A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Find and Compare Windley Key Condo Resort Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (227 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is CA $372
CA $522 total
includes taxes & fees
Aug 11 - Aug 12
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,005 reviews)
"Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful."
United States
Melissa
The price is CA $199
CA $273 total
includes taxes & fees
Jul 26 - Jul 27
Drop Anchor

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (273 reviews)
"Nice Relaxing family friendly spot!"
United States
Sean
The price is CA $268
CA $301 total
includes taxes & fees
Jul 15 - Jul 16
Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,006 reviews)
"Location and convenience"
United States
Kim
The price is CA $182
CA $251 total
includes taxes & fees
Jul 20 - Jul 21
Fisher Inn Resort & Marina

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.0 out of 10, Wonderful, (26 reviews)
"Food was excellent and the staff was delightful. Very accommodating"
United States
Mark
The price is CA $227
CA $255 total
includes taxes & fees
Jul 15 - Jul 16
The Ocean View Inn & Pub

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,024 reviews)
"Nice location, great staff"
United States
sergio
The price is CA $174
CA $196 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn Key Largo Manatee Bay

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,495 reviews)
"Nice place to stay!!!"
United States
Tula
The price is CA $296
CA $389 total
includes taxes & fees
Jul 26 - Jul 27
Reefhouse Resort & Marina

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,166 reviews)
"Nice relaxing resort"
United States
Benjamin jacob
The price is CA $157
CA $177 total
includes taxes & fees
Jul 13 - Jul 14
Rock Reef Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,756 reviews)
"Love the place very clean and peaceful"
United States
Elizabeth
The price is CA $231
CA $340 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,014 reviews)
"Great stay"
United States
Edgar
The price is CA $395
CA $522 total
includes taxes & fees
Aug 11 - Aug 12
Playa Largo Resort & Spa, Autograph Collection

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,381 reviews)
"It was amazing place, highly recommend, thdy have really good view☺️"
United States
Tuba
The price is CA $185
CA $271 total
includes taxes & fees
Aug 2 - Aug 3
Lime Tree Bay Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,416 reviews)
"Very well situated to everything we needed to get to. Nice amenities."
United States
Elizabeth
The price is CA $149
CA $208 total
includes taxes & fees
Jul 19 - Jul 20
Waterside Suites & Marina

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (332 reviews)
"Very relaxing and low key spot with lots of fun outdoor amenities, staff got us into our room early and were super helpful and friendly. Would stay here again."
United States
Michelle
The price is CA $339
CA $421 total
includes taxes & fees
Jul 14 - Jul 15
Kona Kai Resort and Gallery - Adults Only

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,007 reviews)
"Love these cozy motel-resorts that only the keys know how to pull off!"
United States
Amanda
The price is CA $172
CA $193 total
includes taxes & fees
Jul 13 - Jul 14
Sunset Cove Beach Resort

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Clean and super cute"
United States
Daniel
The price is CA $155
CA $191 total
includes taxes & fees
Jul 14 - Jul 15
Drift Hotel

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1,006 reviews)
"The property was absolutely gorgeous. The amenities were amazing! The entire staff were so helpful and attentive. Took a snorkeling tour out on the boat that we absolutely loved. Everything was perfect! We can’t wait to return!!!!"
United States
Samantha
The price is CA $190
CA $253 total
includes taxes & fees
Jul 15 - Jul 16
Amoray Dive Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,347 reviews)
"The room and property are clean and the staff is friendly and helpful."
United States
Brenna
The price is CA $237
CA $370 total
includes taxes & fees
Aug 12 - Aug 13
Cheeca Lodge & Spa

Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (547 reviews)
"Nice quiet family friendly place to stay"
United States
James
The price is CA $259
CA $347 total
includes taxes & fees
Jul 13 - Jul 14
Coconut Palm Inn

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,779 reviews)
"Great place to stay!"
United States
orlando
The price is CA $160
CA $216 total
includes taxes & fees
Aug 2 - Aug 3
Bayside Inn Key Largo

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,015 reviews)
"Is a place to relax, can visit many restaurants and places from this location."
United States
Jorge
The price is CA $180
CA $203 total
includes taxes & fees
Jul 14 - Jul 15
Creekside Inn
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

Top Windley Key Hotel Reviews

Find out more about Windley Key

Windley Key Condo Resorts information

Number of reviews
20,418
Accommodation
0 Condo Resorts
Lowest Price
CA $123
Highest Price
CA $413

Explore a world of travel with Expedia