Holiday houses in Seaside

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Top-rated holiday rentals in Seaside

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Top Guest favourite
A light-filled spacious living room features a sectional sofa, two chairs, and a plush area rug. Large windows provide views of the surrounding greenery. French doors lead to an outdoor balcony, while a flat-screen TV is mounted on the wall, enhancing the comfortable setting.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 97 reviews

Bright & Quiet Seaside Beach House with Gulf Views

LOCATED IN SEASIDE PROPER with access to private beach and all Seaside amenities. Completely and professionally renovated in late 2023. Added a primary en suite bathroom, fully renovated kitchen and all bathrooms. The Daffodil is perfect for families and friends. It is has views of the Gulf from the lofted third floor, two porches over looking the twisted oaks of Rosewalk, only 100 yards to the beach and five minute walk to Seaside Town Square with great shopping and amazing restaurants.

Top Guest favourite
A two-story cottage is depicted, featuring a white exterior with green accents. The front porch is highlighted by columns, and a welcoming entrance door is visible. A paved driveway leads to a garage, with a golf cart parked nearby. Lush greenery outlines the exterior.
Guesthouse in Santa Rosa Beach
4.98 out of 5 average rating, 65 reviews

Sunshine and WhiskSEA on 30A near Seaside

Welcome to our cozy cottage located just a short walk from the Gulf of America. Our quaint accommodations provide you with a studio kitchen-featuring a sink, mini fridge, cooktop, microwave and dishwasher. Full bath features and oversized shower. You'll sleep well in a comfy king size bed with the softest bamboo bedding, also available a convertible sofa and an air mattress upon request. Please note, access by private staircase and coded entry. **Golf cart is available for rent

Guest favourite
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, 159 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 favourite
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, 147 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.

Top Guest favourite
A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.
Home in Santa Rosa Beach
5 out of 5 average rating, 107 reviews

Flip Flops in Paradise

‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Top Guest favourite
Home in Santa Rosa Beach
4.98 out of 5 average rating, 60 reviews

30A • 30SecBeach • Gulf View • Sleeps16 • Elevator

Just 30 seconds to beach access, this luxury 6BR 30A retreat features Gulf views, a private heated pool, elevator access, and en suite baths. Designed for effortless group getaways, enjoy a 6-seater golf cart, bikes, and a full arcade with ping pong, Pac-Man, Big Buck Hunter, and more. Relax on top-floor balconies, cook in a fully stocked kitchen, or grill outdoors. Perfect for families and groups seeking comfort, space, and a true 30A experience.

Top Guest favourite
A covered porch area features a round stone table surrounded by four seats, alongside a plush seating arrangement. Beyond, a vibrant sunset casts colorful hues across the sky, while the calm water of the Gulf is visible in the distance.
Townhouse in Santa Rosa Beach
4.99 out of 5 average rating, 139 reviews

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. Private beach chair set up available during Peak season (March 1 - October 31) and 2 bikes year round.

Superhost
Condo in Santa Rosa Beach
New place to stay

Emerald Hill 3 Villa by the Sea

✨ Welcome to Villa by the Sea, a stunning newly renovated Gulf-front retreat at Emerald Villa #3 ✨ This 1BR condo offers beautiful views from your private first-floor patio while still feeling tucked away and serene 🌴 Enjoy direct beach access, a sparkling pool, and a luxe king suite with a spa-like bath featuring designer tile and a glass walk-in shower. Perfect for couples or small families, with a comfy sofa sleeper.

Top Guest favourite
An aerial view showcases a coastal community with white sandy beaches and a calm sea. The iconic architectural feature is visible, surrounded by shops and residences. Beach access paths are outlined, and several palm trees add greenery to the landscape.
Apartment in Santa Rosa Beach
4.95 out of 5 average rating, 105 reviews

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.

Top Guest favourite
A modern kitchen and living area feature sleek cabinetry and a large island with bar seating. Large glass doors provide unobstructed views of the ocean, while elegant lighting fixtures add a contemporary touch. Natural tones and textures create a comfortable and inviting open space.
Condo in Santa Rosa Beach
5 out of 5 average rating, 29 reviews

Gulf-Front Corner Unit in Seagrove Facing Sunset!

You won't believe these sunset views from the top floor of TAKE IT EASY - a quiet and beautiful southwest corner unit GULF FRONT condo in the fabulous and relaxed "The Palms at Seagrove" community! MOST UNITS AT THE PALMS DO NOT FACE THE SUNSET, THIS CORNER UNIT DOES! You drove all this way to go to the beach, so stay DIRECTLY ON THE BEACH! Very important - PRIVATE BEACH! AVOID THE CROWDS!

Top Guest favourite
A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.
Condo in Santa Rosa Beach
4.99 out of 5 average rating, 141 reviews

Direct Oceanfront Condo w/ Pool and Private Beach

Escape to our stunning 2-bed beachfront condo in Seagrove with breathtaking ocean views! This updated 2nd-floor oasis comfortably sleeps your group and features a private balcony, king bed, and bunk room. Enjoy direct beach access to a private beach, a shared pool, and free parking. Perfect for a relaxing family or group getaway on the coast.

Top Guest favourite
A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.
Home in Santa Rosa Beach
5 out of 5 average rating, 104 reviews

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.

Popular amenities for Seaside holiday rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$990 NZD$925 NZD$1,359 NZD$1,005 NZD$1,038 NZD$1,216 NZD$1,195 NZD$1,034 NZD$869 NZD$1,033 NZD$1,026 NZD$1,029 NZD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°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 340 holiday rentals in Seaside

  • Nightly prices starting at

    Seaside holiday rentals start at $274 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    340 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!

Destinations to explore

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