Holiday rentals with a pool in Walton County

Poolside(Heated)•6 Bikes•Walk to Rosemary•Favorite

Discover your insta-worthy boutique home! Tucked behind 30Avenue’s upscale shops, this chic retreat offers serenity, a heated pool, and poolside luxury. Walkable to all Rosemary offers, you can relax or work remotely on the picturesque back porch overlooking the pool. A 15-minute walk or 5-minute bike ride takes you to Inlet Beach public access—no issues! Close to everything yet hidden from busy-season crowds. Perfect for families, girls’ trips, and beach lovers. Dogs welcome! Includes 6 bikes!

New Inlet Beach House, 1/2 Mile To Beach Free Bike

Paradise awaits in this stunning, brand new, well equipped 4 bedroom beach house, just 1/2 mile from the sugar white sand & turquoise waters of the Inlet Beach access, 3/4 mile to the famous Rosemary Beach and 1/2 mile to the Restaurants & shops of 30Avenue. It couldn't be easier to walk or bike over to the world famous Donut Hole for a delectable breakfast, then spend the day at the beach, and finish up with shopping then dinner at one of the many fine restaurants located within a mile or less.

2 bikes! Location can't be beat! 3bd/3ba~ Sleeps 8

Please note: Elevators are currently inoperable (this unit is on the 4th floor). The elevators are scheduled to be demo'd and replaced from June-August 2026. This will result in periodical loud construction noise during working business hours and the elevators will remain inoperable during this time. Rates have been reduced to reflect this inconvenience and nuisance. Balcony views are slightly obstructed by temporarily added wood beams. You will love everything this gorgeous property ha

Escape to 30A & the beach! Heated pool! Gulf view!

Perfect for your next beach getaway! * This centrally located condo in the Cabanas at Gulf Place on 30A puts you right in the heart of it all. * Top 4th floor unit features a private balcony with Emerald Coast views * Private beach access is located directly across 30A from the condo. * Enjoy access to 3 pools, a hot tub, tennis courts, shuffleboard, and beautiful green spaces. * Sleeps up to 6 with a King bedroom, twin bunk nook with barn door, and a sleeper sofa in the living room.

Sunset Sips on North Wells Street

Escape to your dream family beach getaway at Sunset Sips on North Wells Street! This beautifully designed 4-bedroom, 2-bath home is the perfect blend of comfort, relaxation, and coastal charm. Spend sunny days splashing in the private pool, gather around the fire pit for cozy evenings under the stars, and unwind on the screened back porch as vibrant Florida sunsets paint the sky. Fire up the grill in the outdoor kitchen, enjoy meals together, and create unforgettable memories together.

Private Pool - Walk to Beach - Pets Ok!

You'll love this cheerful bungalow for its heated pool, sophisticated décor, screened porch, outdoor shower, short walk to the beach, and high speed internet! Inside, you'll find a breathtaking and spacious family room, 3 bedrooms, and sleeping arrangements for 10. Enjoy relaxing on the screened porch! Pool heating is available for $40/day. Details below. Our 6 seat golf cart is available for rent for $125/day We are dog-friendly with payment of a $170 pet fee. Three dogs maximum.

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

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.

Sandpine Loop Oasis

Sandpine Loop Oasis: Welcome to your home away from home. Discover Comfort, Convenience, and Coastal Charm at Our Upscale Inlet Beach Home! Nestled in the prestigious Inlet Beach community, our rental home offers unparalleled comfort and convenience.Just a quick 4-minute bike ride to the pristine shores of Inlet Beach Regional Access. Enjoy a day at the expansive beach with parking, restrooms, and ramp access to the sand.

Ride to the Beach, Bike to Alys, Walk to Big Chill

Legasea Lagoon - a 30A Beach Retreat! Steps from The Big Chill, Bike Ride to Alys and Rosemary Beach, Golf cart ride to Seaside. Sleeps 10- King suite, Queen room, 4 bed Bunk room. Golf cart, 4 bikes, pool table, ping pong & arcade games included. Two community pools, beach access, and all beach gear provided. Come start or continue your Legacy on 30a at the Legasea Lagoon! 🌴

Gorgeous, Clean, Comfy, & Best Golf Cart in Town!

Welcome to 30-A Vitamin Sea, the home for travelers with the highest standards for comfort, aesthetics, and cleanliness. Our goal is to provide the most comfortable and relaxing home away from home for your beach memories! Read our reviews to see what our guests love about our home and how so many of them rated us as their "Best Vacation Rental experience"

The Hydeaway Inlet Beach

Location, location, location! Enjoy a stylish experience at this centrally-located place a few steps from Rosemary Beach restaurants and shops. Located just a few steps from the beach, this listing offers the serenity emerald coast has to offer—swimming, fishing, and sunset worshipping. Don’t miss this opportunity to create memories to last a lifetime.