nightly
    The price is $302 total per night from Aug 4 to Aug 5
    $302 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    9/10 Wonderful! (1,014 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
51 Villas
Lowest Price
$224
Highest Price
$674
Popular accommodation
The Islands of Islamorada, Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina , SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!, 2bd/2ba Ocean Retreat in Kawama Yacht Club, SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!, Waterfront House with Boat Dock, MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055