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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Browse Select Windley Key Holiday Homes

Angler's Reef Resort by KeysCaribbean
Outdoor pool

Angler's Reef Resort by KeysCaribbean

3.5 star property
9.0 out of 10, Wonderful, (14)
"Overall 4.5 stars. The house/villa itself needs a bit of checking up on like under the back deck and head the beat in a carpet nail on the stairs. Also the master suite backs into the edge of the property and you can hear the traffic outside very clearly all day+night, it was not the best for sleeping once people really hit the road in the early morning. The rest was great. Large beds and TVs, full kitchen and grill, patio seating was nice. But really it was about the outside time. Hardly anyone...
Angler's Reef Resort by KeysCaribbean
Mariner's Club Key Largo by KeysCaribbean
2 outdoor pools, open 10:00 AM to 6:00 PM, pool loungers

Mariner's Club Key Largo by KeysCaribbean

3.5 star property
7.4 out of 10, Good, (263)
"The smell of mold was very strong. We did not spend the evening. Very difficult to breathe. "
Mariner's Club Key Largo by KeysCaribbean
Midnight Runner by Florida Keys Luxury Rentals
House, 5 Bedrooms | Pool

Midnight Runner by Florida Keys Luxury Rentals

4.0 star property
Midnight Runner by Florida Keys Luxury Rentals
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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Other property types in Windley Key

Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (459)
"Expedia let me down. I ordered a room with two beds, and when we arrived, they gave me a room with a king bed. We are two hetero men on a fishing trip, and we were not really wanting to share a bed. BP blamed it on Expedia and said they couldn't give me a different room and said they didn't have another room with two beds to give us anyway. They did give us a roll-away bed, but the couch was more comfortable! We toughed it out in the King bad, but that was a bad start to the stay! "
The price is ₹10,516
₹16,260 total
includes taxes & fees
21 May - 22 May
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (58)
"Everything was perfect. Every detail has been thought of. The rooms were immaculate and so well decorated. The property is really well maintained. We loved all of the games around the resort as well. Highly recommend! "
The price is ₹45,401
₹55,777 total
includes taxes & fees
5 May - 6 May
The Islands of Islamorada
Key Largo Cottages
Beach/ocean view

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."
Key Largo Cottages
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.