Destination guide

Fun in the sun at Seaside vacation home rentals

Perched on Florida's coast, Seaside is as renowned for its pastel-hued cottages and gleaming white clapboard post office as it is for its sandy beach and tranquil waters. Seaside was in fact only founded in 1981, as one of the first American towns designed around the principles of New Urbanism, a movement focused on eclectic architecture, walkable districts, and sustainable living. With an abundance of pristine Seaside vacation rentals to choose from, you can make yourself right at home in this one-of-a-kind destination.

Things to do

Attractions near your Kissimmee summer rental

If you need a break from beach life, you'll find an eclectic array of attractions within easy reach of your Seaside vacation rental. The Fusion Art Glass Gallery showcases a diverse collection of eye-catching sculptures, pottery, glassware, vintage jewelry, and avant-garde blown glass art. If you're after a unique vacation souvenir, the best news is that everything's for sale. A drive down the coast will bring you to Gulf World, the ideal spot for a fun-packed family day out. This marine park is home to adorable sea lions, sleek sharks, stately sea turtles, and all manner of other ocean dwellers.

Activities

Things to do near Seaside vacation rentals

Seaside is a shopper's paradise, particularly if you prefer quirky independent retailers to big brands. Here, you'll find gourmet grocery stores, alluring fashion boutiques, and endlessly browsable book and music shops. If you're in town on a summer Saturday, don't miss the market, where you can pick up artisan soaps and homewares, phenomenally fresh local produce, and irresistible baked goods and sweet treats. The al fresco dining scene is similarly enthralling. You can feast on everything from fresh chilled oysters to decadent Southern BBQ, all whilst taking in breathtaking ocean views. If you feel the need to burn off some calories, rent a kayak or paddle board and explore the sensational shoreline.

Outdoor activities

Outdoor activities near Seaside vacation homes

Seaside is known for its picturesque scenery and mild climate, which are perfect for outdoor activities. You can enjoy a pleasant bike ride on a beachside road near your vacation rental, sightseeing or shopping in quaint towns, sunbathing and swimming at one of the local beaches, or nature walks in the parks. For a little more excitement, try a dolphin cruise, surfing, or sailing.

Weather

Local weather for your stay in Kissimmee vacation homes

Seaside vacation rentals are in particularly high demand during the peak summer season of June to August. Humidity can be high at this time of year, but the heat is generally less intense than many other parts of Florida, with ocean breezes keeping things agreeable. Late spring and early fall are also great times to visit, with blissfully warm temperatures, slightly less rain, and slightly fewer out-of-towners jostling for a prime spot on the beach. Winters are usually pleasantly mild, but usually a little too cool for swimming and sunbathing.

Natural features

Animal encounters at Seaside

Seaside is an enthralling destination for nature and wildlife lovers. If you're visiting between April and November, you might be lucky enough to catch sight of sea turtles crawling out of the ocean to lay their eggs in the sand. You don't need to be a seasoned birder to make some new feathered friends here. Keep one eye on the sky and you may glimpse pelicans, egrets or herons, while between May and August, rare snowy plovers and least terns can be spotted nesting in the sand. A highlight for many Seaside visitors is a trip out to sea to watch acrobatic bottlenose dolphins frolicking in their natural habitat.

Beaches

Beaches near Seaside vacation homes

The tranquil beaches in Seaside are perfect for a relaxing retreat. Vacation homes are available near beaches like Grayton Beach State Park, a huge oceanfront park with swimming, boat ramps, and hiking and biking trails, and Blue Mountain Beach, a mellow beach for swimming and sunbathing. Seagrove Beach, a quiet cove beach sheltered by trees, is perfect for families with young children.

How to get there

Transportation to and around Seaside

The nearest airport is in Panama City, FL (ECP-Northwest Florida Beaches Intl.), located 20.3 mi (32.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Destin, FL (DSI-Destin-Fort Walton Beach), which is 20.5 mi (33.1 km) away.

Can I find a vacation rental around Seaside?

Yes, our 2019 property listings offer a large selection of 941 vacation rentals near Seaside. From 681 Houses to 112 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Seaside for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Seaside?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Seaside:

  • Rosemary Beach: 1,191 vacation rentals
  • Seagrove Beach: 2,321 vacation rentals
  • Crystal Beach: 1,313 vacation rentals
  • Watercolor: 1,248 vacation rentals
  • Seacrest: 587 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Seaside?

HomeAway offers a large selection of vacation rentals near lovely places in Seaside. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Central Square: 15,590 vacation rentals
  • Seaside Repertory Theatre: 15,633 vacation rentals
  • Newbill Collection by the Sea: 15,592 vacation rentals
  • Sundog Books: 15,603 vacation rentals
  • Pier Park: 12,345 vacation rentals

But there are many other points of interest around Seaside listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Seaside?

Yes, of course. HomeAway has 681 Houses in Seaside. Our other popular types of vacation rentals in Seaside include:

  • Condos/Apartments: 112 rentals available
  • Cottages: 128 rentals available
  • Bungalows: 128 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Seaside?

Yes, you can select your preferred vacation rental with pool among our 796 vacation rentals with pool available in Seaside. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Seaside

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