Family-friendly holiday rentals in Rosemary Beach

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary

The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

Family Condo: Twin Bunk Beds w/ TVs + Heated Pool

Refreshed in 2024! Featuring twin bunks for the kids (each with a new smart TV), a table for 4, a queen bed & an oversized couch, our Seacrest Beach condo is just a block from the town of Rosemary Beach! See why this area is my family's happy place! Enjoy a 6 ft deep heated pool, hot tub, and child's wading pool, or stroll 5-7 mins to our Seacrest Beach access (free tram from Mar-Oct). You will enjoy having everything you need within walking distance with tailored recommendations from me.

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!

FlipFlopsOn II • 80 steps to the Beach • FL 30A

FlipFlopsOn II • Praised by ‘TRAVEL + LEISURE’ • 80 steps to one of Florida’s most beautiful Gulf Coast beaches, Inlet Beach! Your dreamy studio sleeps 4 (4 beds), & is beachside of the 30A National Scenic Beach Byway. Designed with a clean Cali-Florida vibe. Enjoy the serene pool, Grill Pavilion, ultra-equipped kitchen, and outdoor living space — for effortless beach days that feel beautifully simple. Walk/bike to Rosemary Beach, Alys Beach, & Inlet’s dining & entertainment.

Charming Upscale Studio Unit on 30A, Seacrest, FL

This oversized Jr. Suite studio is located in the alluring town of Seacrest Beach, nestled between Rosemary and Alys Beach. It features a Queen Size Bed, twin size sofa bed, kitchenette and dinette table. A flat screen tv is ready for the occasional rainy day entertainment. The kitchenette offers a stainless steel mini-fridge, microwave, sink, granite countertops, toaster and Keurig coffee maker. The complimentary shuttle is on call to take you and your gear to the beach!

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. Includes beach chair setup (2 chairs and 1 umbrella) during Peak season (March 1 - October 31) and 2 bikes year round.

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

This light filled, second floor corner unit, located in the heart of the Village of South Walton in ever-popular Seacrest Beach, is nestled steps between Rosemary Beach and Alys Beach. It is close to a variety of dining and shopping – and of course the beach, where beautiful sunsets can be appreciated! It’s the perfect getaway destination for two--babymoon, honeymoon, girl's trip. Please contact me for additional discounts for longer stays from Sept - Feb.

Big Chill 30A | Scooters | Pool | Nearby Beaches!

Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Oceanfront Paradise - Beach at your backdoor!!

Seamist is a private, 12 unit only condo building with spectacular, oceanfront views both from inside the unit and from the first floor balcony. The stairs down to the pristine white sands and crystal clear waters of the Emerald Coast are just a few feet from the back patio. Seamist is nestled immediately between Seaside Beach & Watercolor Resort and Alys & Rosemary Beach.

The Hydeaway Inlet Beach

Location, location, location! Enjoy a stylish experience at this centrally-located place a few steps from Rosemary Beach restaurants and shops. Located just a few steps from the beach, this listing offers the serenity emerald coast has to offer—swimming, fishing, and sunset worshipping. Don’t miss this opportunity to create memories to last a lifetime.