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Holiday rentals in Watersound

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Top-rated holiday rentals in Watersound

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Alys Beach

Elegant Prominence South | Fire Pit + Walk to Pool

Spacious 4BR/3.5BA retreat in Prominence South off 30A. Sleeps 10 (**look at bed configuration) with dual master suites, 3 large balconies, and a private backyard with fire pit. Walk to The Big Chill, resort-style pool, or take the free golf cart to nearby beach access. Features include a gourmet kitchen, open-concept living, and parking. Ideal for families or groups seeking comfort, space, and easy access to 30A's top attractions. The downstairs master bedroom can actually be its own independe

ValueFamilyGetting around

4.86 out of 5 average rating, 21 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.

FamilyLocationGetting around

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

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.

ValueFamilyQuiet

4.97 out of 5 average rating, 172 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.

ValueFamilyWalkability

4.97 out of 5 average rating, 128 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, 147 reviews
Guest favourite
Townhouse in Santa Rosa Beach

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.

ValueLocationParks

4.9 out of 5 average rating, 131 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.

FamilyValueHospitality

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

Sleeps 14, Sunshine State of Mind, Pool, Bikes

Welcome to Sunshine State of Mind, a spacious and inviting beach retreat nestled in a quiet, heavily treed neighborhood with charming, winding roads in Seacrest, Florida. This beautifully designed 4-bedroom, 4.5-bath home can accommodate up to 14 guests, making it an ideal choice for large families and multi-generational getaways. Perfectly positioned directly across from the zero-entry community pool and a large green space,

FamilyLocationWalkability

5.0 out of 5 average rating, 12 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!

ValueLocationBathroom

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.

FamilyLocationAccuracy

4.89 out of 5 average rating, 36 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.

LocationFamilyQuiet

4.97 out of 5 average rating, 136 reviews
Top guest favourite
A bright and airy living area features a cozy white sofa adorned with pink and teal cushions, complemented by a textured yellow throw. A dining area with a round table is visible, surrounded by upholstered chairs. Soft natural light filters through large windows.
Home in Watersound

Sea La Vie

This stunning townhouse is located directly beside the neighborhood pool, providing an easy transition from the until to the pool. It is a quick walk across the street to the Big Chill, where there is family friendly entertainment, restaurants and shops. Prominence is centrally located between public beaches, providing convenient access with just a quick bike ride or drive.

FamilyValueComfort

4.94 out of 5 average rating, 50 reviews

Popular amenities for Watersound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Watersound

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

LocationBikingDecor

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

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

FamilyValueTV

4.96 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Santa Rosa Beach

New | Eastern Shores | Gulf-Front | Private Beach

LocationFamilyNearby

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Watersound

Prominence 30A | Custom Bunks | Golf Cart | Bikes

LocationFamilyParks

5.0 out of 5 average rating, 31 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 *

ValueLocationPool

4.95 out of 5 average rating, 63 reviews
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

30a Luxury | Private Beach 7 Palms Pelican Circle

FamilyLocationParking

5.0 out of 5 average rating, 40 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

ValueFamilyBeach

4.97 out of 5 average rating, 69 reviews
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

LocationFamilyComfort

4.83 out of 5 average rating, 54 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