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Our top choices for Windley Key condo rentals

1. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (43 reviews)
"great stay and value! glad we went with this place for our trip, everyone loved it! beautiful, clean and the pool was great too!"
Canada
Nick
The price is €327
includes taxes & fees
15 Nov - 16 Nov
Florida Keys Getaway - Slps 4 - Ocean View

2. Flamingo Flats | Marina View | Ocean Pointe 5306

Flamingo Flats | Marina View | Ocean Pointe 5306
Tavernier
9.6 out of 10, Exceptional, (9 reviews)
"Great location and prompt support with all questions we had. "
United States
Jim I.
The price is €380
includes taxes & fees
14 Nov - 15 Nov
Flamingo Flats | Marina View | Ocean Pointe 5306

3. Heavenly Hideaway | Ocean View | Ocean Pointe 3306

Heavenly Hideaway | Ocean View | Ocean Pointe 3306
Tavernier
10.0 out of 10, Exceptional, (4 reviews)
"Second time staying in this condo. Great view, clean, and really like the interior design. Looking forward to visiting again next year."
United States
Doug M.
The price is €411
includes taxes & fees
18 Nov - 19 Nov
Heavenly Hideaway | Ocean View | Ocean Pointe 3306

4. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (171 reviews)
"Beautifully appointed, clean and comfortable. This place is worth it! We had a great stay. Location is also excellent. Would definitely stay here again. "
United States
Erica C.
The price is €322
includes taxes & fees
15 Nov - 16 Nov
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

5. Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (53 reviews)
"Excellent accommodations. Unit was even nicer than it looked in pictures, everything was clean and in working order. Enjoyed our stay very much and would definitely stay here again!"
United States
Jerad E.
The price is €296
includes taxes & fees
15 Nov - 16 Nov
Amazing Ocean view condo

6. Ocean Pointe Ocean View w/heated pool beach marina

Ocean Pointe Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (13 reviews)
"Great location and host is great with communication!"
United States
Mary Katherine B.
The price is €314
includes taxes & fees
12 Nov - 13 Nov
Ocean Pointe Ocean View w/heated pool beach marina

7. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (116 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is €338
includes taxes & fees
19 Nov - 20 Nov
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

8. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (46 reviews)
"Wonderful stay! Beautiful view from the balcony"
United States
Katy T.
The price is €334
includes taxes & fees
14 Nov - 15 Nov
Ocean view condo with balcony/marina view

9. Friends' Getaway 1BR w/ Ocean View, Pool & Beach

Friends' Getaway 1BR w/ Ocean View, Pool & Beach
Tavernier
The price is €308
includes taxes & fees
30 Nov - 1 Dec
Friends' Getaway 1BR w/ Ocean View, Pool & Beach

10. The Fishing Shack | 2BR/2BA | Ocean Pointe 2312

The Fishing Shack | 2BR/2BA | Ocean Pointe 2312
Tavernier
The Fishing Shack | 2BR/2BA | Ocean Pointe 2312

11. Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
9.8 out of 10, Exceptional, (25 reviews)
"The property was in a great location, close to several beach bars and restaurants, the condo was so cute and the host was accessible throughout the entire process before and after our stay."
United States
Alicia
The price is €392
includes taxes & fees
16 Nov - 17 Nov
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

12. Lazy Daze | Double King Suite | Ocean Pointe 2310

Lazy Daze | Double King Suite | Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (36 reviews)
"My host is amazing and the property was incredible. Highly recommended."
United States
Jean V.
The price is €401
includes taxes & fees
17 Nov - 18 Nov
Lazy Daze | Double King Suite | Ocean Pointe 2310

13. Ocean View Gem | 2 Balconies | Ocean Pointe 3406

Ocean View Gem | 2 Balconies | Ocean Pointe 3406
Tavernier
9.8 out of 10, Exceptional, (11 reviews)
"We absolutely loved our stay. The amenities were great, the place was clean and comfortable. We will definitely be back!"
United States
Kate D.
The price is €388
includes taxes & fees
29 Nov - 30 Nov
Ocean View Gem | 2 Balconies | Ocean Pointe 3406

14. Tiki Time | Top Floor King | Ocean Pointe 1413

Tiki Time | Top Floor King | Ocean Pointe 1413
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"The host was excellent, they reached out often and very attentive. The condo is beautifully decorated and super clean. It is a small condo but perfect for a couple. It has numerous amenities and has lots of extras for your use. We would definitely stay here again!"
United States
Constance W.
Tiki Time | Top Floor King | Ocean Pointe 1413

15. Starfish Seas | Ocean View | Ocean Pointe 1302

Starfish Seas | Ocean View | Ocean Pointe 1302
Tavernier
9.8 out of 10, Exceptional, (30 reviews)
"The space was family friendly and worked well for our stay. The pool area was very clean and the Island Grill on site was great for snacks and drinks while we swam."
United States
Miranda J.
Starfish Seas | Ocean View | Ocean Pointe 1302

16. Coastal Retreat, Pool, Marina, Ocean View, FL Keys

Coastal Retreat, Pool, Marina, Ocean View, FL Keys
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"The Perfect Coastal Getaway!We had an amazing weekend stay! The apartment is in the perfect location at the beginning of the Keys, with shops conveniently nearby. From the moment we arrived, we felt like we were in a true coastal retreat—the apartment was spotless, beautifully organized, cozy, and equipped with everything we needed to cook, relax, and enjoy quality family time.Honestly, we didn’t even need to leave the complex! The amenities were fantastic, with a beautiful pool and bar, a small...
United States
Manuel S.
The price is €348
includes taxes & fees
15 Nov - 16 Nov
Coastal Retreat, Pool, Marina, Ocean View, FL Keys

17. Blue Haven | Nature View 2BR | Ocean Pointe 1315

Blue Haven | Nature View 2BR | Ocean Pointe 1315
Tavernier
9.8 out of 10, Exceptional, (17 reviews)
"Loved this condo. Had all the amenities we needed and was super clean and tidy. Will definitely be staying here again. "
United States
Rodney B.
Blue Haven | Nature View 2BR | Ocean Pointe 1315

18. Across from Pool | Sleeps 6 | Ocean Pointe 3212

Across from Pool | Sleeps 6 | Ocean Pointe 3212
Tavernier
9.8 out of 10, Exceptional, (160 reviews)
"Great place!"
United States
Anonymous traveller
Across from Pool | Sleeps 6 | Ocean Pointe 3212

19. Marina & Ocean View 2BR | Ocean Pointe 5305

Marina & Ocean View 2BR | Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (27 reviews)
"Great place to stay and if you are fishing this is the building closest to the fish cleaning station."
United States
Justin C.
Marina & Ocean View 2BR | Ocean Pointe 5305

20. Sky Blue Escape | Ocean View | Ocean Pointe 1314

Sky Blue Escape | Ocean View | Ocean Pointe 1314
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"The place was exactly as advertised and the location was perfect! Our host was very informative and provided all the details for a seamless checkin."
United States
Bryan K.
Sky Blue Escape | Ocean View | Ocean Pointe 1314
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.

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

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

Top reviews in Windley Key

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