Destin & 30A Monthly Winter Rentals

Your Perfect Winter Escape Awaits on the Emerald Coast

Experience the beauty of Florida’s Emerald Coast with a monthly winter rental in Destin or along Scenic 30A. Ocean Reef Resorts offers hundreds of exceptional properties ranging from cozy studios to spacious homes that sleep up to 20 guests, ensuring the perfect fit for every traveler. Whether you’re seeking a quiet retreat or a family-friendly getaway, our rentals are located in the best beach communities, putting you steps from sugar-white sands, Gulf views, and the vibrant lifestyle of Destin and 30A.

Why Choose a Monthly Winter Rental?

Winter is a wonderful time to visit the Emerald Coast. Enjoy extended stays with unbeatable value-priced rates, allowing you to embrace a coastal lifestyle at a fraction of the summer cost. Mild weather, fewer crowds, and an abundance of activities make winter the perfect season to relax, explore, and create lasting memories by the beach.

A Home for Every Stay

From luxurious beachfront homes to charming cottages and centrally located condos, our collection spans all of the most sought-after neighborhoods, including Destin, Miramar Beach, and the iconic communities along Scenic 30A, such as Dune Allen Beach, Grayton Beach, Seagrove Beach, and Seacrest. Each property is thoughtfully designed to offer the comforts of home, with features like full kitchens, spacious living areas, private pools, and balconies or porches.

Extended Stay, Endless Possibilities

Monthly rentals are available during November, December, January, and February, allowing you to experience all that Destin & 30A have to offer during the cooler months. Stroll uncrowded beaches, enjoy Gulf-front dining, explore boutique shopping, and take advantage of local events. Whether you’re escaping the snow or simply craving a change of scenery, there’s no better place to spend your winter.

Start Your Winter Adventure

Browse our selection of monthly winter rentals and start planning your extended beach escape today. With Ocean Reef Resorts, you’ll find not just a place to stay, but a destination to call home.

Reserve your winter retreat now and discover why so many choose Destin and 30A as their seasonal sanctuary.

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Commodore's Retreat is an intimate beachfront condominium ideally located amongst the sugar white sand dunes of South Walton's Seagrove Beach. In addition to being just steps from the shore, this quaint vacation rental destination is only moments from Eastern Lake, which is ideal for calm water adventures and angling. Amenities at Commodore's
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Commodore's Retreat
1 BR
1 BA
6 Guests
Rating Rating Rating Rating Rating (11)
30A > Seagrove Beach > Commodore's Retreat
Details AVAILABLE
This classic vacation home has a fashionable Mid Century Modern design replete with multiple living spaces.  A family room with a dining area next to an open kitchen is on one side of the home with a wonderful Great Room on the other side. It also has a split bedroom plan with a Master Suite off the Great Room and two Guest Bedrooms on the other si
Salty Dawg
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Salty Dawg
3 BR
2 BA
10 Guests
Home Rating Rating Rating Rating Rating (3)
30A > Grayton Beach > Salty Dawg
Details
Located on the east end of Scenic Gulf Drive, formerly Old Highway 98, is the gorgeous Amalfi Coast of Florida, a family friendly low-rise gulf view condominium. This gated vacation rental retreat is well-positioned directly across the road from the glistening waters and the white sand beaches of the Gulf of Mexico. Condos at Amalfi Coast boasts pa
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Amalfi Coast
1 - 3 BR
1 - 3 BA
5 - 8 Guests
Rating Rating Rating Rating Rating (16)
Destin > Miramar Beach > Amalfi Coast
Details AVAILABLE
Crystal Sands Destin is a delightful three-story condo located in Crystal Beach, directly on the magnificent white sand beaches of Florida's Gulf of Mexico. There's so much to do in this part of Destin, there are local dining favorites within a mile and the world-class shopping of the Destin Commons just a couple of minutes up the road. At Crystal
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Crystal Sands
1 - 2 BR
1 - 2 BA
6 - 12 Guests
Rating Rating Rating Rating Rating (12)
Destin > Crystal Beach > Crystal Sands
Details AVAILABLE
Azure 30A is a brand new vacation rental destination in Dune Allen Beach with a fantastic centralized location a short distance from the white sugary shoreline. The beach access is just a casual stroll down Scenic 30A next to the gated Vizcaya community. Visiting guests also have exclusive access to a curvy 30' x 35' swimming pool with spurting sid
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Azure 30A
3 BR
2 BA
8 Guests
Rating Rating Rating Rating Rating (15)
30A > Dune Allen Beach > Azure 30A
Details AVAILABLE
The wonderful world of Windancer is impressively located in the heart of Destin's Miramar Beach. Both the wind and sun dance together across the emerald green water of the gulf at this beachfront retreat. This four story Destin condo complex provides guests with an exclusive sense of privacy especially compared to the density of high-rise condomini
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Windancer
1 - 2 BR
1 - 2 BA
6 - 10 Guests
Rating Rating Rating Rating Rating (5)
Destin > Miramar Beach > Windancer
Details AVAILABLE
Welcome to the delightful Sea Cabins where you and your family may experience a beach vacation that hearkens back to wonderful warm memories from your youth. This small complex is nestled beside Scenic Gulf Drive in Destin's Miramar Beach and offers you a charming old Floridian feel. The pale greenish blue and white trimmed exte
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Sea Cabins
1 BR
2 BA
4 - 6 Guests
Rating Rating Rating Rating Rating (6)
Destin > Miramar Beach > Sea Cabins
Details AVAILABLE
Across Scenic Gulf Drive from the marvelous sugar white beach sand and emerald green waters of the Gulf of Mexico in Destin Florida, is the stunning Beach Resort, a modern 4-story condominium complex. The stylish accommodations inside these Destin condos are enhanced by an extravagant pool- complete with a water fountain in the shall
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Beach Resort
1 BR
2 BA
4 - 6 Guests
Rating Rating Rating Rating Rating (2)
Destin > Miramar Beach > Beach Resort
Details AVAILABLE
The impressive condo towers of Ariel Dunes I and Ariel Dunes II overlook the striking Gulf of Mexico and offer the ultimate in beach vacation amenities. Each building at Ariel Dunes features two large pools and a fitness center.  Ariel Dunes I also houses Cabana Café, a restaurant and bar located on the ground floor. 
Ariel Dunes II
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Ariel Dunes II
1 - 3 BR
1 - 3 BA
5 - 8 Guests
Rating Rating Rating Rating Rating (19)
Destin > Miramar Beach > Ariel Dunes II
Details AVAILABLE
This delightful four bedroom vacation home evokes a charming golden feel of yesteryear and can accommodate up to 12 fortunate beach-going guests. The attractive, upscale furnishings and interior amenities create a gracious ambiance filled with creature comforts. Sandy Bottoms is a hospitable home tucked away in an enchanting little piece of paradis
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Sandy Bottoms
3 BR
3 BA
12 Guests
Home Rating Rating Rating Rating Rating (1)
Destin > Miramar Beach > Sandy Bottoms
Details
This hospitable five-bedroom Dune Allen Beach vacation home has been furnished and decorated with the family vacationer in mind, offering resort-style amenities and sleeping for 18 guests. While interior features like a large open floor plan and state of the art appliances will catch your attention upon entry, this home's incredible location and ou
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Crawdaddy's Casa
5 BR
3 BA
18 Guests
Home Rating Rating Rating Rating Rating (2)
30A > Dune Allen Beach > Crawdaddy's Casa
Details
In the center of Destin's Miramar Beach, just steps from the pristine sugar white sand, lies this splendid vacation rental condominium complex. Situated along the most desirable stretch of beach, The Empress offers convenient access to the best of Northwest Florida from behind the secure gates of it grounds. With only a handful of propert
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Empress
3 BR
3 BA
6 - 8 Guests
Rating Rating Rating Rating Rating (3)
Destin > Miramar Beach > Empress
Details AVAILABLE

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