Compare Windley Key Villas

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Featured Villas in Windley Key

The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$599 nightly
The price is $674 total per night
$674 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at The Islands of Islamorada enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach villa include a hot tub, barbecue grills, and a garden.
Pool
Hot Tub
Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. This family-friendly villa also has a garden.
Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!

Isla Mirabelle: Boutique Resort, FREE Boat Dockage Sep-Oct Only!

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Newly upgraded Key Largo Villa W/Boat Slip

Newly upgraded Key Largo Villa W/Boat Slip

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Waterfront House with Boat Dock

Waterfront House with Boat Dock

5 out of 5
213 Aberdeen Ct, Tavernier, FL
At Waterfront House with Boat Dock, guests have access to a children's pool, laundry facilities, and a picnic area. Free parking is included with your stay. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice.
Kitchen
Washer
Keys Escape – 4 Stories, Rooftop Views & 3 Suites

Keys Escape – 4 Stories, Rooftop Views & 3 Suites

2 out of 5
Key Largo, FL
This villa is a smoke-free villa.
Air conditioning
Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!

Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!

2 out of 5
Key Largo, FL
This villa features a gym and laundry facilities.
Washer
Dryer
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
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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 Windley Key

    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
    $245 nightly
    The price is $276 total per night from Oct 27 to Oct 28
    $276 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.8/10 Excellent! (97 reviews)
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy, Islamorada, FL
    $139 nightly
    The price is $156 total per night from Oct 21 to Oct 22
    $156 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8/10 Very Good! (1,006 reviews)
    Coconut Cove Resort and Marina

    Coconut Cove Resort and Marina

    84801 Overseas Highway, Islamorada, FL
    $149 nightly
    The price is $168 total per night from Oct 21 to Oct 22
    $168 total
    Oct 21 - Oct 22
    Total with taxes and fees
    7.6/10 Good! (825 reviews)

Luxury Villas

Book luxury villas in Windley Key
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windley Key. 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 Windley Key, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windley Key
You won’t have a problem finding your own space in Windley Key. 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 Windley Key on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windley Key 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!

Windley Key Villas essential information

Accommodation
54 Villas
Lowest Price
$156
Highest Price
$674
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, Keys Escape – 4 Stories, Rooftop Views & 3 Suites, Private 5-bedroom pool villa in beautiful Key Largo, resort lifestyle!, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

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