Search Apartments in Windley Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Windley Key Apartments

Key Largo Cottages
Sailboats glide effortlessly across the calm waters.

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (21)
"The stay was great and the property manager Jenn was amazing. Would stay again"
Key Largo Cottages
Florida Keys Getaway w/ Stunning Ocean Views
Enjoy meals and ocean views from this kitchen, which features a microwave and oven, and opens to a balcony with a serene outdoor space.

Florida Keys Getaway w/ Stunning Ocean Views

3.5 star property
Florida Keys Getaway w/ Stunning Ocean Views
Half Mi to Downtown Key Largo: Studio w/ Yard
Interior

Half Mi to Downtown Key Largo: Studio w/ Yard

3.0 star property
Half Mi to Downtown Key Largo: Studio w/ Yard
Boaters Retreat in Islamorada
Relax by the serene pool, surrounded by lush greenery and a marina with boats.

Boaters Retreat in Islamorada

2.0 star property
Boaters Retreat in Islamorada
The Caribbean Resort Malayan Palm North
Relax on a well-maintained beach with a wooden deck, pool, and ocean views.

The Caribbean Resort Malayan Palm North

3.5 star property
The Caribbean Resort Malayan Palm North
Key Largo Condo - Community Pool, Marina & Beach!
Apartment (2 Bedrooms) | Interior

Key Largo Condo - Community Pool, Marina & Beach!

3.5 star property
Key Largo Condo - Community Pool, Marina & Beach!
Serenity in Islamorada
Relax by the oceanfront pool surrounded by lounge chairs and a covered seating area.

Serenity in Islamorada

2.0 star property
Serenity in Islamorada
Modern Keys Penthouse W Private Beach Pool
Relax in a comfortable seating area with a sofa and wicker chairs, overlooking the ocean.

Modern Keys Penthouse W Private Beach Pool

2.0 star property
Modern Keys Penthouse W Private Beach Pool
Beachfront Tavernier Abode w/ Balcony & Bay Views!
Apartment (2 Bedrooms) | Interior

Beachfront Tavernier Abode w/ Balcony & Bay Views!

3.0 star property
Beachfront Tavernier Abode w/ Balcony & Bay Views!
Half Mi to Marina: Apt w/ Pool Access in Key Largo
Relax in this serene outdoor space with a wooden deck, perfect for dining or unwinding in the company of nature.

Half Mi to Marina: Apt w/ Pool Access in Key Largo

2.5 star property
Half Mi to Marina: Apt w/ Pool Access in Key Largo
Key Largo Getaway w/ Bay Views + Pool Access!
Apartment (2 Bedrooms) | Interior

Key Largo Getaway w/ Bay Views + Pool Access!

3.0 star property
Key Largo Getaway w/ Bay Views + Pool Access!
Keys Life Condo in Islamorada
Waterfront hotel with balconies and a cohesive design theme.

Keys Life Condo in Islamorada

2.0 star property
Keys Life Condo in Islamorada
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free