Holiday houses in Watersound

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.

Value · Family · Layout

Heaven 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.

Location · Value · Biking

30a Luxury | Private Beach 7 Palms Pelican Circle

Amazing location on the Gulf side of 30A. Surrounded by upscale homes, this 2 bed 2.5 bath townhome enjoys the privacy of a gated beachfront community, 60 steps to direct and 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.

Family · Value · Hospitality

New | Eastern Shores | Gulf-Front | Private Beach

Welcome to Eastern Shores, a beautifully renovated Gulf-front retreat where sugar-white sand, emerald waters, and one of the world’s rare coastal dune lakes come together in one unforgettable location. Perfectly positioned directly on the beach in Seagrove Beach, this stunning two-story condo offers panoramic Gulf views and sits just steps from Eastern Lake, one of only a handful of coastal dune lakes found anywhere in the world. This is the 30A experience you’ve been searching for. Book it!

View · Biking · Accuracy

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

Family · Location · Comfort

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.

Family · Location · Parking

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!

Value · Location · Access

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. Private beach chair set up available during Peak season (March 1 - October 31) and 2 bikes year round.

Family · Location · Comfort

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.

Family · Location · Pool

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.

Family · Location · Pool

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.

Location · Family · Outdoor spaces

"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.

Family · Location · Barbecue