Windley Key Condo Rentals

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

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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

Tavernier

Stephen

HK$2,423 total

includes taxes & fees

8 Sept - 9 Sept

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a covered pavilion in the background.

2. Amazing Ocean view condo

Tavernier

Jerad E.

HK$2,739 total

includes taxes & fees

31 Aug - 1 Sept

A beach with clear shallow waters, a row of blue lounge chairs, and palm trees.

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

Tavernier

Colleen D.

HK$2,968 total

includes taxes & fees

2 Sept - 3 Sept

A beach with turquoise chairs, a wooden walkway, and a thatched-roof structure.

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

Tavernier

barbara m.

HK$2,622 total

includes taxes & fees

31 Aug - 1 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

5. Sunrise Penthouse 3316 Ocean Pointe 1BR 2BA

Tavernier

Chris

HK$3,169 total

includes taxes & fees

8 Sept - 9 Sept

A room with a dining table, chairs, a sliding glass door to a balcony, and artwork on the walls.

6. Reel Key Largo Escape Ocean Pointe 5209

Tavernier

Ty L.

HK$3,268 total

includes taxes & fees

31 Aug - 1 Sept

A pool area with a palm tree, a showerhead, and blue lounge chairs.

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

Tavernier

mike c.

HK$2,602 total

includes taxes & fees

8 Sept - 9 Sept

8. Aqua Vista Ocean Pointe 3307

Tavernier

Michelle

HK$3,293 total

includes taxes & fees

31 Aug - 1 Sept

A resort with multiple buildings, a swimming pool, tennis courts, and a view of the ocean.

9. Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Tavernier

Christopher R.

HK$3,282 total

includes taxes & fees

31 Aug - 1 Sept

A waterfront property with a dock leading to a building with a blue roof, surrounded by palm trees and a clear sky.

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

Tavernier

Miranda J.

HK$3,429 total

includes taxes & fees

31 Aug - 1 Sept

11. Modern and Coastal Ocean Pointe 2307

Tavernier

Deborah D.

HK$3,484 total

includes taxes & fees

31 Aug - 1 Sept

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

Tavernier

HK$2,690 total

includes taxes & fees

31 Aug - 1 Sept

13. Lazy Daze Double King Suite Ocean Pointe 2310

Tavernier

Haley P.

HK$3,437 total

includes taxes & fees

31 Aug - 1 Sept

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

Tavernier

" 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...

Jessica F.

HK$2,994 total

includes taxes & fees

15 Sept - 16 Sept

A balcony with a table and chairs, a sofa, and a lamp.

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

Tavernier

robert d.

HK$3,338 total

includes taxes & fees

31 Aug - 1 Sept

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

Tavernier

Bryan K.

HK$3,456 total

includes taxes & fees

31 Aug - 1 Sept

A canal with boats docked, surrounded by lush greenery and a clear sky.

17. Ocean View Overlooking Marina Ocean Pointe 5305

Tavernier

Justin C.

HK$3,501 total

includes taxes & fees

31 Aug - 1 Sept

A bay window with two chairs, a table, and a view of a beach with palm trees and a flag.

18. Blue Haven Key Largo | Ocean Pointe 1315

Tavernier

Rodney B.

HK$3,282 total

includes taxes & fees

31 Aug - 1 Sept

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

Tavernier

Katy T.

HK$3,167 total

includes taxes & fees

31 Aug - 1 Sept

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Top Windley Key Hotel Reviews

Lime Tree Bay Resort

8/10 Good

"We stayed at the Lime Tree Bay Resort from August 20-24, 2026. Positives - The main pool was nice. Clean and never crowded. Our room view at sunset was beautiful. The elevator worked properly and the property was clean. We are a retired couple and have never left a negative review. However there are a few things to report. Site is quite isolated. It is 12 miles in one direction and 20 miles in the other to find restaurants and shopping. There is a bar and grill on site so we decided to try and eat there two different times. Both times there was no one there to wait on us. The worst part was regarding the parking spot for our room - 153B. Impossible for parking. We hit a yellow pole while trying to park in our assigned spot. The office did not seem concerned when we reported it. They kept moving us around to empty slots. Finally the assistant manager had us park in the manager’s spot since the manager was gone for a few days. No one asked us about our car damage. We did take photos of our car and the parking spot. The parking was made more difficult because a large vehicle (Yukon) was parked next to us. Our room was not cleaned one day and another day we did not receive clean beach towels. I made many trips to the office which should not have happened. We will not stay at this resort again."

Cheeca Lodge & Spa

10/10 Excellent

"Everything was fabulous. We stayed in a newer building on the beach. The room, service, and staff were all 10/10. Shout out to Dee at the atlantics edge restaurant for her great dinner service. Our room was clean and replenished daily. The pool and poolside service also excellent. The only downside of our stay was the seaweed. The smell was bad at times. We would've liked to spend more time on the beach and look forward to coming back for that."

Drop Anchor

8/10 Good

"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"

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