Leeward Key (Destin, Florida) Vacation Rentals

(8 rentals)
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2 BR | 2 BA | Sleeps 6 | Quick View

5
owner special
Owner special: $200 Off Any open August week! Use coupon "lastminute" at booking and SAVE BIG!

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

$228

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool

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!"

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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2 BR | 2 BA | Sleeps 6 | Quick View

4
last minute deal
LAST MINUTE DEAL 7/14 - 8/30: *AUGUST SPECIAL*. TAKE $400 OFF ANY OPEN WEEK IN AUGUST BOOK NOW!! CODE:AUG400

Distance to beach: 30 yards to Leeward Key Private Beach

$224

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool

About this property

1 King Bedroom, 1 Queen Bedroom, 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 /** Completely Remodeled. **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! This corner ...

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Property Type

Destin Condo

"Perfect Place"

Beautifully decorated condo! Was not sure about being across the street but it turned out this was the easiest access to the beach I’ve ever had. The pool basically sits on the beach! Very easy to load ...

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DEAL

2 BR | 2 BA | Sleeps 6 | Quick View

owner special
Owner special: $200 Off Any open August week! Use coupon "lastminute" at booking and SAVE BIG!

Distance to beach: 30 yards to Leeward Key Private Beach

$196

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

"Villa Vanilla - Unit 206"2 King Bedrooms, 1 Queen Sofa Bed / 2 Full Bath / Gulf Views / Sleeps 6 Villa Vanilla is a 2nd floor Gulf view corner condo unit in the highly sought-after Leeward Key condominium. You can literally be at the beach in 20 seconds! This corner unit has been updated ...

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Property Type

Destin Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

owner special
Owner special: $200 Off Any open August week! Use coupon "lastminute" at booking and SAVE BIG!

$227

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

" Sunny Money "Unit 703Leeward Key CondominiumNew Listing!2023 Newly Remodeled!2 King Bedrooms + 1 Queen / 2 Bath / Gulf Views / Sleeps 6Welcome to your perfect beachfront getaway! This stunning gulf-view condo in Destin, Florida offers breathtaking views of the ...

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Property Type

Destin Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

6
owner special
Owner special: $200 Off Any open August week! Use coupon "lastminute" at booking and SAVE BIG!

$223

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool

About this property

Steel Aweigh - Unit 1004 Leeward Key Condominium2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6[**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’ ceilings and ...

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Property Type

Destin Condo

"Fantastic Condo"

We had a great stay. We loved the view and balcony. It was very clean and beautiful. They had everything you need for your stay. It was very close to everything. It was modern. The pools are very clean ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3
owner special
Owner special: $200 Off Any open August week! Use coupon "lastminute" at booking and SAVE BIG!

$225

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

" Sandy Assets "Unit 702Leeward Key Condominium 2 King Bedrooms + 1 Queen Murphy 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

"Fall in Florida"

Second time staying at Sandy Assets with each trip for two weeks. Very nice condo and area to stay. Also enjoy the beach setup that is included with the remtal. We like Leeward Key and already have reservations ...

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2 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.1 miles to Private Beach at Leeward Key

$283

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Elegant luxury at the beach! This gulf view condo is completely renovated with 2 bedrooms and 2 bathrooms. Each bedroom has a king bed and en-suite. The living room has a queen sized Murphy bed to sleep 6 guests comfortably. There are beautiful views of the Gulf of Mexico from the kitchen, living room, ...

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Property Type

Destin Condo

"Five Star Plus!"

What a marvelous condo. The place was immaculately clean. The decor was absolutely beautiful. The ocean view was awe inspiring. The place felt very safe and secure. There were several great food venues ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to the best view of the ocean on the most spectacular stretch of the beach in Florida. This completely remodeled 2 bedroom & 2 bath condo is located on the fourth floor and has granite countertops and tile floors throughout. This unit comfortably sleeps 6 with a king bed in the master suite ...

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Property Type

Destin Condo

"Wonderful condo for my 50th bday!"

We absolutely loved everything about your condo. It was clean, beds were super comfy, kitchen was stocked with everything we needed. The location is great and the view is beautiful. Thank you Carl for everything! ...

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Leeward Key (Destin, Florida) Vacation Rentals