Holiday rentals in Seaside

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.

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.

Charming 3 bedroom cottage w/ pool near the beach

Located just off scenic road 30A which connects all of the idyllic beach towns of South Walton! Relax at the beach or by the private pool. This home is located just 2 blocks from the public neighborhood beach access & 6 blocks from the popular destination of Seaside. Pet friendly for up to 2 dogs, max 40 lbs $150 pet fee. Fenced backyard. Sleeps 9, max # of people allowed on property is 9. Primary guest must be at least 25 yrs old and occupy the house during the entire stay. No parties.

The Coastal View is Gulf Front on 30A with Pool

Welcome to The Coastal View, a beautifully updated Gulf-front condo in the heart of Seagrove Beach on Scenic Highway 30A. With panoramic Gulf views from the living room and primary suite, private beach access, and a prime location close to Seaside, this coastal retreat is the perfect escape for your next 30A vacation. Thoughtfully designed with modern coastal finishes and space for up to 7 guests, The Coastal View offers the perfect blend of comfort, convenience, and beachfront luxury.

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

30A Chill - Seagrove

Newly Renovated and furnished, ready for your enjoyment… Studio Condo, 1 Bath (Sleeps 2) Hidden Beach Villas is a well loved landmark along scenic 30A. But when you open the front door to our unit, nostalgia gives way to modern convenience and tranquil atmosphere. You will enjoy this peaceful 2nd floor unit and the ambience created modernized recessed lighting and new furnishings. Rest easy on the Casper Queen size bed or enjoy the pool just a few steps out the back door.

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.

Watersound~Private Beach | Heated Pool | Golf Cart

Second Star Shores Trying to find the perfect vacation spot? Just head for the second star to the right and straight on till 30A, that’s where you will find Second Star Shores! Located in the gated community of WaterSound West Beach, this 5-bedroom, 5-bathroom home has everything you need to bring all your loved ones to get lost in the coastal life on 30A. Features to love: private beach access, large community pool (heated too!), bikes & golf cart!

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.

Ride to the Beach, Bike to Alys, Walk to Big Chill

Legasea Lagoon - a 30A Beach Retreat! Steps from The Big Chill, Bike Ride to Alys and Rosemary Beach, Golf cart ride to Seaside. Sleeps 10- King suite, Queen room, 4 bed Bunk room. Golf cart, 4 bikes, pool table, ping pong & arcade games included. Two community pools, beach access, and all beach gear provided. Come start or continue your Legacy on 30a at the Legasea Lagoon! 🌴

Summer on 30A | 2BR Near Big Chill + Beach

The "Vacay Villa" 2 bedroom/2 bathroom townhome, located in Prominence North on Scenic Highway 30A, provides a private, luxurious escape for guests seeking leisure and sun. The amenities within the property are modern and first rate. The home’s proximity to the brilliant sands and gentle blue waves of the Gulf ensures that beachside serenity is just a couple of minutes away.

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.