
House holiday rentals in Watersound
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Top-rated house rentals in Watersound
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Divine Beach Living at 'On Beach Time'
Leave work and worry behind and get "On Beach Time"! 5-bed 3-bath Sleeps 12 Beach House Seagrove, FL Magnolia Dunes Neighborhood Luxurious accents and features Community pool Short walk from Florida's pristine Emerald Coast Crystal clear water Sandy white beaches Convenient beach access at One Seagrove Place Featuring: Beach drop off area Beach chairs Beach towels Coolers Toys Enjoy Scenic Highway 30A's best restaurants nearby (see details below) Other amenities: 4 bicycles parking for 3 cars
4.97 out of 5 average rating, 159 reviews
Gulf Pool + Bikes! Steps to Beach, Alys, Rosemary
The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!
4.96 out of 5 average rating, 156 reviews
Pet Friendly 30A Heated Pool Ocean View Beach 0.10
SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.
4.93 out of 5 average rating, 238 reviews
The 30A Beach House | Private Beach + Dune Pool
Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking
4.98 out of 5 average rating, 155 reviews
Gulf Bridge 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.
5.0 out of 5 average rating, 24 reviews
The Salty Dog . 4BR . Public Beach & Pool Access
Welcome to The Salty Dog! The Perfect spot with a PUBLIC BEACH. 4BR, 3.5 Bath FULLY STOCKED home located in peaceful Grande Pointe neighborhood. Sleeps up to 9 guests. 0.2 m to the community pool 0.5 m to 4 PUBLIC BEACH accesses, offering parking & bathrooms. 0.5 m to 30Avenue’s shopping and dining. 1 mile from Rosemary Beach’s restaurants and boutiques. 20 mins from PCB airport. Beach chairs, umbrellas, bikes, beach towels, toys, wagons & coolers. Pack light and come ready, We have it all.
4.99 out of 5 average rating, 104 reviews
30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!
4.95 out of 5 average rating, 145 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.
5.0 out of 5 average rating, 13 reviews
Amazing Location! Walk to Rosemary, Pool, & Beach
The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.
4.92 out of 5 average rating, 265 reviews
Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.
5.0 out of 5 average rating, 120 reviews
30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill
⭐4.99 | Guest Favorite | Top 5% on 30A Prominence 30A retreat sleeps 10 with a 6-seat golf cart, 4 bikes & resort pools. Walk to The Big Chill, short golf cart ride to beach access points + Seaside. 3BR: 2 kings, bunk room (2 fulls + twin) & queen sleeper. Full beach gear, baby essentials, 1G Wi-Fi & stocked kitchen included. Between Rosemary & Seaside. USAF veteran hosts, 100% response rate. Good vibes. 5-star stays.
4.99 out of 5 average rating, 101 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.
4.88 out of 5 average rating, 33 reviewsPopular amenities for house rentals in Watersound
House rentals with a pool

Golf Cart! Community Pool! Bikes! Beach Gear!
4.97 out of 5 average rating, 111 reviews
Salt Box Lane Retreat | Private Beach | Golf Cart/
5.0 out of 5 average rating, 17 reviews
WaterSound - Private Beach, Golf Cart, & Bikes
5.0 out of 5 average rating, 5 reviews
Stay LUXE on 30A|Golf Cart|Coffee Bar| Sleeps 8
5.0 out of 5 average rating, 22 reviews
NEW! "Quiet Waters" - Exclusive Watersound Home
5.0 out of 5 average rating, 4 reviews
Sea La Vie
4.94 out of 5 average rating, 48 reviews
Elegant Prominence South | Fire Pit + Walk to Pool
4.88 out of 5 average rating, 17 reviews
Prominence 30A "Sand By Me" 4BR/4.5BA - Sleeps 12
4.95 out of 5 average rating, 66 reviewsWeekly house rentals

* Brand New Luxury Residence on 30A *
4.95 out of 5 average rating, 63 reviews
30A • 30SecBeach • Gulf View • Sleeps16 • Elevator
4.97 out of 5 average rating, 73 reviews
NEW*4 MIN to Beach~Private pool,w/Golf Cart &bikes
4.84 out of 5 average rating, 49 reviews
It's Boé Beach
5.0 out of 5 average rating, 16 reviews
Fall Break Escape | 2BR Near Big Chill + 30A Beach
4.97 out of 5 average rating, 75 reviews
Beautiful 4BR | Resort Pool | Golf Cart
4.97 out of 5 average rating, 35 reviews
Afternoon Nap
4.85 out of 5 average rating, 55 reviews
Pvt Saltwtr Pool-2 Min walk to Pvt Beach-Golf Cart
5.0 out of 5 average rating, 9 reviewsPrivate house rentals

Watersound! Pool, LSV/Golf Cart, Bikes, Fireplaces
4.75 out of 5 average rating, 4 reviews
Fenced Yard + Golf Cart Option | Big Chill
4.88 out of 5 average rating, 8 reviews
New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!
5.0 out of 5 average rating, 31 reviews
The Juander Inn, cottage + saltwater pool on 30A!
4.99 out of 5 average rating, 77 reviews
Sleeps 12, Gulf views & just steps to the beach
4.93 out of 5 average rating, 30 reviews
* Brand New Luxury 4BR Seacrest Rosemary Alys 30A
4.96 out of 5 average rating, 83 reviews
Watersound Resort, Coastal Charm, Walk To Beach!
5.0 out of 5 average rating, 3 reviews
Something Blue 30A
4.96 out of 5 average rating, 75 reviewsDestinations to explore
- Four Corners Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Miramar Beach Holiday rentals
- Orange Beach Holiday rentals
- St. Augustine Holiday rentals
- St. Petersburg Holiday rentals
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pier Park
- St. Andrews State Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- Morrison Springs
- Signal Hill Golf Course
- Crooked Island Beach
- Camp Helen State Park
- Shell Island Beach
- Gulf World Marine Park
- Gulf Crest Condominiums





