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Holiday houses in Seaside

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Top-rated holiday rentals in Seaside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A wooden boardwalk leads to a serene beach with soft white sand and gentle waves. The sky is expansive, featuring soft clouds and sunlight reflecting off the calm water, creating a peaceful coastal scene.
Townhouse in Seacrest Beach
5 out of 5 average rating, 20 reviews

30a Luxury | Private Beach 7 Palms Pelican Circle

Amazing location on gulf side of 30A. Surrounded by upscale homes, this 2 bed 2 1/2 bath townhome enjoys the privacy of a gated beach community entrance, 60 steps to a gated private beach access, top-of-the line appliances, luxury finishes and furnishings. It's the ideal vacation oasis with its pristine quiet beach, pure emerald waters, gorgeous sunsets and its rare coastal dune lake. Perfectly positioned between Rosemary Beach and Watersound Beach and just minutes to the emerging Alys Beach.

Guest favourite
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
4.92 out of 5 average rating, 266 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 favourite
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, 116 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 favourite
The exterior of the cottage features a charming porch with a wooden pergola, framed by trees. Two blue adult bikes are parked on the gravel pathway, inviting outdoor exploration. The calming design and natural surroundings create a welcoming entrance.
Cottage in Santa Rosa Beach
4.94 out of 5 average rating, 88 reviews

South of 30A - Walk to Beach - Bikes Included!

Welcome to Lil' Tan, a charming cottage in Seagrove along scenic 30A. This adorable home offers convenient beach access by foot or bike for a memorable getaway experience. Step inside and be greeted by ocean-inspired interior decor, featuring a well-equipped kitchen, comfortable living areas, king bed for 2, bathroom with shower/tub combo, laundry room, a serene porch and a spacious backyard. From Lil' Tan, you can easily bike along 30A to your favorite spots between Grayton and Inlet Beach.

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, 154 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

Guest favourite
A dining area features a white table surrounded by six wooden chairs. A light fixture hangs above, illuminating a large piece of artwork depicting abstract blue tones. Light hardwood flooring complements the bright, neutral walls, enhancing the open and airy feel of the space.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 124 reviews

30-A Retreat☀️3/2.5☀️Beach Across St☀️Balcony☀️Pools

**LOCATION** Located on 30A, you are only a 3-5 minute walk to the white sand and turquoise waters of the famous South Walton Beaches! Enjoy several restaurants nearby in Seagrove Beach, walk or bike to Seaside, short drive to Rosemary Beach, Alys Beach and Grayton Beach, convenient for day trips to Panama City Beach or Destin! **AMENITIES** Large expansive balcony overlooking one of two pools, tennis courts, fully equipped kitchen, smart TV, renovated condo, family friendly.

Guest favourite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 194 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Guest favourite
Two champagne flutes filled with a light beverage are placed on a wooden table. In the background, the sparkling blue waters of the Gulf of Mexico stretch out to the horizon, framed by a sandy beach and a wooden fence. A bright, sunny sky adds to the serene ambiance.
Apartment in Santa Rosa Beach
4.79 out of 5 average rating, 214 reviews

Petite Parisian Charm in Heart of Seaside for 2

Step into this super unique, modern one-bedroom retreat. With its industrial-chic design and small, efficient kitchen, it offers the cozy feel of a Parisian "tiny apartment," perfectly situated for you to explore everything Seaside has to offer. Ideal for two adults seeking a comfortable, unforgettable stay. Due to the unit's design, we kindly ask for adults only (infants in a pack-n-play are welcome). No pets allowed to ensure an allergy-friendly space for all guests

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, 102 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
A light-filled living area features a plush sofa and textured armchairs, arranged around a round coffee table. Large sliding glass doors provide an unobstructed view of the ocean, while lush potted plants add a touch of greenery. Soft throws and decorative pillows enhance the comfort.
Condo in Santa Rosa Beach
5 out of 5 average rating, 27 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
5 out of 5 average rating, 138 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.

Superhost
A bright sitting area is furnished with two inviting armchairs featuring light upholstery and natural wood accents. A small round coffee table holds magazines, while a floor lamp provides additional light. Artistic wall decor and textured window coverings enhance the serene atmosphere.
Cottage in Santa Rosa Beach
4.87 out of 5 average rating, 234 reviews

Escape to Heart of Grayton Beach in Cozy Cottage

Escape to our charming and cozy 1 bedroom, 1 bathroom cottage located in the heart of Grayton Beach, Florida, just steps away from the world-famous 30A and Seaside. Our recently renovated cottage features all of the modern amenities you need for a comfortable and relaxing stay, while still retaining its old Florida charm.

Popular amenities for Seaside holiday rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$779 NZD$738 NZD$1,002 NZD$1,007 NZD$1,039 NZD$1,217 NZD$1,197 NZD$1,036 NZD$870 NZD$1,034 NZD$1,027 NZD$1,031 NZD
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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.

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