Destin Florida Vacation Rentals

Monthly Winter Rentals - November through February

Monthly winter rentals are available during the winter months of November through February and can be rented for a period of one to four months, depending on availability.

Reservation Inquiry: Click here to fill-out our reservation from.


ResortQuest by Wyndham Vacation Rentals
ResortQuest by Wyndham Vacation Rentals Multiple Locations
Escape the cold, dreary winter months on the beautiful beaches of Northwest Florida. When you book your winter getaway with ResortQuest by Wyndham Vacation Rentals you can choose from thousands of vacation rentals spanning the Gulf Coast from Perdido Key to Panama City Beach. Call a vacation specialist today and ask about our low monthly winter rates. You'll be glad you did.
Call 866.478.4402 - 24 Hour Reservations | Gulf Coast Vacation Rentals
Brooks, Shorey and Associates Okaloosa Island
Brooks and Shorey Resorts Multiple Locations
Okaloosa Island/Fort Walton Beach - Large selection and guaranteed lowest rates of quality 1, 2, and 3 bedroom Gulf front condominiums for rent daily, weekly or monthly on the beach.  Amenities include beach chairs, unlimited DVD’s, Dolphin Cruise, Daily Golf, and Boating aboard the Little Nemo.
Rates | Amenities | Real Estate | 888.423.2120 | 850.244.7177
Edgewater Beach Condominium Destin Florida
Edgewater Beach Condominium Destin FL Condos
Our luxurious yet casual Gulf front 1/2/3 BR condos overlook the Gulf and 2 sparkling swimming pools with waterfall, wading pool and spa. Marble baths, W/D, secure grounds, family atmosphere, children's activities, meeting room, onsite beach weddings and reception services, winter Snowbird services. Next to Sandestin®.
Specials | Rates | Weddings | Real Estate | 800.822.4929 | 850.837.1550
Shoreline Towers Condominiums
Shoreline Towers Condominiums Destin FL Condos & Townhouses
Gulf front 1, 2, 3 bdr. condos, 2 & 3 bdr. lakeside Townhouses..located in the heart of Destin near restaurants, shopping, water sports, and world class golfing. Amenity program includes free golf, tickets to Big Kahuna’s and The Track. Resort amenities include lap pool, sauna, tennis, shuffleboard.
Rates | Amenity Program | 800.767.5319 | 850.269.0796
Hidden Dunes Beach and Tennis Resort
Hidden Dunes Beach & Tennis Resort - Managed by Newman-Dailey Destin
Nestled among nature and the Gulf of Mexico, Hidden Dunes Beach & Tennis resort will take you back to a time where you had more time… more time to take a picnic on the beach… more time to perfect your tennis game… more time with family. Featuring beachfront condos, cottages and villas, multiple swimming pools and hot tubs and six clay tennis courts fully staffed with USPTA professionals.
Book Online | Resort | Tennis | Deals | 800.225.7652 | 850.837.1071

Short Term Vacation Rentals

Monthly Winter Rentals by Management Companies

Accommodations

Management Companies

Absolutely Beautiful Destin Florida by Mara Lee Multiple Locations
Destin - Gulf front and beach access condos and vacation homes located in the resort communities of Maravilla and Beach Retreat located in (Destin) Miramar Beach. Private beach, spa, 2 pools, clubhouse, exercise room, tennis courts, and more.
Specials | Rates | 913.338.2372

Beach Condos in Destin Multiple Locations - Pet Friendly
Destin - Upscale condos located on Scenic Gulf Drive. Pet friendly 1-3 bedroom/bath condos with gulf front views of the Emerald Coast. High speed internet, private beach, daily beach service with umbrella and chairs, tennis courts, and great pools to make your vacation complete.
Reservations | 888.251.5214

Brooks and Shorey Resorts Multiple Locations
Okaloosa Island/Fort Walton Beach - Large selection and guaranteed lowest rates of quality 1, 2, and 3 bedroom Gulf front condominiums for rent daily, weekly or monthly on the beach.  Amenities include beach chairs, unlimited DVD’s, Dolphin Cruise, Daily Golf, and Boating aboard the Little Nemo.
Rates | Amenities | Real Estate | 888.423.2120 | 850.244.7177

Coastline Condos Multiple Locations Destin/Okaloosa Island - Pet Friendly
Are you looking for the perfect Destin or Okaloosa Island vacation condo? We offer 1, 2 and 3 bedroom condo rentals in fine resorts like Majestic Sun, Maravilla, Ciboney, Blue Surf and Gulfview. Gorgeous ocean views! Friendly personal service. Call or book online today!
Specials | Reservations | 423.899.3003

Counts-Oakes Resort Properties Multiple Locations - Pet Friendly
Panama City Beach and the Beaches of South Walton - We have a large selection of condos, town-houses, resorts and beach homes in Panama City Beach, South Walton, and Hwy 30-A area. Pet friendly, long term and executive properties.
Specials | 800.621.2462 | 850.235.4075

Dale E Peterson Vacations Multiple Locations
Dale E Peterson Vacations is the premier vacation rental source for Northwest Florida's Gulf Coast. We have over 200 vacation rental homes, condos and cottages available in Navarre, Fort Walton Beach, Destin, South Walton and Panama City Beach. Plan your vacation to the Emerald Coast today!
Vacation Specials | Vacation Rentals | Weddings | Real Estate | 800.336.9669 | 850.654.4747

Destin Getaways Multiple Locations - Pet Friendly
Destin, Sandestin®, South Walton -- offering some of the finest home & condo vacation rentals along the Emerald Coast. When you stay with us… you play on us.  Free daily golf and deep sea fishing trips.  Call today for your Destin Getaway 866.612.0125.
Reservations | Golf/Amenities | Specials | Pet Friendly Rentals | Real Estate | 866.612.0125

Dune Allen Realty Vacation Rentals Multiple Locations - Pet Friendly
Give your family the vacation of a lifetime in a Dune Allen Realty Vacation Rental. Featuring exceptional gulf front homes and villas, seaside cottages and condos on the Beaches of South Walton and Destin. No matter your budget, whether gulf front, beach side or just a stroll to the world’s most beautiful beaches, we will provide the perfect vacation getaway for your family.
Beautiful Beach Home | Specials | Featured Properties | 888.267.2121

Garrett Realty Services Multiple Locations
South Walton Beaches - Seagrove, Seacrest, Inlet Beach - Over 260 vacation condos, homes, townhomes, and duplexes. Gulf front and beach access rentals in all price ranges. Ask about our golf discounts and recreation value pack.
Specials | Reservations | Real Estate | 800.537.5387 | 850.231.1544

Holiday Isle Properties Multiple Locations - Pet Friendly
Destin / Okaloosa Island - Condos, homes and townhouses. Looking for that perfect vacation spot, nestled in between sugar white sands and emerald green waters? Welcome to Holiday Isle, a vacationer's dream in Destin Florida for vacation rentals and home sales.
Rentals | Real Estate | 800.837.5102 | 850.837.0009

Newman-Dailey Resort Properties Multiple Locations - Pet Friendly
Newman-Dailey Resorts has a wide variety of short and long term Destin and South Walton gulf front vacation rentals, including a large assortment of pet friendly condominiums and gulf front beach house rentals. Our guests enjoy the Newman-Dailey Gift Card, which includes FREE golf, theme park tickets, movie rentals and more.
Specials | Pet Friendly | Condos | Homes | 800.225.7652 | 850.837.1071

ResortQuest by Wyndham Vacation Rentals Multiple Locations
Escape the cold, dreary winter months on the beautiful beaches of Northwest Florida. When you book your winter getaway with ResortQuest by Wyndham Vacation Rentals you can choose from thousands of vacation rentals spanning the Gulf Coast from Perdido Key to Panama City Beach. Call a vacation specialist today and ask about our low monthly winter rates. You'll be glad you did.
Call 866.478.4402 - 24 Hour Reservations | Gulf Coast Vacation Rentals

Sandcastle Escapes Multiple Locations
Premium Gulf Front and Gulf View Private Homes, Condos and Villas throughout the Destin and Beaches of South Walton destination. Exceptional standards in quality and convenience with keyless entry for a convenient check-in and finely appointed properties to exceed your accommodation expectations.
Destin Vacation Rentals | South Walton Rentals | Vacation Deals

Southern Vacation Rentals Multiple Locations - Pet Friendly
Get ready for a sweet Southern experience. Plan your next vacation to the beaches of Northwest Florida with Southern Vacation Rentals. Offering a variety of beach homes and vacation condos in Destin, Ft. Walton Beach, Pensacola Beach, Navarre Beach, South Walton, and Panama City, Southern has the perfect vacation rental for your next getaway.
Beach Vacation Specials | Real Estate | 866.409.3631

Sunset Resort Rentals Multiple Locations in Destin & Okaloosa Island
We offer vacation rentals at "Rental by Owner" prices.….visit us for the best selection of quality, clean, and updated family vacation beach rentals at great rates. Destin and Okaloosa Island - 1, 2, and 3 bedroom beach front and gulf view condos.
Specials | 850.665.7889

Accommodations

Independent Properties

Breakers Okaloosa Island FL Condos
Fort Walton Beach / Okaloosa Island - Imagine sugary-white sands, turquoise waves, and stunning tropical sunsets, all visible from your private, Gulf-front balcony. Choose from comfortable one, two, or three-bedroom condos, fully equipped, professionally decorated floor plans.
Specials | Golf and Amenity Packages | 800.395.4853 | 850.244.9127

Courtyard by Marriott Grand Boulevard at Sandestin® Hotel
Welcome to the recently renovated Courtyard Sandestin, FL hotel. Come and experience the beautifully refurbished guest rooms, meeting rooms, contemporary lobby with flexible seating area and complimentary WI-FI, and our new restaurant. Find the comforts of a select service hotel with a full service attitude.
Specials | Meeting Rooms | Wedding Planner | Residence Inn Extended Stay/Pet Friendly Rooms

Crescent - Managed by Wyndham Destin FL Condos
A Destin Landmark, this crescent shaped resort is located directly on the Gulf of Mexico in Miramar Beach. The Crescent offers elegant 1, 2, 3 and 4 bedroom condos with complimentary in-room safes. Amenities include two Gulf-side pools (one heated seasonally), hot tub, gazebo, beach boardwalk, fitness center, game room and more.
ResortQuest by Wyndham Vacation Rentals | 877.386.6019

Destin West Beach and Bay Resort Okaloosa Island FL Condos
Our elegant condominiums offer the comforts of home in a lush tropical setting. Situated on Choctawhatchee Bay and the Gulf of Mexico, this complete beach-to-bay resort has everything you could ever want with amenities such as a 700–foot Lazy River Lagoon Pool with waterfall, swimming pools, luxury whirlpool spas, state-of-the-art fitness center and much more.
Specials/Packages | Reservations | Amenities | 800.947.0701 | 850.243.3630

Edgewater Beach Condominium Destin FL Condos
Our luxurious yet casual Gulf front 1/2/3 BR condos overlook the Gulf and 2 sparkling swimming pools with waterfall, wading pool and spa. Marble baths, W/D, secure grounds, family atmosphere, children's activities, meeting room, onsite beach weddings and reception services, winter Snowbird services. Next to Sandestin®.
Specials | Rates | Weddings | Real Estate | 800.822.4929 | 850.837.1550

Emerald Grande Destin Harbor Condos
Spend your Emerald Coast vacation in the heart of Destin with Emerald Grande at HarborWalk Village. Boasting the only full service resort in the area, indulge in the numerous amenities offered, all with a picturesque Gulf view. 1, 2, 3 and 4 bedroom residencies available to provide you all of the space and comfort you may need.
866.707.7860

Four Points by Sheraton Okaloosa Island Hotel
Beachfront property, walking distance to restaurants, shops, the pier and boardwalk. Amenities include tropically landscaped courtyard, two pools, hot tub, beach activities, water sports, atrium fitness facility, and in-season children's programs. Beachfront and courtyard view guest rooms offer refrigerators, microwaves, coffee makers and free HSIA.
Rooms | Specials | Event Planning | 800.325.3535 | 850.243.8116

Hidden Dunes Beach & Tennis Resort - Managed by Newman-Dailey Destin FL
Nestled among nature and the Gulf of Mexico, Hidden Dunes Beach & Tennis resort will take you back to a time where you had more time… more time to take a picnic on the beach… more time to perfect your tennis game… more time with family. Featuring beachfront condos, cottages and villas, multiple swimming pools and hot tubs and six clay tennis courts fully staffed with USPTA professionals.
Book Online | Resort | Tennis | Deals | 800.225.7652 | 850.837.1071

Hidden Dunes Beach & Tennis Resort - Managed by Resorts Realty Group Destin FL
Destin - Gulf front – Private gated preserve. Large assortment of Gulf front condos, dune woodland cottages and spacious villas surrounded by a lake, nature trails, pools, water gardens, tennis courts and a basketball court. Resort Realty has been “creating lifelong memories one vacation at a time” at Hidden Dunes for more than 20 years.
Vacation Rentals | 800.824.6335 | 850.837.3521 | Canada 888.505.GULF

Inlet Reef Club Destin FL Condos
Located directly on the beach with two different views. 2 and 3 bedroom Gulf front and Gulf view units. Centrally located in the heart of Destin, on Holiday Isle. Full kitchens, W/D, hot tub, tennis, sauna, heated pool, arcade, weight room.
Rates | 800.367.1801 | 850.837.2767

Inn on Destin Harbor Destin FL Hotel - Pet Friendly
Destin Harbor - Waterfront Boutique Hotel with pool and spacious deck overlooking the Destin Harbor. All rooms are AAA approved, non-smoking, and feature a private balcony. Complimentary continental breakfast included. Pet friendly rooms available, please inquire when booking.
Specials | Reservations | 800.874.0470 | 850.837.7326

Islander Condominium Destin FL Condos
Gulf front Destin – 2bdrm/2 bath gulf front vacation condos located on Holiday Isle. All units tastefully furnished with full kitchens, and balconies. Property has 2 pools, 2 whirlpool spas, lighted tennis courts, basketball, shuffleboard, game room, and free wireless high speed internet. Best buy on the Beach!
Specials | Amenities | Reservations | 800.477.8837 | 850.837.1000

Pelican Beach Resort and Conference Center Destin FL Condos
Gulf front condos and beach resort with convention center. Pelican Beach Resort offers some of the most spectacular views on the Emerald Coast! Amenities include: beach bar, tennis courts, covered parking, inside and outside pools.
Specials | Rates/Packages | Reservations | Convention | Real Estate | 888.735.4226 | 850.654.1425

Residence Inn by Marriott Grand Boulevard at Sandestin® Long Term - Pet Friendly
Begin an exceptional experience with a newly renovated Residence Inn Sandestin at Grand Boulevard. Refreshed Destin, FL suites and lobby with comforts of a select service hotel with a full service attitude. Complimentary WI-FI in all suites and common areas. It's not just a room. It's a residence.
Specials | Wedding Planner | Pet Friendly Rooms | Marriott Courtyard | 850.650.7811

Seascape Golf, Beach & Tennis Resort Destin FL Condos - Pet Friendly
Premium condo rentals available in the brand new Ariel Dunes I & II towers, Majestic Sun, Lakefront, Boardwalk & Golf Course villas. Sweeping Gulf and coastline views, pet friendly units available, all units are non-smoking. Resort guests enjoy discounts on all resort and area recreation activities including Free Beach Service, Golf, Tennis, Beach Photography and more.
Weddings/Groups | Golf | Book Tee Times | Ariel Dunes | Majestic Sun | 800.874.9106

Shoreline Towers Condominiums Destin FL Condos & Townhouses
Gulf front 1, 2, 3 bdr. condos, 2 & 3 bdr. lakeside Townhouses..located in the heart of Destin near restaurants, shopping, water sports, and world class golfing. Amenity program includes free golf, tickets to Big Kahuna’s and The Track. Resort amenities include lap pool, sauna, tennis, shuffleboard.
Rates | Amenity Program | 800.767.5319 | 850.269.0796

SunDestin Beach Resort - Managed by Wyndham Destin FL Condos
Located directly on the beach in the heart of Destin, SunDestin offers every amenity under the sun. Choose from a large selection of 1, 2 and 3 bedroom condos. Indoor and outdoor pools, hot tub, steam room/sauna, fitness room, game room, and onsite dining are just a few of the amenities you will enjoy when you vacation at SunDestin.
ResortQuest by Wyndham Vacation Rentals | 877.496.8974

Tidewater Beach Resort - Managed by Wyndham Panama City Beach Condos
You will be awed by the views from this new luxury resort located directly on the Gulf of Mexico. Amenities include two lagoon pools, indoor pool, fitness center with Roman spa & health bar, seasonal beach service, seasonal Tiki Bar/Grill, movie/media center and more. Tidewater is located just minutes from the many shops, restaurants, events and activities at Pier Park.
ResortQuest by Wyndham Vacation Rentals | 877.497.5703

TOPS’L Beach & Racquet Resort - Managed by Wyndham Destin FL Condos
This 52 acre Destin resort is surrounded by the beautiful Gulf of Mexico and a tranquil state preserve. Choose from beachfront condos, courtside tennis villas, a hill-top high rise or private homes. Multiple pools, award winning tennis, fitness center and onsite dining are just a few things that keep TOPS’L guests returning year after year.
ResortQuest by Wyndham Vacation Rentals | 866.369.0080

Waterscape – Managed by Wyndham Okaloosa Island/Fort Walton Beach Condos
Waterscape is the hottest vacation spot on Okaloosa Island and is a true water lovers dream. Featuring its own private waterpark with multiple pools and a LAY-Z™ river, Waterscape offers spacious 1, 2 & 3 bedroom condos. The boardwalk from the pool deck provides access to 490’ of pristine beach. These rentals fill up quickly, so book today!
ResortQuest by Wyndham Vacation Rentals | 866.966.1406

Short Term Vacation Rentals

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