
Holiday rentals in Seaside
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Top-rated holiday rentals in Seaside
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The Juander Inn, cottage + saltwater pool on 30A!
The Juander Inn 400 sq ft., 1 BR beach cottage. Located in prestigious South Walton, our Seagrove Beach community is centrally located making it an ideal location for getting around 30A. A quick 1/2 mile to the beach, walk or bike to the gorgeous white sand & emerald waters or head into the quaint Town of Seaside for dining & entertainment. Miles of forest trails, pedestrian paths, boutiques, cuisine & more are all steps from your door. House comes with 2 bikes and shared saltwater pool access.

StayOn30A Renovated Beach Home-Across from Beach!
Just steps from the Emerald Coast Beach entrance, this newly renovated home has everything you need for a truly memorable and stylish vacation. You are directly on North Florida's famed 30A, walking distance to beaches, restaurants, and shops. After a day at the beach, unwind with a refreshment on the peaceful back patio, or head to the pool and keep the fun going. Our home has a full kitchen if you choose to eat in, or you have easy access to 30A's fantastic dining. Come stay on 30A!

89.HotzAvenue - Downtown Grayton Beach 1
Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 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!

30A Family Favorite | Bunks, Bikes & Heated Pool
Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

Oceanfront in Seagrove w/private beach!
Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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.

Gulf Front, Like NEW 2 BR + Bunks Townhome on 30A
NEWLY RENOVATED INSIDE AND OUT! Check out "Now I Sea" Luxury Gulf-Front featuring 2 bedrooms, 2.5 baths, plus Twin XL Bunks. "Now I Sea" will help you enjoy all of the best aspects of 30A! We are located between Alys Beach and Watersound with plenty of activities and restaurants in close distance. Walk out your back door right onto the beach. Includes beach chair setup (2 chairs and 1 umbrella) during Peak season (March 1 - October 31) and 2 bikes year round.

Big Chill 30A | Scooters | Pool | Nearby Beaches!
Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

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!

Seaside. Private beach & sleep 2+infant
🌴 EXCLUSIVE PRIVATE BEACH ACCESS! Step into your Charming Seaside Retreat and embrace true coastal living. This apartment features a cozy covered porch with a hanging bed—your perfect spot for morning coffee or sunset naps. Enjoy a King bedroom, full kitchen, and spacious living/dining area. Ideal for a couple or a couple with an infant seeking a private, allergy-friendly escape. No pets, please.

Shore to Please- Private Beach- Amazing View
Shore to Please- Newly renovated condo with spectacular Gulf views! 1 Bed/ 2 Bath condo with custom built-in bunk beds provides the perfect space for you and your family. Located on the Gulf side of 30A and with private beach access, you are only steps away from the Sugar-White sand and Emerald Coast.

Great Stay on 30A - Studio in Seagrove
The unit is located directly across the street from the beach, a 3 minute walk from the public beach access. King size bed, furnished back deck, full kitchen, 55 inch tv, and beach chairs for your use.
Popular amenities for Seaside holiday rentals
Other great holiday rentals in Seaside

Luxe Bungalow, walk to beach

Unit 603, at OSP, is perfect for your family!

Pool | Walk to Beach | Stillwater 30A | Sleeps 8

Luxurious 30A Beach Home: Just Keep Swimming 30A

Steps to Beach! Pools & Tennis!

60 feet to beach! In Seaside proper

Gulf Front 30A | Stunning Views | Fresh Remodel

Sea.Away | 30A | Between Rosemary & Alys Beach!
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £337 | £319 | £434 | £436 | £450 | £527 | £518 | £448 | £377 | £448 | £445 | £446 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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.
Quick stats about holiday rentals in Seaside

Total holiday rentals
Explore 320 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at £89 per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
320 of Seaside holiday rentals include wifi 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!
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