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
$594 nightly
The price is $668 total per night
$668 total
Aug 1 - Aug 2
Total includes 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, a garden, and wedding services.
Pool
Hot Tub
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. This family-friendly villa also has a garden.
Pool
Kitchen
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
2bd/2ba Ocean Retreat in Kawama Yacht Club

2bd/2ba Ocean Retreat in Kawama Yacht Club

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
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
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
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.
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
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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
    $210 nightly
    The price is $237 total per night from Aug 19 to Aug 20
    $237 total
    Aug 19 - Aug 20
    Total includes taxes and fees
    9/10 Wonderful! (48 reviews)
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy, Islamorada, FL
    $163 nightly
    The price is $183 total per night from Aug 12 to Aug 13
    $183 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    7.8/10 Good! (1,007 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 Jul 24 to Jul 25
    $168 total
    Jul 24 - Jul 25
    Total includes taxes and fees
    7.6/10 Good! (804 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
63 Villas
Lowest Price
$168
Highest Price
$668
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

Villas in Windley Key

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