Holiday houses in Walton County

Poolside(Heated)•6 Bikes•Walk to Rosemary•Favorite

Discover your insta-worthy boutique home! Tucked behind 30Avenue’s upscale shops, this chic retreat offers serenity, a heated pool, and poolside luxury. Walkable to all Rosemary offers, you can relax or work remotely on the picturesque back porch overlooking the pool. A 15-minute walk or 5-minute bike ride takes you to Inlet Beach public access—no issues! Close to everything yet hidden from busy-season crowds. Perfect for families, girls’ trips, and beach lovers. Dogs welcome! Includes 6 bikes!

3Br/ 3Ba~Resort style large pool~ 2 complimentary

Please note: Elevators are currently inoperable (this unit is on the 3rd floor). The elevators are scheduled to be demo'd and replaced from June-August 2026. This will result in periodical loud construction noise during working business hours in these months and the elevators will remain inoperable during this time. Rates have been reduced to reflect this inconvenience and nuisance. Balcony views are slightly obstructed by temporarily added wood beams. 2 BIKES~ 5 minute walk to public b

Bayside Beauty - Private Dock - Kayak - Fishing

Bayside Beauty | Private Dock • Sunset Views • Coastal Luxury The perfect waterfront escape in Santa Rosa Beach, a rare bayfront retreat where laid-back luxury meets unforgettable views. Nestled along the tranquil shores of the Choctawhatchee Bay, this home offers front-row seats to breathtaking sunsets, calm waters, and the ultimate Florida lifestyle. Wide open, light-filled living space designed to bring the panoramic bay views, while coastal-inspired interiors create a relaxed, upscale vibe.

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

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.

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.

New Build Family Townhome * 10 Min to Beach

Welcome to your perfect Santa Rosa Beach getaway! - Beautifully designed townhome with coastal charm - Bright, open living space for relaxation - Fully equipped kitchen for meal preparation - Cozy living area for family and friends - Each bedroom thoughtfully furnished for restful sleep - Peaceful outdoor setting for coffee or evening breeze - The accommodation was clean, comfortable, and as described in the listing.

Prime 30A Location/EZ Beach Access/Pool/Pickleball

A+ Location | 200ft to beach | Fast Wi-Fi | Heated Pool | Pickleball MILD DISCLAIMER: If booking between Sept. 14 and October 10th 2026 the building next door to us will be undergoing renovation. Work hours are 8am-5pm. Our buildings are becoming all new and we hope you enjoy the updates :) Brand New! Total renovation completed in May of 2026 just steps from the beach in an extremely convenient 30A location.

Carriage House, Walk to Rosemary & Beach, Sleeps 4

Enjoy the prime location of the beautifully appointed Carriage House at Chateau Winston, a 1-bedroom retreat that sleeps 4. You'll have a well-equipped kitchenette and a private courtyard with BBQ grill. Just a short 5-minute walk to the beach and easy walking distance to the shops and restaurants of Rosemary Beach, Alys Beach, and Seacrest. Perfect for solo travelers, couples, or small families.

30A Beach Retreat with Golf Cart + Bikes Included!

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! 🌴

Beachfront "Pines to Palms" Rare Sundeck on Beach

Sandwiched between the beach and an exotic dune lake, “Pines to Palms” captures the unique beauty of coastal 30A with charming hospitality. This beachfront home comfortably sleeps 10 guests in 5 bedrooms and 4 bathrooms with incredible views of the Gulf of Mexico and a private sun deck built right on the beach. Experience 30A like never before and book “Pines to Palms” today!

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.