
Holiday houses in Watersound
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Top-rated holiday rentals in Watersound
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Lux 30A Town Hm, Heated Pool, CART, Beach & Dining
Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

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!

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.

Spring Break Escape 2026 | Relax, Ride & Reconnect
Relaxation awaits as you walk through the front door of this idyllic 2 bedroom townhome nestled in the picturesque community of Prominence, one of Scenic Highway 30A's newest gems. Perfect for a small family or ideal for a couple’s getaway the coastal inspired theme woven throughout the home makes the travails of every day life seem like a distant land far off on the horizon. Once you are here, we are confident that “Shore Beats Working” will become your favorite beach vacation destination.

Salt&Sand 30A – Family Retreat w/ Pool & Golf Cart
Your perfect family beach escape awaits on 30A! This spacious home features 3 bedrooms, including a kid-approved bunk room, 2.5 baths, and a fully equipped kitchen for easy family meals. Little ones are covered with a high chair, baby gates, a pack ’n play, and plenty of toys and games. Walk to the beach or head to The Big Chill for food and fun. Enjoy two community pools, the 17-mile bike path, and an included golf cart to explore 30A with ease. Make unforgettable memories at Salt & Sand 30A.

Hub House-Sleep 6, 2BR 2BA, Golf Cart, Heated Pool
Prominence 30A is the hottest new place to spend a family beach vacation with 2 pools with one pool being heated! It is located directly across from The Hub - the best entertainment space for families with live music, nightly activities, and movie nights on the big screen! It is between popular Seaside and Rosemary Beaches. This home has WiFi, 3 Smart TVs, and use of beach chairs, beach toys, and umbrella included in your stay. Use of new 2023 6-seat golf cart included at no additional fee.

Sun & Fun at The Swell Club 30A (with golf cart!)
Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

Beachfront Townhome with Free Beach Chair Setup
If you are looking for a beachfront townhouse with amazing views and a private beach, look no further than our center unit at Walton Dunes. We are located on a quiet, dead-end street next to Deer Lake State Park. Our complex of 17 townhouses completed an exterior upgrade in 2021 with new paint and railings. Our unit is in the center and was totally renovated by noted designer Ashley Gilbreath. New flooring and a master bathroom upgrade were done in 2023. Beachfront convenience awaits.

FlipFlopsOn II • 80 steps to the Beach • FL 30A
Praised by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to one of Florida’s most beautiful beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Gulf Coast Byway; walk to Rosemary Beach & Inlet’s dining & stylish town centers. Featuring a clean Cali-Florida vibe, POOL, GRILL pavilion, beach gear, 65” TV, ultra-equipped kitchen, & sunsets from your private outdoor living area. Park your car, walk everywhere!

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.

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 - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL
Popular amenities for Watersound holiday rentals
Other great holiday rentals in Watersound

Elegant 3-bed/bath 30A home with 6-seater golf car

La Dolce Vita Prominence Inlet beach by Watersound

NEW rental on 30A near Rosemary w/Golf Cart

Near 30a•Rosemary Beach•With Beach Access/Usage

Best location on 30A + golf cart, bikes, and more!

★ Next to Pool / Steps to The Big Chill | 5 bikes★

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

NEW | Luxury | Sleeps 16 | Pool | Inlet Beach
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- New Orleans Holiday rentals
- Tampa Bay Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- St. Petersburg Holiday rentals
- Jacksonville Holiday rentals
- Crab Island
- Destin Harbor Boardwalk
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- James Lee Beach
- Windmark Public Beach access
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- St. Joe Beach
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Seacrest Beach




