Book Villas in Windley Key, FL

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Top Villas in Windley Key

The Islands of Islamorada

82779 Old Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$748 nightly

$842 total

Apr 13 - Apr 14

Total with taxes and fees

A marina, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Families will appreciate the playground and barbecue grills.

Pool

Hot Tub

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

Islamorada FL

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This villa features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Overlooking Saltwater Lagoon Free Kayaks Renovated

Key Largo FL

$778 nightly

$864 total

Mar 15 - Mar 16

Total with taxes and fees

An outdoor pool is featured at this villa, along with laundry facilities.

Pool

Kitchen

Lagoon View Free Kayaks Pool Playground Pickle Ball

Key Largo FL

$643 nightly

$714 total

Mar 18 - Mar 19

Total with taxes and fees

This villa featured laundry facilities and barbecue grills.

Pool

Kitchen

Ocean's Fourteen: OceanView- Balconies-Dock-Htd Pool

Islamorada FL

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Stay at this villa in Islamorada. Enjoy free WiFi, a pool table, and balconies. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.

Pool

Kitchen

Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

Islamorada FL

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This villa features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Oceanview • Pool View • Indoor/Outdoor Pickleball

Key Largo FL

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This villa features a gym and a hot tub. A garden and laundry facilities are also provided.

Tropical bayfront villa with sandy beach

Key Largo FL

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This villa features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

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

Islamorada FL

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This villa features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Free Golf Cart Free Kayaks Steps to Pool Pickleball

Key Largo FL

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An outdoor pool is featured at this villa, along with laundry facilities.

Villa in Key Largo – Gym, Pool + Beach

Key Largo FL

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This villa featured laundry facilities and concierge services.

Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more

Islamorada FL

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This villa features a garden, laundry facilities, and barbecue grills.

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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.

Top hotels in Windley Key

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL

$419 nightly

$466 total

Apr 12 - Apr 13

Total with taxes and fees

9.4/10 Exceptional! (1,382 reviews)

Windley Key Villas essential information

Accommodation	57 Villas
Lowest Price	$205
Highest Price	$864
Popular accommodation	The Islands of Islamorada, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Overlooking Saltwater Lagoon Free Kayaks Renovated, Lagoon View Free Kayaks Pool Playground Pickle Ball, Ocean's Fourteen: OceanView- Balconies-Dock-Htd Pool, Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!, Oceanview • Pool View • Indoor/Outdoor Pickleball, Tropical bayfront villa with sandy beach, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Free Golf Cart Free Kayaks Steps to Pool Pickleball, Villa in Key Largo – Gym, Pool + Beach, Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more