Best Beach Homes for the Holidays in Destin

Celebrating the holidays is fun but celebrating the holidays at the beach is AMAZING! We’ve been welcoming families to the beach for more than 38 years to celebrate holiday traditions. With our snow-white sand beaches as the backdrop, our guests love taking pictures and enjoying the Florida sunshine during the holidays.

To help your family plan, we’ve highlighted some of the BEST beach homes for the holidays in Destin, Florida: (Holiday homes booking fast. Reserve yours today)

At Your Leisure® Luxury Vacation Home (6 bdr, 5 bath)

Located in Santa Rosa Beach near Gulf Place, At Your Leisure invites you to relax in style. This brand-new home features a private pool, elevator, and chic coastal design throughout. The open floor plan makes it easy for the chef to prepare meals while others gather in the living and dining areas. With six bedrooms, including king suites and a bunk room, there’s space for everyone. Plus, you’re just steps from 30A’s widest beach access. Plan your escape today here.

At Your Leisure® Luxury Vacation Home

A Stone's Throw (3 bdr, 2 bath)

Just as the name suggests, A Stone's Throw places you only a short walk from the sugar-white sands of Miramar Beach. Located in the Port of Call community, this inviting beach home features an open-concept living area, spacious kitchen, large backyard, and a bright Florida room perfect for gathering with family and friends. Guests also enjoy access to the community pool and seasonal beach service. Whether you're spending the day at the beach or relaxing in the backyard, A Stone's Throw makes holiday memories easy to create. Learn more and book online.

A Stone's Throw

Blessings By The Beach (9 bdr, 8.5 bath)

Nestled in Crystal Beach, Blessings is the ultimate retreat for family reunions and group celebrations. This stunning home boasts a private pool, hot tub, and outdoor kitchen for endless fun. Inside, you’ll find multiple king suites and spacious bunk rooms, ensuring comfort for up to 22 guests. Just two blocks from the beach and pet-friendly, Blessings combines convenience and luxury for your next getaway. Reserve your stay today here.

Blessing By The Beach

Brittania (4 bdr, 2 bath)

Fit for a holiday celebration, Britannia combines coastal charm with modern comforts in the heart of Crystal Beach. This beautifully appointed home features a private pool, spacious open living areas, and a gourmet kitchen designed for gathering loved ones together. Comfortable bedrooms, coastal-inspired décor, and inviting outdoor spaces make it easy to relax after a day in the Florida sunshine. Just a short walk from the beach, Britannia is an ideal setting for your next holiday getaway. Learn more and book online.

Brittania

Caribbean Breeze (3 bdr, 2 bath)

Like a timeless coastal classic, Caribbean Breeze delivers everything you need for a relaxing holiday at the beach. This pet-friendly Crystal Beach retreat features a private pool, bright coastal interiors, and comfortable living spaces perfect for families. After a day enjoying the nearby beach, gather around the open living area or unwind poolside beneath the Florida sun. Caribbean Breeze offers the perfect balance of comfort, style, and location. Learn more and book online.

Caribbean Breeze

Chateaux Sans Souci (4 bdr, 3 bath)

Experience carefree coastal living at Chateaux Sans Souci in Destiny West. This charming home is new to the Newman-Dailey program as of August of 2025 and offers a screened porch, community pool, and hot tub, all just steps from the beach. With four bedrooms and an inviting layout, it’s ideal for families seeking a relaxing escape. Book your stay now.

Chateaux Sans Souci

Coastal Cove (7 bedroom, 7.5 bath)

Just as the name implies, this calming cove in Crystal Beach is an oasis for holiday gatherings. With a huge, brand-new deck in the backyard surrounding the private pool, Coastal Cove vacation rental offers the perfect outdoor space for an entire family. With designer choices like leathered granite counters, stainless steel appliances, custom tile work, and white cabinetry, this beach vacation home in Destin, Florida was specifically designed for large families and groups who enjoy living life ‘upgraded’. Learn more and book online.

Coastal Cove

Cozy Beach House (4 bdr, 2 bath)

True to its name, Cozy Beach House offers a warm and inviting setting for your holiday celebration at the beach. Nestled in the Waters Edge neighborhood of Crystal Beach, this newly renovated home features a private pool, large backyard, and a charming screened porch perfect for enjoying the coastal breeze. With four bedrooms accommodating up to 10 guests, plus an open living area and updated kitchen, there's plenty of space for families to gather and make memories. Located just a short walk from beach access, Cozy Beach House combines comfort, convenience, and classic beach cottage charm for an unforgettable holiday getaway. Learn more and book online.

Cozy Beach House

Crew Rest (3 bdr, 2 bath)

Crew Rest is a great spot for holiday celebrations. Having recently undergone a complete renovation in 2020, this 3-bedroom home delivers style, location and comfort. There are upgrades throughout the home including a Cook's Kitchen with new stainless steel appliances and granite countertops, as well as remote-controlled fans and new TV's in every room. Kitschy beach-themed bedrooms and new coastal furniture help families relax comfortably. Kids will love the “Crew Lounge" for computer time, games or game time on the Play Station. This home is just blocks from the beach and the community pool is conveniently located across the street. Learn more and book online.

Crew Rest

Daze Off (4 bdr, 3.5 bath)

Leave your worries behind and Daze Off in this spacious Crystal Beach vacation home. Located within The Villages of Crystal Beach, guests enjoy access to one of Destin's most impressive resort-style community pools complete with waterfalls and a hot tub. Inside, multiple living spaces, a movie room, and comfortable sleeping accommodations provide room for everyone to spread out and relax. Just minutes from the beach, shopping, and dining, Daze Off is ready to help your family celebrate the season in style.

Daze Off

Dolphin’s Cottage (4 bdr, 2.5 bath)

Dolphins are whimsical and playful, and that's just how you’ll feel in this fantastic beach cottage for the holidays. This warm and contemporary designer-furnished home has space divided equally among all the bedrooms, a kid’s room with two sets of bunk beds, and a large, open living/kitchen/dining area with eat-up bar. Outside a private pool complemented by a large furnished patio provides a great location to gather in the Florida sunshine or evenings under the stars. This home has been completely remodeled from top to bottom and is sure to be the perfect place for your holiday gathering. Learn more and book online.

Dolphin's Cottage

Emerald City Retreat (3 bdr, 2 bath)

Follow the path to Emerald City Retreat, a charming coastal cottage designed for both relaxation and adventure. This pet-friendly vacation home features comfortable living spaces, coastal décor, and a convenient location near the beach. Whether you're strolling along the shoreline, enjoying time with your furry family members, or gathering together after a day of exploration, Emerald City Retreat provides the perfect backdrop for a memorable holiday celebration.

Emerald City Retreat

Good Times & Tan Lines (3 bdr, 3 bath)

The name says it all! Good Times & Tan Lines is all about creating unforgettable beach memories. This pet-friendly home features a private pool, comfortable gathering spaces, and easy access to the beautiful beaches of Destin. Whether you're spending sunny afternoons poolside or enjoying holiday traditions with family and friends, this home provides a laid-back setting for a perfect coastal getaway.

Good Times & Tan Lines

Hemingway's Hideout (3 bdr, 2 bath)

Escape to Hemingway's Hideout, where classic Florida beach cottage charm meets modern comfort. Located just steps from the beach on a quiet street, this inviting retreat features a private pool and relaxed coastal style throughout. Families will love the convenient location and comfortable layout, while beach lovers can enjoy spending their days soaking up the sunshine and emerald waters nearby. Learn more and book online.

Hemingway's Hideout

Hudson's Blenheim House (3 bdr, 2 bath)

Wake up to breathtaking Gulf views at Hudson's Blenheim House. Situated directly on the shores of the Emerald Coast, this beachfront retreat offers the ultimate setting for a holiday gathering by the sea. Comfortable accommodations, stunning water views, and immediate beach access ensure every day begins and ends with the beauty of the Gulf. Learn more and book online.

Hudson's Blenheim House

It Had to Be You (4 bdr, 3 bath)

Warm, welcoming, and full of charm, It Had To Be You is the kind of beach home that instantly feels like a family favorite. Located near the beach and community pool, this pet-friendly retreat offers comfortable gathering spaces, coastal décor, and plenty of room for everyone to relax. Whether you're celebrating the holidays or simply enjoying quality time together, It Had To Be You is sure to leave a lasting impression.

It Had to Be You

Jewel in the Sand (8 bdr, 6.5 bath)

Located in the exclusive Dunes of Destin community, Jewel in the Sand offers a beachfront escape with elegance and comfort. This spacious home features a private pool, four Gulf-front balconies, and a gourmet kitchen perfect for entertaining. With multiple king suites and bunk rooms, there’s room for everyone to relax and enjoy. Whether you’re watching the waves from the balcony or gathering in the open living spaces, this home is designed for unforgettable coastal memories. Learn more and book online.

Jewel in the Sand

Mainsail Hideaway (6 bdr, 5.5 bath)

Hide away in style at Mainsail Hideaway, a pet-friendly retreat near Miramar Beach. This spacious vacation home features a private pool, carriage house for extra space, and chic coastal décor. With six bedrooms and an open floor plan, it’s perfect for families and groups looking to relax and reconnect. Reserve your stay today here.

Mainsail Hideaway

Margaritas and Memories (3 bdr, 2 bath)

Create new traditions and lasting memories at Margaritas and Memories. This inviting beach retreat combines coastal comfort with a convenient location near Destin's beautiful beaches. Spacious gathering areas and plenty of room for family and friends make it easy to celebrate the season together while enjoying everything the Emerald Coast has to offer.

Margaritas and Memories

Ocean Mist Cottage (3 bdr, 3 bath)

Dreaming of a coastal holiday celebration? Ocean Mist is a dream come true. This newly updated home has all new flooring, a fully updated kitchen and new large flat screen TV. Start at the top with the 'lighthouse view' of the Gulf from the third-floor balcony or kick back on the second-floor deck and enjoy the pleasant breezes and cheerful surroundings of the Crystal Beach neighborhood. Families will enjoy gathering in the backyard around the splash pool with a spill-over spa. Learn more and book online.

Ocean Mist Cottage

Our Destiny (4 bdr, 4 bath)

It may just be your destiny to celebrate the holidays at the beach! Located in the exclusive Dunes of Destin community, Our Destiny features a private pool, spacious balconies, and access to a beautiful stretch of private beach. With four bedrooms, open-concept living spaces, and plenty of room for family gatherings, this coastal retreat offers the perfect combination of comfort and convenience. Learn more and book online.

Our Destiny

Our Great Escape (3 bdr, 2 bath)

Leave everyday life behind at Our Great Escape. Designed for families and groups seeking quality time together, this spacious vacation home provides the ideal setting for holiday celebrations, beach adventures, and relaxing evenings with loved ones. Close to the beach and local attractions, it's a getaway everyone will enjoy.

Our Great Escape

Our Secret Paradise (6 bdr, 6 bath)

The secret’s out! Our Secret Paradise in Crystal Beach offers a private pool with spillover spa and an outdoor kitchen for alfresco dining. Inside, you’ll find six bedrooms, including king suites and a bunk room, perfect for families. Located just a short stroll from the beach, this home combines convenience and coastal charm for an unforgettable getaway. Book your retreat now.

Our Secret Paradise

Regrouper (6 bdr 7 bath)

This backyard will make all your holiday dreams come true! This four-story beach vacation rental can comfortably fit several families thanks to its six bedrooms, two living rooms, three balconies and one of the coolest pool decks in Destin. ReGrouper has everything you’ll need for a holiday gathering. A full laundry room, tile floors throughout, a stocked kitchen, Wi-Fi and plenty of parking are some of the perks of this home. A lush green lawn encircles the pool and spa area where plush lounge furniture, a grill, and a private wooden outdoor shower round out this personal paradise. A favorite feature of ReGrouper’s pool deck is the spacious tiki hut complete with a U-shaped bar with Margaritaville-inspired décor. ReGrouper also features two small libraries, a wet bar in the 3rd-floor entertainment area, and four master suites with luxury showers. Learn more and book online.

ReGrouper

Rolling Tides (7 bdr, 7.5 bath)

Let the soothing rhythm of the Gulf set the pace at Rolling Tides. This beach retreat invites families to slow down, reconnect, and enjoy all the beauty of the Emerald Coast. Comfortable accommodations, inviting gathering spaces, and easy beach access make Rolling Tides a wonderful choice for a holiday escape by the water.

Rolling Tides

Seas the Day (3 bdr, 2 bath)

Don't let the holiday season pass you by. Seas the Day offers the perfect opportunity to gather family and friends for a memorable beach vacation. Spacious living areas, coastal charm, and a fantastic location make it easy to enjoy both festive traditions and sunny beach days.

Seas the Day

Shore to Please (5 bdr, 5.5 bath)

Sure to please every guest, this new construction home in Miramar Beach offers a private pool, golf cart, and plenty of space for family fun. With five bedrooms, including king suites and a bunk room, plus two laundry rooms, this home is designed for comfort and convenience. Book now for your next beach adventure here.

Shore to Please

Soleil Levant (3 bdr, 3 bath)

Soleil Levant is French for “Rising Sun” signifying the dawn of a gorgeous holiday gathering for you and your loved ones. Located in the beachside Neighborhood of Caribe, Soleil Levant features many attributes that make this home truly unique, including stained concrete floors, a yellow spiral staircase connecting three levels and eye-catching original artwork. Other special touches include an old-fashioned clawed bathtub in the master bathroom, a fire-engine-red kitchen and a top floor with two balconies with views of the Gulf. Just a few steps from the beach, Soleil Levant boasts its own private pool and grill deck encircled by a landscaped back yard. Learn more and book online.

Soleil Levant

Southern Grace (5 bdr 4.5 bath)

Located in the exclusive gated community of Emerald Waters Village, Southern Grace will wash away all your cares and provide comfort and elegance for your holiday celebration. Unique custom features and an open floor plan make it possible for the chef to prepare meals in the large kitchen, while games are being played in the dining room and the movie watchers are in the living room…all while still enjoying each other’s company. With multiple King bedrooms, a bunk room with 2 triple bunks - queen on the bottom and twin on top, you can be assured there’s room for everybody. There’s even an additional seating area on the second floor. As an added benefit, this home also provides a large washer and dryer set on each floor. Learn more and book online.

Southern Grace

Starboard Side (6 bdr, 6 bath)

Set sail for Starboard Side in Miramar Beach, where luxury meets fun. This spacious home offers a private pool with tiki bar, a designer kitchen with double appliances, and plenty of room for entertaining. Multiple king suites and bunk rooms make it ideal for large families or groups. A golf cart is included for easy beach access, so you can spend more time soaking up the sun. Book now for your coastal adventure here.

Starboard Side

Stella Maris (9 bdr, 10 bath)

Meaning "Star of the Sea," Stella Maris shines as a beautiful destination for your next holiday getaway. This 3 story home offers a private pool, movie theatre, game room and modern design all throughout. Enjoy thoughtfully designed spaces, coastal style, and a welcoming atmosphere create the perfect setting for making treasured beach memories with family and friends.

Stella Maris

Sunkissed and Salty (4 bdr, 3 bath, 2 dog)

Sunshine, salty air, and holiday cheer come together at Sunkissed and Salty. This cheerful beach retreat is nestled in the Crystal Beach Cottages and provides everything needed for a relaxing coastal celebration, from comfortable accommodations to easy access to Destin's famous white-sand beaches. Find a wrap around balcony to soak in the rays and nearby communtiy pool, perfect for a dip after a long day.

Sunkissed and Salty

Sunkissed Cottage (3 bdr, 1 loft, 3 bath)

Bright, welcoming to pups, and full of coastal charm, Sunkissed Cottage is the perfect place to enjoy the best of the beach during the holiday season. Enjoy the private pool, modern kitchen, balcony, and easy beach access 0.2 miles away. Whether you're gathering for meals, relaxing after a beach day, or creating new family traditions, this cottage provides a cozy setting for your stay.

Sunkissed Cottage

The Cove (5 bdr, 3 bath)

Escape to The Cove in Destiny East, where comfort and convenience await. This 5-bedroom home features a private screened pool and spa, plus access to community amenities like tennis courts and a fitness center. The open layout makes it easy to gather for meals and games, while the beach is just minutes away. Plan your vacation today here.

The Cove

Treasure in the Dunes (8 bdr, 8.5 bath)

Located in the Dunes of Destin, Treasure in the Dunes is a true gem for large gatherings. This elegant home features a private pool, game room, elevator, and Gulf views from multiple balconies. With eight bedrooms and an open floor plan, everyone can stay connected while enjoying their own space. Just steps from private beach access, this home promises a vacation filled with relaxation and fun. Reserve your stay today here.

Treasure in the Dunes

The Waverly House in Destin (3 bdr, 2.5 bath)

Offering space, comfort, and a desirable location only 0.2 miles from the beach, The Waverly House in Destin is ideal for families looking to celebrate together. Enjoy a timelessly decorated interior with spacious layout, nearby pool, and the infamous James Lee Park just a short walk away. Make it simple to enjoy every moment of your holiday escape along the Emerald Coast with this home.

The Waverly House in Destin

Under the Sea (3 bdr, 2 bath)

Dive into a memorable holiday getaway at Under the Sea. This beach retreat embraces coastal living with comfortable accommodations and a location that makes enjoying Destin's sugar-white beaches effortless. Perfect for families with children, Under the Sea truly transports you with reef life decorated walls and a fun tiki bar just beside the pool. It's the perfect home base for fun-filled days and relaxing evenings.

Under the Sea

Under the Tuscan Sun (5 bdr 5 bath)

This tri-level palace boasts every extra, and upgrade that one could desire to make it perfect for holiday celebrations of all sizes. Located in the distinguished neighborhood of Avalon Beach Estates, Under the Tuscan Sun immediately stands out with a columned stucco exterior. A pleasant gated courtyard and walled pool deck with a waterfall welcome your guests into plush surroundings. Unique and wildly popular stained concrete floors guide you through comfortable bedrooms with palm tree decors. The first level features a movie room with a plasma television and a bar with chilled wine racks. An open kitchen extends out to designer suede couches and dining for 17. Large windows let sunlight flood the room, and a furnished balcony with a grill makes entertaining so enjoyable. This home has a giant master suite with a private balcony. Learn more and book online.

Under the Tuscan Sun

Walking on Sunshine (3 bdr, 3 bath, 2 dogs)

You'll be walking on sunshine from the moment you arrive at this charming Crystal Beach retreat. Featuring a large private pool, spacious front porch, and an easy walk to the beach, this home was made for family vacations. Comfortable gathering spaces, coastal décor, and plenty of outdoor seating make it easy to enjoy both holiday festivities and sunny Florida afternoons. Learn more and book online.

Walking on Sunshine

Waterfall Cottage (3 bdr, 3 bath, 2 dogs)

Waterfall Cottage provides the perfect blend of relaxation and coastal charm for your holiday getaway all within 3 stories. Whether you're enjoying the beach, reconnecting with loved ones, or simply unwinding in a peaceful setting with your furry friend by the private pool, this inviting vacation home offers everything needed for a memorable stay on the Emerald Coast.

Waterfall Cottage

Book Your Holiday Celebration at the Beach

Now is the time to book your holidays at the beach. View our collection of vacation rentals online or call one of our friendly vacation specialists at (850) 837-1071 anytime between 9AM to 5PM CST. Remember to always book direct with Newman-Dailey for our best rate guarantee.

See you @ the beach!

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