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Leeward Key 502, Destin Area, Florida Vacation Rental by Owner

Leeward Key, Destin Area Vacation Rental Condo

  •  850-269-3342
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Destin Florida

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Last Updated: 08/09/2022

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Leeward Key 502 Brand New, Gulf Front Views 2 bed/ 2 Bath Wifi and Beach Service

Leeward Key 502 is a brand new condo to our rental program.  The owners just completely remodeled this beautiful condo from top to bottom.  Our Leeward Key units are highly sought after.  Leeward key  is a favorite of many guest staying in the Destin Area. This is one of the only Beach Condos in Destin with 2 pools, one on the beach side of scenic Gulf Drive and one on the north side of Scenic Gulf Drive behind the condos themselves.  The view from this unit is arguably one of the best beach views in Destin.  This is a unique floor plan in Leeward Key with two Gulf facing windows in the oversized master bedroom. 

The ability to bring a well behaved pet to this high rise complex with stunning views of Miramar Beach make this complex one of a kind.**
Due to an unfortunate change in Association Rules, we are no longer permitted to rent Pet-Friendly after September 8th, 2021.

Accommodates 6
All of our properties do require a Saturday-Saturday stay during Summer and Other Peak times of year
Living Room with Full View of the Gulf from the 5th Floor

Master Bedroom with King Size Bed and Full View of Gulf

Large  Tub In The Master Bath

Guest Bedroom with a King size Bed with ensuite bath.

Queen Sleeper sofa with upgraded gel memory foam mattres

Smart 55″ TV in living room with DVD Player

Smart 43″ TV in master bedroom and guest bedroom

2 Full Baths

Fully Stocked and upgraded Kitchen

Large Capacity Stack Washer/Dryer

5 th Floor, 2 Elevators


Beach Service Included in Season Umbrella/2 chairs

Gulf Front Balcony

Pet Friendly – Small Well Groomed, Well Trained Pets Allowed with Prior Approval

See Rates below photos
Leeward Key Amenities

2 pools–Beachside and North Pool

Well Equipped Onsite Fitness Facility

Large Private Beach

BBQ Grills



From/To Nightly Weekend Weekly Monthly Min Nights
-- -- $2,297.00 -- 7
-- -- $1,897.00 -- 7
-- -- $1,795.00 -- 7
-- -- $1,895.00 -- 7
-- -- $1,695.00 -- 7
-- -- $1,395.00 -- 7
$199.00 -- $1,095.00 -- 3
-- -- $1,495.00 -- 7
$199.00 -- $1,095.00 -- 3
$249.00 -- $1,495.00 -- 3
-- -- -- $3,395.00 60

Cleaning: $150.00

Tax Rate: 12.00%

Damage Waiver: $40.00

Optional--Traditional Travel Insurance: 7.00% Optional

Optional--Travel Insurance-Cancel for Any Reason: 10.8% Optional

Rental Requirements:

$500 Advance and the Balance Paid 30 Days Prior to Arrival for Weekly Reservations
Cancellations Receive a Refund of All but $100 when cancelled at Least 60 Days Prior to Arrival
Guests must be over 25 or accompanied by parents or legal guardian for the duration of their stay
No Smoking in Condos.  
Pets must be either under 35# or accepted by the manager as some breeds are prohibited

Check-In Time:   3:00 PM

Check-Out Time: 10:00 AM


Dining Room
  • Dining Table
  • Eat in Counter
Barbecue - Grills
  • Community Gas Grill
  • Bathtub
  • Linens & Towels
  • Shower/Tub Combo
Cooling Comfort
  • Ceiling Fans
  • Central Air Conditioning
  • Big Screen TV
  • Cable TV
  • DVD Player
  • Fishing
  • Golf
  • Jet Ski
  • Kayaking
  • Snorkling
  • Swimming
  • Television
  • TV/DVD
  • Smart T.V.
  • Linens Included
  • No Pets
  • No Smoking
  • Smoking outside only
  • Vacuum
  • Fitness Center
  • Condo
  • Elevator/Lift
  • Online Booking
  • Managed by Property Manager
Home Office
  • High Speed Internet Access
  • Meeting Room
  • Wireless Internet Access
  • Washer/Dryer
  • Blender
  • Breakfast Bar
  • Can Opener
  • Coffee Maker
  • Dishes
  • Dishwasher
  • Disposal
  • Fully Equipped Kitchen
  • Ice Maker
  • Ironing Board
  • Microwave
  • Mixer
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Utensils
Outside Living
  • Community Pool
  • Outside Shower
  • Porch Furniture
  • Restaurants
  • Gulf/Ocean View
  • Gulf/Ocean Front
  • Balcony
  • Beach Chairs Provided
  • Beach Service Provided
  • View (Water)
  • Waterfront
  • Beachfront
  • Parking Available
Bedroom Setup
  • 2 King Beds
  • 1 Sofa Bed
Bedroom Extras
  • Alarm Clock


Destin Florida Activities
  • Airboat Adventures
  • Backlash Charters
  • Baytowne Adventure Zone
  • Big Kahuna Water Park
  • Blackwater Canoe Rental
  • Blast Arcade & Laser Maze
  • Buccaneer Pirate Ship
  • Charter Boats
  • Crab Island Dolphin Tours
  • Destin Beach Parasail
  • Destin Florida Beach Helicopters
  • Destin Snorkle
  • Dockside Watersports
  • Emerald Coast Scuba
  • Gulfarium Marine Adventure Park
  • Just Chute Me
  • Kelly Plantation
  • Mobile Sports LLC
  • Party Boats
  • Pelican Adventures
  • Sea Blaster
  • Southern Star Dolphin Cruises
  • SunQuest Cruises
  • SunVenture Cruises
  • The Kayak Experience
  • THE TRACK - GO Carts
  • Xtreme H2O Sports
  • Dolphin Watch & History Cruise
  • Deep Sea Fishing Party Boat
  • Sandestin Dining/Dancing Cruise
  • Fishing with Kids
  • Destin Paddleboard Rental
  • Mobile Massage Therapy
  • Horseback Trail Rides
  • Destin Snorkeling Excursion
  • Bart Rockett Magic Theater
  • Shark Fishing Charter
  • Reel Deal Charters
  • Waverunner Rental/Wet N Wild
  • Wet N Wild Parasailing
  • Dolphin Cruise
  • Original Sea Blaster
  • Destin Harbor
  • Private Sailing Excursion
  • Gator Country Alligator Park
  • Hydrojet Thrill Ride
  • Destin Float Spa Experience
  • AMC Theatre
  • Dockside Parasailing
  • Escape Zone 60
  • Bike Rentals
  • Golf Cart Rental
  • Local Fitness Center
Destin Florida Restaurants
  • Boathouse Oyster Bar
  • Bonefish Grill
  • Bric a Brac
  • Crab Island Cantina
  • Dewey Destin Seafood
  • Graffiti & The Funky Blues Shack
  • Hadashi Sushi Bar at Hilton
  • Hammerheads Bar & Grill
  • Harbor Docks
  • Jester Mardi Gras Daiquiris
  • Lighthouse Restaurant
  • LuLu's Destin FL
  • Margaritaville
  • Marina Cafe
  • Mellow Mushroom
  • Pompano Joe's
  • The Crab Trap
  • The Surf Hut
  • World Of Beers
  • McGuire's Irish Pub
  • Donut Hole Bakery Cafe
  • Crust Pizzeria
  • Dewey Destin's Harborside
  • Joe's Crab Shack
  • Callahan's Restaurant & Deli
  • Shrimp Basket
  • The Back Porch
  • Beach Walk Cafe
  • Louisiana Lagniappe
  • Fudpuckers Bar & Grill
  • Pepitos Mexican Restaurant
  • Another Broken Egg Cafe
  • Jasmine Thai
  • La Paz
  • Buck's Smokehouse
  • Ruth's Chris Steak House
  • Mimmo's
  • Fuji Seafood Buffet
  • Boshamps Seafood House
  • AJ’s Seafood & Oyster Bar
  • Bubba Gump Shrimp Co.
  • Gilligan's Seafood
  • The Breakfast Table
  • Jackacuda's Seafood & Sushi
  • China One
  • Thai Delights Restaurant
  • Noonies Thai Cafe
  • Brotula's Seafood & Steamer
  • Original La Famiglia
  • Hog's Breath Saloon
  • Wingstop
  • Merlins Pizza
  • IHOP
  • Capriccio Cafe
  • Island Wing Company
  • Alatapatatas
  • Osaka Japanese Hibachi
  • Vinnie Mc Guire's Pizza
  • Mama Sherry's Pizza
  • Palm Grille
Fort Walton Beach Florida Activities
  • Air Force Armament Museum
  • Bodywork & Massage
  • Crab Island Watersports
  • Destin Airboat Tours
  • Destin Water Taxi
  • Downtown Cinema Plus
  • Emerald Coast Science Center
  • Fat Daddy's Arcade
  • Fort Walton Beach Parasail
  • Goofy Golf
  • Gulfarium Marine Adventure Park
  • Howl at the Moon
  • Indian Temple Mound Museum
  • Massage Envy Spa
  • Okaloosa Island
  • The Block 3 Clubs in 1
  • The Swamp Club
  • Wild Willy's Adventure Zone
  • Dolphin Watch Cruise
  • Deep Sea Fishing Party Boat
  • Destin Parasailing Adventure
  • Fishing with Kids
  • Big Kahuna's Water Park
  • Waverunner Rental/Wet N' WIld
  • Dragonfly Yoga
  • AMC Theatre
  • 7D Movie Ride
  • The Emerald Cork
  • Heritage Park
  • Sea Lion Show
  • Okaloosa island pier
  • Oklaoosa Island Boardwalk
  • Miracle Strip Parkway
  • Cattywampus Eco Adventures
  • Racetrack Bingo
  • Okaloosa National Mini Golf
  • Escape Zone 60
  • Bike Rentals
  • Golf Cart
  • Local Fitness Center
Fort Walton Beach Florida Restaurants
  • Asiago's Skillet
  • Bay Cafe
  • Blue Collar Cafe
  • Burrito Del Sol
  • Corner Cafe
  • Floyd's Shrimp House
  • Hickory River Smokehouse
  • Old Bay Steamer
  • Original Water Front Crab Shack
  • Props Craft Brewery & Grill
  • Rockin Tacos Grill & Tequila Bar
  • Stewby's Seafood Shanty
  • Tops Choice Hamburgers
  • The Black Pearl
  • Tijuana Flats
  • The Crab Trap
  • Sabor A Mexico
  • Buffalo's Reef
  • Thai House
  • The Bangkok House Thai
  • Ali Baba Grill Cafe
  • Clemenza's at Uptown
  • Angler's Beachside Grill
  • Fusion Bistro
  • Sonny's BBQ
  • Okinawa Japanese Restaurant
  • Thai Kitchen
  • Kim's Restaurant
  • High Tide Restaurant/Oyster Bar
  • Juno's Sushi-Steak & Seafood
  • Pandora's Steak House
  • LongHorn Steakhouse
  • Ali's Bistro
  • Helen Back Cafe
  • Los Rancheros
  • Mary's Kitchen
  • Fudpucker's Bar & Grill
  • Neighborhood Cafe
  • Mother Earth's Cafe
  • Caffe Italia
  • Ma Ma Nu's Kitchen
  • Dosirak House Inc
  • Magnolia Grill
  • Lanie's Kitchen II
  • Jin Jin Chinese
  • Shrimp Basket
  • Fokker's Pub
  • Siam Garden Cafe
  • Olive Garden
  • IHOP
  • Props Brewery & Grill
  • Rick's Crab Trap
  • Kinfolks BBQ
  • K.C.’s Sandbar & Grill
  • Luxe Sports Grill
  • Momma Goldberg’s Deli
  • Salty Duck
  • Sotol Tequila & Mezcal
  • The Boardroom Pub & Grub
Near by Activities
  • Fishing
  • Horseback riding
  • Jet Skiing
  • Kayaking
  • Live Entertainment
  • Movie Theatre
  • Outlet Stores
  • Shopping Malls
  • Walking Tours
  • Area Golf
Near by Attractions
  • Near Golf
  • Near Restaurants
  • Near Shopping
Recommended for
  • Adventure Trip
  • Beach Rentals
  • Children Retreat
  • Golf
  • Long Term Rentals
  • Romantic
30A-Beaches-South Walton Activities
  • Santa Rosa Beach
  • Topsail Beach State Preserve
  • Grayton Beach State Park
  • Seaside Beach
  • Rosemary Beach
  • Camp Helen State Park
  • Kitchenique
  • Emerald Coast Pedal Tours
  • Timpoochee Trail
  • Fusion Art Glass Gallery
  • Blue Mountain Beach
  • Deer Lake State Park
  • Goatfeathers Seafood Market
  • YOLO Board and Bike
  • Grand Boulevard
  • Surfside Spa
  • Fishy Booty Charters
  • Santa Rosa Golf Club
  • SunQuest Cruises
  • Emerald Coast Wine Cellars
30A-Beaches-South Walton Restaurants
  • The Bay
  • Cafe Thirty-A
  • Great Southern Cafe
  • Fish Out of Water
  • Basmati's Asian Cuisine
  • Bud & Alley's
  • Bijoux
  • The Red Bar
  • Restaurant Paradis
  • Cowgirl Kitchen
  • Marie's Bistro
  • George's At Alys Beach
  • Borago Restaurant
  • 723 Whiskey Bravo
  • Vue on 30a
  • Christiano's
  • Trebeache
  • Angelina's Pizzeria




accurately depicted    Mar 26, 2022

review star

The property was accurately depicted in the listing. Everything was just about perfect. Loved it! (VRBO Review)



great beach feel    Jul 17, 2021

review star

Great condo, perfect location, clean and decorated with a great beach feel. Loved that it was a corner condo. This is the second time we stayed in Leeward key and it didn’t disappoint. Will be staying here again hopefully.



Fabulous condo with an amazing view    Apr 10, 2021

review star

Fabulous condo with an amazing view. Very clean and all the amenities you will need. We will definitely return. Perfect location and walking distance to some great restaurant and pet friendly.



Wonderfu    Mar 27, 2021

review star

Wonderful and cosy place to stay



easy beach access    Nov 12, 2020

review star

We had a fantastic time! The view is incredible, and the beach access could not be easier from the front door of the building. The property is modern, well kept, and had everything we needed. The kitchen is well stocked with equipment. Thank you for such a relaxing, awesome weekend in a beautiful place!
Joe: Date of arrival - November 12, 2020



lots of sunlight    Nov 01, 2020

review star

The nicest condo ever! Beautiful views from the 5th floor with lots of sunlight.. The condo is beautifully decorated, with a pottery barn beachy vibe. Loved it!
Lori: Date of arrival - November 1, 2020


Dianne And Paul Davis

Our new favorite Leeward Key condo!    Oct 24, 2020

review star

We just returned last night from an 8 day stay in your beautiful condo. We didn’t want to leave! Even being on the edge of Hurricane Zeta with winds and rain for a day was not too bad. Everything is new, clean, beautifully decorated and the beach view is perfect for enjoying your morning coffee. The gray, white and turquoise color choices are very appealing. The kitchen is well stocked with everything you need. Beds were very comfortable and the views from the master bedroom windows are amazing. We’ve been coming to Leeward Key for many years and this will be our new favorite rental. The only suggestion I have is that while you have a table and bar height chairs on the balcony adding a couple of comfortable regular height chairs to the balcony for enjoying the view would be nice. We look forward to returning for another visit next spring.



relaxing    Aug 22, 2020

review star

Our trip was very relaxing and we were really excited that we could bring our dog!



coming back    May 16, 2020

review star

Review #53846996
Excellent location, although at times the road in front a little noisy. Beach wonderful. Condo nicely furnished with great kitchen utensils and dishes. Coming back in August!!



easy check-in    Dec 27, 2019

review star

This property was perfect for our needs. It is obviously well-kept. The rooms are spacious, the beds comfortable and the views are just great. The check-in process is also very easy. I would highly recommend this property.
VRBO Review #29649105 submitted 1/6/2020



comfortable beds    Dec 27, 2019

review star

VRBO Review #29649105 submitted 1/6
This property was perfect for our needs. It is obviously well-kept. The rooms are spacious, the beds comfortable and the views are just great. The check-in process is also very easy. I would highly recommend this property.


Clint & Melissa

coming back again    Dec 06, 2019

review star

VRBO Review #29409426 submitted 12/15/19
Our stay was absolutely wonderful and we will be booking our stays here from now on. The kitchen was stocked very well and the bed was very comfortable. It was a great way to spend a 50th Birthday. I have absolutely No complaints at all. Thank you!!



Just right    Apr 13, 2019

review star

My husband and I have stayed at several different properties at Leeward Key over the last 15 years of visiting Destin. This condo, on the 5th floor is the perfect height for us, not too high, not too low. It is an end unit and very private. The condo has been recently renovated beautifully with a very nicely stocked kitchen and was found to be extremely clean. Furnishings are comfortable, especially the mattresses, which is key in our book ! Being pet friendly was a bonus. Having beach service was also a bonus. Despite the double red flag days, we managed to enjoy many walks along the beach on those days and read from our chairs. We enjoyed great meals at area restaurants. If you are a "Bang Bang Shrimp" fan ~ don't miss $6 Bang Bang Shrimp at Bonefish Grille on Wednesday night !! Renee and Laura provided outstanding customer service and an amazing condo. The views from this condo with the additional side window in the master provides an amazing view of the sunsets too ! We will be back and will recommend this condo to our relatives and friends. Thank you.  
VRBO Review #25913895 submitted 4/22/2019



amazing    Apr 06, 2019

review star

We recently returned from an amazing stay in 502. The condo is extremely clean (non-smoking and completely renovated), beautifully furnished and immaculately maintained. The attention to detail is obvious offering everything we could possibly need - a very well equipped kitchen, extra blankets and towels, grills by the pool, a pull out sofa, free wi-fi, large televisions in every room, games, books and movies. We loved the super comfortable beds. The beach views are amazing and we especially appreciated the complimentary umbrella service. No worrying about dragging and setting up chairs and umbrellas, it is all done for you. Renee and Laura always provide beautiful condos. 502 is a wonderful place to call home and we will definitely be returning. 
VRBO Review #26023707 submitted 5/1/2019



Wow    Apr 06, 2019

review star

Wow really is the best way to describe this condo. It is completely renovated. Furnishings are beautiful and comfortable. Extremely clean. Kitchen well stocked to prepare meals for the nights you'd rather stay in and be wow'd even more by the view from the dining table or balcony. View was incredible. Renting through Renee and her team was easy and without incident. Being pet friendly was a must for us. Our 4 legged friends were comfortable as well. Having beach service was an added benefit. We will return to Leeward Key 502 and recommend this unit to family and friends. Thank you for an enjoyable week!
VRBO Review #25876642 submitted 4/19/2019


Kimberly R

rest assured    Mar 16, 2019

review star

Leeward Key is a wonderful complex, convenient parking, beach side pool with controlled access, additional pool in the rear of the complex. The beach is well managed, no tents, beach service is available and was provided complimentary during our visit. The condo has been recently remodeled, and even with the wonderful pictures provided in the advertisement, it exceeded our expectations in person. The view from the very large master bedroom and the balcony is intoxicating. The owners could not have done a better job on all the improvements with the flooring, fixtures, paint, furniture and electronics. Everything is first-class. The kitchen is equipped very well, and the washer and dryer has larger capacity than you would expect in a vacation rental. This is a very clean and comfortable unit. It will not disappoint.  
Reviewer location Huntsville AL
VRBO Review #25624803 submitted 3/26/2019



always love leeward key    Feb 23, 2019

review star

leeward key is one of my favorite places in the world. we loved your condo! Wish weaher would have been little better but enjoyed immensely. Cant wait for our next visit.

Reviewer location Destin, FL
VRBO Review #25505254 submitted 3/15/2019


Charles G

A good time!!    Feb 10, 2019

review star

Wonderful accommodations and the owners were very responsive to any questions or information that we needed. An enjoyable group to work with.
VRBO Review #25413711 submitted 3/6/2019


elizabeth c

beautiful    Jul 21, 2018

review star

Beautiful with stunning views! ★ ★ ★ ★ ★
Date of arrival July 21, 2018
The property is spacious and beautifully decorated with stunning ocean-front views of the amazing of the Emerald Coast. The bedrooms have king-size incredibly comfortable beds. A few steps away is my favorite gulf restaurant- Captain Dave’s. Certainly there are no better hush puppies in the world. The condo is pet friendly and we brought our 2 sweet poodles who loved #502 as well. Also the condo is extremely clean despite being pet friendly and I am quite picky! We had a lovely experience all around!
VRBO Review #23009084 submitted 7/29/2018


francis m

Beautiful Decor    Jul 07, 2018

review star

Francis M.EditBeautifully decorated condo. ★ ★ ★ ★ ★
Date of arrival July 7, 2018
My family has always enjoyed staying at Leeward Key. The pools are very well maintained, right on the beach. It’s a very convenient location to shopping, food, and entertainment. This condo by far is the best ever. It is beautiful, fresh, newly decorated and very comfortable. I hope to stay there again soon.
VRBO Review #22836759 submitted 7/21/2018



Absolutely Amazing    May 05, 2018

review star

Nann C.EditAbsolutely Amazing Beach Condo ★ ★ ★ ★ ★
Date of arrival May 5, 2018
We loved this condo and it’s beautiful decor! Leeward Key is the perfect location too. We are hoping to return again in the fall. Thank you for providing so many extras, especially the chair & umbrella beach service.
VRBO Review #22068637 submitted 5/15/2018


Rental Manager

Coming Soon    Jan 27, 2018

review star

This condo has never been on the rental market therefore does not have any reviews.  We are very excited to have this fabulous corner 2 BR and 2 BA condo coming in May.