House holiday rentals in Watersound

4.99 out of 5 average rating, 136 reviews

A bright living area features a neutral sofa adorned with decorative pillows and a light textured throw. Two wicker chairs, a glass coffee table, and an artisan wood accent piece enhance the space. Natural light is welcomed through multiple windows, surrounded by plantation shutters.

Home in Inlet Beach

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

4.96 out of 5 average rating, 116 reviews

A welcoming two-story home features a charming front porch with white railings. Flanking palm trees add a coastal touch to the exterior, while a paved pathway leads to the entrance. The building's light-colored siding and symmetrical design create a pleasant aesthetic.

Home in Inlet Beach

Guest Favorite Beach Escape Discounted Fall Rates!

***Come see why FALL is our favorite time to visit 30A! Less crowds + great weather + mild ocean temperatures = your ultimate cozy, relaxing beach escape at Sugar Sands! We have discounted our 2025 fall rates by 10% which is already applied to the quote** Located in the highly sought-after town of Inlet Beach adjacent to 30A, our large home is loaded with extras and comfortably accommodates up to 14 guests. We provide tons of amenities like bikes, beach gear, a Fire Pit, stocked kitchen, BBQ gr

A spacious living area is filled with natural light, showcasing a comfortable sectional sofa adorned with a fringe throw. A large television is positioned on a wooden console, while sliding glass doors open to a view of the outdoors. Elegant decor and a high ceiling add to the open atmosphere.

4.99 out of 5 average rating, 111 reviews

Winter Warm Up | Walk2Beach | Pool | Shop | Eats!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.

5 out of 5 average rating, 34 reviews

The Juander Inn, cottage + saltwater pool on 30A!

The Juander Inn 400 sq ft., 1 BR beach cottage. Located in prestigious South Walton, our Seagrove Beach community is centrally located making it an ideal location for getting around 30A. A quick 1/2 mile to the beach, walk or bike to the gorgeous white sand & emerald waters or head into the quaint Town of Seaside for dining & entertainment. Miles of forest trails, pedestrian paths, boutiques, cuisine & more are all steps from your door. House comes with 2 bikes and shared saltwater pool access.

4.95 out of 5 average rating, 105 reviews

A two-story home with a covered balcony overlooks a private pool. Surrounding the pool are several loungers and a patio area for seating. A fenced backyard provides privacy, while trees and a grassy area add natural elements to the setting.

Home in Gulf Vista

Pool - Pets - Beach - Balcony

Welcome to our fun family getaway! Our home is equipped with everything you need to make great vacation memories: private pool, ample balconies, game room and fire pit. We provide super-fast wifi, a chef’s kitchen, and sleeping arrangements for 13 guests. Just a 10 minute drive to Pier Park and just 7 minutes to Rosemary Beach & 30A. We are dog-friendly with payment of a $170 pet fee. Three dogs maximum. We offer pool heating and a golf cart rental; each for an additional fee. Details below.

4.95 out of 5 average rating, 217 reviews

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

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.

The exterior of the two-story home is presented in a soft blue hue, complemented by white trim and a covered porch. A one-car garage is visible on the right. Surrounding pine trees provide greenery, while a paved driveway leads up to the entrance.

4.96 out of 5 average rating, 171 reviews

Casa By La Playa! A Blue Mountain Beach Getaway

Welcome to Casa By La Playa! A coastal treasure sitting just off 30A in Blue Mountain Beach with two nearby beach accesses and amenities galore. This 2-bedroom and 2.5-bathroom home sleeps 8 guests comfortably and features a one car garage, stainless steal appliances and flat-screen TVs in every bedroom! An open living and upgraded kitchen area greets guests upon entry plus a side door access leading to a premium fenced back yard with artificial turf, a furniture set, plus umbrella for shade!

Superhost

4.82 out of 5 average rating, 159 reviews

Santa Rosa Beach Canopy House with heated pool

A private oasis situated among lush vegetation and gorgeous oak trees, this property is steps away from the bay and just a 5 minute car ride to all the magic of 30A and beach access. Unique finishes include a heated saltwater pool for those perfect nights in, and 2 picturesque outdoor showers. The main house features 3 beds/3 baths while the guest house features a bunk room with a full bath. This is truly a nature lovers’ paradise to relax in while enjoying all that 30A has to offer.

Luxe

The kitchen features modern cabinetry with a white tile backsplash and light wood accents. An island with three wooden stools provides seating, while a dining table with wooden chairs is positioned near large windows that allow natural light to fill the space.

5 out of 5 average rating, 5 reviews

Beach Bliss on 30A by Stay on 30a

❄️ Christmas Comes to 30A.. and Santa Does Too! 🎅🏼Santa is visiting all Stay on 30a homes Dec 21 With Stay on 30A, you’re choosing a vacation designed to feel effortless from start to finish. ☀️ Perks That Make It Perfect FREE Bikes FREE Golf Cart Gulf Views Pool Access Nearby Greenway Station for Food, Shopping, & Fun 🌟 Why Guests Love Staying With Us Arrival Inspections Meticulous Cleans Fully Stocked Homes w/Full-Size Amenities 24/7 Local Support Rapid-Response Maintenance

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.

4.95 out of 5 average rating, 132 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.

4.93 out of 5 average rating, 241 reviews

A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.

Home in Rosemary Beach

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.