House holiday rentals in Watersound

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.

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

5 Min to Beach 4 Bikes + Pool 30A "White Magnolia"

"White Magnolia" BY Bespoke Management This stunning, southern-charm beach cottage rests quietly on a private back-corner lot in the heart of Seagrove, only a five-minute walk from the Gulf’s sugary white sand and 30A’s best food including Café Thirty-A, Perfect Pig, Angelina’s, Donut Hut, and Goatfeathers. Take a short 1.5 mile ride along 30-A’s famous bike path to Seaside or a quick drive to The Hub, Alys Beach and Rosemary Beach. Book "White Magnolia" by Bespoke Management now to begin

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.

"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.

* Brand New Luxury Residence on 30A *

Enjoy this premier luxury vacation destination on 30A. This brand new condo is on the first level and offers two large outdoor spaces just steps from 30A. Walk across the street to beach area or walk to all the best restaurants in Alys Beach. Beautiful and private, this well appointed condo is sure to make your vacation a relaxing one. Please note this condo does not offer access to a pool or resort amenities.

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.

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! 🌴

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.