Windley Key Vacation Rentals

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Our top choices for Windley Key vacation rentals

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (135 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is ¥27,216
¥52,423 total
includes taxes & fees
Feb 25 - Feb 26
Treasure Harbor

Aparthotel in Key Largo

Kings Kamp
2.5 star property
8.4 out of 10, Very Good, (30 reviews)
"Clean room, Beautiful view of the sea from the room window."
United States
Serhiy
Kings Kamp
3.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is ¥142,646
¥160,477 total
includes taxes & fees
Feb 24 - Feb 25
Premium Floating Bungalow by Stay Ombi

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is ¥139,390
¥165,360 total
includes taxes & fees
Feb 26 - Feb 27
The Islands of Islamorada

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (623 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is ¥32,708
¥44,833 total
includes taxes & fees
Mar 17 - Mar 18
Breezy Palms Resort
10.0 out of 10, Exceptional, (111 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is ¥43,414
¥86,053 total
includes taxes & fees
Mar 10 - Mar 11
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
8.8 out of 10, Excellent, (42 reviews)
"The condo was renovated, and very nicely decorated, very clean and cozy. We enjoyed our short stay. Community and pool were good too. "
United States
Lina
The price is ¥45,352
¥83,970 total
includes taxes & fees
Mar 8 - Mar 9
Ocean view condo with balcony/marina view
9.6 out of 10, Exceptional, (125 reviews)
"We had a wonderful time host was responsive and the property was perfect for our needs"
United States
Mike C.
The price is ¥53,083
¥100,477 total
includes taxes & fees
Mar 11 - Mar 12
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
9.8 out of 10, Exceptional, (35 reviews)
"Very clean, lots of things to do for the kids on property - large pool and hot tub, tennis and pickle ball courts, and a small beach. "
United States
Robert F.
Coastal comfort in Ocean Pointe Suites.
9.6 out of 10, Exceptional, (7 reviews)
"Great location and prompt support with all questions we had. "
United States
Jim I.
The price is ¥64,966
¥121,215 total
includes taxes & fees
Mar 19 - Mar 20
Flamingo Flats Ocean Pointe 5306 2BR/2BA
The price is ¥168,229
¥202,356 total
includes taxes & fees
Mar 3 - Mar 4
Premium Floating Bugalow by Stay Ombi in the Keys with Stunning Ocean Views.
9.6 out of 10, Exceptional, (65 reviews)
"Absolutely wonderful. Clean, comfortable and lovely location. Best one so far we have stayed in, in this block."
United Kingdom
June T.
The price is ¥56,593
¥124,350 total
includes taxes & fees
Mar 13 - Mar 14
LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!
10.0 out of 10, Exceptional, (162 reviews)
"Very clean and quiet location. Beds were comfy and all necessities were provided. Would definately recommend!"
United States
Arielle F.
The price is ¥40,313
¥81,634 total
includes taxes & fees
Mar 24 - Mar 25
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
9.8 out of 10, Exceptional, (16 reviews)
"Great place, marina and restaurant on site. "
United States
Gay M.
The price is ¥61,245
¥114,970 total
includes taxes & fees
Mar 12 - Mar 13
Ocean View Corner Penthouse Ocean Pointe 5416
9.8 out of 10, Exceptional, (46 reviews)
"Would stay there again."
Canada
jamie g.
The price is ¥44,189
¥86,460 total
includes taxes & fees
Mar 9 - Mar 10
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
9.8 out of 10, Exceptional, (172 reviews)
"Loved this place and will stay again if we go back to the Keys. Gated community with golf cart to go to the pier with great community resources, grills and sitting areas. Favorite part was the lagoon in the middle of the community not far from the screened in back porch. Full of fish you can swim with and calm beach area that is clean and nice with shade when you need it. We didn’t want to leave this place. Highly recommend!!"
United States
Chandler G.
The price is ¥130,707
¥219,667 total
includes taxes & fees
Mar 18 - Mar 19
NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is ¥30,390
¥74,412 total
includes taxes & fees
Mar 4 - Mar 5
3212 Across from Pool * King & Queen/Twin Bunk Bed

Apartment in Tavernier

Dazzling Ocean Pointe -OP-Main
9.0 out of 10, Wonderful, (90 reviews)
"Great place to stay. Fantastic property grounds. Amazing pool and spa area. Beach is mediocre at best but there are plenty of other beaches around to visit close by. All in all beautiful place to vibe. "
United States
Michael H.
Dazzling Ocean Pointe -OP-Main
10.0 out of 10, Exceptional, (49 reviews)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is ¥63,353
¥118,253 total
includes taxes & fees
Mar 4 - Mar 5
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is ¥39,693
¥87,082 total
includes taxes & fees
Mar 11 - Mar 12
Lazy Daze Double King Suite Ocean Pointe 2310
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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Top Windley Key Hotel Reviews

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