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Holiday rentals in Watersound

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Top-rated holiday rentals in Watersound

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Top 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, 94 reviews

Luxurious Townhouse on 30A; Golf Cart & Bikes

Situated in the Heart of iconic 30A in the desirable Prominence community this 3 Bedroom, 2.5 bath townhome is a perfect vacation destination. This is a 5 Star experience from the reservation through check-out. Bright and open living spaces make Seascape Villa a perfect venue for family and friends to gather and entertain when not exploring the nearby beaches and attractions. Enjoy the 5,000 sq. ft. resort style pool, The Big Chill, 30A and the beautiful emerald water and white sand beaches.

LocationFamilyTV

Top guest favourite
Townhouse in Watersound
5 out of 5 average rating, 12 reviews

Vacay on 30A by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

LocationFamilyParks

Top guest favourite
Townhouse in Watersound
4.93 out of 5 average rating, 127 reviews

Salt&Sand 30A – Family Retreat w/ Pool & Golf Cart

Your perfect family beach escape awaits on 30A! This spacious home features 3 bedrooms, including a kid-approved bunk room, 2.5 baths, and a fully equipped kitchen for easy family meals. Little ones are covered with a high chair, baby gates, a pack ’n play, and plenty of toys and games. Walk to the beach or head to The Big Chill for food and fun. Enjoy two community pools, the 17-mile bike path, and an included golf cart to explore 30A with ease. Make unforgettable memories at Salt & Sand 30A.

ValueLocationParking

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, 167 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.

FamilyLocationAir conditioning

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
4.96 out of 5 average rating, 52 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.

LocationFamilyCondition

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, 142 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!

FamilyLocationOutdoor spaces

Top guest favourite
Home in Walton County
5 out of 5 average rating, 12 reviews

Lux 30A Townhome | Beach, Resort Pool & Golf Cart

EmeraldCoastChillin30A sleeps 8 with modern furnishings, king beds, and a gourmet kitchen. Cruise the included 6-seat golf cart to nearby Seaside or reach public beach access in minutes, or ride the bikes for scenic trips to Alys Beach, Rosemary Beach, and along 30A. Relax at the resort-style pool, play Nintendo Switch and board games, or stroll across the street to The Big Chill for dining, shopping, and live events—perfect for families or groups seeking coastal adventure.

LocationFamilyPool

Guest favourite
Townhouse in Santa Rosa Beach
4.9 out of 5 average rating, 128 reviews

Labor Day 30A | Bikes, Bunks + One More Beach Trip

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.

ValueLocationHospitality

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, 181 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

FamilyValueQuiet

Guest favourite
Home in Watersound
4.87 out of 5 average rating, 31 reviews

Prominence Salt & Light - Townhouse w/Golf Cart

Prominence Salt & Light Watersound, Florida - Newly Listed Welcome to Salt & Light, a stylish 2-bedroom, 2-bathroom vacation home in the heart of Prominence on 30A—one of the most sought-after communities along Florida’s Emerald Coast. This beautifully appointed retreat offers all the comforts of home, plus premium perks like a 6-seater golf cart, seasonally heated pool, and walking distance to the Big Chill.

LocationFamilyPool

Top guest favourite
A charming two-story townhome is positioned within a neatly landscaped community. The exterior showcases light-colored siding and a metal roof, with a spacious garage on the ground floor. The sky is adorned with soft pastels as the sun sets behind the trees.
Townhouse in Inlet Beach
5 out of 5 average rating, 166 reviews

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.

FamilyLocationOutdoor spaces

Top guest favourite
Townhouse in Watersound
4.96 out of 5 average rating, 46 reviews

Prominence, The Big Chill! 2 Pools! 4 Bikes!

Welcome to Prominence Paradise, a modern 2 bedroom, 2 bathroom townhome in the heart of 30A! Perfectly located next to The Big Chill, this stylish escape features resort-style pools, 4 bikes, a gourmet kitchen, and a spacious covered porch. Enjoy local dining, trails, and beach days via the seasonal shuttle or nearby access points. Sleeps 6 and ideal for couples, small families, or a friends' trip!

LocationValueGetting around

Popular amenities for Watersound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Watersound

Guest favourite
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
4.85 out of 5 average rating, 112 reviews

Prominence Townhome 3 bedroom

LocationValueLaundry

Top guest favourite
Home in Santa Rosa Beach
5 out of 5 average rating, 41 reviews

30A Beach Retreat with Golf Cart + Bikes Included!

ValueLocationNearby

Superhost
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
4.85 out of 5 average rating, 48 reviews

3 Br/ 2.5 bath townhome in popular Prominence neig

FamilyLocationParks

Guest favourite
Townhouse in Watersound
4.94 out of 5 average rating, 34 reviews

Golf Cart | Bikes | Heated Pool

ValueLocationDecor

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, 37 reviews

30a Luxury | Private Beach 7 Palms Pelican Circle

LocationValueCheck-in

Superhost
Home in Santa Rosa Beach
5 out of 5 average rating, 3 reviews

NEW! "Quiet Waters" - Exclusive Watersound Home

FamilyLocationHospitality

An aerial view captures a large, inviting pool surrounded by palm trees and lounge areas. Nearby, white townhomes are visible, nestled around the pool area. Lush green landscaping and pathways enhance the community atmosphere, with cars parked along the streets.
Townhouse in Santa Rosa Beach
4.86 out of 5 average rating, 44 reviews

TaDa! - Heated Pool and Golf Cart!

LocationFamilyWifi

Top guest favourite
The spacious living area features a light-colored sectional sofa adorned with decorative pillows. A stylish coffee table sits in the center, surrounded by natural light from large windows. A ceiling fan contributes to the airy ambiance, while a patterned armchair adds a pop of color.
Townhouse in Watersound
5 out of 5 average rating, 26 reviews

Prominence Slps 6 Golf Cart Bikes Near Bch Lg Pool

LocationFamilyCondition

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.

Destinations to explore