Windley Key Vacation Rentals

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Oct 5 - Oct 6
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Oct 17 - Oct 19

Vacation Rentals in Windley Key

Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker
Property grounds

Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker

10.0 out of 10, Exceptional, (38)
"Was a nice property and pleasant enough for our stay."
Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
A heated pool

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

10.0 out of 10, Exceptional, (185)
"Great property. Very clean and had everything we needed. The whole complex is very nice and loved our stay. Owners very good with communication and friendly."
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony
Terrace/patio

NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony

10.0 out of 10, Exceptional, (1)
"This property was amazing basically brand new definitely recommend "
NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (106)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
The price is ￥14,598
￥37,162 total
includes taxes & fees
Oct 12 - Oct 13
Treasure Harbor
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (543)
"Spacious rooms and location was great for what we needed. "
The price is ￥10,874
￥19,877 total
includes taxes & fees
Oct 13 - Oct 14
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ￥81,109
￥99,377 total
includes taxes & fees
Oct 6 - Oct 7
The Islands of Islamorada
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
Island Bay Resort
Private beach, sun loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (132)
"Clean, friendly, has its own beach"
Island Bay Resort
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Outdoor pool, a heated pool

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.8 out of 10, Exceptional, (57)
"Great unit, nicely renovated and a good weekend! "
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Outdoor pool, a heated pool

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (224)
"We found the condo very nicely located to Key Largo, Islamorada, and Tavernier. Enjoyed restaurants with sunset bayside, snorkeling excursion off John Pennecamp state park, and the pool and tiki hut on resortPremises! Would return here if back in the area. "
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Kings Kamp
Fishing

Kings Kamp

2.5 star property
8.8 out of 10, Excellent, (23)
"The property is beautiful, nicely renovated and clean. A true gem is a covered patio with grill and a small beach right outside the door. There is plenty of local attractions to choose from near by. We had a fantastic stay and would highly recommend this property. We hope to come back again some day. Thank you!"
Kings Kamp
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
On the beach, sun loungers, beach towels

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (16)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Marina

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (186)
"The property was exactly as described. Great view nice amenities and friendly employees. Great location everything is close by. Already planning on coming back again "
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
VOTED BEST KEY LARGO VACATION RENTAL
Terrace/patio

VOTED BEST KEY LARGO VACATION RENTAL

10.0 out of 10, Exceptional, (82)
"Wonderful property! Very clean, plenty of space, and updated interior. Access to many amenities across the whole property with multiple pools, a swimming lagoon, fishing equipment, bikes, kayaks, and more. Great location to everything in Key Largo and southern Florida activities. Would highly recommend. "
VOTED BEST KEY LARGO VACATION RENTAL
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
On the beach, sun loungers, beach towels

Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

9.4 out of 10, Exceptional, (98)
"Oceans views for miles! Great pool. "
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
Waterfront Tiny House w Pool, Beach, and Boat Dock
Marina

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (61)
"Excelent place "
The price is ￥16,882
￥53,334 total
includes taxes & fees
Oct 28 - Oct 29
Waterfront Tiny House w Pool, Beach, and Boat Dock
Charming Home in Key Largo
Fridge, microwave, oven, stovetop

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"Great location. Very clean very nice, stay there again"
The price is ￥9,158
￥49,476 total
includes taxes & fees
Oct 6 - Oct 7
Charming Home in Key Largo
Amazing Ocean view at Ocean Pointe w/Heated Pool
Terrace/patio

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (39)
"We enjoyed our time at Ocean Point. "
Amazing Ocean view at Ocean Pointe w/Heated Pool
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Beach nearby, sun loungers, beach towels

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (39)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is ￥10,830
￥40,370 total
includes taxes & fees
Oct 28 - Oct 29
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
BeachFront Paradise/By The Glam Homes
Sun loungers

BeachFront Paradise/By The Glam Homes

BeachFront Paradise/By The Glam Homes
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.
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Top Windley Key Hotel Reviews

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

10/10 Excellent
"Nice place great value in key largo. "
david 1-night trip
Posted 1 day ago
Holiday Inn Key Largo by IHG

Find out more about Windley Key

Find out more about Windley Key

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