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

Search and Rent Windley Key Condos

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Windley Key condo rentals

A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

1. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (38 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$284 nightly
The price is $315
Oct 4 - Oct 5
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
A beach with palm trees, a thatched-roof hut, and beach chairs.

2. Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
Tavernier
9.6 out of 10, Exceptional, (233 reviews)
"Our stay was excellent. The home was immaculate and had everything we needed. We would definitely stay here again."
United States
Chris
$332 nightly
The price is $369
Sep 12 - Sep 13
Total with taxes and fees
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$390 nightly
The price is $434
Sep 9 - Sep 10
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A wooden deck with a thatched roof, overlooking the sea.

4. Toes in the Sand - 2 Bedroom Condo Sleeps 4

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Tavernier
10.0 out of 10, Exceptional, (47 reviews)
"Room was perfect for what we needed - would book again."
United States
Stephanie V.
$356 nightly
The price is $395
Sep 9 - Sep 10
Total with taxes and fees
Toes in the Sand - 2 Bedroom Condo Sleeps 4
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

5. Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.6 out of 10, Exceptional, (10 reviews)
"We had a great time and the property was the center-point of our stay. Thanks for making it easy!"
United States
Ty L.
$363 nightly
The price is $396
Sep 9 - Sep 10
Total with taxes and fees
Reel Key Largo Escape Ocean Pointe 5209

6. Flamingo Flats Ocean Pointe 5306 2BR/2BA

Flamingo Flats Ocean Pointe 5306 2BR/2BA
Tavernier
9.6 out of 10, Exceptional, (9 reviews)
"Great location and prompt support with all questions we had. "
United States
Jim I.
$359 nightly
The price is $391
Sep 9 - Sep 10
Total with taxes and fees
Flamingo Flats Ocean Pointe 5306 2BR/2BA
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

7. Sunrise Penthouse 3316 Ocean Pointe 1BR 2BA

Sunrise Penthouse 3316 Ocean Pointe 1BR 2BA
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay! The space had everything we needed and was very comfortable. It is spacious, has an excellent bed and updated finishes. The pool is a great spot to hang out with plenty of chairs. The management team was very helpful and responsive to all of our needs (even on the 4th holiday!). Would definitely stay again."
United States
Chris
$369 nightly
The price is $399
Sep 11 - Sep 12
Total with taxes and fees
Sunrise Penthouse 3316 Ocean Pointe 1BR 2BA

8. Aqua Vista Ocean Pointe 3307

Aqua Vista Ocean Pointe 3307
Tavernier
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
$379 nightly
The price is $411
Sep 9 - Sep 10
Total with taxes and fees
Aqua Vista Ocean Pointe 3307
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

9. Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (29 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.
$413 nightly
The price is $449
Sep 12 - Sep 13
Total with taxes and fees
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
A kitchen with a microwave, coffee maker, and stove, wooden cabinets, and a teal wall with decorative items.

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

Coastal Retreat, Pool, Marina, Ocean View, FL Keys
Tavernier
10.0 out of 10, Exceptional, (1 review)
" Perfect Florida Keys Getaway!We had an amazing stay at this Ocean Pointe condo in Tavernier! The unit was spotless, beautifully decorated, and equipped with everything we needed for a comfortable vacation. The beds were comfortable, the kitchen was well stocked, and the views made every morning special.The Ocean Pointe property itself is fantastic, with a beautiful heated pool, hot tub, private beach, marina, tennis and pickleball courts, and impeccably maintained grounds. It’s the perfect...
United States
Jessica F.
$341 nightly
The price is $379
Sep 15 - Sep 16
Total with taxes and fees
Coastal Retreat, Pool, Marina, Ocean View, FL Keys

11. Ocean View 2BR/2BA Sleeps 6

Ocean View 2BR/2BA Sleeps 6
Tavernier
10.0 out of 10, Exceptional, (136 reviews)
"Very clean and comfortable, wonderful amenities, great view of the ocean, fantastic location and the hosts were so accessible and helpful. We thoroughly enjoyed our stay!"
United States
Deborah D.
$408 nightly
The price is $443
Sep 9 - Sep 10
Total with taxes and fees
Ocean View 2BR/2BA Sleeps 6
A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and greenery.

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)
"Loved the beach and pool."
United States
Haley P.
$413 nightly
The price is $449
Sep 10 - Sep 11
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310
A white building with a blue roof, a flagpole with multiple flags, a thatched-roof structure, and a sandy area with a picnic table.

13. Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
Tavernier
9.8 out of 10, Exceptional, (9 reviews)
$400 nightly
The price is $434
Sep 9 - Sep 10
Total with taxes and fees
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
A beach with turquoise chairs, a wooden walkway, and a thatched-roof structure.

14. Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Nelson was very responsive and a wonderful host. The unit was excellent! The best we have ever stayed in. We will most certainly be back "
United States
barbara m.
$324 nightly
The price is $360
Sep 14 - Sep 15
Total with taxes and fees
Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

15. 1BR Condo w/ Ocean View, Pool & Private Beach

1BR Condo w/ Ocean View, Pool & Private Beach
Tavernier
$321 nightly
The price is $356
Oct 5 - Oct 6
Total with taxes and fees
1BR Condo w/ Ocean View, Pool & Private Beach
A balcony with a view of a green landscape, a potted plant, and a chair.

16. Sky Blue Escape Ocean Pointe 1314/2BA 2BR

Sky Blue Escape Ocean Pointe 1314/2BA 2BR
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.
$400 nightly
The price is $434
Sep 9 - Sep 10
Total with taxes and fees
Sky Blue Escape Ocean Pointe 1314/2BA 2BR
A pool area with a palm tree, a showerhead, and blue lounge chairs.

17. 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)
"It was really fun and the pizza was good."
United States
Antonio R.
$294 nightly
The price is $327
Sep 13 - Sep 14
Total with taxes and fees
Ocean Pointe Ocean View w/heated pool beach marina
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

18. Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | 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.
$380 nightly
The price is $414
Sep 22 - Sep 23
Total with taxes and fees
Blue Haven Key Largo | Ocean Pointe 1315
A modern showerhead with multiple water streams, a tiled wall, and a pool area with blue chairs and a palm tree.

19. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (45 reviews)
"Wonderful stay! Beautiful view from the balcony"
United States
Katy T.
$356 nightly
The price is $396
Sep 9 - Sep 10
Total with taxes and fees
Ocean view condo with balcony/marina view
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

20. Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina 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.
$407 nightly
The price is $442
Sep 9 - Sep 10
Total with taxes and fees
Ocean View Overlooking Marina Ocean Pointe 5305
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

Find out more about Windley Key

Windley Key Condo Rentals information

Number of reviews
409
Accommodation
374 Condo Rentals
Lowest Price
$315
Highest Price
$449

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