Leeward Key (Destin, Florida) Vacation Rentals

(5 rentals)
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Gulf VIEWS! Pearly Whites *NEW* Leeward Key 503 - Destin Florida

2 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 35 yards to Private Beach On-site with Pool

$141

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Communal pool
  • Full kitchen
  • Kid friendly

About this property

Pearly Whites - Unit 503 Leeward Key Condominium2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 / ** Completely Remodeled. Everything is NEW with high-end luxurious appointments!! ** Your family will have an awesome beach vacation when staying at Pearly Whites. This family ...

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Property Type

Destin Condo

"Perfection on the Beach! Pet Friendly & Elegant!"
Reviewed October 28, 2019

Pictures do not lie! Jay was great in his communication, he is very responsive, he allowed us to extend the stay and gave us a late check out. Unit is exactly like pictures, beautifully redone from top ...

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Sandy Assets *Gulf VIEWS! *NEW* Leeward Key 702

$151

avg/night

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Key Amenities

  • Air conditioning
  • Communal pool
  • Full kitchen
  • Kid friendly

About this property

" Sandy Assets "Unit 702Leeward Key Condominium 2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 ** Completely Remodeled for 2021 Season. NEW Rental ** Your family will have an awesome beach vacation when staying at Sandy Assets. This family friendly unit ...

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Property Type

Destin Condo

"Fabulous Leeward Key Unit"
Reviewed June 14, 2021

My family has been coming to Destin for 20 years. This is our 5 unit, 7 times total, staying at Leeward Key. The property itself is wonderful. It has ample private parking with 2 pools, one with ocean view ...

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Gulf VIEWS! - Steel Aweigh - Leeward Key 1004 - Destin Florida -

2 BR | 2 BA | Sleeps 6 | Quick View

3
Owner special: $250 off last-minute special!! Any open October or November week. Use coupon code Fall and SAVE!!

$117

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Communal pool
  • Full kitchen
  • Kid friendly

About this property

Steel Aweigh - Unit 1004 Leeward Key Condominium2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 / Pet Friendly[**If this unit is booked, we have other units in this same building and also in this area**]Steel Aweigh is an upscale 10th floor Gulf Front condo with 10’ ...

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Property Type

Destin Condo

"Spectacular Stay!!"
Reviewed January 10, 2021

We decided to escape dreary Ohio with our parents and started off our stay in Orange Beach, AL for a week, we were not yet ready to go home and had heard great things about Destin and came upon this beautiful ...

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Sail Aweigh - Ground Floor Unit - Steps to Beach - Gulf Views!

2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 30 yards to Leeward Key Private Beach

$130

avg/night

View Details

Key Amenities

  • Air conditioning
  • Communal pool
  • Full kitchen
  • Kid friendly
  • Oceanfront

About this property

1 King Bedroom, 1 Queen Bedroom, 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 / ** Completely Remodeled. Everything is NEW ** Sail Aweigh is a high-end coastal-themed first-floor Gulf view condo in the highly sought-after Leeward Key condominium. You can literally be at the beach in 20 seconds! ...

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Property Type

Destin Condo

"Happy Camper"
Reviewed March 19, 2020

It was a beautiful condo all fully equipped ! The bed was very comfortable and having the patio was a plus ! The pool was great but the best was to be on the beach but on the deck that surrounds the pool ...

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Gulf VIEWS! SLIP AWEIGH *NEW* Leeward Key 504 - Free Beach Set-up

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 30 yards to Leeward Key Private Beach

$141

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Communal pool
  • Full kitchen
  • Kid friendly
  • Oceanfront

About this property

2 King Bedrooms + 1 Queen Murphy Bed / 2 Bath / Gulf Views / Sleeps 6 / ** Completely Remodeled for 2019 Season. NEW Rental ** Slip Aweigh is a Gulf-view luxury condo that offers, by day, an impressive view of the beautiful emerald coast and, by night, a stunning and sophisticated evening ambiance. ...

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Property Type

Destin Condo

"Unbelievable vacation getaway!"
Reviewed January 10, 2021

We had the pleasure to escape the Ohio dreary weather and took a chance on this unit. We have stayed all over and have been duped by photos before but decided to take a chance and check this place out. ...

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Leeward Key (Destin, Florida) Vacation Rentals