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Holiday houses in Watersound

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Top-rated holiday rentals in Watersound

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Top Guest favourite
A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 139 reviews

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

Top Guest favourite
The image captures a wooden staircase leading down to a sandy beach. The ocean is visible with gentle waves, reflecting a soft sunset glow. Beach chairs are arranged in the distance, and the sky features a blend of light blue and warm hues.
Home in Panama City Beach
4.96 out of 5 average rating, 142 reviews

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!

Guest favourite
An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.
Home in Seacrest
4.95 out of 5 average rating, 217 reviews

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.

Guest favourite
An open living area features a light grey sectional sofa adorned with decorative pillows, accompanied by a wooden coffee table with a tray. A nearby dining area displays a wooden table surrounded by light-coloured chairs, with a view of the modern kitchen visible in the background.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 126 reviews

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.

Top Guest favourite
Townhouse in Watersound
4.93 out of 5 average rating, 104 reviews

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.

Top Guest favourite
A large outdoor pool is surrounded by palm trees and lounge chairs. Water features are visible, creating an inviting atmosphere. The pool is set against a clear blue sky, offering a perfect setting for relaxation and leisure.
Townhouse in Santa Rosa Beach
4.96 out of 5 average rating, 147 reviews

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.

Guest favourite
A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.
Townhouse in Rosemary Beach
4.96 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A private balcony offers unobstructed views of the beach and emerald waters. Two wooden chairs are positioned towards the ocean, with the sandy shore and gentle waves visible in the background. The scene captures a bright sky, enhancing the tranquil coastal environment.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 202 reviews

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.

Top Guest favourite
The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.
Condo in Inlet Beach
4.99 out of 5 average rating, 169 reviews

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!

Top Guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 134 reviews

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.

Top Guest favourite
A covered porch area features a round stone table surrounded by four seats, alongside a plush seating arrangement. Beyond, a vibrant sunset casts colorful hues across the sky, while the calm water of the Gulf is visible in the distance.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 131 reviews

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.

Top Guest favourite
Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.
Townhouse in Watersound
4.99 out of 5 average rating, 151 reviews

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

  1. Airbnb
  2. United States
  3. Florida
  4. Bay County
  5. Watersound