House holiday rentals in Watersound

Elegant Prominence South | Fire Pit + Walk to Pool

Spacious 4BR/3.5BA retreat in Prominence South off 30A. Sleeps 10 (**look at bed configuration) with dual master suites, 3 large balconies, and a private backyard with fire pit. Walk to The Big Chill, resort-style pool, or take the free golf cart to nearby beach access. Features include a gourmet kitchen, open-concept living, and parking. Ideal for families or groups seeking comfort, space, and easy access to 30A's top attractions. The downstairs master bedroom can actually be its own independe

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.

It's Boé Beach

Welcome to our family home, "It's Boé Beach," a coastal retreat in Prominence on 30A! This 3 bed, 2.5 bath home comes with incredible amenities, multiple beach access points, and is steps from the pool. Some highlights we love: complimentary 6-seater golf cart, beach gear, proximity to The Big Chill, and beautiful and new modern finishes. The home just finished a remodel of new floors, décor, furniture, and a custom bunk bed room for 5. Great for families and friends, sleeps 9 in total!

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 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.

Prominence 30A | Custom Bunks | Golf Cart | Bikes

Wake up to peaceful views of Deer Lake State Park, then zip to the beach on your included 6-seater golf cart. This 1,700 sq. ft. Prominence townhome sleeps up to 9 with a king master suite, private queen room, and a custom bunk room perfect for families. Steps from The Big Chill and perfectly positioned between Seaside and Alys Beach — bikes, beach chairs, sunshades, cooler, and beach toys all included.

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.