House holiday rentals in Watersound

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

Gulf Bridge 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.

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!

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.

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.

WaterSound - Private Beach, Golf Cart, & Bikes

Introducing ~ Plan Beach Private Beach Access | Fire Pit | Golf Cart | Bikes HIGHLIGHTS: □ Gated community with on-site security □ Private beach access (Five boardwalks available!) □ 4-Passenger golf cart □ 4 Adult Bikes □ Community pool (heated year-round) □ Outdoor perks: fire pit, grills, paddleboard, and more! □ Community amenities: Fitness center featuring a Sauna (available with a day pass), dog park, newly remodeled putting course, and playground.

"Prominence 30A ~ Golf Cart, Bikes, Resort Pool

Your perfect 30A getaway starts here! This stylish 3BR/2.5BA townhome in the heart of Prominence is ideal for family vacations, girls' trips, or a getaway with friends — with a complimentary golf cart, bikes, and beach gear included. Experience the charm, comfort, and convenience that makes this one of the top-rated stays on 30A Directly across the street from The Big Chill — 30A's go-to spot for shopping, dining, drinks, and live entertainment.

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.

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features an upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

Fall Break Escape | 2BR Near Big Chill + 30A 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.

NEW! "Quiet Waters" - Exclusive Watersound Home

Quiet Waters is your relaxed yet elevated retreat in Watersound West. Thoughtfully designed with light-filled interiors and inviting gathering spaces, the home blends comfort with effortless coastal style. Unwind on the screened-in porch, stroll to the pool and private beach boardwalk, or explore 30A by bike—every moment invites you to slow down and settle into beach living.

Sea La Vie

This stunning townhouse is located directly beside the neighborhood pool, providing an easy transition from the until to the pool. It is a quick walk across the street to the Big Chill, where there is family friendly entertainment, restaurants and shops. Prominence is centrally located between public beaches, providing convenient access with just a quick bike ride or drive.