Windley Key Vacation Rentals from ₩254,289: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Vacation Rentals in Windley Key

"Wonderful experience - highly recommend!! From check in to check out was great. All staff were very helpful, property was well kept, relaxing, quiet & very easy location to site’s & restaurants. "

₩360,422 total

includes taxes & fees

Mar 25 - Mar 26

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...

₩1,384,391 total

includes taxes & fees

Feb 24 - Feb 25

"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."

₩746,696 total

includes taxes & fees

Feb 25 - Feb 26

Private beach, sun loungers, beach umbrellas, beach towels

"Great place to turn off the iPhone and relax. Bring your snacks, build a charcuterie board or two and pop a cork. Wonderful calm area to kayak or paddle board even if you’re not a pro. Nice bay cove with iguanas! Sue and Steve’s hospitality is exceptional. "

Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view

"We stayed in the Grey Lady and it was the perfect slip! Quiet, views of the bay/mooring field/mangroves. Limited kitchen amenities if you are "eating in". All staff friendly and helpful. WiFi sketchy."

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Other types of properties in Windley Key you may be interested in

3 outdoor pools, a heated pool, pool umbrellas, sun loungers

"We did really enjoy this place. Room and property were clean. I was however frustrated and disappointed that the pool closes at 6pm. One of the things we enjoy most on vacation is swimming at night. 6pm? Way to expensive of a resort to not to be able to use the pool late in the evenings. This is nearly a deal breaker for our familly"

₩875,577 total

includes taxes & fees

Feb 26 - Feb 27

"Great location and facilities along with very nice and helpful staff. "

₩492,120 total

includes taxes & fees

Mar 5 - Mar 6

"Close to the major highway "

₩440,494 total

includes taxes & fees

Feb 26 - Feb 27

Find out more about Windley Key

Search for Vacation rentals in Windley Key on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Windley Key using one of the methods below:

View our selection of featured Vacation rentals in Windley Key
Use the map to find apartments and other Vacation homes in the Windley Key neighbourhood you prefer
Enter your travel dates to view the best deals on Vacation rentals in Windley Key while they last

Look no further and take a look at our great range of rental properties in Windley Key!

Recent reviews of Windley Key properties

5/5 Excellent

"beach and fishing docks "

A verified traveler from grosse ile stayed at The Pelican Key Largo Cottages

Posted 2 days ago

5/5 Excellent

"This is definitely a resort property with upgraded rooms, however there seemed to be more of a focus on cheezy decor rather than guest comfort. There was no table or desk in the room and only one chair. No places to have a snack or use a laptop. Wicker decorative pieces were useless. Daily resort fee charged to include breakfast - no place to eat under cover in bright sun or wet weather. Beach and pool are beautiful. Hot tub - too hot!! Unsafe for adults and especially small children - could cook kids alive. "

A verified traveler from Lewisberry stayed at Chesapeake Beach Resort

Posted 4 days ago

Baker's Cay Resort Key Largo, Curio Collection by Hilton

5/5 Excellent

"This resort was everything my husband and I wanted for a last minute relaxing getaway! I can’t say enough wonderful things about it! From the second we arrived, we were greeted so nicely, felt serene, and instantly relaxed. Great food options, wonderful staff, beautiful rooms, property, pool & beach all fantastic! We will definitely be back!"

A verified traveler stayed at Baker's Cay Resort Key Largo, Curio Collection by Hilton

Posted 4 days ago

Explore a world of travel with Expedia

All accommodation types in Windley Key

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Windley Key Vacation Rentals

Plan, book, stay with confidence

Check prices for these dates

Vacation Rentals in Windley Key

Breezy Palms Resort

The Islands of Islamorada

Key Largo Cottages

Island Bay Resort

Mangrove Marina and Resort Aqualodge Houseboats

Other types of properties in Windley Key you may be interested in

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

Find out more about Windley Key

Recent reviews of Windley Key properties

The Pelican Key Largo Cottages

Waterside Suites & Marina

Marina Del Mar Resort and Marina

Bayside Inn Key Largo

Holiday Inn Key Largo, an IHG Hotel

Islander Resort

Coconut Cove Resort and Marina

Chesapeake Beach Resort

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Explore a world of travel with Expedia

Expedia's Latest Trends