Holiday rentals 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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Guest favourite
Home in Santa Rosa Beach
4.91 out of 5 average rating, 11 reviews

WaterColor! Pool, LSV, & Bikes! Walk to Seaside!

PRIME WaterColor Location! Just steps to community tennis courts and back of Seaside town center (meaning you don't have to go around and park to get there)! 6-Seater LSV/golf cart & 4 bikes INCLUDED! Charming 3-bed, 3-bath cottage featuring a private pool, outdoor shower, BBQ grill, multiple living rooms, multiple fireplaces, expansive wraparound balcony and more! Quick walk to WaterColor Beach Club, Camp WaterColor, and Seaside Town Center! WaterColor amenity access included complimentary

Superhost
Home in Santa Rosa Beach

Avia Laura | 6-Seater Golf Cart | Fenced-In Yard

This fully renovated single-story home features a 6-seater golf cart, a rare fenced-in backyard, and a fresh 2026 designer upgrade just minutes from Seaside. Spring 2026 Renovation: Brand-new interiors, furniture, and gourmet kitchen. 6-Seater Golf Cart: Effortless travel to the beach, dining, and shops. Rare Fenced-In Backyard: A secure sanctuary for pets and private play. Dog Friendly: Welcoming up to 2 approved dogs ($175 fee per dog). Single-Story Living: No stairs to navigate—perfect for a

Top guest favourite
A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.
Home in Santa Rosa Beach
5 out of 5 average rating, 69 reviews

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.

Guest favourite
Townhouse in Watersound
5 out of 5 average rating, 43 reviews

Heaven on 30a by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

Guest favourite
A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A round wooden coffee table sits center stage, while a flat-screen TV is mounted on the wall. Artwork and a round mirror provide visual interest, complemented by soft blue tones throughout.
Home in Inlet Beach
4.96 out of 5 average rating, 136 reviews

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks

Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

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.
Guest house in Santa Rosa Beach
4.97 out of 5 average rating, 74 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
4.93 out of 5 average rating, 164 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
A balcony features wooden furniture, including two chairs and a small table, offering views of lush greenery and trees in the distance. The ceiling is vaulted, highlighting the spaciousness of the area.
Guest house in Santa Rosa Beach
4.99 out of 5 average rating, 121 reviews

New-1 BR Secluded Cypress Cabana in Seagrove Beach

Cypress Cabana Carriage House Renovated Couple Retreat | Walking Trail | Forest View | Bikes Need to get away? Cypress Cabana Carriage House is the perfect 1-bedroom, 1-bath home that sleeps 4. Public beach access is a 5-minute walk. 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.

Guest favourite
The cottage exterior features a light gray facade complemented by large windows and a second-floor balcony. Lush greenery surrounds the base of the building, providing a natural and inviting atmosphere. The balcony is adorned with chairs, offering a peaceful view of the surroundings.
Home in Santa Rosa Beach
4.81 out of 5 average rating, 63 reviews

Spin Echo

Spin Echo is a cottage located within walking distance to the white sand beach, shopping and dining in Central Square. The first floor will find a hall bath and two bedrooms; both have queen beds and one bedroom includes a private bath. The second floor includes a very spacious open living room, dining room, and a pristine kitchen that is clean, and bright. Outside, there is a cozy balcony porch with a charming swing. This cottage is a spacious getaway for all to enjoy.

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, 113 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, 64 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.

Superhost
The exterior of the beachfront townhome is captured against a vibrant sunset, showcasing large balconies with views of the ocean. Tropical landscaping features palm trees and potted plants, while bicycles are parked nearby on a gravel surface.
Townhouse in Santa Rosa Beach
4.8 out of 5 average rating, 50 reviews

Beachfront Golf Cart Bikes Beach Views “Toro Azul”

Looking for the perfect property? No bull! Book "Toro Azul" by Bespoke Management today! 2-bed 2.5-bath Sleeps 6 Beachfront Townhome Seagrove, FL Breathtaking beach and gulf views 6-seater golf cart 2 bicycles Luxurious accents and features Semi-private beach access private deck overlooking Florida's pristine Emerald Coast Beautiful emerald-blue water Sandy white beaches Steps to Scenic Highway 30A's best restaurants nearby (see below):

Popular amenities for Seaside holiday rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$748 SGD$699 SGD$1,027 SGD$759 SGD$784 SGD$918 SGD$903 SGD$781 SGD$656 SGD$780 SGD$775 SGD$777 SGD
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 $207 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    340 of Seaside holiday rentals include wifi 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