Vacation rentals in Seaside

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Top-rated vacation rentals in Seaside

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Top guest favorite
A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.
Guesthouse in Rosemary Beach
4.95 out of 5 average rating, 103 reviews

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

Guest favorite
The living area features a modern decor with a black and white color scheme. Comfortable black chairs are positioned around a marble-topped table, while a stylish daybed with accent pillows rests against a wall bearing the phrase 'Escape the Ordinary'. Green plants add a touch of freshness.
Condo in Santa Rosa Beach
4.93 out of 5 average rating, 258 reviews

A+ beach location. Free bikes & beach gear!

Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

Top guest favorite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 110 reviews

Luxury Townhouse in Santa Rosa Beach - The Zen Pad

Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

Top guest favorite
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 308 reviews

Sweet Caroline - WALK to beach! 4 bikes included!

Located on the crystal clear waters of the Panhandle, Sweet Caroline is the perfect place for a couples getaway, a trip with girlfriends, and even perfect for small families. Sweet Caroline is located in Seagrove Beach, 1.5 miles east of Seaside. Rosemary and Alys beach are a short drive away. The beach access is directly across the street, 4 min walk from our front door to the sand. We have 4 bikes for use during your stay! The pool is heated March 1 - April 15 and the week of Thanksgiving.

Top guest favorite
The cozy living area features a white sectional sofa and an accent chair, positioned around a light-colored coffee table. Soft natural light filters through multiple windows, creating an inviting space highlighted by a patterned rug and a modern ceiling fan.
Guesthouse in Santa Rosa Beach
5 out of 5 average rating, 200 reviews

"Watercolor-Getaway Bungalow” Beach/6 Pools/Camp

The "Getaway Bungalow" is a carriage house located in Watercolor FL across from Seaside. This ideal vacation rental is separate from the private home in a spacious studio-like room. The cozy carriage house is located on a quiet cul-de-sac overlooking a beautiful pond steps away from the beach, Camp Watercolor, and Seaside, FL. Amenities •Elevator (Lift) •Smart TV/Internet •2 Bikes/Beach Chairs/Umbrella •Parking at Carriage House Kitchen •Refrigerator •Microwave •Coffee Maker •Dishwasher

Guest favorite
A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.
Treehouse in Santa Rosa Beach
4.92 out of 5 average rating, 146 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Top guest favorite
A bright living area features a spacious white sofa adorned with colorful cushions. A wooden coffee table sits on a woven rug, complemented by a leather armchair. Large windows invite natural light, revealing a view of greenery outside.
Townhouse in Inlet Beach
4.98 out of 5 average rating, 128 reviews

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!

You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

Top guest favorite
The exterior of The Zoo Gallery is displayed, featuring a two-story building with a light-colored façade and a corrugated metal roof. A wooden deck leads to the entrance, accompanied by bright red chairs and lush greenery surrounding the walkway, providing a welcoming atmosphere.
Condo in Santa Rosa Beach
4.94 out of 5 average rating, 280 reviews

89.HotzAvenue - Downtown Grayton Beach 3

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #3 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 135 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Guest favorite
The exterior of the vacation rental features a charming one-story house embraced by lush landscaping. Flanked by tall palm trees, a welcoming porch with a green door invites guests inside, while a paved walkway leads to the entrance.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 108 reviews

Trendy Seagrove Retreat | Bikes + Prime 30A

Stylish Seagrove Cottage in Prime 30A Location Welcome to Seas the Day, a freshly renovated 3-bedroom, 2-bathroom beach cottage located in the golf cart–friendly Cottages at Eastern Lake community in Seagrove Beach. With all-new interiors, an unbeatable location near Seaside and local favorites, and thoughtful extras like four cruiser bikes, beach gear, and kid-friendly amenities included, this home is designed for laid-back beach days and easy 30A living.

Guest favorite
A bright bedroom is furnished with a spacious bed adorned with white linens and several decorative pillows. Two bedside lamps provide soft lighting, and a woven area rug covers the wooden floor. A chair offers an additional seating option, while artwork depicting sailboats decorates the walls.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 126 reviews

Starr of Seagrove - 3 Min Walk to Beach!

Beautiful, renovated condo in Seagrove Beach! Steps from the beach & Cafe Thirty-A, & many other local favorites! Just a short (1-2 mile) bike ride from Seaside, Publix, shops & restaurants. On-site pools & tennis courts. Perfect for a couple's or small family beach vacation. We are open to renting directly to guests 18+ (i.e. college or high school students; children traveling with families are also welcome, of course!) See policies & rules for details.

Guest favorite
A bright living area features a modern gray sectional sofa adorned with light-colored pillows. A wooden coffee table sits in front of the sofa. A large mirror reflects the space, while a plant is placed on a bar-style countertop with seating for three. Ample natural light enters through the multi-paned windows.
Condo in Santa Rosa Beach
4.96 out of 5 average rating, 150 reviews

Hour Sunset

Hour Sunset is located just a short walk across 30A to the beautiful sands and emerald beach waters of the Florida Gulf Coast! From the balcony you'll overlook a manicured greenspace, newly resurfaced pool, and even get a glimpse of the Gulf of Mexico. Freshly renovated to create a comfy feel for guests and ourselves to relax. We hope you make some time during your stay to enjoy the beauty of the sunsets - that's why we chose the name!

Popular amenities for Seaside vacation rentals

When is the best time to visit Seaside?

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Avg. priceﺩ.ﺇ1,671ﺩ.ﺇ1,583ﺩ.ﺇ2,148ﺩ.ﺇ2,159ﺩ.ﺇ2,229ﺩ.ﺇ2,611ﺩ.ﺇ2,567ﺩ.ﺇ2,222ﺩ.ﺇ1,866ﺩ.ﺇ2,218ﺩ.ﺇ2,204ﺩ.ﺇ2,211
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Frequently Asked Questions

  • What are the best places to stay in Seaside?

    Seaside has a range of vacation rentals and cottages, with many stays near the town center or around tree-lined streets and the scenic beachfront. Visitors often enjoy walkable spots close to dining, shopping, and gathering spaces.

  • What are the best things to do in Seaside with kids?

    Families can explore the beach, visit local parks, or ride bikes along shaded paths. The central amphitheater often features outdoor activities, and kids enjoy browsing colorful bookshops and finding sweet treats at local markets.

  • What are some of the best things to do in Seaside?

    Explore the beach, stroll pastel-hued streets, and gather at the amphitheater during community events or outdoor movie nights. Seaside also has locally owned shops, farmers' markets, and bike trails shaded by oak trees.

  • How is the weather in Seaside?

    Seaside has mild winters around 44–63°F (7–17°C) and warm, humid summers near 75–92°F (24–33°C), with the rainiest months usually falling in early summer. Spring and autumn often bring comfortable temperatures and less humidity.

  • What are the best places to visit in Seaside?

    When in Seaside, explore the beach, visit the amphitheater for community gatherings, or browse independent bookstores and galleries in the town center. The local farmers' market is often recommended for seasonal produce and crafts.

  • What are some hiking trails in Seaside?

    Seaside has bike and walking paths winding through oak groves and beachside neighborhoods. For longer trails, visitors often explore nearby state parks with shaded routes and gentle terrain suitable for most skill levels.

  • What are some family activities we can do in Seaside?

    Families can build sandcastles on the beach, rent bikes for neighborhood adventures, or attend outdoor movie nights and concerts at the amphitheater. Local markets and bookshops make for relaxing daytime activities.

  • What are some of the best day trip ideas from Seaside?

    Venture to nearby coastal communities known for boardwalks, art galleries, or nature reserves with birdwatching opportunities. State parks around Seaside feature dune lakes and picnic spots surrounded by native landscapes.

  • Are there any pet friendly accommodations available in Seaside?

    Seaside has a variety of pet-friendly vacation rentals. Many local parks and pathways welcome dogs on leash, making it easy to enjoy the outdoors with your pet.

  • What are some local tips for visiting Seaside?

    Bring a reusable water bottle and comfortable shoes for exploring on foot or bike, and check local boards for seasonal gatherings and markets. Arrive early for parking, especially during busy weekends and community events.

  • What is Seaside known for?

    Seaside is known for its pastel cottages, walkable neighborhoods, and a beachfront amphitheater hosting music, movies, and gatherings. Its master-planned design and community atmosphere make it a frequently suggested destination in northwest Florida.

  • What are the best hidden gems to explore in Seaside?

    Explore quiet courtyards tucked behind local shops, mural-adorned alleyways, or relax on less crowded stretches of sand framed by sand dunes. Independent bookstores and small art galleries around the town center are also often appreciated by visitors.

  • What are the best foods to try in Seaside?

    Seaside has fresh Gulf seafood, locally made ice cream, and classic Southern-style breakfasts. Food trucks serving tacos, barbecue, and coastal-inspired sandwiches are often recommended for a casual meal.

  • What should I bring for a trip to Seaside?

    Pack comfortable walking shoes, sun protection, and a swimsuit for the beach. A light sweater is useful for breezy evenings, and bringing a reusable bag is handy for farmers’ markets or local shops.

  • What is the nightlife in Seaside like?

    Nightlife in Seaside is relaxed, with live music on the green, cozy bars, and open-air gathering spots near the beachfront. Seasonal events often create a lively community atmosphere, especially during arts or outdoor movie nights.

  • What are the most popular events or festivals in Seaside?

    Seaside hosts outdoor concerts and movie nights during spring and summer, as well as seasonal farmers’ markets and arts-themed festivals. Community events around the amphitheater or near holiday weekends draw locals and visitors together.

  • Are there family friendly vacation rentals in Seaside?

    Family-friendly vacation rentals are common throughout Seaside, with many cottages and homes near parks, markets, and the beachfront. Look for listings featuring extra bedrooms, kitchens, or enclosed yards for kids to play safely.

  • When is the best time to visit Seaside?

    Spring and autumn are often recommended for comfortable weather and fewer crowds, while summer draws visitors with seasonal events and warm beach days. Winter tends to be quieter, with mild temperatures.

All about Seaside

Just west of Panama City Beach on the Florida Panhandle, Seaside is a tiny village of serene white-sand beaches and emerald-colored waters. This Gulf Coast community lives up to the simplicity of its name: It’s a place of jewel-coloured ocean views and powder-soft sands reign, with plenty to discover by way of local charm. As you walk through the town you’ll happen upon vintage airstream restaurants, murals, and independent shops. Founded in 1979, Seaside came to be when a family of landowners purchased 80 acres near Seagrove Beach. Built with vacationers in mind, the streets were designed so that they all lead directly to the main attraction: Seaside’s incredible beach. Seaside is full of rental properties — but no two are exactly alike, so choosing your rental in Seaside is as fun as crafting your itinerary (full of sand, sun, and sea).

What are the top things to do in Seaside?

Seaside Farmers’ Market

Check out the many varieties of local produce, honey, soaps, and regional treats for sale at this bi-weekly market located at the Seaside Amphitheatre. If you’re traveling with your dog (or want to bring your pooch a souvenir) don’t forget to ask about the organic dog treats — they’re a must!

Grayton Beach State Park

A five-minute drive west on 30A, Grayton Beach State Park is a more rustic alternative to the sheen of Seaside. Hike among stands of magnolias and scrub oaks on a 9-mile loop trail and keep your eyes peeled for grey foxes, pelicans, and the occasional alligator. The park features a rare coastal dune lake, perfect for canoeing, kayaking, and fishing for bass, bream, and white-speckled trout. Be sure to pick up a short-term fishing license before dropping your line.

Hit the beach

When in Seaside, make sure you reserve plenty of time for sunbathing, lounging, and splashing in the waves. While the beach is the uncontested star here, there are plenty of ways to enjoy it. Reserve a sun lounger, charter a sailboat, rent a kayak, or zoom along on a bike. As long as you’ve got sea salt in your hair and sun on your skin, you’re doing things right here.

Quick stats about vacation rentals in Seaside

  • Total vacation rentals

    Explore 320 vacation rentals in Seaside

  • Nightly prices starting at

    Seaside vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 2,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    320 of Seaside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Pool, and Gym across Seaside rentals

  • 4.8 Average rating

    Seaside stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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  2. United States
  3. Florida
  4. Walton County
  5. Seaside