Seaside vacation rentals

We found 1,094 vacation rentals — enter your dates for availability

Select from 301 houses, 34 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.

Vacation rentals with weekly discounts - Seaside

Showing deals for:Sep 5 - Sep 12
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Find out more about Seaside

Find out more about Seaside

Why visit Seaside

  1. Beautiful Beaches: Seaside boasts stunning shores perfect for sunbathing, swimming, and beachcombing.
  2. Charming Neighborhoods: Explore picturesque streets filled with unique architecture, local shops, and vibrant communities.
  3. Outdoor Activities: Enjoy a range of adventures, from biking and hiking to kayaking in nearby state parks.
  4. Family-Friendly Atmosphere: Seaside offers activities and attractions suitable for visitors of all ages, making it ideal for families.
  5. Diverse Accommodations: Choose from cozy cottages to modern condos, ensuring a perfect stay tailored to your needs.

Popular types of accommodation around Seaside

Planning a getaway to Seaside? You're in for a treat! Discover the most sought-after vacation rentals, from charming cottages to spacious houses and modern condos. Whether you're searching for seaside rentals or vacation homes in Florida, our platform offers a seamless way to find the perfect spot for your stay. Enjoy transparency, savings, and peace of mind as you explore the best vacation rentals in Seaside!

  • Condos: The top choice for vacationers in Seaside, offering a blend of comfort and convenience, often with stunning views.
  • Houses: A great option for families or groups, these homes provide ample space and a home-like atmosphere.
  • Cottages: Ideal for a quaint and cozy getaway, these charming spaces are perfect for couples or solo travelers.
  • Apartments: A practical choice for those seeking a central location with essential amenities.
  • Villas: Luxurious and spacious, villas offer a premium experience for a memorable vacation.**

Top attractions in and around Seaside

Seaside, Santa Rosa Beach, is perfect for beach lovers and outdoor enthusiasts alike. Visitors can explore its beautiful beaches, charming town neighborhoods, and nearby state parks, offering a blend of culture and adventure. With activities tailored for both relaxation and exploration, Seaside provides a memorable vacation experience for all types of travelers, from seaside guests seeking tranquility to those looking for seaside adventures.

  1. Seaside Beach: Experience the quintessential beach vibes at Seaside Beach, known for its beautiful white sands and crystal-clear waters, perfect for relaxation and beach activities.
  2. Santa Rosa Beach: Just 5 miles away, Santa Rosa Beach offers a charming neighborhood atmosphere with a blend of local shops, restaurants, and a friendly community vibe.
  3. Central Square: Located in Seaside, Central Square is a vibrant hub featuring unique boutiques, art galleries, and dining options, creating a lively city atmosphere.

Things to do recommended for couples

For a romantic getaway in Seaside, indulge in a rejuvenating treatment at the Emerald Sanctuary, only 14 miles away. Enjoy some playful competition at Rainforest Black Light Golf & Arcade, also 14 miles out, or take a thrilling ride on the SkyWheel, located 17 miles from Seaside.

Things to do recommended for families

Families can explore the serene trails at Conservation Park, just 14 miles from Seaside, perfect for relaxation. For adventure, visit the Emerald Coast Mirror Maze, located 17 miles away, offering a fun-filled experience that the whole family will enjoy.

What do I need to keep in mind when booking a vacation around Seaside

When traveling with a group, family, pets, or planning an extended stay, it’s important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Seaside with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Seaside with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can be beneficial.
  • Taking your pets with you to Seaside: For many families, a vacation isn't truly enjoyable unless their furry companion is there too. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly options come equipped with feeding bowls and cozy beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Seaside: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Seaside

Seaside, Florida, offers an unforgettable vacation experience with its stunning beaches, vibrant neighborhoods, and picturesque scenery. This charming coastal community is perfect for family-friendly outings, romantic getaways, and outdoor adventures. Explore nearby attractions and soak up the relaxing atmosphere while enjoying the unique architecture and local shops. With its ideal blend of beach and city vibes, Seaside is the perfect destination for your next beach vacation.

  • Seagrove Beach: Located a mere 0.5 miles from Seaside, Seagrove Beach is a charming neighborhood that offers a laid-back coastal experience. Renowned for its pristine beaches and lush surroundings, this area is perfect for outdoor enthusiasts. Visitors can enjoy a variety of activities such as hiking along scenic trails and exploring recreational areas. The family-friendly atmosphere makes it an ideal spot for those seeking a relaxing beach day or a stroll through the picturesque town neighborhood, where quaint shops and eateries abound.
  • Watercolor: A short distance of 0.7 miles from Seaside, Watercolor is a vibrant neighborhood that combines stunning natural beauty with artistic charm. This area is perfect for beach lovers and outdoor adventurers alike, featuring numerous hiking trails and recreational spots. Visitors can immerse themselves in the scenic landscape while enjoying family-friendly activities. The local beaches are well-maintained and offer a perfect backdrop for relaxation, making Watercolor a popular destination for those looking to soak up the sun and enjoy the coastal lifestyle.
  • Cottage District: Nestled just 0.3 miles from Seaside, the Cottage District captures the essence of a quaint beach community. This neighborhood is known for its unique cottages and charming streets, providing a cozy atmosphere for visitors. Outdoor activities abound, from hiking trails to golf courses, making it a great choice for those who enjoy staying active. With easy access to beautiful beaches and a welcoming town neighborhood, the Cottage District is an inviting destination for families and travelers seeking an authentic coastal experience.

Best time to go to Seaside

If you're planning a trip to Seaside, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January54.0°F (12.2°C)Light RainMostly SunnyAverageModerately Low
February57.6°F (14.2°C)Light RainMostly SunnyAverageModerately Low
March62.6°F (17.0°C)Light RainMostly SunnyModerately HighAverage
April68.4°F (20.2°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyAverageModerately High
June81.3°F (27.4°C)Light RainMostly SunnyModerately HighModerately High
July82.9°F (28.3°C)Light RainMostly SunnyModerately HighModerately High
August83.1°F (28.4°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
October72.0°F (22.2°C)Light RainSunnyModerately LowAverage
November62.2°F (16.8°C)Light RainMostly SunnyModerately LowAverage
December57.9°F (14.4°C)Light RainMostly SunnyModerately LowModerately Low

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be a smart strategy, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the whole booking. Being the organizer truly has its benefits! Enroll in our One Key rewards program to unlock exclusive member discounts and earn OneKeyCash™ on qualifying stays. Sign up today and begin your journey toward savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is designed to help you plan and manage your travel with ease. You can create new trips, refine your existing plans, or review your bookings all in one convenient location. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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 the most desirable vacation rental type in Seaside. But that goes without saying, everyone’s idea of an epic stay will differ. Vrbo has vacation homes 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?
Property type, length of stay and season are some of the conditions that can influence the price of a vacation home. Simply enter your travel dates to find your perfect fit. From homey country cottages to sprawling luxury villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Seaside?
Prices for beach houses in Seaside may differ depending on the style and size of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to tailor your search by nearby activities, amenities, ratings and more.
Are there pet-friendly vacation rentals in Seaside?
With 301 vacation rentals that welcome pets, your furry best friend can join in on your Seaside break. Use the filter tool to search our pet-friendly vacation rentals and find a stay that’s pawfect on Vrbo.
Can I rent a house with a pool in Seaside?
Check the “pool” box in our handy filter tool and take your pick of 278 houses with private pools in Seaside on Vrbo. Gentle soak, ball games or noodle joust? Leisure activities are up to you when your vacation home has its own swimming pool.
What are popular rental amenities in Seaside?
When it comes to rental amenities that guests look for in Seaside, an electric car charging station, a barbecue grill and a garden are at the top of the list. With Vrbo vacation homes, there are options to suit your taste and style, whether you’re planning to get away with family, friends or even pets.
Are there large group vacation rentals in Seaside?
Seaside has 69 vacation rentals that can host 10 or more people. These stays come with plenty of space to enjoy good times with friends and family.
Are there vacation rentals in Seaside that welcome kids?
Gather your entire family for a fun-filled adventure in Seaside at one of our 300 family-friendly vacation properties. These stays feature amenities that are ideal for trips with the little ones, including kitchens, bunk beds and entertainment units. Just check the “Properties good for families” filter and select your favorite.
What are the top attractions for families in Seaside?
There are tons of wonderful things to see and do with the family in Seaside, including:

  • Seaside Beach
  • Seaside Repertory Theatre
  • Newbill Collection by the Sea

Are there one-bedroom vacation rentals in Seaside?
You can pick from 69 one-bedroom rentals in Seaside. Whether you want a cozy cottage or a cabin, our one-bedroom rentals are great if you don’t require lots of space. One of the perks of having your own place? You won’t need to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Seaside?
You can pick from 62 two-bedroom vacation homes in Seaside. Give the kids the second room or maybe fill it with a couple of your besties. There’s enough space for whoever’s lucky enough to be joining your adventure.
Are there vacation rentals with WiFi in Seaside?
You can choose from 182 vacation rentals with WiFi in Seaside. If you’d like to disconnect from the world on your vacation, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Seaside?
There are 265 Vrbo vacation homes with air conditioning in Seaside giving you that gentle, cool breeze and extra element of comfort. Enter your dates of travel and then use our filters to locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Seaside?
You should check with the Seaside vacation property you want on Vrbo as the minimum age varies. However, generally it’s 16, 18 or 21.
How long can I rent a vacation rental in Seaside for?
The amount of time you can rent a Seaside vacation rental for varies depending on the property. Simply tap in your travel dates to browse available options offering longer term stays. They feature all you require to make your extended vacation more convenient and enjoyable, such as laundries and air conditioning. Some vacation homes might also offer weekly or monthly discounted prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Seaside?
In Seaside, you’ll find some incredible discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a weekend escape or a couple of weeks away, we’ve got a host of options to suit every kind of traveler.

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