
House holiday rentals in Watersound
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Top-rated house rentals in Watersound
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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
Ocean View, Closest to Beach & Pool, Bikes, on 30A
Nestled between Rosemary and Alys Beach on 30A + immediately across from private beach access (2-minute walk to the sand – never wait for the tram again!) with the large Seacrest lagoon pool just steps away. Large, spacious 4 bedroom / 4 bath home with abundant natural sunlight + recently updated with a classic coastal elegance design. Enjoy ocean views, sunrise coffee + sunset cocktails on the large, open air third floor deck with comfortable outdoor seating + wet bar. 4 free bikes included!
4.91 out of 5 average rating, 149 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, 25 reviews
5 Min to Beach 4 Bikes + Pool 30A "White Magnolia"
"White Magnolia" BY Bespoke Management This stunning, southern-charm beach cottage rests quietly on a private back-corner lot in the heart of Seagrove, only a five-minute walk from the Gulf’s sugary white sand and 30A’s best food including Café Thirty-A, Perfect Pig, Angelina’s, Donut Hut, and Goatfeathers. Take a short 1.5 mile ride along 30-A’s famous bike path to Seaside or a quick drive to The Hub, Alys Beach and Rosemary Beach. Book "White Magnolia" by Bespoke Management now to begin
4.97 out of 5 average rating, 108 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, 124 reviews
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.
5.0 out of 5 average rating, 5 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.
4.89 out of 5 average rating, 35 reviews
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.
5.0 out of 5 average rating, 31 reviews
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!
5.0 out of 5 average rating, 116 reviews
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.
4.94 out of 5 average rating, 49 reviewsPopular amenities for house rentals in Watersound
House rentals with a pool

Guest Favorite Beach Home w/Golf Cart*Bikes*Bunks!
4.97 out of 5 average rating, 127 reviews
The Salty Dog . 4BR . Public Beach & Pool Access
4.99 out of 5 average rating, 104 reviews
Elegant Prominence South | Fire Pit + Walk to Pool
4.84 out of 5 average rating, 19 reviews
Lux 30A Townhome | Beach, Resort Pool & Golf Cart
5.0 out of 5 average rating, 14 reviews
NEW! "Quiet Waters" - Exclusive Watersound Home
5.0 out of 5 average rating, 7 reviews
30A Family Retreat | Pool, Tram & Outdoor Living
5.0 out of 5 average rating, 3 reviews
Prominence 30A "Sand By Me" 4BR/4.5BA - Sleeps 12
4.95 out of 5 average rating, 66 reviews
Stay LUXE on 30A|Golf Cart|Coffee Bar| Sleeps 8
5.0 out of 5 average rating, 24 reviewsWeekly house rentals

* Brand New Luxury Residence on 30A *
4.95 out of 5 average rating, 63 reviews
Golden Hour - Pool & Beaches - Walk to Rosemary!
5.0 out of 5 average rating, 36 reviews
30A, Bikes, Tram to Deeded Beach Access, Pool
5.0 out of 5 average rating, 4 reviews
Seaside Siesta
4.98 out of 5 average rating, 48 reviews
Watersound Resort, Coastal Charm, Walk To Beach!
5.0 out of 5 average rating, 3 reviews
New Inlet Beach House, 1/2 Mile To Beach Free Bike
4.98 out of 5 average rating, 82 reviews
Sleeps 14, Sunshine State of Mind, Pool, Bikes
5.0 out of 5 average rating, 11 reviews
The Juander Inn, cottage + saltwater pool on 30A!
4.99 out of 5 average rating, 79 reviewsPrivate house rentals

New Beginnings | Private Beach, Pool
4.92 out of 5 average rating, 12 reviews
Fenced Yard + Golf Cart Option | Big Chill
4.88 out of 5 average rating, 8 reviews
Afternoon Nap
4.85 out of 5 average rating, 55 reviews
Seacrest Stunner! STEPS to Beach & Town! 4 Bikes!
4.8 out of 5 average rating, 35 reviews
Everyone needs some "30A Thyme"
5.0 out of 5 average rating, 29 reviews
9 Siasconset! 4BR 30A Retreat w Golf Cart + Bikes
4.8 out of 5 average rating, 5 reviews
Sunset Blvd 30A! Steps to the Ocean Rosemary/Alys
4.95 out of 5 average rating, 58 reviews
Good Vibes Luxury on 30A!- new custom bunks!
4.9 out of 5 average rating, 69 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
- Village of Baytowne Wharf
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- HarborWalk Village
- Aqua Resort
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Morrison Springs
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Crooked Island Beach
- Camp Helen State Park
- Shell Island Beach
- Gulf Crest Condominiums
- Gulf World Marine Park





