Leeward Key (Destin, Florida) Vacation Rentals

(8 rentals)
booking message booking message

2 BR | 2 BA | Sleeps 6 | Quick View

5
last minute deal
LAST MINUTE DEAL 4/7 - 5/19: 40% off any Open week 4/7 - 5/24 Use coupon code "Sun$" at booking and SAVE BIG!

$345

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 ...

View all property information

Property Type

Destin Condo

"Quite and relaxing"

We enjoyed our stay at Leeward Keys, the condo was exactly what we hoped for. The beach and the beautiful white sand was very close and easily accessible, or just sitting by the pool overlooking the gulf. ...

See all reviews

Show less

DEAL

2 BR | 2 BA | Sleeps 6 | Quick View

owner special
Owner special: 40% off any Open week 4/7 - 5/24 Use coupon code "Sun$" at booking and SAVE BIG!

$336

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 ...

View all property information

Property Type

Destin Condo

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

4
last minute deal
LAST MINUTE DEAL 4/6 - 4/27: APRIL DEAL ..April 20-27...$1479 all in total!!!! CODE: APRILDEAL....BOOK NOW!!!!

Distance to beach: 30 yards to Leeward Key Private Beach

$340

avg/night

View Details

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. NEW Rental **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! ...

View all property information

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 ...

See all reviews

Show less

DEAL

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 ...

View all property information

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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

5

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

$340

avg/night

View Details

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 ...

View all property information

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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

owner special
Owner special: 40% off any Open week 4/7 - 5/24 Use coupon code "Sun$" at booking and SAVE BIG!

Distance to beach: 30 yards to Leeward Key Private Beach

$281

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 ...

View all property information

Property Type

Destin Condo

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

5

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

$400

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, ...

View all property information

Property Type

Destin Condo

"Perfect Beach Retreat"

This owner thought of everything-it is the most well equipped condo I have ever stayed in (and we visit this area every year). The unit has everything you need for a wonderful vacation (beach chairs, towels, ...

See all reviews

Show less

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 ...

View all property information

Property Type

Destin Condo

"Spring Break Fun"

My Happy Place was perfect for myself, my daughter, and my two grandkids. The area was safe and clean. I loved the convenience to the beach and pool areas. The condo was very clean and had everything ...

See all reviews

Show less

Map
Expand map Close map
Leeward Key (Destin, Florida) Vacation Rentals