Seaside, Florida Vacation Rentals

Explore 3200+ rental homes and villas in Seaside, Florida for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $56 per night with homes containing as many as 13 bedrooms and 12 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Seaside Overview
Nestled along the Emerald Coast, Seaside, Florida, is a gem that offers an unparalleled beach experience with its shimmering turquoise waters and sugar-white sands. This idyllic retreat is more than just a beach town; it's a slice of paradise where the allure of the Gulf Coast comes to life amidst pastel-hued homes and a vibrant community spirit. Seaside is the epitome of coastal living, where the famous beaches beckon with their pristine beauty and the promise of endless relaxation. Imagine stepping out from a private, pet-friendly home, yours to enjoy without interruption, and sinking your toes into the soft sand as the gentle Gulf breeze whispers through the air. Many of these homes boast their own swimming pools, providing an oasis of leisure where you can float under the sun in complete seclusion. The town itself is a living postcard, designed with the principles of New Urbanism at its heart. It's a place where everything is just a leisurely walk away, inviting you to explore its cobblestone streets, discover unique boutiques, and indulge in the culinary delights of gourmet food trucks and upscale restaurants—all without the need for a car. Seaside's central square pulses with life, offering outdoor concerts, film screenings, and farmers' markets that bring locals and visitors together. The Seaside Amphitheater is a cultural cornerstone, hosting events that enrich the town's social tapestry. And for those who seek a touch of Hollywood, Seaside's picture-perfect setting was immortalized in "The Truman Show," showcasing its architectural marvels and storybook charm. Active travelers will find joy in the Timpoochee Trail, a scenic bike path that runs parallel to the famed 30A highway, offering breathtaking views and a chance to connect with nature. And when the day is done, retreat to the comfort of a luxurious vacation home, where the spirit of Seaside's commitment to beauty and community is echoed in every detail. Seaside, Florida, is not just a destination; it's an experience that elevates the simple joys of beach life to something truly magical. It's a coastal utopia where every moment is a treasure and every memory is as enduring as the timeless tides. For those seeking the ultimate beach getaway, Seaside is a must-visit, a place where the best of the Gulf Coast is waiting to be discovered.
Cultural Attractions in Seaside
Seaside, Florida, may be known for its idyllic beaches and pastel-colored houses, but it also offers a unique cultural experience for those who seek arts, history, and local customs. This quaint town on the Emerald Coast is a perfect blend of relaxation and cultural enrichment. Begin your cultural journey at the Seaside Repertory Theatre, a local gem that provides high-quality performances ranging from thought-provoking dramas to hilarious comedies. The intimate setting allows for an engaging experience with the arts, and the theatre's commitment to storytelling reflects the vibrant spirit of the community. Art enthusiasts will find joy in exploring the town's art scene. The Fusion Art Glass Gallery showcases stunning glasswork from over 150 North American artists, offering a kaleidoscope of colors and designs. For a broader range of artistic expression, visit the Anne Hunter Galleries, which feature a curated collection of works by local and regional artists, including paintings, sculptures, and jewelry. Seaside's history is intimately tied to its innovative town planning. As one of the first communities in America designed on the principles of New Urbanism, a visit to Seaside is a lesson in architectural history and urban design. The town's layout encourages walking and cycling, and the central public square is a hub of activity, reflecting the local customs of community and connectivity. Live music is a staple in Seaside, with the Seaside Amphitheater serving as the central venue for concerts and performances. Throughout the year, the town hosts a variety of music events, from the Seaside Summer Concert Series to the Escape to Create performances, where musicians and artists in residence share their talents with the public. For a taste of local customs, immerse yourself in Seaside's vibrant farmer's market, held every Saturday. Here, you can sample regional produce, artisanal foods, and crafts, all while mingling with locals and experiencing the town's friendly atmosphere. Seaside also celebrates its culture through annual events, such as the Seaside School Half Marathon & 5K, which brings the community together in support of education. The Seeing Red Wine Festival is another highlight, where wine enthusiasts can indulge in tastings and learn about the rich tradition of winemaking. In Seaside, the pace is slower, but the cultural experiences are rich and fulfilling. It's a place where the beauty of the Gulf Coast meets the creativity of its residents, creating a destination that's as much about the arts and history as it is about sun, sand, and sea.
Kids IconFamily friendly activities in Seaside
Seaside, Florida, is a picture-perfect coastal town that offers a serene escape for families and a treasure trove of activities for children. With its sugar-white sand beaches and clear, emerald waters, Seaside provides the ideal backdrop for a family vacation where kids can play and parents can relax. The beaches are the main attraction, and for good reason. The gentle surf is perfect for young swimmers, and the soft sand invites castle building and beachcombing. Lifeguards are on duty during peak seasons, ensuring a safe environment for all. For a unique experience, families can join a sandcastle building lesson, where experts teach the art of creating impressive sand structures. Seaside's central square is a hub of activity, with an outdoor amphitheater that hosts family-friendly events, including magic shows, storytelling, and live music. Children can dance on the grassy lawn or enjoy a scoop of homemade ice cream from one of the local parlors. For those looking to explore beyond the beach, the town offers a network of walking and biking trails. Rent a bike and take the family on a leisurely ride through Seaside's quaint streets, admiring the pastel-colored cottages and white picket fences that give the town its storybook charm. The Seaside Farmers Market is a delightful experience for kids, with vendors offering fresh local produce, baked goods, and artisanal treats. It's a great opportunity for children to learn about where food comes from and to taste some of the region's specialties. Water activities abound in Seaside, with paddleboarding, kayaking, and canoeing being popular choices. For a memorable family adventure, consider a guided eco-tour of the rare coastal dune lakes that border the town, where kids can spot wildlife and learn about the unique ecosystem. When it's time to unwind, Seaside's family-friendly restaurants cater to even the pickiest eaters, with menus featuring fresh seafood and classic kid favorites. Many dining spots offer outdoor seating, so families can enjoy their meal with a view of the ocean or the bustling town center. Seaside, with its laid-back atmosphere and wealth of child-centric activities, is a place where family memories are made. Whether building sandcastles on the beach, biking through the charming town, or exploring the natural beauty of the Florida coast, Seaside is a destination that both kids and adults will adore.
Nature IconOutdoor activities in Seaside
Seaside, Florida, a quaint town nestled on the Emerald Coast, is a paradise for outdoor enthusiasts and nature lovers. With its sugar-white sand beaches and crystal-clear waters, Seaside offers a serene backdrop for a variety of outdoor activities. The town's crown jewel is its stunning beachfront, where visitors can bask in the sun, swim in the warm Gulf of Mexico waters, or take a leisurely stroll along the shore. The beaches here are perfect for collecting seashells, building sandcastles, or simply enjoying the rhythmic sound of the waves. For those who love water sports, Seaside provides ample opportunities for stand-up paddleboarding, kayaking, and surfing. The calm waters of the Gulf make it an ideal spot for beginners, while the occasional swells offer challenges for more experienced surfers. Cyclists and joggers will appreciate the scenic Timpoochee Trail, a paved pathway that runs along the coast, offering breathtaking views and a chance to spot local wildlife. The trail is part of the larger Florida Panhandle's extensive network of greenways and trails, inviting exploration of the area's natural beauty. Nature enthusiasts will find solace in the nearby Point Washington State Forest, a sprawling 15,000-acre preserve with over ten distinct natural communities. Hiking and biking trails wind through longleaf pine forests, cypress swamps, and coastal scrub, providing a habitat for a diverse array of wildlife, including the endangered gopher tortoise and the red-cockaded woodpecker. For a unique outdoor experience, visitors can explore the rare coastal dune lakes that dot the region. These geological marvels are found in only a few places around the world and offer a mix of freshwater and saltwater ecosystems. Paddle along Western Lake or Deer Lake to witness the serene beauty of these natural wonders. Birdwatchers will delight in the opportunity to observe a variety of migratory and resident bird species at the Grayton Beach State Park. The park's coastal dune lake, pine flatwoods, and scrub habitats make it a prime spot for birding, especially during the migration seasons. As the sun sets, Seaside's outdoor amphitheater comes alive with music, movies, and live performances, allowing visitors to enjoy the arts under the stars. In Seaside, Florida, the natural wonders and outdoor activities blend seamlessly with the town's laid-back charm, offering a tranquil escape and a chance to reconnect with nature in a picturesque setting.
Weather IconWeather in Seaside
Seaside, Florida, is a quintessential beach town on the Emerald Coast, known for its sugar-white sand and clear, turquoise waters. The weather in Seaside is typically warm and humid, with a subtropical climate that attracts visitors year-round. The summer months, from June to August, are the hottest, with temperatures often reaching the high 80s to low 90s Fahrenheit (around 30-34°C). The humidity during this time can be quite high, making it feel warmer than the actual temperature. Afternoon thunderstorms are common, which can provide a brief respite from the heat. Despite the possibility of rain, the summer is a popular time for beachgoers and water sports enthusiasts. Fall, from September to November, sees a gradual decrease in temperature and humidity. The weather remains warm enough for beach activities, with highs typically in the 70s and 80s Fahrenheit (around 21-29°C). This is considered one of the best times to visit Seaside, as the summer crowds have dissipated and the Gulf of Mexico remains warm for swimming. Winter, from December to February, is mild with temperatures ranging from the mid-50s to the mid-60s Fahrenheit (around 12-18°C). While it's too cool for swimming for most people, the weather is ideal for enjoying outdoor activities without the intense heat and humidity. Precipitation is lower during these months, making it a pleasant time for exploring the town and nearby natural attractions. Spring, from March to May, is another delightful season in Seaside. Temperatures start to warm up, ranging from the mid-60s to the low 80s Fahrenheit (around 18-28°C). The humidity begins to increase as summer approaches, but it's still comfortable for visitors. This is a great time to take advantage of the outdoor events and festivals that begin to pop up around town. The most popular weather conditions, with warm temperatures and lower humidity, are prevalent in the spring and fall. These seasons offer the perfect balance for enjoying all that Seaside has to offer, from its charming town center to its stunning beaches. Whether you're looking to relax on the sand, explore the local art scene, or dine on fresh seafood, Seaside's climate is welcoming almost any time of the year.
Transportation in Seaside
Seaside, Florida, a quaint and picturesque town on the Emerald Coast, offers a serene escape with a variety of transportation options for visitors. This charming beachside community is not served by its own airport, so travelers typically fly into one of the nearby airports such as Northwest Florida Beaches International Airport (ECP) in Panama City Beach or Destin-Fort Walton Beach Airport (VPS). From these airports, visitors can rent a car, take a taxi, or use ride-sharing services to reach Seaside. For those who prefer to drive, Seaside is easily accessible by car and is located along the scenic Highway 30A, which is known for its beautiful coastal views. Driving offers the flexibility to explore the surrounding areas, including other beach communities along 30A, and is a popular choice for those who wish to have direct access to a wider range of activities and attractions. Once in Seaside, the town's design is centered around New Urbanism principles, which emphasize walkability and community. The town is very pedestrian-friendly, with most accommodations, restaurants, shops, and the beach all within a short walking distance. The compact nature of Seaside makes it an ideal destination for those who enjoy exploring on foot, and the lack of high-rise buildings ensures that the town maintains a relaxed and intimate atmosphere. For getting around the immediate area, bicycles are a popular mode of transportation. Seaside offers several bike rental shops where visitors can rent bikes for the duration of their stay, allowing for leisurely exploration of the town's charming streets and easy access to nearby beach communities. While Seaside itself is highly walkable, visitors looking to explore beyond the town's borders will benefit from having a car. The surrounding region offers state parks, coastal dune lakes, and other beach towns, which are best accessed by driving. In summary, Seaside, Florida, is a destination that caters to those seeking a slower pace and the charm of a walkable beach town. With nearby airports providing access and a layout that encourages walking and biking, Seaside is a delightful retreat for travelers looking to unwind and enjoy the coastal lifestyle.