Seaside vacation rentals

We found 1,078 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Select from 292 houses, 31 condos, and other vacation rentals to find the perfect place for your stay in Seaside. Vacation rentals offer the best amenities for your family, friends, or furry companion, like air conditioning and WiFi. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

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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.

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.

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.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Seaside?

According to our data, cottages are considered the most popular type of vacation property in Seaside. But that goes without saying, everyone's idea of the perfect stay is bound to be different. Vrbo has vacation rentals in a variety of sizes and shapes, so you're bound to find your ideal fit.

How much does it cost to rent a vacation rental in Seaside?

A range of things can influence how much you pay for a vacation rental in Seaside, including the time of year, length of stay and property type. But, all our vacation homes have something in common — incredible value. Just enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Seaside?

Prices for beach houses in Seaside will vary depending on the size and style of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use our filters to tailor your search by nearby activities, ratings, amenities and more.

Are there pet-friendly vacation rentals in Seaside?

Pack a tug toy and treats for your beloved pooch because Seaside has 317 vacation homes that put out the welcome mat to pets. Let your four-legged pal join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.

Can I rent a house with a pool in Seaside?

Tick the "pool" box in our handy filter tool and choose from 292 houses with private pools in Seaside on Vrbo. Gentle soak, ball games or noodle joust? Free time is up to you when your Vrbo vacation property comes with its own swimming pool.

What are popular rental amenities in Seaside?

Some of the most popular rental amenities people are looking for in Seaside are an ocean view, an electric car charging station and a fireplace. Whether you're on a trip with family, buddies or even pets, Vrbo vacation homes provide the best amenities for fun and relaxation with the people closest to you.

Are there large group vacation rentals in Seaside?

You can choose from 87 vacation properties in Seaside that can host a group of 10 or more people. Whether you're organizing time away with the family or an event like a birthday party, there's ample space to get your group together under one roof.

Are there vacation rentals in Seaside that welcome kids?

With 317 family-friendly vacation rentals to pick from in Seaside, now is a superb time to introduce the kids to the excitement of travel. Simply click on our "Properties good for families" filter box to find stays that feature conveniences ideal for families on the move, like living rooms, outdoor spaces, bunk beds and entertainment areas.

What are the top attractions for families in Seaside?

You'll find loads of wonderful things to do and see with the family in Seaside, including:

  • Grayton Beach State Park
  • Seaside Beach
  • Alys Beach

Are there one-bedroom vacation rentals in Seaside?

Yes, you'll find 63 one-bedroom properties in Seaside to select from. A one-bedroom vacation property is a wonderful choice if it's just two of you or if you're vacationing solo. Add in more space, privacy and convenience compared to a regular hotel, and you've got yourself an unforgettable trip.

Can I find two-bedroom vacation rentals in Seaside?

Gather your loved ones and experience complete comfort and privacy in one of the 61 two-bedroom vacation homes Seaside has to offer.

Are there vacation rentals with WiFi in Seaside?

Whether you want to stay in touch with the news, reply to emails or update your social media accounts, there are 54 vacation homes with WiFi in Seaside. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

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