Holiday rentals in Watersound

Townhouse in Rosemary Beach

4.99 out of 5 average rating, 117 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

4.99 out of 5 average rating, 118 reviews

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.

4.99 out of 5 average rating, 116 reviews

Apartment in Seacrest

Seamist #9 - On the beach! On the Gulf!

Serenity at Seamist 9 has private beach access and is one of 12 units privately owned in a quiet area on 30-A. Experience a peaceful beach vacation in this exquisite Gulf-front condo. You will be greeted by breathtaking views that match the beautiful turquoise accents in the home. Head out to your private balcony to get a closer look at the brilliant, blue-green waters of the Gulf. Grab your favorite drink and take a seat on the high top swivel chairs. The perfect place to watch the dolphins

Apartment in Rosemary Beach

4.97 out of 5 average rating, 121 reviews

Lochshire: 30A Escape! 2BR-Beach-Pool-Cart-Fun!

Discover Lochshire on 30A, a charming 2B/2B townhome in the Prominence community, perfect for families or small groups. Steps from The Big Chill, bike paths, and beaches, this retreat offers resort-style pool access along with a complimentary electric cruiser and bikes for easy exploring. Inside, enjoy an open floor plan with bright interiors, a chef-inspired kitchen, and thoughtfully designed spaces to relax after a day of fun. It’s the perfect blend of comfort, convenience, and coastal charm!

4.93 out of 5 average rating, 154 reviews

Flat in Seacrest

Studio Condo 30A/ Near Rosemary & Alys Beach

Recently renovated studio that is located in the heart of Seacrest Beach FL. This condo nestled between Rosemary and Alys Beach is everything you need to relax and enjoy all of the wonderful aspects of 30A. King Size bed with casper mattress, along with fresh sheets, 65" TV with streaming capabilities. Enjoy hanging out on our comfortable sofa that can extend into a queen size pull out. Beach access is a short walk or tram ride away (Seasonal). Restaurants, shops, & bike rentals steps away.

Townhouse in Santa Rosa Beach

4.98 out of 5 average rating, 108 reviews

Stunning, GULF FRONT, Beach Access, Seagrove - 30A

Located GULF FRONT, Cool Water Beach offers unobstructed, breathtaking views of the OCEAN! It's perfect for a couples getaway, a girlfriends trip, & small families too. This unique retreat, renovated in 2017 and updated this year with new floors, furniture and bed linens throughout, will free you of all worries the moment you walk through the door. Our home is located in Seagrove, within biking distance of Seaside & Watercolor to the west & the Big Chill, Alys and Rosemary Beach to the east.

4.99 out of 5 average rating, 205 reviews

Apartment in Long Beach

Upscale Beachfront Studio! Beach Service Included!

Located in Tower 1 on the 19th floor, our newly renovated (2022) studio holds breathtaking, unparalleled panoramic views of the Gulf of Mexico. This upscale, professionally decorated oceanfront condo offers splendid furnishings, sufficient space, 550 sq ft, and a perfect opportunity for a romantic getaway in one of PCB's most popular resorts: Majestic Beach Resort. This space will feel like an upscale hotel just feet away from the beach. Beach service included from March 1st to October 31st.

4.93 out of 5 average rating, 182 reviews

Home in Watersound

Luxury Townhome Prominence 30A Free Golf Cart

Love At the Beach is a BRAND NEW 3 Bedroom 1700 sq ft luxurious town home in Prominence on 30A with all of the amenities needed to enjoy your stay with family and friends! Our town home has easy access to the beach either by Golf Cart and Bicycles that we provide at no extra cost or via the free shuttle provided from the pool area. The town home is conveniently located right across The HUB where you can enjoy great food and entertainment. Other amenities include access to the community pool!

4.98 out of 5 average rating, 140 reviews

6 Seater Cart | Great Location | Pool | near beach

Luxury style townhouse located in the highly sought after community of Prominence on 30A located in between popular Seaside and Rosemary Beach, across the street from the popular hot spot, The Hub. This new beach home is well suited for families of all sizes. Complete with everything including a fully equipped kitchen, a luxury resort style pool, fitness center and close to beach access. Includes 6 seater street legal golf cart This home has WiFi, TVs in every room, beach gear & bikes.

Townhouse in Santa Rosa Beach

4.98 out of 5 average rating, 127 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.

Townhouse in Santa Rosa Beach

4.99 out of 5 average rating, 120 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 - July 31) and 2 bikes year round.

4.98 out of 5 average rating, 188 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.

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Other great holiday rentals in Watersound

5 out of 5 average rating, 10 reviews

Home in Santa Rosa Beach

The Juander Inn, cottage + pool*

RyanRating, 5 stars5 days ago

Beautiful place and only about a 5 minute walk to the beach

Superhost

Home in Watersound

4.75 out of 5 average rating, 8 reviews

Sun and Surf at Prominence - 7 beds - 3 bedrooms

MelanieRating, 5 stars2 weeks ago

Beautiful home! Very spacious and clean. Comfortable beds and large bath towels. Lots of kitchen items available, tons of beach gear! Loved the really nice golf cart. They really thought of it ALL! Great communication also! We will return!

4.85 out of 5 average rating, 13 reviews

Sleeps 6! 2 Pools! The Big Chill! 4 Bikes!

KaseyRating, 5 stars4 days ago

Ali was the best Airbnb host I have had. She was very quick to answer any questions I had and proactively reached out with helpful messages. The house was extremely clean and had everything you could need for a beach vacation. I also love that the house included bikes so we didn’t have to deal with renting bikes when we got to town. The home is located very close to the pool and right across the street from some great food and shops. The kids especially loved the pizza, ice cream, and candy store. We had a wonderful time.

Superhost

4.87 out of 5 average rating, 83 reviews

Suntans & Sunsets on 30A | Golf Cart | Sleeps 6

AmandaRating, 5 stars2 weeks ago

Great stay! Our host was very responsive when we couldn’t find the key to the golf cart and a small issue with the dishwasher (that remedied itself). We had some small ants in the master bath but that also seemed to remedy itself by the end of our stay. Beds were comfy and the kitchen was well equipped. We enjoyed our stay here!

Apartment in Seacrest Beach

4.84 out of 5 average rating, 160 reviews

"Eva Diva's Escape 30A" #404 Studio Sleeps 2

LeahRating, 5 stars2 weeks ago

David gave very clear instructions. The location of the Airbnb is perfect and is right in the middle between Alys and Rosemary Beach. The place was very clean and comfortable.

4.94 out of 5 average rating, 72 reviews

Home in Seacrest

Blue Haven 30A - Gulf View | Private Beach Access

SharonRating, 5 stars1 week ago

My husband and I thoroughly enjoyed our four nights stay at this beautiful condo on the beach. It was so great to walk out the back of the home directly onto the beach. The house was clean, well decorated and just the right size for the two of us. Jeff was a perfect host. If I had a question, he responded with in less than a minute!

Superhost

Flat in Santa Rosa Beach

5 out of 5 average rating, 3 reviews

30A Beachwood Condo—Pool & Ocean Access-Sleeps 4

DannaRating, 5 stars5 days ago

Our stay at The Black Palm was nothing short of amazing! The location couldn’t have been better—beach access was just a quick 2-minute walk, which made popping down to the sand for sunrise or sunset super convenient. Inside, the condo was full of charm and personality. The decor was gorgeous, with bold, playful wallpaper that really made the space feel special and unique. It had such a fun, coastal vibe that we instantly felt at home. The complex itself had so much to offer—two beautiful pools, tennis courts, shuffleboard, and cornhole. It was perfect for relaxing or getting a little competitive with friends and family. We also loved that Butterfly Bike Rentals was right next door. We hopped on bikes and were in Seaside in under 10 minutes—such a scenic and easy ride. A huge shoutout to our host, James, who was incredibly responsive and helpful throughout our stay. His quick replies and willingness to assist made the whole experience effortless. We’re already to go back!