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

$688 nightly

$774 total

Jul 6 - Jul 7

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

Tropical bayfront villa with sandy beach

Key Largo FL

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

Free Golf Cart Free Kayaks Steps to Pool Pickleball

Key Largo FL

$900 nightly

$1,000 total

Jul 24 - Jul 25

Total with taxes and fees

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

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

Newly upgraded Key Largo Villa W/Boat Slip

Key Largo FL

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This villa featured laundry facilities and barbecue grills.

Keys Villa

Islamorada FL

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

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

Key Largo FL

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This villa features an outdoor pool and a gym. Families will appreciate the playground and onsite laundry facilities. A garden is also provided.

Pool

Kitchen

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.

Pool

Kitchen

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

Islamorada FL

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This villa featured laundry facilities and barbecue grills.

Pool

Kitchen

Villa in Key Largo – Gym, Pool + Beach

Key Largo FL

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This villa featured laundry facilities and concierge services.

Kitchen

Washer

Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball

Islamorada FL

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

Pool

Kitchen

Oceanfront Charm Meets Bespoke Luxury- Brand New 9 Bedroom Estate & Sleeps 26

Tavernier FL

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This villa features a gym and a hot tub. Concierge services and barbecue grills are also provided.

Pool

Hot Tub

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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

$249 nightly

$275 total

Jul 26 - Jul 27

Total with taxes and fees

9.4/10 Exceptional! (1,476 reviews)

Windley Key Villas essential information

Accommodation	73 Villas
Lowest Price	$189
Highest Price	$1,000
Popular accommodation	The Islands of Islamorada, Tropical bayfront villa with sandy beach, Free Golf Cart Free Kayaks Steps to Pool Pickleball, Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!, Newly upgraded Key Largo Villa W/Boat Slip, Keys Villa, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!, Villa in Key Largo – Gym, Pool + Beach, Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball, Oceanfront Charm Meets Bespoke Luxury- Brand New 9 Bedroom Estate & Sleeps 26