Private Pool
After a long, fun day on the beach, nothing welcomes in the evening better than a refreshing dip in your very own private pool. This centerpiece of your vacation home is to many, the very most important amenity in a rental. After all, you've chosen the beach on 30A for your time away to relax and rejoice with family and friends. All of our South Walton rental homes with private pools also come paired with a barbecue grill. Take a moment right now, close your eyes, and picture yourself enjoying some fresh surf and turf poolside. Is there anything better? Yeah, we didn't think so. Don't wait a second longer – reserve your 30A vacation home with a private pool now.
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Casablanca - Casablanca is a spectacular gulf front home with 3 living rooms, 7 bedrooms, and 8 bathrooms. A wonderful beach home to make your lasting vacation memories. Enjoy the spacious decks and beach front pool deck with BBQ grill! Casablanca encompasses two homes (main and guest) with a sprawling 7,288 square feet there is enough room for theFavorite
Casablanca
$899 - $3,188 Per Night- 7 Beds
- 8 Baths
- Sleeps 26
- 13 Views
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Backyard Bliss -Enjoy a vacation in paradise while staying in a private, beach cottage with that home-away-from-home feel. Backyard Bliss is a one-story beach house in South Walton’s Grayton Beach. Tucked among palms and other indigenous flora, this home is the perfect oasis for a much-needed getaway. With a fenced-in backyard, a 25'x12' complimentFavorite
Backyard Bliss
$186 - $539 Per Night- 3 Beds
- 2 Baths
- Sleeps 8
- 13 Views
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What You Will Love About Buddy Street RetreatWelcome to Buddy Street Retreat, a stunning three-story vacation home nestled along Scenic 30A, just three blocks from the sugar-white sands of Santa Rosa Beach. Designed for unforgettable coastal escapes, this pet-friendly retreat comfortably accommodates up to 18 guests, making it perfect for large gatFavorite
Buddy Street Retreat
Gulfview Heights$350 - $900 Per Night- 6 Beds
- 4 Baths
- Sleeps 18
- 13 Views
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Sandy By The Sea - You'll have the time of your life when you and your family vacation in 'Sandy by the Sea'. This delightful beach home is just a short walk to the sugar white sands of the beaches of South Walton. Sandy by the sea has 4 bedrooms and 2 baths, and boasts plenty of sunlight through its many windows and open floor plan. On the first fFavorite
Sandy By The Sea
SandCastles by the Sea$195 - $694 Per Night- 4 Beds
- 2 Baths
- Sleeps 12
- 12 Views
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Dune Vista - Fall in love with this spectacular 5 bedroom 4.5 bath private beach home. With Over 5,600 square feet of luxurious design and finishings, this home is sure to please! Nestled on the outskirts of Destin (Dune Allen Beach) This high end rental is close to countless locations for shopping and dining. You are within walking distance to StiFavorite
Dune Vista
$352 - $1,591 Per Night- 5 Beds
- 4 Baths
- Sleeps 18
- 11 Views
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Stella Maris -Enjoy a luxury vacation to Santa Rosa Beach! Stella Maris is a stately two-level home near Gulf Place on Scenic Highway 30A. Its close proximity to the beach and Gulf Place Town Center places guests conveniently near fun coastal activities and entertainment. The home has a 16.5'x10.5' private pool, spacious interiors, and comfortableFavorite
Stella Maris
Gulf Place Retreat$215 - $620 Per Night- 4 Beds
- 4 Baths
- Sleeps 8
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Sand Dollar -This newly updated beach house is situated in an ideal location with a gulf-view in historic Grayton Beach. Offering 4 bedrooms and 3.5 bathrooms, Sand Dollar sleeps 10-12 guests. Located only about 250 yards to the beach access, the white sand and refreshing emerald waters are a mere 5 minute walk away.The main level welcomes you to aFavorite
Sand Dollar
$225 - $975 Per Night- 4 Beds
- 3 Baths
- Sleeps 12
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On Point - Located in Blue Mountain Beach this newly redesigned beach home perfectly displays the 30A lifestyle. Just a short walk to the beach and located on the southside of 30A this home is sure to please all fifteen lucky guests that decide to vacation here. The home comes with its own private pool and features a TIki Bar for evening entertainm$190 - $812 Per Night
- 4 Beds
- 4 Baths
- Sleeps 16
- 12 Views
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Above The Dunes - ‘Above the Dunes’ is a lovely 3400 square foot home located in the quiet, upscale community of Gulf Trace at Grayton Beach. It comfortably sleeps 9-14 with four bedrooms and four and a half bathrooms - two kings, one queen, one twin/full bunk, two queen sofa sleepers and a futon for one person. This property boasts a gourmet kitcFavorite
Above The Dunes
Gulf Trace$244 - $1,200 Per Night- 4 Beds
- 4 Baths
- Sleeps 14
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Still Waters - Step foot into luxury! This immaculate 8 bedroom, 8.5 bathroom vacation home is everything you have been looking for, and more! Accommodating between 10-30 guests comfortably (no sleeper sofas) Still Waters is guaranteed to fit the entire family with ease. With over 4,500 sq. ft. of living space and more than 1,100 sq. ft. of coveredFavorite
Still Waters
Gulfview Heights$421 - $2,333 Per Night- 8 Beds
- 8 Baths
- Sleeps 30
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Eventide -New for 2025: Eventide, formerly S.S. Minnow, is currently undergoing complete renovations and will feature a brand new look! Hurry and reserve your dates now or check back soon for additional images and details!Located in the Gulfview Heights community in Santa Rosa Beach on Scenic 30A, Eventide, formerly S.S. Minnow, is a soon-to-be new$208 - $893 Per Night
- 5 Beds
- 4 Baths
- Sleeps 14
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Black Jack Bungalow – Hit the jackpot with Black Jack Bungalow! This stunning three-bedroom, pet-friendly beach retreat welcomes up to 12 lucky guests, offering a private lagoon-style pool, a crow's nest observation deck, and a complimentary six-seater golf cart for effortless coastal cruising. Located along Scenic 30A in Seacrest Beach, this homeFavorite
Black Jack Bungalow
$173 - $786 Per Night- 3 Beds
- 3 Baths
- Sleeps 12