
Holiday houses in Seaside
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Top-rated holiday rentals in Seaside
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New 1 BR Secluded Cypress Cabana in Seagrove Beach
Our carriage house is across the street from the beach and on a private dead-end road in Seagrove. Public beach access is a 5-minute walk. We live in the main house and renovated our carriage house for guests to enjoy our secluded yet convenient location. Your balcony enjoys views of the Pt. Washington State Forest. You have a private entrance, full kitchen, separate bedroom with a king bed, modern bathroom, and 2 cruiser bikes. This is the perfect couple's escape with luxurious accommodations.

30-A Getaway near Seaside 102
Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

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!

ChewCasa Beach Getaway
Keep it simple at this centrally-located place in the heart of Seagrove Beach. ChewCasa is located in a gated neighborhood just steps away from the Gulf of Mexico. Guests will have there own personal parking spot, kitchenette, full bath and closet. Kitchenette features a sink, mini fridge, microwave and brand new Keurig coffee maker. The sleeping arrangements include a king bed, a twin bunk and a queen blow up mattress. ChewCasa is located on the second floor with private staircase for entry.

"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

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !
Plan your getaway to this beautifully renovated Condo. Our unit is located in the heart of Seagrove Beach, just 200 yards from the sugar-white sand and emerald- green water of the Gulf of Mexico. It is a first floor unit in Beachwood Villas, which sits directly on scenic Hwy 30A. Condo features a king bed in bedroom, comfortable twin-xl bunk beds with lighting recessed in the living room equipped with USB ports for charging phones and a Full Sleeper Sofa in the living room.

Beach Retreat 30A Seagrove
Studio Condo, 1 Bath (Sleeps 2) Hidden Beach Villas is a well loved landmark along scenic 30A. But when you open the front door to our unit, nostalgia gives way to modern convince and tranquil atmosphere. You will enjoy this peaceful ground floor unit and the ambience created with natural limestone floors, rustic wood ceilings, modernized recessed lighting and slip covered seating. Rest easy on the pillow top, King size bed or enjoy the pool just a few steps out the back door.

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.

Steps To The Beach (Private) | Sunset Views!
This PRIME location on the Gulf side of 30A features a cozy 1 BR condo that sleeps 4 and offers breathtaking ocean views from the balcony. Just STEPS from your private beach (free for guests) and a short walk / ride from top restaurants in the area such as Old Florida Fish House, Goatfeather's, and Cafe Thirty-A. This location cannot be beat! ⏤ Beach Towels, Umbrella, Beach Chairs, Sand Toys ⏤ Directly across from Butterfly Bike Rentals ⏤ 5 Min Ride To Seaside

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.
Popular amenities for Seaside holiday rentals
Other great holiday rentals in Seaside

Gulf-Front Corner Unit in Seagrove Facing Sunset!

New Carriage House in Seagrove Close to Beach

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

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

HappyPlace30A-Gulf Views/Pool/Beach 3-Minute Walk

NEW! Heated Pool, LSV, FirePit, Bikes! Lake-Front!

Grand Playa | Gulf Front! | Private Beach! | Pool!

Gulf Front 30A | Stunning Views | Fresh Remodel
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $753 NZD | $713 NZD | $968 NZD | $973 NZD | $1,005 NZD | $1,177 NZD | $1,157 NZD | $1,001 NZD | $841 NZD | $1,000 NZD | $993 NZD | $996 NZD |
| 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 $199 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
320 of Seaside holiday 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!
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