Holiday rentals in Seaside

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Seaside

  • Total holiday rentals

    Explore 350 holiday rentals in Seaside

  • Nightly prices starting at

    Seaside holiday rentals start at $271 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 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

    330 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    350 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!

Top-rated holiday rentals in Seaside

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

1 of 1 pages1 / 1
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
4.99 out of 5 average rating, 71 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.

Superhost
Home in Watercolor
5 out of 5 average rating, 4 reviews

Salt + Sunset 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.

Top guest favourite
An open layout of the living area and kitchen is displayed, featuring modern appliances and a large flat-screen TV mounted on the wall. A stylish armchair, a decorative coffee table, and large windows allow natural light to fill the space.
Guest house in Santa Rosa Beach
4.98 out of 5 average rating, 105 reviews

Carriage House in Seagrove Close to Beach/Seaside

Located on the Seagrove/Seaside border in a quiet neighborhood, this new carriage house is the perfect oasis for a couple or a small family. (We do not accept reservations for more than 3 adults over the age of 13 for this carriage house.) Just a few minutes to the beach, it is the perfect cozy getaway! Two bikes are here for your use!! Keep them locked as they are your responsibility as well as replacing if lost/stolen! Backpack style beach chairs for your use as well as beach towels!

Guest favourite
Flat in Santa Rosa Beach
4.92 out of 5 average rating, 48 reviews

Seaside Artist District/Private Beach for 2

Please consider Our unique "penthouse" near Ruskin Place artist colony' Living is like being in a busy city, with early city noises, late night quiet. Situated above my shop in the heart of Seaside, the THIRD FLOOR (no elevator) Picasso Roost has 10' ceilings , walls filled with artwork, a spacious living/dining area and a bedroom with King bed plus two bathrooms.........sorry, no tub. You have a small uncovered balcony, a small covered balcony down the front stairs and an open rooftop

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, 35 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.

Top guest favourite
A charming exterior of a coastal home is displayed, featuring a welcoming entrance with a white door and railing. Lush green foliage and blooming flowers frame the space, while the clear blue sky adds to the serene atmosphere. A minimalistic seating area is positioned on the porch.
Home in Santa Rosa Beach
4.98 out of 5 average rating, 51 reviews

Private Cottage for 2*Steps to Beach*Hot Tub*Bikes

Our private & romantic home is just 260 steps to a one mile, hassle free dedicated/public white sand beach and is close to coastal boutiques, fine dining & live music on 30A. RELAX with your toes in the sand, REJUVENATE in the hot tub on a secluded patio and REKINDLE with that special someone. On arrival enjoy charcuterie and a beverage picked just for you. Cruiser bikes, beach chairs & umbrella, spa robes & all the essentials make your stay carefree. Perfect for anniversaries & honeymoons.

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
4.98 out of 5 average rating, 128 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 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
4.96 out of 5 average rating, 157 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
An aerial view captures the scenic coastline of Seagrove Beach, revealing proximity to notable locations such as the Seagrove Village Market and Surfing Deer. The vibrant blue waters contrast with lush green trees and residences, showcasing the tranquil beach atmosphere just steps away from the cottage.
Cottage in Santa Rosa Beach
5 out of 5 average rating, 32 reviews

Classic 30A Seagrove Beach cottage

Experience Seagrove Beach and all that 30A has to offer in this recently updated Seagrove Classic Cottage. Just 400 feet from the public beach access and a short bike ride to the town of Seaside, this awesome location is the in heart of all that is 30A. Upscale restaurants, casual food trucks and unique shopping experiences are at your doorstep. Getting to the beach is only a short walk down to the public beach access at the intersection of 395 South and 30A.

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, 143 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.

Top guest favourite
Home in Watersound
4.93 out of 5 average rating, 28 reviews

Prominence Salt & Light - Townhouse w/Golf Cart

Prominence Salt & Light Watersound, Florida - Newly Listed Welcome to Salt & Light, a stylish 2-bedroom, 2-bathroom vacation home in the heart of Prominence on 30A—one of the most sought-after communities along Florida’s Emerald Coast. This beautifully appointed retreat offers all the comforts of home, plus premium perks like a 6-seater golf cart, seasonally heated pool, and walking distance to the Big Chill.

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.
Apartment in Santa Rosa Beach
4.99 out of 5 average rating, 147 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.

Popular amenities for Seaside holiday rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$747 SGD$698 SGD$1,025 SGD$758 SGD$783 SGD$917 SGD$901 SGD$780 SGD$655 SGD$779 SGD$774 SGD$776 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.

Destinations to explore

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