Holiday rentals in Watersound

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Top-rated holiday rentals in Watersound

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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 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, 155 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.

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, 44 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, 128 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, 119 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.

Guest favourite
A bright and airy living space features light-coloured furniture with blue accents. Two armchairs are positioned facing a spacious sofa, enriched with decorative cushions. A dining area with sleek chairs is visible in the background, and large windows allow natural light to fill the room.
Townhouse in Santa Rosa Beach
4.91 out of 5 average rating, 109 reviews

Coastal Family Fun 30A | Golf Cart + Bikes & Pool

Guest will have 24hrs to sign the rental, golf cart & bike agreements and send a government photo ID copy. It is required (like any golf cart rental) that you provide your credit card info. And to also abide with all house rules. Any check in instructions will not be provided unless all rental, bike & golf cart agreements and photo ID were approved. Guest must be the age of 25 years and older to rent the condo. This townhome only offers streaming services and not cable.

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, 136 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.

Guest favourite
Townhouse in Inlet Beach
4.97 out of 5 average rating, 130 reviews

A Whaley Good Time

Welcome to "A Whaley Good Time" a beautiful 2-story, 1700sq ft. townhome that has a ton of amenities and beautiful furnishings to make you feel right at home. This is a new home with 3 bedrooms and 2.5 baths. There are 2 master suites and one bunk room. There is also a sleeper sofa with a queen size bed. Located in the Prominence neighborhood right across the street from The Big Chill on 30a. With plenty of shops, restaurants and fun for the entire family

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.
Apartment in Inlet Beach
4.98 out of 5 average rating, 114 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, 161 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

Guest favourite
Townhouse in Watersound
5 out of 5 average rating, 11 reviews

Golf Cart | Bikes | Heated Pool

Welcome to Koastal Kisses! Experience 30A luxury in this 3 bedroom, 2.5 bath gorgeous townhome in the Prominence North beach community. Lounge by the pool, golf cart to the beach, or walk to THE BIG CHILL. Our kitchen is fully equipped for cooking family meals and provides plenty of room for gathering in our open floor plan. Our home comfortably sleeps 10 people and is located close to everything 30A has to offer!

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, 46 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.

Popular amenities for Watersound holiday rentals

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