Photo by Visit South Walton

Seaside vacation rentals

We found 1,092 vacation rentals — enter your dates for availability

Welcome to Seaside, where sun-kissed beaches meet charming coastal neighborhoods, creating an idyllic escape for travelers seeking both relaxation and adventure. Stroll along the soft sandy shores, indulge in fresh seafood at local eateries, or explore the nearby state parks filled with scenic trails. With a variety of unique accommodations—from cozy cottages to spacious oceanfront condos—your group can enjoy the comfort and convenience of a home-like experience while making unforgettable memories together.

Holiday rentals with weekly discounts - Seaside

Showing deals for:Dec 11 - Dec 18

Private back porch with comfortable sitting area
Watercolor Beach Club - lots of improvements happening now!
Open living area with 2 conversation ares
Kitchen view showing powder room entrance
Exceptional
(95 reviews)

"WayWard Sun" in Watercolor just behind the Seaside Chapel! Steps to Seaside

Santa Rosa Beach

8% off
$1,188
$8,319 for 7 nights
All fees included
"WayWard Sun" in Watercolor just behind the Seaside Chapel! Steps to Seaside
Beach
Exterior
Private kitchen
Exterior
Exceptional
(5 reviews)

Peaceful WaterColor Location w 6-Seater LSV & 4 Bikes Included!

Santa Rosa Beach

6% off
$413
$2,893 for 7 nights
All fees included
Peaceful WaterColor Location w 6-Seater LSV & 4 Bikes Included!
Beach
Exterior
Terrace/patio
Pool
Exceptional
(13 reviews)

NEXT TO Camp WaterColor! LSV/Golf Cart, 4 Bikes, 3rd Floor Kid Zone! GORGEOUS

Santa Rosa Beach

7% off
$575
$4,028 for 7 nights
All fees included
NEXT TO Camp WaterColor! LSV/Golf Cart, 4 Bikes, 3rd Floor Kid Zone! GORGEOUS
Living area
Exterior
Interior
Room
Exceptional
(10 reviews)

STEPS to Camp WaterColor! 6-Seater LSV/Golf Cart, 4 Bikes Included!

Santa Rosa Beach

7% off
$573
$4,012 for 7 nights
All fees included
STEPS to Camp WaterColor! 6-Seater LSV/Golf Cart, 4 Bikes Included!
Private kitchen
Exterior
Beach
Property grounds
Very Good
(11 reviews)

Lux WaterColor Home! Private Pool, Spa, LSV/Golf Cart, Bikes! Easy Walk to Seaside & Beach Club!

Santa Rosa Beach

7% off
$983
$6,881 for 7 nights
All fees included
Lux WaterColor Home! Private Pool, Spa, LSV/Golf Cart, Bikes! Easy Walk to Seaside & Beach Club!
Room
Private kitchen
Dining
Interior
Exceptional
(8 reviews)

NEW LISTING!!! QUIT 'N TIME - 5BD, LRG PRIV POOL & PATIO, WLK TO SEASIDE & BEACH

Santa Rosa Beach

8% off
$1,089
$7,621 for 7 nights
All fees included
NEW LISTING!!! QUIT 'N TIME - 5BD, LRG PRIV POOL & PATIO, WLK TO SEASIDE & BEACH
Property grounds
Kitchen bar seating and kitchen
A well stocked kitchen for the family that wants to cook in or order take out.
Another view of the spacious living room.
Exceptional
(40 reviews)

A beach retreat in walking distance to the pristine Seagrove Beach and Seaside!

Santa Rosa Beach

8% off
$516
$3,614 for 7 nights
All fees included
A beach retreat in walking distance to the pristine Seagrove Beach and Seaside!
Living area
Exterior
Exterior
Private kitchen
Exceptional
(21 reviews)

WaterColor! Carriage House, Pool, LSV, Bikes! Next to Camp WaterColor Waterpark!

Santa Rosa Beach

7% off
$651
$4,558 for 7 nights
All fees included
WaterColor! Carriage House, Pool, LSV, Bikes! Next to Camp WaterColor Waterpark!
Private kitchen
Exterior
Beach
Private kitchen
Exceptional
(12 reviews)

WaterColor PRIME Phase 1 Location! With NEW LSV & 4 Bikes! Walk to Seaside!

Santa Rosa Beach

6% off
$595
$4,163 for 7 nights
All fees included
WaterColor PRIME Phase 1 Location! With NEW LSV & 4 Bikes! Walk to Seaside!
Living area
Exterior
Property grounds
Beach
Exceptional
(12 reviews)

WATERCOLOR w PRIVATE POOL, LSV/GOLF CART INCLUDED! PARK DISTRICT, GORGEOUS!!

Santa Rosa Beach

7% off
$798
$5,585 for 7 nights
All fees included
WATERCOLOR w PRIVATE POOL, LSV/GOLF CART INCLUDED! PARK DISTRICT, GORGEOUS!!
Living area
Beach
Exterior
Dining
Exceptional
(19 reviews)

30A Retreat LSV + Bikes + Beach Chairs,Sleeps 10, Heart of WaterColor

Santa Rosa Beach

6% off
$608
$4,258 for 7 nights
All fees included
30A Retreat LSV + Bikes + Beach Chairs,Sleeps 10, Heart of WaterColor
Private kitchen
Exterior
Pool
Dining
Exceptional
(14 reviews)

EXQUISITE LUXURY HOME w/ POOL, LSV, BIKES! NEXT TO CAMP WATERCOLOR! Pet Friendly!

Santa Rosa Beach

7% off
$826
$5,785 for 7 nights
All fees included
EXQUISITE LUXURY HOME w/ POOL, LSV, BIKES! NEXT TO CAMP WATERCOLOR! Pet Friendly!
Pool
Exterior
Beach
Living area
Exceptional
(12 reviews)

GORGEOUS WaterColor Beach Home w/ Carriage House, LSV, 10 Bikes!

Santa Rosa Beach

7% off
$644
$4,507 for 7 nights
All fees included
GORGEOUS WaterColor Beach Home w/ Carriage House, LSV, 10 Bikes!
Pool
Exterior
Living area
Property grounds
Exceptional
(9 reviews)

WaterColor! 2-Story Porch, Carriage House, NEW POOL, LSV/Golf Cart, Bikes!

Santa Rosa Beach

7% off
$753
$5,268 for 7 nights
All fees included
WaterColor! 2-Story Porch, Carriage House, NEW POOL, LSV/Golf Cart, Bikes!
Night view after storm - amazing.
Fun bar seating for 5
Dogwood Street beach access
Perfect spot on screened porch
Exceptional
(66 reviews)

5 Star New cottage in Old Seagrove. Small heated pool. Close to beach!

Santa Rosa Beach

9% off
$270
$1,890 for 7 nights
All fees included
5 Star New cottage in Old Seagrove. Small heated pool. Close to beach!
Pool
Exterior
Private kitchen
Beach
Exceptional
(8 reviews)

WaterColor with NEW 6-Seater LSV, 4 Bikes Included! Steps to Community Pool!

Santa Rosa Beach

7% off
$343
$2,404 for 7 nights
All fees included
WaterColor with NEW 6-Seater LSV, 4 Bikes Included! Steps to Community Pool!
quiet time
Sunday morning service is just a quick walk
Fun kitchen with all you need
Walk to Bud and Alleys
Exceptional
(258 reviews)

Beautiful Home in Old Seagrove with Pool, Walking Distance to Seaside - 5 STAR!

Santa Rosa Beach

9% off
$250
$1,751 for 7 nights
All fees included
Beautiful Home in Old Seagrove with Pool, Walking Distance to Seaside - 5 STAR!
Beach
Exterior
Private kitchen
Living area
Exceptional
(7 reviews)

LOCATION, LOCATION, LOCATION! STEPS to WATERCOLOR Beach Club! Walk to Seaside, Restaurants, Beach!

Santa Rosa Beach

7% off
$393
$2,754 for 7 nights
All fees included
LOCATION, LOCATION, LOCATION! STEPS to WATERCOLOR Beach Club! Walk to Seaside, Restaurants, Beach!
Beach
Exterior
Terrace/patio
Living area
Exceptional
(13 reviews)

FULLY RENOVATED WaterColor STEPS to Beach Club with Gulf Views! PRIME LOCATION!!

Santa Rosa Beach

6% off
$427
$2,986 for 7 nights
All fees included
FULLY RENOVATED WaterColor STEPS to Beach Club with Gulf Views! PRIME LOCATION!!
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Find out more about Seaside

Why visit Seaside

  • Beautiful Beaches: Enjoy stunning sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Charming Neighborhoods: Stroll through picturesque streets filled with unique architecture and local shops.
  • Outdoor Adventures: Explore nearby state parks for hiking, biking, and nature walks.
  • Delicious Dining: Savor fresh seafood and local cuisine at a variety of eateries.
  • Relaxing Atmosphere: Experience romantic sunsets and a peaceful coastal vibe ideal for unwinding.

Popular types of accommodation around Seaside

Planning your getaway to Seaside? You're in for a treat. With stunning oceanfront rentals, cozy cottages, and spacious houses, the choices are endless. Discover the charm of Seaside vacation rentals and find the perfect seaside Oregon vacation home that suits your style. Whether you're looking for a romantic retreat or a family-friendly condo, your ideal escape awaits.

  • Condos: The top choice for vacation rentals in Seaside, offering modern amenities and ocean views.
  • Houses: A popular option for families and groups, providing spacious living and home-like comforts.
  • Cottages: Charming and cozy, these rentals are perfect for a quaint getaway near the beach.
  • Apartments: Convenient and budget-friendly, ideal for solo travelers or couples seeking a central location.
  • Villas: Luxurious accommodations that offer upscale living and plenty of space for relaxation.**

Top attractions in and around Seaside

Seaside, Florida, is the perfect destination for beach lovers and outdoor enthusiasts seeking a vibrant city-themed vacation. With stunning beaches, charming neighborhoods, and nearby state parks, you'll find plenty of attractions that cater to your desire for culture and adventure. Whether you're traveling solo, with family, or as a couple, Seaside offers a delightful mix of relaxation and exploration for an unforgettable getaway.

  • Seaside Beach: A picturesque beach located within Seaside, known for its vibrant beach vibes. Enjoy soft sands, crystal-clear waters, and a charming community atmosphere perfect for relaxation and sunbathing.
  • Santa Rosa Beach: A quaint neighborhood located 5 miles from Seaside, offering a unique blend of city vibes with local shops, dining, and beautiful coastal scenery, making it an ideal spot for exploration.
  • Eden Gardens State Park: A stunning state park situated 4 miles away, featuring breathtaking scenery, outdoor adventures, and serene walking trails amidst lush landscapes, perfect for nature lovers.

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. For some fun, challenge each other at Rainforest Black Light Golf & Arcade, also 14 miles away, or take a romantic ride on the SkyWheel, 17 miles away, for stunning views.

Things to do recommended for families

Families visiting Seaside can unwind at Conservation Park, a serene recreational area just 14 miles away, perfect for wellness and relaxation. For an adventurous twist, head to the Emerald Coast Mirror Maze, located 17 miles away, offering a fun-filled arcade experience for everyone.

Things to do recommended for groups

Groups visiting Seaside can enjoy the scenic 30A Bike Trail for outdoor adventures, catch a performance at the charming Seaside Repertory Theatre for a taste of local culture, and relax at the beautiful Seaside Amphitheater, perfect for outdoor gatherings and events.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're interested in extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Seaside with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily narrow down your options on Vrbo to find all of these amenities and more.
  • Traveling to Seaside with young kids: Traveling with young kids can be a bit tough. It’s important to prioritize their comfort and safety, and look for amenities that are suitable for their age, like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Seaside: For many families, a vacation isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Seaside: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Seaside

Seaside, Santa Rosa Beach, Florida, is a charming destination perfect for beach lovers and outdoor enthusiasts. Here, you can unwind on stunning sandy shores, explore quaint neighborhoods, and indulge in local dining experiences. Discover the relaxing atmosphere, romantic sunsets, and picturesque scenery that surround you. Venture into nearby areas for more excursions and scenic views, ensuring your vacation is filled with unforgettable moments by the coast.

  • Seagrove Beach: Located a mere 0.5 miles from Seaside, Seagrove Beach is a serene neighborhood known for its beautiful coastline and outdoor activities. This charming area offers a perfect mix of relaxation and adventure, making it a favorite among beach lovers. Enjoy hiking trails that wind through scenic landscapes, or spend leisurely days on the soft sandy beach. With family-friendly attractions and a welcoming community vibe, Seagrove Beach is ideal for those looking to unwind and connect with nature.
  • Watercolor: Situated just 0.7 miles from Seaside, Watercolor is a picturesque neighborhood that captures the essence of Florida's coastal charm. Renowned for its stunning natural beauty, Watercolor features a network of trails that invite exploration, whether by foot or bike. Visitors can enjoy the vibrant community atmosphere, which includes parks, art galleries, and charming boutiques. The proximity to the beach makes it easy to indulge in sun-soaked days, making Watercolor a perfect destination for those seeking both relaxation and outdoor adventures.
  • Santa Rosa Beach: Encompassing Seaside, Santa Rosa Beach is a vibrant city that showcases the best of coastal living. Known for its breathtaking beaches and lush natural landscapes, Santa Rosa Beach attracts visitors with its diverse outdoor experiences. Enjoy a variety of recreational activities, including hiking and biking on scenic trails. With its family-friendly atmosphere and local landmarks, this city is an excellent base for exploring the beauty of Florida's Emerald Coast while enjoying the charm of its beach towns.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 money on your next getaway? Being flexible with your travel dates can make a big difference, as prices can fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels with ease. You can create new trips, refine your existing plans, or manage your bookings all in one place. The properties you’ve saved or reserved are conveniently organized into categories: Potential, Upcoming, and Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/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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