Leeward Key (Destin, Florida) Vacation Rentals

(7 rentals)
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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

$171

avg/night

$171
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

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

Featured review

"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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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Leeward Key Private Beach

$151

avg/night

$151
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

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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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$176

avg/night

$176
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

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

Featured review

"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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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$170

avg/night

$170
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

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

Featured review

"Great location"

We enjoyed staying at Leeward Keys, our unit was tastefully decorated, but not over done, loved the view from the balcony. The pool and beach are the best, Leeward Keys is close enough to everything but ...

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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

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

$178

avg/night

$178
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

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

Featured review

"Perfect"

This was an absolutely perfect vacation location. Great views, convenient to everything, clean, comfortable. Could not have asked for better.

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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$234

avg/night

$234
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Another year in paradise!!"

Year 3 at Our Happy Place for my family. As always, it was pure paradise. The view from the balcony is absolutely stunning. In the morning you can watch dolphins jumping in the ocean and in the evening ...

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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

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

$217

avg/night

$217
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Awesome Condo"

Everything was great. Very clean with beautiful decor. Charlene made sure we felt like we were at home. Anything we needed was there. We will definitely stay there again.

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Leeward Key (Destin, Florida) Vacation Rentals