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Holiday rentals 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
4.88 out of 5 average rating, 33 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

Guest favourite
An inviting living area showcases a light grey sectional sofa adorned with various decorative pillows. A tasteful area rug lies beneath, while a coffee table holds a decorative tray. The open plan leads to a modern kitchen highlighted by white cabinetry and stainless steel appliances, with a dining space visible in the background.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 132 reviews

Hot Summer Deal! Pet Friendly Stay Near Beach

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
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, 20 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.

Guest favourite
An open-concept living area showcasing a large dining table, flanked by a spacious kitchen and seating area. Natural light fills the space through multiple windows, highlighting modern fixtures and warm wood tones. A television is mounted on the wall, complementing the home’s inviting design.
Townhouse in Watersound
4.97 out of 5 average rating, 156 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.

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

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, 110 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, 137 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, 131 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, 116 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
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, 208 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.

Superhost
Townhouse in Watersound
5 out of 5 average rating, 3 reviews

2 bedroom with Community Pools & Golf Cart

The Good Life is a stylish 2-bed, 2-bath townhouse in Prominence on 30A, sleeping 5. Enjoy resort-style pools, a 4-seat golf cart, and easy access to Deer Lake State Park beaches. Relax in the open living area, cook in the fully equipped kitchen, or stroll to The Big Chill for dining and live music. Perfect for couples or small families seeking comfort, convenience, and a memorable beach getaway.

Top guest favourite
A sleek black golf cart is parked in front of the townhome, showcasing its comfortable seating and sturdy design. A light-colored garage door and well-maintained landscaping are visible in the background, indicating easy access to the surrounding area.
Townhouse in Watersound
5 out of 5 average rating, 216 reviews

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!

Popular amenities for Watersound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Watersound

A yellow street-legal golf cart is parked in front of a townhouse, accompanied by four bikes in varying shades of blue. The scene is set on a paved driveway surrounded by lush landscaping and palm trees.
Townhouse in Watersound
4.91 out of 5 average rating, 53 reviews

Feeling Tip Sea | Golf Cart | Bikes | Prominence

Top guest favourite
A large swimming pool is featured, surrounded by palm trees and lounge areas. The clear blue water reflects the sunny sky, creating a refreshing atmosphere. Surrounding buildings provide a resort-like setting, contributing to a tranquil space for relaxation.
Townhouse in Watersound
5 out of 5 average rating, 21 reviews

Prominence 30A! New Construction/Southside! HUB! 2

Top guest favourite
Home in Inlet Beach, FL
5 out of 5 average rating, 5 reviews

Salt Box Lane Retreat | Private Beach | Golf Cart/

Guest favourite
A view from the balcony showcases two white chairs facing the ocean, with lush dunes and palm trees in the background. The tranquil turquoise waters of the Gulf can be seen in the distance under a partly cloudy sky.
Apartment in Watersound
5 out of 5 average rating, 22 reviews

GULF FRONT/ Private Beach/ Pools/ Beach set up!

Guest favourite
A modern living area features a spacious sectional sofa and a coordinating armchair, surrounded by natural light from large windows. A decorative coffee table sits in the center, with an open kitchen visible in the background, showcasing bright cabinetry and stainless-steel appliances.
Townhouse in Santa Rosa Beach
4.96 out of 5 average rating, 132 reviews

Walk to Big Chill, LSV included, in Prominence

Guest favourite
The kitchen features modern stainless-steel appliances, including a gas cooktop and double oven. A spacious island with granite countertops offers seating. Stylish pendant lighting hangs above, complementing the light cabinetry and a decorative wall clock adds character to the space.
Townhouse in Watersound
4.98 out of 5 average rating, 88 reviews

Luxurious Townhouse on 30A; Golf Cart & Bikes

Home in Santa Rosa Beach
4.71 out of 5 average rating, 7 reviews

Anchored on 30A | Steps to Beach with Resort

A large swimming pool is surrounded by palm trees, featuring gentle fountains that add a refreshing element to the serene scene. The pool area is well-kept, providing ample space for relaxation and leisure under a clear blue sky.
Townhouse in Santa Rosa Beach
4.91 out of 5 average rating, 33 reviews

TaDa! - Heated Pool and Golf Cart!

Frequently Asked Questions

  • What are the best places to stay in Watersound?

    Visitors often choose residential neighborhoods close to the beach, quiet condo communities, or cottages with easy access to walking trails. Staying near the town center makes it simple to reach eateries and shops.

  • What are the best things to do in Watersound with kids?

    Explore sandy beaches for swimming and shell collecting, walk coastal boardwalks, or enjoy family-friendly parks and playgrounds. Many visitors also try biking, paddle sports, or nature spotting along the salt marshes.

  • What are some of the best things to do in Watersound?

    Watersound is known for its peaceful beaches, nature walks among dunes, and kayaking or paddleboarding along coastal waterways. Visitors also explore local shops and savor fresh seafood at restaurants.

  • How is the weather in Watersound?

    Watersound has mild winters around 44–63°F (7–17°C), and warm, humid summers near 75–92°F (24–33°C). Rain is frequent in summer, so consider packing light outerwear or waterproof gear.

  • When is the best time to visit Watersound?

    Late spring through early fall is often recommended for warmer temperatures, beach activities, and seasonal outdoor events. Cooler months draw visitors seeking quieter coastal stays and milder weather.

  • What are the best places to visit in Watersound?

    Watersound has scenic beaches, tranquil trails weaving through coastal dunes, and neighborhood parks ideal for picnics. Many visitors also spend time exploring local boutiques and waterside dining spots.

  • What are some hiking trails in Watersound?

    Explore boardwalks through marshland, gentle coastal pathways, or shaded trails among pine trees around Watersound. These routes give access to scenic views and chances for birdwatching.

  • What are some family activities we can do in Watersound?

    Families often try beach games, paddleboarding, biking along paved paths, or exploring neighborhood playgrounds. Nature spotting and guided discovery walks through dunes and marsh areas are also popular.

  • What are some of the best day trip ideas from Watersound?

    Explore nearby coastal towns with local markets, discover wildlife refuges, or visit state parks for walking trails and scenic picnic spots. Historic villages around the area also offer museums and cultural sites.

  • Are there any pet friendly accommodations available in Watersound?

    Watersound has several pet-friendly vacation rentals and homes, especially around residential neighborhoods. Many nearby parks and paths make it convenient to explore with your dog.

  • What are some local tips for visiting Watersound?

    Pack sun protection and insect repellent for extended beach days and marsh walks. Locals often recommend exploring early in the day for quieter shoreline experiences, and supporting small businesses for souvenirs and local treats.

  • What is Watersound known for?

    Watersound has distinct coastal landscapes, including protected dunes, winding boardwalks, and family-friendly beaches. Many recognize the area for its tranquil ambiance and connection to nature.

  • What are the best hidden gems to explore in Watersound?

    Nature trails through coastal pines, quiet boardwalks overlooking salt marshes, and small family-owned eateries are frequently suggested as hidden gems. Seek out beach access points less traveled for peaceful shoreline moments.

  • What are the best foods to try in Watersound?

    Watersound highlights Gulf Coast flavors—grilled shrimp, oysters, locally caught fish, and crab cakes are frequently suggested. Visitors also enjoy Southern-inspired sides and fresh produce at eateries.

  • What should I bring for a trip to Watersound?

    Pack comfortable beachwear, sunscreen, a reusable water bottle, and light layers for cooler evenings. A hat, sandals, and insect repellent are useful for beach walks and outdoor explorations.

  • What is the nightlife in Watersound like?

    Nightlife in Watersound is relaxed, with casual venues, outdoor patios, and occasional live music at local eateries. Most visitors unwind with evening strolls or coastal dining in a laid-back atmosphere.

  • What are the most popular events or festivals in Watersound?

    Seasonal events around Watersound often include outdoor concerts, arts markets, and holiday celebrations, especially in spring and summer. Locals frequently gather for food festivals and activities on Labor Day weekend.

  • Are there family friendly vacation rentals in Watersound?

    Watersound has a range of vacation rentals suitable for families, including spacious homes and condos near beaches or parks. Many include amenities like full kitchens and family-oriented common areas.

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