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Holiday rentals in Watersound

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Top-rated holiday rentals in Watersound

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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

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

ValueFamilyNearby

4.83 out of 5 average rating, 54 reviews
Guest favourite
Home in Watersound

Sea-in! is Believ'in 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.

LocationFamilyGetting around

5.0 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Watersound

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.

LocationFamilyBathroom

4.93 out of 5 average rating, 130 reviews
Top guest favourite
A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.
Townhouse in Rosemary Beach

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

FamilyValueCheckout

4.97 out of 5 average rating, 127 reviews
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

Walk to Big Chill, LSV included, in Prominence

Everything you need and more!! Located in the sought after neighborhood, The Prominence with beautiful community amenities and unit backs up to the State Park. Walking distance to the pool and the The Hub/Big Chill, main attraction on 30a that has several restaurants/shops/live music/kid activities. Nearest beach is 0.5 miles, unit comes with 6 new beach cruisers! Pristine condition *Golf Cart is included and requires a separate liability waiver, insurance, and must be 25 years to drive

LocationFamilyComfort

4.96 out of 5 average rating, 146 reviews
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

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!

FamilyLocationPool

5.0 out of 5 average rating, 147 reviews
Guest favourite
Townhouse in Santa Rosa Beach

Beachfront Townhome with Free Beach Chair Setup

Beachfront Blessing There’s nowhere I would rather be than in the Walton Dunes! If you are looking for a beachfront townhouse with amazing views and a private beach, look no further than this center unit at Walton Dunes. Beachfront Blessing is located on a quiet, dead-end street next to Deer Lake State Park. This complex of 17 townhouses completed an exterior upgrade in 2021 with new paint and railings. This home was totally renovated by noted designer Ashley Gilbreath.

ValueLocationSleep quality

4.97 out of 5 average rating, 222 reviews
Guest favourite
Home in Watersound

WaterSound - Private Beach, Golf Cart, & Bikes

Introducing ~ Plan Beach Private Beach Access | Fire Pit | Golf Cart | Bikes HIGHLIGHTS: □ Gated community with on-site security □ Private beach access (Five boardwalks available!) □ 4-Passenger golf cart □ 4 Adult Bikes □ Community pool (heated year-round) □ Outdoor perks: fire pit, grills, paddleboard, and more! □ Community amenities: Fitness center featuring a Sauna (available with a day pass), dog park, newly remodeled putting course, and playground.

FamilyLocationKitchen

5.0 out of 5 average rating, 5 reviews
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

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

ValueLocationQuiet

4.99 out of 5 average rating, 184 reviews
Guest favourite
Townhouse in Watersound

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!

LocationValueHospitality

4.95 out of 5 average rating, 38 reviews
Guest favourite
Home in Watersound

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.

LocationFamilySleep quality

4.89 out of 5 average rating, 35 reviews
Top guest favourite
Townhouse in Watersound

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!

ValueLocationGetting around

4.96 out of 5 average rating, 52 reviews

Popular amenities for Watersound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Watersound

Top guest favourite
Home in Watersound

Prominence 30A | Custom Bunks | Golf Cart | Bikes

FamilyLocationView

5.0 out of 5 average rating, 31 reviews
Guest favourite
A spacious primary bedroom features a king-sized bed with a light-colored headboard. Soft blue accents are found in the decorative pillows. A seating area with a couch sits nearby, while natural light enters through large windows. A flat-screen TV is mounted on the wall.
Townhouse in Watersound

Close to Beach + Bikes

LocationWalkabilityBiking

4.86 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Watersound

NEW rental on 30A near Rosemary w/Golf Cart

FamilyLocationComfort

4.96 out of 5 average rating, 53 reviews
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

Prominence Slps 6 Golf Cart Bikes Near Bch Lg Pool

LocationFamilyCleanliness

5.0 out of 5 average rating, 26 reviews
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

* Brand New Luxury Residence on 30A *

ValueFamilyBathroom

4.95 out of 5 average rating, 63 reviews
Guest favourite
Home in Alys Beach

Elegant Prominence South | Fire Pit + Walk to Pool

LocationFamilyBeach

4.85 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Santa Rosa Beach

New | Eastern Shores | Gulf-Front | Private Beach

FamilyLocationNearby

5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Inlet Beach

Prominence 30A @BeachChillin30A • Golf Cart • Pool

FamilyLocationWalkability

5.0 out of 5 average rating, 21 reviews

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