Holiday houses in Seaside
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Top-rated holiday rentals in Seaside
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Gulf-front Seaside Cottage!
GULF FRONT in SEASIDE! You drove all this way to see the beach, so why not stay DIRECTLY on the beach! You won't believe these views from SEAGLASS, a cozy and newly remodeled honeymoon cottage, directly on the private beach in the quaint town of Seaside, hometown of "The Truman Show". Seaside is the center of 30A, and SEAGLASS is a 2-story cozy honeymoon cottage recently updated and remodeled, and the perfect setting for a romantic retreat for two! SEE the ALL 5-STAR REVIEWS on VRBO and AIRBNB!
Charming Retreat in the Heart of the Camp District
Come catch your "Second Wind" in this stunning Camp District Watercolor Home. Professionally designed, "Second Wind" is located one block from Camp Watercolor and steps to the tennis courts. The fully equipped gourmet kitchen opens up to the living room. With beautiful granite countertops, a gas range, a separate ice maker, and a beverage cooler, you have everything you need to prepare a fabulous meal. The dining table seats up to 8 plus additional seating at the island and on the screened-in po
HP 24W Condo @ High Pointe w/Pool & Pickleball
30A ESCAPES presents…“HP 24W Condo,” at High Pointe Resort in Seacrest Beach. Wake up to breathtaking ocean views and unwind on a private balcony that feels like paradise. Dive into the community pool, sip cocktails at Crabby Steve’s, or explore nearby boutiques and hidden gems. Whether it’s lazy beach days or vibrant nights out, this newly renovated 2-suite retreat sleeps comfortably 6 and offers the perfect blend of luxury and relaxation. Ready to escape? Your dream getaway starts here! Learn
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!
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
Beach Retreat - WaterColor
Amazing new renovation of carriage house in Watercolor! This studio apartment is a perfect getaway for a couple/two people. We offer a king bed with extra linens, if needed. It is ideally located near Camp WaterColor, 6 pools, the WaterColor Beach Club, clay tennis and pickle ball courts, and more! It has a private keypad entrance, parking space and 2 bikes. Amenity wristbands with access to Camp WaterColor, WaterColor Beach Club, other pools and the beach.
Le Tiki - Screened in Porch! Community Pool!
Savor an inviting escape at Le Tiki, offering 5 bedrooms and 4.5 bathrooms. Experience a stylish retreat featuring Found in the community of Lakeside at Blue Mountain Beach, Outdoor screened in porch with fire place for guest use, and 6-Passenger Low-Speed Vehicle for exploring the area. Situated in Santa Rosa Beach, FL, this comfortable property offers spacious living areas, modern comforts, and convenient access to nearby landmarks.
Chic Seaside Escape/beach/ 4 max / Picasso Roost
Unique 2-BR "Penthouse" in Seaside's Ruskin Place. Over 1,400 sq. ft. of spacious living above our shop, featuring 10-ft beamed ceilings, a 65" Smart TV, and original artwork. Outdoor amenities: a small covered porch, uncovered balcony, and open rooftop. Heads Up: This is central, busy city living with early noise. Access requires you to CLIMB THREE FLIGHTS OF STAIRS. NOT PET FRIENDLY due to allergies.
Beach | Bikes | Great Location | Amazing Pools
"Summer Wind" is a luxury 2 Bedroom / 2 Bathroom townhouse in the highly sought after community of Prominence on 30A, located between popular Seaside and Rosemary Beach and across the street from the popular hot spot, The Big Chill. Our Townhome is well equipped for families and offers an open floor plan with a fully furnished kitchen with upgraded appliances.
30A Short Stroll to the Beach. Bikes included.
We think you’ll love this cozy space as much as we do. Walk South on our street and you will cross 30A, then run directly into the San Juan Beach Access. Walk North and there’s other adventures, trails and beautiful Point Washington State Forest. If you’re looking for more action, you can bike to Seaside in 15 minutes or less!
Lochshire Lux 2BR 30A Escape with Pool and EV Cart
Bright 2-bed, 2-bath 30A townhome for 6. Your coastal escape includes a golf cart for quick rides to the sugar-white sand beach & The Big Chill. Enjoy a fully equipped kitchen, community pool, and family-friendly amenities. Perfect for families or groups seeking a relaxing and fun-filled getaway on scenic 30A.
Oceanfront Pool Seagrove
Blue Horizon by Bespoke Management * Oceanfront views * Heated Pool * Elevator * Fitness Room (Under Construction) * Steps to the beach * 180 degree water views * Parking for 2 Vehicles
Popular amenities for Seaside holiday rentals
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Gorgeous Home on 30A! 6 Seater Golf Cart & Bikes!
Seagrove Sunset 1107-Gulf Front View-Sleeps 6
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $777 NZD | $736 NZD | $999 NZD | $1,004 NZD | $1,036 NZD | $1,214 NZD | $1,193 NZD | $1,033 NZD | $867 NZD | $1,031 NZD | $1,024 NZD | $1,028 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 $205 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 Beachfront, Self check-in and Pool across Seaside rentals
4.8 Average rating
Seaside stays are highly rated by guests—averaging 4.8 out of 5!
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