Holiday houses in Watersound

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Top-rated holiday rentals in Watersound

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Guest favourite

A bright living room is furnished with two spacious sofas and a wooden coffee table. A large television is mounted on the wall opposite. Natural light streams in through multiple windows with bamboo shades, offering views of the surrounding trees and outdoor space.

Townhouse in Watersound

4.86 out of 5 average rating, 29 reviews

3 Br/ 2.5 bath townhome in popular Prominence neig

Golf cart rentals available to rent~ Walking distance to the BIG CHILL, Gas Grills by pool area~ Access to North and South pools~2 bikes provided~6 beach towels~2 beach chairs~ Welcome to LaLa Land on 30A, located in the heart of Prominence 30A. This townhouse features 3 bedrooms/ 2 1/2 bathrooms, inviting open living and dining concept perfect for enjoying for the whole family. The location to the amenities and proximity to the beach make this property a perfect spot! Great for gatherings with

Top Guest favourite

A wooden boardwalk leads to a serene beach with soft white sand and gentle waves. The sky is expansive, featuring soft clouds and sunlight reflecting off the calm water, creating a peaceful coastal scene.

Townhouse in Seacrest Beach

5 out of 5 average rating, 17 reviews

30a Luxury | Private Beach 7 Palms Pelican Circle

Amazing location on gulf side of 30A. Surrounded by upscale homes, this 2 bed 2 1/2 bath townhome enjoys the privacy of a gated beach community entrance, 60 steps to a gated private beach access, top-of-the line appliances, luxury finishes and furnishings. It's the ideal vacation oasis with its pristine quiet beach, pure emerald waters, gorgeous sunsets and its rare coastal dune lake. Perfectly positioned between Rosemary Beach and Watersound Beach and just minutes to the emerging Alys Beach.

Superhost

A modern kitchen is equipped with stainless steel appliances and a spacious island with seating for four. A dining area features a round wooden table surrounded by six chairs, complemented by a chandelier. Warm lighting enhances the open layout, connecting the kitchen and living space.

Townhouse in Watersound

4.86 out of 5 average rating, 101 reviews

Prominence Townhome 3 bedroom

Your family will be close to everything when you stay at this centrally-located home. Ideally located between Seaside & Rosemary Beach just minutes by bike or golf cart to beach access. This 3 bedroom (king, queen, 2 twins) provides plenty of room for the entire family. Back deck overlooks state park land providing some much needed quiet privacy on your family vacation perfect for a morning cup of coffee or evening cocktails. Golf cart $40/day and bikes are complimentary. Pet friendly w/fee

Top Guest favourite

A bright living area features large windows providing ample natural light. A plush sectional sofa is centered around a round coffee table adorned with decorative items. Two comfortable chairs sit nearby, and a dining area can be seen in the background, enhancing the open and airy feel.

Townhouse in Watersound

4.98 out of 5 average rating, 43 reviews

NEW rental on 30A near Rosemary w/Golf Cart

Rosé All Day on 30A is a BRAND-NEW rental located on 30A in Watersound, FL, between Seaside and Rosemary Beach across from The Big Chill. This luxurious 2-bedroom 2-bathroom townhome is a completely NEW rental. Tons of new items have been added to this NEW listing, and a complimentary welcome bottle of wine and glasses will be waiting for you upon your arrival/plus movie night popcorn and candy! As a bonus, a 6-seater golf cart is available to use free of charge during your stay.

Top Guest favourite

A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.

Townhouse in Watersound

5 out of 5 average rating, 127 reviews

Prominence 30A: Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

Guest favourite

An open living room is presented with sectional and armchairs in neutral tones. A circular coffee table sits at the center, surrounded by a soft area rug. Bright lighting is provided by pendant fixtures above the dining area, and large windows allow natural light to fill the space.

Townhouse in Santa Rosa Beach

4.89 out of 5 average rating, 118 reviews

Family Fun on 30A | Bunks, Bikes + Heated Pool Now

Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

Top Guest favourite

Townhouse in Watersound

5 out of 5 average rating, 21 reviews

Turtley Awesome by Stay on 30A

Arrive ready and get to the beach faster with a Stay on 30A home! ☕ Complimentary coffee + Fiji waters waiting for you 🚲 Luxury bikes included 🛺 Golf cart for effortless beach runs 🍴 Fully stocked kitchen (yes, we thought of everything) 🧴 Upgraded amenities & elevated toiletries 🧹 Resort-level cleans with 235-point inspections 📞 24/7 local support from a team that actually lives here ⚡ Rapid-response maintenance that keeps your stay seamless Arrive. Exhale. Settle.

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

4.99 out of 5 average rating, 134 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

An aerial view showcases a large, sparkling resort pool surrounded by lounge chairs and palm trees. The pool's shape resembles a laid-back island, providing an inviting atmosphere. Views of the surrounding community, including residential structures and greenery, are visible in the background, along with glimpses of the ocean.

Condo in Inlet Beach

4.98 out of 5 average rating, 113 reviews

Twickenham is a Chic 30A Condo with Golf Cart

Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi • Outdoor security cameras • Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

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, 160 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 & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Top Guest favourite

A light-filled living area is designed with comfortable seating including two armchairs and a sofa. A round coffee table rests on a patterned rug, with a decorative bowl at its center. A large television is mounted on the wall, surrounded by tasteful coastal decor.

Townhouse in Watersound

4.98 out of 5 average rating, 206 reviews

Prominence 30A ~ Golf Cart ~ Bikes

Located between Alys Beach and Seaside, La Belle Mer 30A, is located in Prominence, one of 30A hottest luxury beach communities. Rejuvenate at La Belle Mer 30A with soft linens, tasteful coastal décor and natural light. Beach access is within a short low speed vehicle (LSV) or bike ride. Walk or ride to ‘The Big Chill’, (formerly The Hub) to grab dinner and drinks while listening to live music or watching a movie on the 25-foot jumbotron.

Guest favourite

The exterior of the condo is highlighted by a spacious covered patio featuring wooden loungers and landscaped greenery. French doors lead into the living area, allowing ample natural light. The surrounding area is well-maintained, with numerous plants adding to the inviting atmosphere.

Home in Seacrest

4.98 out of 5 average rating, 43 reviews

* 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.