Search Windley Key Cottage Rentals from CA $316

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Exterior

Hotel in Islamorada

Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1,005 reviews)
"Loved this place "
United States
Amber
The price is CA $319
CA $407 total
includes taxes & fees
Mar 11 - Mar 12
Drop Anchor
Exterior

Motel in Islamorada

Fisher Inn Resort & Marina
3.5 star property
8.4 out of 10, Very good, (1,005 reviews)
"Great little seaside place."
United States
Patience
The price is CA $335
CA $421 total
includes taxes & fees
Mar 9 - Mar 10
Fisher Inn Resort & Marina
Classic Room, Patio, Garden View

Hotel in Islamorada

The Ocean View Inn & Pub
2.0 star property
9.0 out of 10, Wonderful, (17 reviews)
"Great stay! Loved this property and staff. Clean and convenient. "
United States
Pamela
The price is CA $317
CA $357 total
includes taxes & fees
Mar 15 - Mar 16
The Ocean View Inn & Pub
In-room safe, individually decorated, individually furnished

Resort in Islamorada

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
9.0 out of 10, Wonderful, (163 reviews)
"Spotless room, friendly staff, excellent food"
United States
Denise
The price is CA $568
CA $730 total
includes taxes & fees
Mar 23 - Mar 24
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

Hotel in Islamorada

Coconut Cove Resort and Marina
3.0 star property
9.2 out of 10, Wonderful, (206 reviews)
"Would stay again"
United States
Jordan
The price is CA $531
CA $597 total
includes taxes & fees
Mar 10 - Mar 11
Coconut Cove Resort and Marina
Front of property

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (137 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is CA $258
CA $483 total
includes taxes & fees
Mar 10 - Mar 11
Treasure Harbor
Suite 10 Not Pet-Friendly | Terrace/patio

Hotel in Key Largo

Sunset Cove Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1,008 reviews)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
The price is CA $332
CA $373 total
includes taxes & fees
Mar 22 - Mar 23
Sunset Cove Beach Resort
Aerial view

Hotel in Key Largo

Largo Resort
3.0 star property
9.4 out of 10, Exceptional, (300 reviews)
"Alex was amazing and highly recommend for future stays. Bungalow serenity was so nice and spacious. Had some trouble with the getting the TV to work but the pool and views was stunning. A great place to get away from everyday stresses and relax. "
United States
Kevin
The price is CA $343
CA $476 total
includes taxes & fees
Apr 5 - Apr 6
Largo Resort
Premier Cottage, Bay View | Terrace/patio

Hotel in Rock Harbor

Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1,105 reviews)
"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."
United States
Harry
The price is CA $319
CA $359 total
includes taxes & fees
Mar 26 - Mar 27
Rock Reef Resort
Garden view

Hotel in Key Largo

Hampton Inn Key Largo Manatee Bay
2.5 star property
8.8 out of 10, Excellent, (1,008 reviews)
"Nice little hotel. We had a good stay. "
United States
Ceyda
The price is CA $349
CA $392 total
includes taxes & fees
Mar 12 - Mar 13
Hampton Inn Key Largo Manatee Bay
Exterior

Lodge in Rock Harbor

Bay Harbor Lodge
3.0 star property
9.4 out of 10, Exceptional, (670 reviews)
"Clean, quiet "
United States
Thomas
The price is CA $362
CA $408 total
includes taxes & fees
Mar 6 - Mar 7
Bay Harbor Lodge
Exterior

Hotel in Rock Harbor

Seafarer Key Largo
2.0 star property
9.4 out of 10, Exceptional, (156 reviews)
"Clean room, friendly staff "
United States
Quaid
The price is CA $295
CA $352 total
includes taxes & fees
Mar 10 - Mar 11
Seafarer Key Largo
Exterior

Hotel in Key Largo

Marina Del Mar Resort and Marina
2.0 star property
8.4 out of 10, Very good, (1,728 reviews)
"Wonderful place to stay!"
United States
Tempie
The price is CA $282
CA $356 total
includes taxes & fees
Mar 11 - Mar 12
Marina Del Mar Resort and Marina
Two Queen Beds Water View

Motel in Tavernier

Creekside Inn
2.5 star property
7.8 out of 10, Good, (1,015 reviews)
"Room was clean, spacious with a wonderful canal view. "
Canada
Richard
The price is CA $326
CA $367 total
includes taxes & fees
Apr 2 - Apr 3
Creekside Inn
Private beach, scuba diving, snorkeling, kayaking

Hotel in Key Largo

Amoray Dive Resort
2.0 star property
9.2 out of 10, Wonderful, (1,003 reviews)
"Staff was awesome and our townhouse was gorgeous!!"
United States
Traci
The price is CA $353
CA $436 total
includes taxes & fees
Mar 11 - Mar 12
Amoray Dive Resort
Exterior

Hotel in Key Largo

Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1,687 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is CA $306
CA $378 total
includes taxes & fees
Mar 8 - Mar 9
Bayside Inn Key Largo
Standard Studio, Accessible | Terrace/patio

Guesthouse in Islamorada

Ragged Edge Resort & Marina
2.5 star property
9.6 out of 10, Exceptional, (230 reviews)
"Great ocean view!"
United States
Eric
Ragged Edge Resort & Marina
Exterior

Hotel in Key Largo

The Pelican Key Largo Cottages
2.0 star property
9.0 out of 10, Wonderful, (1,008 reviews)
"Great place to stay "
Australia
Magnus
The price is CA $280
CA $316 total
includes taxes & fees
Mar 22 - Mar 23
The Pelican Key Largo Cottages
Front of property - evening/night

Hotel in Key Largo

Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1,003 reviews)
"Great place"
United States
Jason
The price is CA $318
CA $373 total
includes taxes & fees
Apr 5 - Apr 6
Drift Hotel
Deluxe Studio Suite | Balcony

Hotel in Key Largo

Waterside Suites & Marina
3.5 star property
9.0 out of 10, Wonderful, (1,233 reviews)
"Beautiful setting."
United States
Jeri
The price is CA $414
CA $505 total
includes taxes & fees
Mar 18 - Mar 19
Waterside Suites & Marina
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.
View all properties

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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Couldn't say enough good things about this place! Right on the water! Super clean facility - seemed new! Ready for the differentiator? The breakfast team! MADE TO ORDER OMELET OR EGGS! So awesome!! Salt Water and Fresh Water Pools! Hot tub! Yup, we will be back! March '26"
Colby 3-night trip
Posted 7 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Cottages information

Number of reviews
15,687
Accommodation
46 Cottages
Lowest Price
CA $316
Highest Price
CA $730

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