Family-friendly holiday rentals in Rosemary Beach

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Refreshed in 2025! Our 1 bedroom poolside Seacrest Beach condo is in the heart of the action! Great location! Walkable to the shops & restaurants in Rosemary Beach and Alys Beach, our condo is perfect for a couple or a small family. (max 2 adults) Enjoy a King bed & sofa bed (for little kids), mini crib & baby gear. This 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, & dishwasher, too! Enjoy your coffee or a glass of wine on the private balcony overlooking the pool!

Studio on 30a / Walk to Rosemary & Alys

Welcome to your perfect beach getaway! This cozy studio is located just a short stroll from the picturesque towns of Rosemary and Alys. Enjoy the convenience of nearby bike rentals, Starbucks, boutique shops, and a variety of restaurants—all within walking distance! Dedicated beach access is a short walk or tram ride (dependent on time of year) across from the Seacrest entrance. Whether you're looking to explore the beaches or indulge in local dining, this studio is ideal for your 30A adventure.

Gulf 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!

The 30A Beach House | Private Beach + Dune Pool

Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

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

Praised by Travel + Leisure, FlipFlopsOn II is 80 steps to the sugar-white sands of Inlet Beach — situated beachside of 30A’s National Scenic Byway on FL’s Gulf Coast. Sleeping four, this sun-washed, open-concept studio retreat is steps to dining & entertainment in Rosemary Beach & Inlet’s village. With a clean coastal aesthetic, it features a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & a private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere!

"Sips & Sand" nestled b/w Rosemary & Alys Beach

Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

Amazing Location! Walk to Rosemary, Pool, & Beach

The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

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.

Beachfront Pool Gated Community Seacrest

"PARADISE VILLA" BY Bespoke Management *Recently Updated *Beach-front property *Striking views of world-class white sandy beaches *Balcony overlooking the pool *Three bedrooms (sleeps 10) *Open floor plan with plenty of large windows for natural light *Jacuzzi tub in the master bathroom *Beautifully and intentionally furnished *Steps to beach, coffee shops & restaurants, and boutique shops *Walk to Rosemary Beach, Alys Beach, and Seacrest Beach

Golf Cart! Community Pool! Bikes! Beach Gear!

Welcome to The Pointe 30A, your stylish home base just minutes from Rosemary Beach! This 4 bedroom, 3.5 bathroom modern retreat sleeps 10 and includes a 6-seater golf cart, 4 bikes, and access to a resort-style pool. With luxe interiors, Smart TVs in every bedroom, a full kitchen with high-end appliances, and quick access to the beach, this is the perfect blend of comfort and location for your next 30A getaway.

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" :) *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants

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.