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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

LocationValueCondition

4.83 out of 5 average rating, 53 reviews
Top guest favourite
Townhouse in Watersound

Turtley Awesome 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.

FamilyLocationComfort

5.0 out of 5 average rating, 36 reviews
Guest favourite
A dining area features a round table surrounded by woven chairs, illuminated by a stylish chandelier. Natural light enters through large windows, enhancing the spacious feel. A comfortable seating area with a television and decorative elements is visible in the background.
Townhouse in Watersound

Perfect Day - Tranquil Luxury Escape

Welcome to Perfect Day on 30A! A pocket of peace awaits you in the highly sought-after Prominence North community in the heart of iconic 30A, located in between popular Seaside and Rosemary Beach, across the street from the wildly popular, The Hub/The Big Chill. A low speed vehicle (6-seater, street legal golf cart) is included in your stay so that you can enjoy all of the scenery that 30A has to offer! Everything you need for the most perfect getaway is here in this custom 2 bedroom/2 bathroom

FamilyLocationAccess

4.97 out of 5 average rating, 69 reviews
Top guest favourite
Townhouse in Inlet Beach

View of heated pool / steps to Big Chill

PoolsideHaven30A is our 3BR/2.5BA townhome in Prominence, between Seaside and Rosemary Beach on 30A. Heated Pool and More We are next to the 5,000 sq. ft. zero-entry heated pool and a 2-minute walk to The Big Chill. Fall is the easy season here: fewer crowds, still-warm Gulf into October, and the pool is heated steps from the door. Five bikes, a beach tent, and chairs are included. Sleeps 8/9. Self-managed by Robert and Kim — this is our only rental, and we take care of our guests.

LocationValueDecor

4.99 out of 5 average rating, 109 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!

FamilyLocationBathroom

5.0 out of 5 average rating, 146 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

ValueFamilyParking

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

30A Beach Stay Near Pool & Big Chill – Sleeps 10

Enjoy 30A without the crowds at Ocean Eyes, a cozy 3BR/2BA townhome in Prominence across from The Big Chill. Sleeps 10 with a new queen sleeper sofa. You’re a quick bike ride or drive to multiple beach access points and steps from the heated resort-style pool (seasonal), cabanas, and grills. Relax with WiFi, smart TVs, a stocked kitchen, two bikes, games, and beach gear—perfect for fall, winter, spring, holidays, or remote work.

LocationFamilyAir conditioning

4.95 out of 5 average rating, 79 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!

FamilyValueBathroom

4.95 out of 5 average rating, 37 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.

FamilyLocationBiking

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

Prominence 30A | Custom Bunks | Golf Cart | Bikes

Wake up to peaceful views of Deer Lake State Park, then zip to the beach on your included 6-seater golf cart. This 1,700 sq. ft. Prominence townhome sleeps up to 9 with a king master suite, private queen room, and a custom bunk room perfect for families. Steps from The Big Chill and perfectly positioned between Seaside and Alys Beach — bikes, beach chairs, sunshades, cooler, and beach toys all included.

FamilyLocationPool

5.0 out of 5 average rating, 31 reviews
Guest favourite
A spacious open-concept living area is depicted, featuring a dining table with rustic chairs, a cozy seating arrangement adorned with light-colored textiles, and a modern chandelier overhead. Light shimmers off the blue-toned kitchen cabinetry in the background, and artwork graces the walls.
Townhouse in Watersound

"Just a Dream" Beach Home on 30A

A dream vacation awaits in our "Just A Dream" home in the Prominence community on 30A with resort style pool and BBQ grills. Our luxury 3 bedroom, 2.5 bath home is sure to make your family and guests feel right at home. Easy access to the beach either by LSV (golf cart) and bicycles that we provide at no extra cost. Walk across the street to "The Big Chill" to enjoy dinner or entertainment.

FamilyLocationLayout

4.97 out of 5 average rating, 136 reviews
Top guest favourite
A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.
Home in Rosemary Beach

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features an upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

FamilyLocationGetting around

5.0 out of 5 average rating, 116 reviews

Popular amenities for Watersound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Watersound

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

FamilyLocationBeach

5.0 out of 5 average rating, 26 reviews
Top guest favourite
Townhouse in Watersound

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

LocationFamilyQuiet

4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Walton County

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

LocationFamilyCondition

5.0 out of 5 average rating, 14 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 *

FamilyLocationView

4.95 out of 5 average rating, 63 reviews
Top guest favourite
Townhouse in Santa Rosa Beach

Prominence 30A golf cart, beaches, bikes

FamilyLocationGetting around

4.98 out of 5 average rating, 91 reviews
Guest favourite
Home in Alys Beach

Elegant Prominence South | Fire Pit + Walk to Pool

FamilyLocationComfort

4.85 out of 5 average rating, 20 reviews
Guest favourite
Townhouse in Watersound

30A | Golf Cart + Bikes | Walk to Big Chill & Pool

LocationFamilyGetting around

5.0 out of 5 average rating, 7 reviews
Guest favourite
Townhouse in Inlet Beach

Golf Cart, Bikes, Heated Pool, Sleeps 10

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 11 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