Discover a selection of 1,000 vacation rentals in Seaside that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $184 per night, and houses and cottages are popular options for a stay in Seaside. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Seaside
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.


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.


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.

How many vacation rentals are available around Seaside?

Our 2022 property listings offer a large selection of 1,019 vacation rentals around Seaside. From 880 house rentals to 139 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Seaside?

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

  • Central Square: 17,192 vacation rentals
  • Sundog Books: 17,227 vacation rentals
  • Seaside Repertory Theatre: 17,252 vacation rentals
  • Newbill Collection by the Sea: 17,226 vacation rentals
  • Fusion Art Glass Gallery: 17,239 vacation rentals

But there are many other points of interest around Seaside listed on Vrbo 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. Vrbo has 880 Houses in Seaside. Our other popular types of vacation rentals in Seaside include:

  • Cottages: 139 rentals available
  • Condos/Apartments: 118 rentals available
  • Bungalows: 139 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 829 vacation rentals with pool available in Seaside. Please use our search bar to access the selection of vacation rentals available.