
House holiday rentals in Watersound
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Top-rated house rentals in Watersound
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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!

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.

Sandyland at Prominence South
Stay on 30A! Perfect Family Home-Main suites on each floor, GOLF CART included! Walk to Pools, BIG CHILL & Shops! Sandyland is located in the Prominence South community of Watersound Beach, FL. It is a professionally decorated three bedroom plus bunk room, three and one-half bathroom, fenced yard, two car garage home that comfortably sleeps eight. The floor-plan has two main bedrooms (one up and one down) plus a third queen bedroom and bunk room (containing two twins) on the second floor.

Blue Haven 30A - Gulf View | Private Beach Access
Discover the ultimate seaside retreat in this charming beachfront condo. With panoramic ocean views, direct access to the beach, and a stylish interior, this is your perfect coastal escape. Enjoy sunsets from the private balcony, unwind in the tastefully decorated living space, and relish the convenience of nearby attractions and dining options. With modern amenities and coastal charm, this beachfront haven is the perfect escape for those seeking sun, surf, and ultimate relaxation.

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!

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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.

Prominence 30A "Sand By Me" 4BR/4.5BA - Sleeps 12
Sand By Me offers one of the very best family beach vacations along Florida's Emerald Coast. Located in the community of Prominence, a short bike ride to the sugar white sands of 30A. Relax on one of four spacious porches. This newly constructed open floor plan home has 4 bedrooms, 4.5 baths, sleeps 14 and includes two master suites, a kids bunk room, a king guest room, and a flex space with memory foam queen sofa bed. Golf cart rental available for an additional fee.

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.

Golf Cart! Community Pool! Bikes! Beach Gear!
Welcome to The Pointe 30A, your stylish home base just minutes from Rosemary Beach! This 4 bedroom, 3.5 bathroom modern retreat sleeps 10 and includes a 6-seater golf cart, 4 bikes, and access to a resort-style pool. With luxe interiors, Smart TVs in every bedroom, a full kitchen with high-end appliances, and quick access to the beach, this is the perfect blend of comfort and location for your next 30A getaway.

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 a newly renovated 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!

Romantic Seagrove Palmetto Bungalow 30A Lakefront
Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.
Popular amenities for Watersound house rentals
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

For Shore 30A, low speed vehicle, Pool, Bunks

Remodeled~ Private Heated Pool | Game Room | Bikes

Five Star

Private Pool | Steps to Beach & 30A | Near Seaside

WaterHouse-Rooftop Pool with Gulf Views!

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill
Weekly house rentals

30A Oasis! Walk to beach/pool/Rosemary&Alys Beach

30A Coastal Oasis

Prime Area! Walk/bike to Pool, 30A, Rests., Beach

Surfing Turtle|Pet Friendly|Pool|Golf Cart

30A Seacrest | Golf Cart | Private Beach | Pool

Seaside Sweet Spot

NEW! 30A Luxury Boutique Home Rosemary/Seacrest

NEW! Chic 30A Carriage House! 2 King BR! Sleeps 8!
Private house rentals

New Golf Cart + 4 Bikes by Pool & Big Chill

Private Heated Pool + Walk to Beach/Seaside

Lakefront/Golf Cart/Walk to Public Beach!

30A - Walk to Beach - Pool - Golf Cart - Bikes

Up By Dune On 30A

Tequila Mockingbird-Prominence

Papa's Hideaway- secluded cottage in Grayton on the lake

Modern Glass-Front Retreat l Stunning Nature Views
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- Tampa Holiday rentals
- New Orleans Holiday rentals
- Four Corners Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Tampa Bay Holiday rentals
- St. Petersburg Holiday rentals
- Gulf Shores Holiday rentals
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Beachside Villas
- Seacrest Beach
- St. Andrews State Park
- Frank Brown Park
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- HarborWalk Village
- St. Andrew State Park Pier
- Shell Island Beach
- Henderson Beach State Park
- Crooked Island Beach
- Shipwreck Island Waterpark
- Camp Helen State Park
- Fort Walton Beach Landing
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Signal Hill Golf Course
- Gulfarium Marine Adventure Park
- Gulf World Marine Park





