Home Vacation Home Rentals By Owner In Santa Rosa Beach, FL

Showing 960 Of 3207 Vacation Rentals
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Exceptional(7)

$745.57

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Private Vacation Home

Bring Fido! Stylish 4BR Home in Eastern Lake

Santa Rosa Beach, Florida, United States

Stunning 4BR home in the exclusive Cottages at Eastern Lake—two master suites, bikes, a 6-seater golf cart, and an oversized pool just steps away. Minutes to Seaside, Alys Beach, and Rosemary BeachbrbrWhy You'll Love This Homebr- Easy access to oversized community poolbr- Luxurious Custom Interiorsbr- 4 bedrooms for up to 12 guests br- Complimentary 6-seater golf cart + bikesbr- Outdoor shower for rinsing off after beach visitsbr- Massive back porch accessible from the 1st-floor master bedroombr- 2 master suites with their very own private en suite bathbrbrThe SpacebrbrFirst Floorbr- Master Bedroom: This room has a king bed, a shiplap accent wall, and access to the back porch. The en suite bathroom includes a double-stone vanity and a walk-in tiled shower.br- Living Area: Features natural wood beams, a non-operational stone fireplace, and a large-screen TV.br- Kitchen: Modern and sleek with white cabinets, quartz countertops, a gas stove, and stainless steel appliances.br- Powder Room & Laundry Room: Located off the main living area.brbrSecond Floor br- Master Bedroom: King bed surrounded by large windows. The cypress wood ceiling adds a cozy charm. En suite includes a double-stone vanity and a tiled walk-in shower with a built-in seat.br- Guest Bedroom: Queen bed with a shiplap accent wall. En suite includes a double-stone vanity and a walk-in tiled shower.br- Bunk Room: Two twin-over-full bunk beds accommodate six guests. The en suite includes a single vanity and a shower/tub combo.brbrOutdoor Featuresbr- Outdoor Shower: Fully enclosed with a bench and hooks for convenience.br- Community Pool: Enjoy complimentary access to an extra-large pool lined with palm trees.br- Porches: Relax on the large back porch or the inviting front porch.br- Outdoor security cameras for added peace of mind.brbrThe NeighborhoodbrThe Cottages at Eastern Lake is a newer community offering convenient access to 30A's best attractions. Located near Water Sound West Beach, this community provides a tranquil setting with amenities such as:brbr- Public park access to Eastern Lake for kayaking, canoeing, or paddleboarding.br- A central location: 5 minutes to Seaside and 10 minutes to Alys Beach or Rosemary Beach.brbrNearby Attractionsbr- Beach Access: Walton Dunes Public Parking is a short drive away, with a quick walk to the beach.br- Local Dining & Shopping: Explore charming centers along 30A, including Seaside and Rosemary Beach.br- Outdoor Adventures: Enjoy kayaking, paddleboarding, and cycling around the scenic area.brbrImportant Things To Knowbr- Parking: Space for up to 3 vehicles.br- Beach Accessories: Complimentary 2 beach chairs provided.br- Pool Access: Complimentary access to the community pool.br- Golf Cart & Bikes: Complimentary 6-seater golf cart and 4 bikes included.br- Pets: Allowed: $150 per pet, non-refundable. Maximum 2 pets allowed. Must be under 35 lbs. Breed restrictions apply. No cats.brbrRestricted Breeds:brAkita, Australian Blue Heeler, Boxer, Bull Mastiffs, Chow, Dalmatian, Doberman, English Bulldog, German Shepherd, Great Dane, Husky (any type), Malamute, Mastiff (any variation), Pit Bulls, Presa Canarios, Rottweiler, Saint Bernard, Wolf-dog Hybrid.br- Baby Gear: Not included. Rentals are available through Live The Gulf Coast.brbrBooking Informationbr- Check-in Time: 4:00 PMbr- Check-out Time: 10:00 AMbr- Age Restrictions: Minimum 25 years old to book and stay for non-family groups.br- Cancellation Policy: No refunds.br- Mid-stay Cleaning Fee: This applies to reservations of 21+ days.brbrFor additional rentals, such as baby gear, please contact Live The Gulf Coast
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Bath 4

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Exceptional(9)

$835.28

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Private Vacation Home

Golf Cart, Large Private Pool and Hot Tub, Close to 2 Beach Accesses on 30A!

Santa Rosa Beach, Florida, United States

Home Highlightsbr* Large private pool with covered patio and ample seatingbr* Complimentary 6 seater golf cartbr* Close to two beach accessesbr* Two large adult bikesbr* Great location close to shopping, dining, and entertainmentbr* Large open concept living areas with ample seatingbr* Coastal decorbr* Fully stocked kitchenbr* Outdoor grillbr* Double workspacesbr* Fiber high speed internet with eero, access by poolbr* Four backpack beach chairs and an umbrellabr* Ample ParkingbrbrWelcome to The Blue Pearl, your coastal 30A vacation retreat, where every detail is thoughtfully curated to envelop you in comfort, luxury, and fun. Ideal for families and friends to gather, this four-bedroom, 3.5-bath home sleeps up to 14 guests, features a private pool, and has ample parking for all guests.brbrAs you step inside, you'll immediately notice the serene, inviting atmosphere and open concept living space. Relax in the cozy, plush furnishings, bathed in natural light, as you spend time with loved ones. The fully equipped kitchen beckons with its modern appliances and sleek design. Soft blue, white, gray, and pearl hues offer coastal tranquility throughout the home.brbrExplore the surrounding 30A area with ease, thanks to the home's 6-seater golf cart. Whether off to the beach or cruising the neighborhood, the golf cart ensures every adventure is within reach. If you prefer to bike or need more golf carts, our trusted concierge partners will be happy to rent you any additional gear you may need for your stay.brbrHead outside, where your private oasis awaits. Take a refreshing dip in the pool or soothe your cares away in the bubbling hot tub. Lounge on the covered patio featuring plush furniture with a cocktail in hand—you are on vacation, after all! brbrUnwind in the main floor bedrooms, where serenity reigns supreme. The primary bedroom suite welcomes you with its king-sized bed and ensuite bathroom, evoking a sense of seaside serenity. In the second bedroom, enjoy an ensuite bathroom and remote working space. Plus, laundry on the first floor offers the convenience of being at home. brbrAs you head to the second floor, you'll notice the loft area offers a cozy retreat with a sleeper sofa and double workspace adorned with tasteful accents in soft hues of blue and white. The loft is the perfect spot for those needing to remote work or for kids to play! Two queen bedrooms await, each offering luxurious comfort and a peaceful atmosphere that invites rest and relaxation. Each queen bedroom offers a separate, private space with daybeds and trundles for additional sleeping arrangements. One of the queen bedrooms features an additional daybed and trundle in the same room, perfect for the kids to gather together.brbrWith its inviting atmosphere, luxurious amenities, and thoughtful decor, The Blue Pearl is more than just a place to stay—it's a 30A vacation property where cherished memories are ready to be made. Experience the 30A way of life at this beautiful coastal retreat.
Bed 4

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Bath 3

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Sleep 14

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Exceptional(57)

$682.92

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Private Vacation Home

Santa Rosa Beach Home w/ Pool, Hot Tub & Deck!

Santa Rosa Beach, Florida, United States

Spend your next fun Gulf Coast getaway staying in style when you book this stunning Santa Rosa Beach vacation rental! With a private heated saltwater pool, spacious furnished deck, and a location that puts you within easy reach of all of the area’s top attractions, this 5-bedroom, 3-bath house is perfect for entertaining everyone during your stay. Relax on pristine Florida beaches, check out nearby Draper Lake, or head back to ‘Nivel Del Mar’ to unwind in the home’s private backyard hot tub!brbr-- THE PROPERTY --brbrScreened Porch | In-Unit Laundry | Pet Friendly w/ Fee | Discounted Golf Cart RentalbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: King Bed | Bedroom 4: King Bed | Bedroom 5: Full Bunk Bed | Den: Queen Sleeper SofabrbrINDOOR LIVING: Flat-screen TVs, DVD player, dining table, en-suite bathrooms, walk-in showers, jetted tub, shower/tub combo, ceiling fans, plenty of seatingbrOUTDOOR LIVING: Heated saltwater pool, private hot tub, furnished deck, outdoor dining, lounge chairs, gas & charcoal grillsbrKITCHEN: Refrigerator, ice maker, coffee maker, stove/oven, microwave, dishwasher, toaster, Crockpot, dishware & flatware, kitchen utensils, cooking basicsbrGENERAL: Keyless entry, self check-in, free WiFi, cable, central heating & A/C, washer & dryer, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, beach chairsbrFAQ: Stairs required for access, pet fee (paid pre-trip), optional nightly pool heat/cool fee (paid pre-trip, applied to entire stay), quiet hours (10:00 PM-8:00 AM), 2 exterior security cameras (facing out)brPARKING: Garage (1 vehicle), driveway (3 vehicles), free street parkingbrbr-- THE LOCATION --brbrON THE COAST: Public beach access (1 mile), Grayton Beach State Park (4 miles), Topsail Hill Preserve State Park (4 miles), Cessna Landing (5 miles), Pilcher Park (7 miles)brNEARBY ATTRACTIONS: Draper Lake (0.7 miles), Santa Rosa Charters LLC (5 miles), Eden Gardens (8 miles)brLOCAL GOLFING: Santa Rosa Golf Club (3 miles), Raven Golf Club (8 miles), Emerald Bay Golf Club (13 miles)brAIRPORTS: Northwest Florida Beaches International Airport (36 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $225 fee (+ fees & taxes, 3 pets max)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires using an outdoor staircase to accessbr- NOTE: There is an optional pool heat/cool fee of $60/night (+ fees & taxes, paid pre-trip, applied to entire stay). The pool cannot only be warmed up in the winter, spring, and fall months, but it can also cool the water in the hot summer months. Pool water temperatures in the summer can reach the mid-90s, so cooling the water down to your desired water for a more relaxing swim is a nice option. Please inquire for more informationbr- NOTE: Please observe quiet hours from 10:00 PM to 8:00 AMbr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front corner of the home facing the stairs to the main entrance. Camera 2 is located on the garage facing the driveway. These cameras do not look into any interior spaces. The cameras record video and soundbr- NOTE: The owner has negotiated a heavily discounted rate for golf cart rentals through a local company. Please inquire after booking if interested
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Bath 3

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Sleep 14

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Exceptional(8)

$534.48

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Private Vacation Home

Changes in Attitude | 6-Seater Golf Cart | 4 Bikes

Santa Rosa Beach, Florida, United States

Summary:brbrThis renovated 4BR retreat in gated Old Florida Village offers two pools, a 6-seater golf cart, and a private BBQ patio near Gulf Place.brbrbrbr6-Seater Golf Cart Included: Effortless travel to the sand and local shops.brbr4 Adult Bikes Included: Cruise the 30A bike path right from your door.brbrPet Friendly: Welcoming up to 2 approved dogs ($175 fee per dog).brbrTwo Community Pools: Refreshing pool access within the gated neighborhood.brbrLoft Bunk Room: A perfect 3rd-floor hideaway for kids or extra guests.brbrbrbrThe Space:brbrChanges in Attitude by Kismet Properties of 30A.brbrExperience the tranquil charm of Santa Rosa Beach at Changes in Attitude, a beautifully updated coastal cottage designed for families and friends. The open-concept layout blends easygoing style with functionality, featuring a bright living room for movie nights and a fully equipped kitchen for shared meals. With two King suites and a spacious 3rd-floor loft, this home offers plenty of room to spread out. Step outside to your private outdoor lounge, complete with a gas grill and space to soak in the Florida sun.brbrbrbrSleeping Arrangements:brbrPrimary Bedroom – 1st Floor – King Bed – Private EnsuitebrbrGuest Bedroom 1 – 2nd Floor – King Bed – Shared BathroombrbrGuest Bedroom 2 – 2nd Floor – Queen Bed – Shared Bathroombrbr3rd Floor Loft – 2 Twin-over-Twin Bunks with Trundle – Shared BathroombrbrbrbrKitchen & Dining:brbrFully equipped kitchen with modern appliances and all cooking essentials.brbrFeatures a standard drip coffee maker and ample prep space.brbrOpen dining area flows into the living room for easy entertaining.brbrbrbrNeighborhood: Old Florida Village (Santa Rosa Beach)brbrA picturesque, gated community known for its cottage-style homes, lush landscaping, and proximity to the vibrant Gulf Place area.brbrProximity Highlights:brbrbrbrBeach: Access (0.4 miles | 8-minute walk via Spooky Lane)brbrDining: Shunk Gulley Oyster Bar (0.6 miles), Gulf View Snack Shack (0.3 miles). brbrShopping: Gulf Place Town Center (0.5 miles | 3-minute golf cart ride)brbrbrbrGuest Access & Practical DetailsbrbrParking: 2 Vehicles Max. No street parking allowed. (Community Overflow Lot Available!)brbrConnectivity: High-speed Wi-Fi and Smart TVs in every room.brbrCheck-In/Out: 4 PM / 10 AM.brbrbrbrHouse Rules & PoliciesbrbrPet Policy: Dog Friendly (2 dog max; $175 fee per dog; must be approved).brbrNo smokingbrbrNo parties or eventsbrbrMust be 25 or older and staying at the property for the entire stay.brbrRenter's Agreement: The primary guest is required to sign the Kismet Properties Renter’s Agreement.brbrID Verification: The primary guest is required to upload a copy of their photo ID.brbrbrbrGOLF CART NOTICE: brbrThis property includes a golf cart managed by a third-party provider, 30A Gulf Carts. To utilize the cart, guests are required to: Sign a separate liability waiver directly with 30A Gulf Carts. Provide a valid credit card for incidental coverage. Pay a non-refundable $30 handling fee. Detailed instructions for activation will be sent after booking.brbrbrbrGuest Access:brbrGuests are given a unique door code that is active for the duration of their stay.brbrbrbrThe Neighborhood:brbrOld Florida Village is a quaint, private community just minutes from Gulf Place. With its 2 pools, proximity to the beach, and cottage-style homes, Old Florida Village has quickly become one of the most popular vacation destinations on 30A!
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Bath 3

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Sleep 12

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Exceptional(3)

$857.73

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Private Vacation Home

Knotts Landing 30a: where luxury meets coastal charm with resort-style amenities

Santa Rosa Beach, Florida, United States

Welcome to Knotts Landing 30a: Your Perfect Vacation Oasisbrbr*Coming Spring 2025 a new private salt water pool and spa awaits guests. Pool will be seasonally heated for an additional fee*brbrEscape to Knotts Landing 30a, where luxury meets comfort in a serene, gated neighborhood just moments away from the sparkling shores of the Gulf Coast. This exquisite 5-bedroom vacation rental home promises an unforgettable retreat with its resort-style amenities, stunning sunsets, and convenient access to the best dining and shopping options in the area.brbrInterior ElegancebrbrStep inside Knotts Landing 30a and discover a haven of modern sophistication. The spacious open-plan living area welcomes you with plush furnishings and tasteful decor, perfect for relaxing after a day of sun and sand. Large windows bathe the living room in natural light, offering glimpses of the lush greenery surrounding the property.brbrThe gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, quartz countertops, and ample space for culinary creations. Whether you're preparing a quick breakfast or a gourmet dinner, this kitchen has everything you need to satisfy your culinary desires.brbrEach of the five bedrooms is a sanctuary of comfort, appointed with luxurious linens and serene ambiance. The home boasts the luxury of two master suites, offering unparalleled comfort and privacy for discerning guests.brbrKnotts Landing 30a comfortably accommodates 13 guests, ensuring a restful night's sleep for everyone. With ample dining space, including room for all 13 guests to enjoy meals together, it promises both relaxation and memorable shared moments.brbrOutdoor BlissbrbrStep outside onto the screened-in patio, where you can enjoy al fresco dining or simply relax with a good book. The patio overlooks the beautiful natural Florida landscape and provides a tranquil setting for enjoying the fresh coastal air.brbrResort-Style AmenitiesbrbrKnotts Landing 30a offers more than a luxurious home; it provides a resort-style experience. Take a dip in the sparkling pool, surrounded by palm trees and lounge chairs where you can soak up the Florida sunshine. The pool area is perfect for family fun or simply unwinding after a day of exploring.brbrConvenience and LocationbrbrLocated in a gated neighborhood, Knotts Landing 30a ensures privacy and security for you and your loved ones. Just a short stroll or a quick ride on the included 6-seater golf cart will take you to the pristine beaches of the Gulf Coast, where you can enjoy swimming, sunbathing, or building sandcastles with the kids.brbrWhen you're ready to explore beyond the beach, you'll find yourself surrounded by a plethora of dining options and amenities. From casual beachfront cafes to fine dining restaurants offering fresh seafood and international cuisine, there's something to satisfy every palate. Nearby shopping opportunities abound, from charming boutiques to upscale shops where you can indulge in a little retail therapy.brbrUnforgettable Sunrises and SunsetsbrbrPicture yourself beginning each morning at Knotts Landing 30a, savoring a serene cup of coffee in a comfortable rocking chair, while being greeted by delicate shades of pink as the sun rises over the nearby forest. In the evenings, watch as the sky transforms into a canvas of vibrant colors, casting a golden glow over the tranquil waters—a perfect end to your perfect day in paradise.brbrBook Your StaybrbrWhether you're planning a family vacation, a reunion with friends, or a romantic getaway, Knotts Landing 30a offers the ultimate in luxury and convenience. With its impeccable amenities, prime location, and stunning surroundings, this vacation home promises a memorable experience that will leave you longing to return year after year.
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Exceptional(73)

$376.1

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Private Vacation Home

30A gated comm ☀️ 3min to beach, large outdoor area, saltwater comm pool ☀️

Santa Rosa Beach, Florida, United States

~ WHY YOU WILL LOVE “SEA BREEZE” ~br• Only a 3-minute walk to the beachbr• Located in the gated Calypso Pointe communitybr• Large outdoor gathering area with multiple seating optionsbr• Community pool just 6 homes awaybr• Multiple covered decks and outdoor living spacesbr• Close to the 30A gas station for quick and easy essentialsbr• Family-friendly layout with a fun tower sleeping areabr• 4 beach chairs for guest usebrbr~ THE SPACE ~brWelcome to “Sea Breeze,” a charming and spacious three-story coastal cottage located in the beautifully landscaped, gated community of Calypso Pointe along Scenic Highway 30A. Designed for comfort, connection, and effortless beach living, this home offers multiple indoor and outdoor gathering spaces and is just a short stroll from the sugar-white sands of the Emerald Coast.brbrThe main level features an inviting open-concept layout with comfortable living room seating, a dining area, and a fully equipped kitchen complete with granite countertops and stainless-steel appliances—ideal for family meals and casual entertaining. Just off the dining space, French doors open to a covered outdoor living area with a flat-screen TV, creating the perfect spot to unwind after a day at the beach.brbrAlso on the main floor is a guest king bedroom, ideal for multigenerational groups or guests who prefer to avoid stairs. This bedroom includes a wall-mounted flat-screen TV with Amazon Fire Stick and is conveniently located near a full guest bathroom with a shower.brbrThe second level is home to the primary king suite, featuring a wall-mounted flat-screen TV and a spacious en-suite bathroom with a dual-sink vanity, soaking tub, and walk-in shower. This bathroom also provides access to a covered second-floor deck with table seating overlooking the backyard and outdoor gathering area. Down the hall, you'll find a guest queen bedroom with a flat-screen TV and shared access to the second-floor deck, along with a guest bathroom featuring a walk-in shower and a nearby laundry area.brThe third level offers a bright and flexible tower sleeping area, perfect for kids or teens. This space features wall-to-wall windows, a mounted flat-screen TV, and both a queen bed and a twin bed—creating a fun and comfortable retreat of its own.brbrOutside, guests will enjoy the expansive outdoor gathering area, thoughtfully furnished with Adirondack chairs, rocking chairs, a bistro table with seating for four, and a propane grill—ideal for relaxed coastal evenings under the stars.brbrGuests can enjoy an easy 3-minute walk to the beach by exiting through the backyard gate, providing convenient access to Scenic 30A while maintaining the peaceful, residential atmosphere of Calypso Pointe.brbr* Room Details *brGuest King Bedroom with Trundle (1st floor)brMaster King Suite, En Suite (2nd floor)brGuest Queen Bedroom (2nd floor)brTower Sleeping Area: Queen Bed & Twin Daybed (3rd floor)brLaundry Area (2nd floor)brbr* Pool & Amenity Details *brCommunity Pool (Not Heated) – Located 6 homes awaybrGuest Restrooms at PoolbrPool Closes at Duskbr4 Backpack Beach Chairs for Guest Usebrbr* Special Attention Rules *brOn-site 24-hour HOA ManagerbrNO pets, NO smoking anywhere on the property (including outdoor areas), NO parties or eventsbrMust be 30+ to bookbrNO college spring break groupsbrMaximum 3 vehiclesbrProperty uses an App for ID verificationbrSigned rental agreement required with 48 hours of bookingbrbr~ THE AREA ~brLocated in Dune Allen Beach, “Sea Breeze” sits on the quieter west end of Scenic Highway 30A while remaining close to everything that makes South Walton so special. Guests enjoy easy access to pristine beaches, the Timpoochee Trail bike path, coastal dining, and local art experiences centered around Gulf Place Town Center, which offers boutique shopping, live music, and seasonal art classes for children. Popular nearby dining favorites include The Perfect Pig, Pizza by the Sea, and the iconic Shunk Gulley Oyster Bar, known for its two-story Gulf views and fresh seafood.br​​​​​​​br“Sea Breeze” is conveniently located near multiple public beach access points, including Fort Panic, Dune Allen Regional, West Allen Loop, and Ed Walline Regional Beach Access. Ed Walline is a local favorite, offering restrooms, parking, and direct access across the street from Shunk Gulley—perfect for grabbing food and drinks to enjoy on the sand while taking in breathtaking Gulf views.brbrJust minutes away, Blue Mountain Beach—the highest elevation point in South Walton—offers scenic beauty and a laid-back coastal vibe with beloved local spots such as Blue Mountain Bakery, Blue Mabel, and the must-visit Blue Mountain Creamery. Art lovers can explore the bold, textured works at Justin Gaffrey's Studio, while nature enthusiasts will appreciate nearby access to the Longleaf Pine Trailhead and Grayton Beach State Park, spanning over 15,000 acres of protected land with hiking trails, coastal dune lakes, wildlife viewing, and some of the most pristine beaches on the Emerald Coast.brbr~ WHY YOU WILL LOVE RENTING FROM BEACH LUXURY VACATIONS ~br• Locally owned and operated boutique management companybr• Premier Hosting Partner on world-renowned booking platformsbr• Consistently top-rated for cleanliness and guest experiencebr• Our team lives within 20 minutes of our homes for fast, local supportbr• True locals with firsthand dining and activity recommendationsbr• Personalized guidance for beach services, bikes, and local adventuresbr• Trusted local connections—we recommend what we use with our own familiesbr• Attentive, hands-on hosting with a focus on long-term guest relationships
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Sleep 10

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Exceptional(7)

$1403.18

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Private Vacation Home

Beach Views, Private Pool, Recently Remodeled - Steps to the Beach!

Santa Rosa Beach, Florida, United States

Anchors Aweigh | Grayton Beach, FLbr58 Sandy Lane Santa Rosa Beach, FL 32459brbrDune Vacation Rentals Presents: Anchors Aweigh is a newly remodeled vacation rental home in Grayton Beach, Florida. With stunning views of the water and beach, a private pool, and a short stroll, 100 feet, to the beach access, this home is all you need to have a memorable vacation! Located in the heart of Grayton Beach, Florida, Anchors Aweigh offers 7 bedrooms and 7 bathrooms that can comfortably accommodate 16 guests. brbrThe first floor treats you to a media space with cozy seating, a beverage refrigerator, and access to the sizable pool (can be heated for $65/day). There is a guest bedroom on this floor with two twin over full bunk beds. Additionally, there is a full bathroom with a shower/tub combo. brbrThe second floor features the updated kitchen with stainless steel appliances, countertop seating, and stylish seating at the dining table. The living room has beautiful views of Grayton and the beach. There is a large balcony off of the living and dining room that is the perfect spot to relax with a beverage. The first guest bedroom on this floor has a king size bed and an en-suite bathroom with a tub/shower combo that doubles as a powder bath. The next bedroom has a queen size bed also with an en-suite full bathroom. brbrThe third floor treats you to four bedrooms. The first is the master retreat that is complete with a king size bed, private bathroom with a soaking tub and walk-in shower, and access to the balcony. The next room has a king size bed, private bathroom, and access to the balcony. The remaining two bedrooms both have king size beds and private bathrooms with Gulf views. brbrThe stairs lead you to the fourth floor tower that allows you to witness some of the most beautiful sunrises and sunsets over Grayton Beach. There is comfortable seating so you can stay and enjoy the cotton-candy skies and waves roll in. brbrWe hope you enjoy your vacation with us and make this a family tradition to stay in Grayton at Anchors Aweigh. brbr~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~brHome Highlights:brSleeps 16br7 Bedrooms br7 Full Bathroomsbr4,789 Square FeetbrPrivate Pool (can be heated for $65/day)brRecently RemodeledbrGulf ViewsbrGourmet Kitchen brElevatorbrTower Views of GraytonbrMultiple BalconiesbrParking for 4 Vehicles br8 Beach Cruiser BicyclesbrbrFirst Floorbr- Media space with a beverage refrigerator and access to the poolbr- Guest bedroom with two twin over full bunk bedsbr- Full bathroom with a shower/tub brbrSecond Floorbr- Spacious kitchen with stainless steel appliances and countertop seating br- Stylish dining table with seating for br- Balcony with beautiful views of Grayton and the beachbr- Guest bedroom with a queen size bed and private bathroombr- Powder bathroom that is shared with the king bedroombr- Guest bedroom with a king size bed and bathroom with a shower/tub combo brbrThird Floorbr- Master bedroom with a king size bed, water views, balcony access, and a private bathroom with a soaking tub and walk-in shower. br- Guest bedroom with a king size bed, balcony access, and private bathroom with a walk-in showerbr- Guest bedroom with a king size bed and private bathroom with a walk-in showerbr- Guest bedroom with a king size bed and a private bathroom with a shower/tub combobrbrOutdoor Spacebr- Private pool (can be heated for $65/day)br- Parking for 4 vehicles br- 8 beach cruiser bicycles br- 8 beach chairs and 4 umbrella br- Gas grillbrbrAdditionalbr- Elevator usage is not available for guests unless it is needed by an elderly or handicapped individual. Please contact Dune Vacation Rentals prior to the arrival date for such arrangements. br- Parking for 4 vehicles.br- No events, such as wedding receptions and other large gatherings are allowed. Only people sleeping in the home are allowed on this property. If violated, double cleaning fees, as well as other possible fees, will apply. br- No pet home. Per the signed Rental Agreement, any violation of the no pet policy will result in immediate eviction, plus additional cleaning charges.br- Home has 8 beach chairs and 4 umbrella stored in the garage for guests use brbrPool/spa: This home may have a private pool and/or spa. Seasonal pool/spa heating is available upon request for $65/day plus tax. These cannot be heated separately as the water flows from the spa into the pool. If one is heated, they are both heated. Maximum temp for Pool is 90 degrees. Maximum temp for spa is 100 degrees. Pool and/or spa heat is not available during the warmer months from Memorial Day to September 30th.brbrReservation/Booking Policybr- Minimum age: All properties require a minimum of one adult over the age of 26 be staying at the property throughout the rental term.br- A 50% deposit is due at the time of booking.br- Except for a $250 Cancellation Fee, deposits are fully refundable if cancellations are given 60 days prior to the arrival date.br- Balance of payment is due 60 days prior to the arrival date.br- Check-in begins at 4:00 PM and check-out is by 10:00 AM.br- Cleaning: Reservations made for more than 12 nights require a full clean during your stay. This will be added onto your total when checking out. Reservations for less than 12 days, have the option to add a mid-stay clean onto your reservation.
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Exceptional(9)

$1131.39

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Private Vacation Home

Dune I Townhomes #12 - Beachside Pool, Private Beach Boardwalk, Dune Allen Beach

Santa Rosa Beach, Florida, United States

Dune I Townhome #12brbrMany returning guests to Dune Allen Beach reserve a spot at this oceanfront townhome year after year. It’s a tradition that started many years ago and continues today— and with good reason. With sleeping space for six across two spacious bedrooms, this oceanfront townhome is beach living at its best.brbrOn the main floor, the kitchen, dining, and living spaces are open and inviting. The bright kitchen has a peninsula bar with seating for four people, and a glass dining table has room for six. The living area has cozy carpeting, comfy seating, a fireplace, and flatscreen television. Sliding glass doors lead out to a sun-drenched, screened-in deck with jaw-dropping views of the white sandy beach and the glittering aquamarine of the Gulf of Mexico.brbrTwo bedrooms are located upstairs. The master suite is filled with Florida sunshine and has a king-sized bed, a vaulted ceiling, a small sitting area with a television, a vanity table, and an en suite bathroom. Two sliding glass doors provide dreamy views of the ocean and lead out to a private balcony— an ideal spot to relax and soak up the sun or stargaze. A generous second bedroom has a queen-sized bed and a sleeper sofa. brbrAll of our Dune 1 Townhomes are immensely popular with returning guests. You simply can’t get any closer to the beach! Guests of Dune 1 Townhomes also have access to a sparkling, gulf front swimming pool and a private boardwalk down to the beach complete with an outdoor shower to wash off sandy toes. From March 1 to October 31, you’ll receive 2 beach chairs and 1 beach umbrella during your stay. You’ll also be within walking distance of local-favorite Stinky’s Fish Camp and only a mile from exciting Gulf Place Town Center for shopping, dining, and entertainment. brbrWith breathtaking ocean views and easy access to all that Scenic Highway 30A has to offer, many guests consider Dune 1 Townhomes to be their beachfront home-away-from-home. All of the stress of packing up supplies for a beach day disappears at Dune 1—where you’re never more than a few steps away from sinking your toes in the warm sand and cool surf. Your whole family will fall in love with Dune 1 Townhomes. Reservations are on a first-come, first-served basis, so book early! brbrSleeps 6: 1 King, 1 Queen, sleeper sofa, tv, master bedroom has cathedral ceiling, balcony, screened in porch. Internet Access Available. Saturday turn. Monthly winter rates.brbr* 7 night minimum during spring break and summer seasons (Saturday - Saturday)br* 3 night minimum during all other seasonsbr
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Exceptional(27)

$1370.6

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Private Vacation Home

Greenwave - Gulf Front, Old Florida Style on Dune Allen Beach

Santa Rosa Beach, Florida, United States

If you’re looking for great gulf views, look no further. Greenwave’s got you covered. This comfortable and spacious gulf front home located in charmingly quiet Dune Allen Beach is perfect for your family’s next beach vacation. With 4 bedrooms and 4 baths, a newly renovated kitchen, and a sprawling deck overlooking the Gulf of Mexico, you and your family will be in beach heaven.br brThis cozy beach home sleeps 11, and features 2 king beds, 2 queen beds, 1 set of full bunks, and a daybed, so everyone enjoys a peaceful night’s sleep. After the sun comes up, and you’ve enjoyed your morning cup of joe on the deck overlooking the gulf, you’ll be ready to hit one of the world’s most beautiful beaches for fun in the sun.br brAs the sun begins to fade, and the moon takes its place, you’ll experience the picturesque sunsets that have made the gulf coast famous. Dinner is your next big decision of the day. Do you gather the family around the large kitchen island for fresh, homemade fish tacos, or meander the 2-minute walk to Stinky’s Fish Camp for the legendary Oyster Log and Crawfish Pie Decisions, decisions . . .br brBetter book this popular home ASAP. It’s a long-time Dune Allen guest favorite.brbr*7 night minimum (Saturday to Saturday) required during spring break and summerbr*4 night minimum all other dates
Bed 4

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Bath 4

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Sleep 11

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Exceptional(31)

$389.14

/ Nightly
Private Vacation Home

☀️2 Masters-Bikes-Pool+Hot Tub-The Light House

Santa Rosa Beach, Florida, United States

Top Reasons to Book this Lovely home:brbr* Gorgeous home with fabulous amenities and porchesbrbr* 5 Bedrooms including 2 Masters and a Bunkroombrbr* 4 Complimentary Bicyclesbrbr* Blue Mountain Beach Access- 1 mile (parking, restrooms and seasonal lifeguards)brbr* Pool w/Waterfall (Seasonally heated starting in March), Hot Tub, Gazebo, Community Grilling Area, 360-Observation Towerbrbr* Snorkel the Sea Turtle Reef-more info under Area Attractions belowbrbr* 9/10th of a mile from Redfish Village; near Blue Mountain Beach, and Gulf Placebrbr* Professionally Managed; 24/7 Servicebrbr*This property is not available to adults Under the age of 25. No Exceptions.* brbrbrThe Light House is a gorgeous home in the Highland Parks community, with a large community resort-style pool, and near the always popular Blue Mountain Ice Cream shop! The neighborhood has a quiet, secluded feeling, yet you can bike to the beach and several restaurants. Enjoy the amazing pool with whirlpool, 360-observation tower, grilling area, and fire-pit with comfy chairs and couches, where you can sit, chat and enjoy your favorite drink with your family and friends.  There is a large covered open air gathering area where you can cook and grill by the pool. Walk from The Light House to the pool area along the nature trail located just outside the back door of the home. From the 4 story observation tower you can see the gulf, the bay, and miles along the coast to Seaside and Sandestin in either direction.brbrThe main floor has a large dining table (seats 6 and expands), 4 bar stools at the counter, and open, bright, and airy living room. The gourmet kitchen has everything you will need to make delicious meals for your family! There is a large pantry to put your groceries away. You will find a large 55” flat screen TV in the downstairs den. The large master bedroom on the first floor has a king bed and a 40' flat screen TV. The master bath has a beautiful travertine tile, walk in shower, plus high granite counter tops. There is a private back deck off the downstairs master bedroom facing the wooded trail leading to the pool. This back deck is a wonderful spot to enjoy your morning coffee in a quiet, natural setting.brbrThe second floor has a large 2nd master bedroom, with king bed with a Flatscreen TV. The beautiful large master bathroom has a walk in travertine shower and plenty of storage in a large walk in closet. There are two large, second floor queen bedrooms. Each bedroom is whimsically named and labeled by a painted starfish hanging on the door. There is 5th bedroom on the second floor with two twin bunk beds that sleeps four. In the upstairs hallways are two full bathrooms with soaking tubs and showers. A utility room with full-sized washer and dryer is located just off the kitchen next to a half bath.brbrThere is a lighted walkway from the back of the property that leads directly to the pool area.  There are 2 grills located under the awning in the pool area, along with a large flat screen TV, couches, tables and chairs.  Perfect for a cool down! brbrHighland Parks is the newest neighborhood in Blue Mountain Beach featuring a fantastic neighborhood pool with a waterfall, hot tub, gazebo, fire pit, snack bar, and observation tower. The area is the highest point in South Walton County and surrounded by great eateries and local eclectic shops. Highland Park is perfectly situated between Redfish Village and Gulf Place Town Center on Hwy 30A! Enjoy dining at local favorites The Perfect Pig, Red Door, Local Catch, or Basmati's. Check out the local art scene at Justin Gaffery’s art gallery.brbrBed Setup:brbrFirst Floor: Master w/KingbrbrSecond Floor: Master w/KingbrbrSecond Floor: Guest room w/QueenbrbrSecond Floor: Guest room w/QueenbrbrSecond Floor: Bunkroom with 2 Twin Bunkbeds (Sleeps 4)brbr*Parking only available for 2 vehicles in the home's designated paved driveway. Street parking is not allowed. Violations are strictly enforced by the HOA.*brbrAREA ATTRACTIONS: brbrSeaside is a fantastic destination, most widely known for being featured in the Truman Show with Jim Carrey. Its incredible architecture has helped to make it famous but also its faithful replication of the kind of seaside town that used to be common up and down the coast. Seaside has its own Farmer's Market, post office, Repertory Theater and neighborhood school. It boasts unique shopping, fantastic cuisine and the incredible architecture that makes Seaside famous, There are activities for everyone; kayak rentals, bike rentals, paragliding, fishing, golfing, hiking, swimming, tennis -- you'll find it all right here.brbrBike rentals are available and within walking distance at Big Daddy's Bike Shop (2217 W. Co Hwy 30A) for you to take a ride along scenic 30A.brbrBike over to Blue Mountain Beach Creamery for some homemade scoops that will have your taste buds coming back! You'll have an array of dining options to choose from!brbrThe snorkelers in your group will love the new artificial reef called Sea Turtle Reef, deployed in 2017. Located just 783 feet out from the Grayton Beach State Park access, it is becoming a haven for sea life. Each of the 4 snorkeling reefs comprises 40 acres of permitted sea bottom. The Sea Turtle Reef is at a depth of 12-19 feet. We strongly recommend that snorkelers use a kayak, paddleboard, or other flotation device when visiting the snorkel reefs. Sea conditions can and do change quickly and often. Enjoy!
Bed 5

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Bath 4

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Sleep 12

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Exceptional(39)

$1231.86

/ Nightly
Private Vacation Home

Luxury Home 1 Minute to the Gulf, with LSV, Bikes, and Heated Pool

Santa Rosa Beach, Florida, United States

Crossett Coastal CottagebrDesigner Retreat with Private Pool and Golf Cart Near SeasidebrbrHome IntroductionbrWelcome to Crossett Coastal Cottage, a stylish designer home just minutes from the beach and Seaside. Featuring a private pool, golf cart, and multiple indoor and outdoor living spaces, this home is perfectly designed for families and groups looking to enjoy the best of 30A in comfort and style.brbrHome Highlightsbr- Private Pool — Tanning shelf perfect for lounging and younger guestsbr- Pool Heating Included — Available for arrivals October 1 through April 30 br- Beach Access — 1-minute bike ride to 395 Beach Access with beach service availablebr- Taxi Bikes — 5 Taxi bikes included and professionally maintainedbr- LSV Included — 6-seater low-speed vehicle serviced by La Dolce Vita (waiver required)br- Outdoor Living — Covered patio with dining area, Smart TV, and summer kitchen with built-in gas grillbr- Fenced Backyard — AstroTurf yard ideal for games and family funbr- Sundeck — Poolside seating plus outdoor showerbr- Gourmet Kitchen — High-end stainless steel appliances plus wet bar with ice makerbr- Smart Living — Smart TVs, cable, WiFi, and Sonos sound systembr- Main Living Area — Located on first floor with comfortable seating (fireplace not available)br- Second Floor Bonus Spaces — Kitchenette with mini fridge and microwave plus kids loft with TVbr- Laundry — High-efficiency washer and dryer on second floorbr- Parking — Driveway space for 3 vehiclesbrbrLocation Perksbr- 4-minute bike ride to Seaside Town Center for shopping, dining, and food trucksbr- 2 blocks to Surfing Deer and Seagrove Village Marketbr- Quick access to Scenic 30A beaches and bike pathsbr- Close proximity to local dining, shopping, and entertainmentbrbrSleeping ArrangementsbrSleeps 14 | 5 Bedrooms | 4.5 Bathroomsbr- 1st Floor King Suite 1 — Ensuite spa bath with walk-in shower and soaking tubbr- 2nd Floor King Suite 2 — Ensuite spa bath with walk-in shower and soaking tubbr- 2nd Floor Queen Suite 1 — Ensuite bath with walk-in showerbr- 2nd Floor Queen Suite 2 — Ensuite bath with showerbr- 2nd Floor Bunk Room — Built-in twin-over-twin bunks sleeping up to 4br- Bonus Loft Space — Kids loft with sleeping for 2 on twin air bedsbrbrKnow Before You Gobr- A mid-stay clean is required for reservations of 10 days or longer (included in your stay)br- Additional cleanings can be scheduled for an extra feebr- Pool heating is included seasonally for qualifying reservationsbr- LSV access requires signed waiverbr- Concierge services available including grocery delivery, private chef, beach setups, and baby equipment rentalsbr- Nearby construction and community projects may occur; refunds are not provided for related disturbancesbrbrHome OverviewbrCrossett Coastal Cottage offers the perfect blend of modern design and relaxed beach living, just three blocks from the sand. Thoughtfully designed with high-end finishes and stylish décor, this home creates a welcoming and comfortable atmosphere for your entire group.brbrThe first-floor living area serves as the heart of the home, featuring a spacious layout ideal for gathering after a day at the beach. The gourmet kitchen is fully equipped for everything from quick breakfasts to family dinners, with an adjacent dining area and breakfast bar for additional seating.brbrStep outside into your private backyard retreat, where a pool with tanning shelf, covered dining area, and outdoor kitchen create the ultimate space for entertaining. The fenced AstroTurf yard provides a safe and fun area for kids to play while adults relax poolside.brbrUpstairs, additional amenities like a kitchenette and a dedicated kids loft provide extra flexibility and space for everyone to spread out.brbrWith its unbeatable location near the beach, Seaside, and local dining favorites, Crossett Coastal Cottage delivers a true 30A experience—equal parts luxury, convenience, and laid-back coastal charm.brbrSTR-101648brTDT 101648
Bed 5

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Bath 4

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Exceptional(33)

$2212.7

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Private Vacation Home

Alaya Seagrove Home, Pool, Peloton, LSV, Game Room, Rooftop Gulf View Deck and 7

Santa Rosa Beach, Florida, United States

HOME HIGHLIGHTS:br- Only 250 steps from the beachbr- Panoramic Gulf views from the rooftop deckbr- Private heated pool **Pool heating available October 1 - May 1 for $45 per day**br- Complimentary beach setups each morning includes 2 beach chairs and 1 umbrella (Service provided March 1 - October 31)br- Complimentary Peloton Bike - an Alaya exclusive amenitybr- Bike ride from Watercolor & Seaside, FLbr- Dual gas range stove br- Dual refrigerators & dual dishwashersbr- In-home elevator br- Outdoor kitchen and entertaining spacebr- Game room with pool tablebr- Free WiFibr- 7 adult bikesbr- 6-passenger Low-Speed Vehiclebr- Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkoutbrbrDETAILS: Our Seagrove Beach property, Coast is Clear, epitomizes 30A living with its exemplary coastal charm and unparalleled panoramic Gulf views. This masterful 7 bedroom, 8 bath residence offers over 5,000 square feet of pristine living space with ample room to sleep 26 guests. Prominently situated just two lots off the beach and perched at a high elevation, enjoy the beautiful 180-degree Gulf views from Destin to Panama City Beach. brbrThe open floor-plan accentuates this property's generous proportions and thoughtful design throughout, with 12' ceilings and high-end finishes and furnishings. The first floor features a spacious entertainment area, including a pool table and wet bar, all of which are open to the rear pool deck, perfect for entertaining. A bunk space, a full king bedroom suite with private bath, and another full bathroom are also located on the first floor. The second floor offers an open, generously-sized living space, including a gourmet, well-stocked kitchen complete with Wolf & Subzero appliances. The second level also features a luxurious primary suite with an en-suite bathroom and a large bunk room. The third level boasts a large primary suite complete with an en-suite bathroom and 3 additional guest bedroom suites, and spiral staircase access to the massive rooftop deck oriented to offer uncompromising sunset views over the Gulf of Mexico.brbrThis home is enhanced by the new urbanism lifestyle it offers with proximity to shops in Seaside town center, restaurants, local entertainment, and the white sand beaches and emerald green waters of the Gulf of Mexico. Book this dream vacation home today! brbrSLEEPING ARRANGEMENTS (Sleeps 26):brFIRST FLOORbr- Guest Bedroom: King Bed, Private Bathroom with Shower Onlybr- Hallway Bunks: 2 Twin-over-Twin Bunk Beds, Shared Bathroom with Shower OnlybrbrSECOND FLOORbr- Primary Bedroom: King Bed, Private Bathroom with Shower and Tubbr- Bunk Bedroom: 2 Twin-over-Twin Bunk Beds, 1 Queen over Queen Bunk Bed, Shared Bathroom with Shower/Tub CombobrbrTHIRD FLOORbr- Guest Bedroom: King Bed, Private Bathroom with Shower/Tub Combobr- Guest Bedroom: King Bed and 1 Twin-over-Twin Bunk Bed, Private Bathroom with Shower Onlybr- Guest Bedroom: King Bed, Private Bathroom with Shower Onlybr- Primary Bedroom: King Bed, Private Bathroom with Shower and TubbrbrParties, weddings or events held at the property must be pre-approved in writing by 360 Blue. Fees apply. Contact us for additional details.
Bed 7

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Bath 8

Bath

Sleep 26

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Exceptional(27)

$4196.36

/ Nightly
Private Vacation Home

Spacious Gulf View Home with Pool, Shuffleboard, and LSV

Santa Rosa Beach, Florida, United States

HOME HIGHLIGHTS:br- Incredible Gulf viewsbr- Private heated pool on 2nd floor, overlooking the Gulf **Pool heating is available for this property from October 1 through May 1st for $25 per day**br- Close proximity to local dining establishments - fantastic food and lively atmospherebr- 1st-floor living area with 3 TVsbr- Shuffleboardbr- In-home elevatorbr- Free WiFibr- 6-passenger Low-Speed Vehiclebr- 6 adult bikesbr- Complete Clean Linen Participant - All linens, including comforter covers, laundered upon every checkoutbrbrDETAILS: Experience a luxurious and lively getaway when you book your stay in this incredible home! Bella Waves features 6 beds, 8.5 baths, a private pool, a shuffleboard table, and wonderful accommodations for 20 guests. Located just steps from Chiringo and AJ's - two of the best dining spots in Grayton Beach - and with easy access to the local beach tailgate access point, this home is a perfect vacation destination for a large group of your closest adult friends!brbrThe second floor showcases the home's interior common areas, with an open concept floor plan connecting the kitchen, dining, and living room. Exposed wood beams accentuate the expansive footprint, and shiplap walls amplify the abundant natural light from transom windows. The gourmet kitchen will be a favorite spot for the foodies in your group. This area features bright white cabinetry and countertops, a premium gas range, top-of-the-line stainless steel appliances, and a large center island - perfect for sharing hors d'oeuvres and watching the cooks at work. The gorgeous living room is furnished with a large sofa, two plush armchairs, and a mounted flat-screen television.brbrGuests can choose from a variety of beautiful bedrooms in this home. The first floor offers a spacious bunk room with four sets of twin-over-twin bunk beds and two private bathrooms, as well as a king bed guest room and private bathroom with a shower. The main level features a convenient king bed guest room and a spacious private bathroom. The stunning primary suite is on the third level and boasts a luxurious king bed and a private bathroom with a shower. Guests can also choose from two additional king bedrooms - each featuring a private bathroom with a shower - or a bunk area with a twin-over-twin bunk bed and access to a shared bathroom with a shower.brbrEntertainment options abound, between the shuffleboard table and game room on the first floor, a stunning covered pool (which can be heated seasonally) and pool deck on the second floor, the close proximity to the best spots in Grayton Beach, including Chiringo, AJ's, and beloved local favorite The Red Bar.brbrGrab your closest friends and enjoy the getaway you've all been dreaming of. Book your stay at Bella Waves!brbrSLEEPING ARRANGEMENTS (Sleeps 20):brFIRST FLOOR:br- Bunk Room: 4 Twin-over-Twin Bunk Beds, 2 Private Bathrooms with Shower/Tub Combosbr- Guest Bedroom: King Bed, Private Bathroom with Shower OnlybrbrSECOND FLOOR:br- Guest Bedroom: King Bed, Private Bathroom with Shower OnlybrbrTHIRD FLOOR:br- Primary Bedroom: King Bed, Private Bathroom with Shower Onlybr- Guest Bedroom: King Bed, Private Bathroom with Shower Onlybr- Guest Bedroom: King Bed, Private Bathroom with Shower Only br- Bunk Area: Twin-over-Twin Bunk Bed, Shared Bathroom with Shower OnlybrbrWeddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments. You may also be subject to HOA, community, and 360 Blue fines.
Bed 6

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Bath 8

Bath

Sleep 20

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Exceptional(51)

$727.78

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Private Vacation Home

Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8

Santa Rosa Beach, Florida, United States

*Please be advised that neighboring properties may currently be undergoing construction or renovation during your stay. As a result, intermittent noise or construction-related activity may occur at certain times throughout the day. This work is managed by third parties outside of our control, and we appreciate your understanding while enjoying the property. For additional questions or concerns regarding nearby construction activity, please contact Homeowner’s Collection at brbrSeaside is a place of whimsy and wonder for both adults and children, and Villa Whimsey captures that spirit perfectly. Ideally situated on historic Tupelo Street—Seaside’s very first street—this charming cottage offers easy access to the iconic white sand and shimmering turquoise waters that make Seaside so beloved. The wraparound screened porch on the ground floor immediately invites you to relax with a book, chat with friends, or simply soak in the laid-back beach vibe. Thoughtfully designed for comfort and convenience, the first level includes a queen primary suite with a full bath (shower only) and a private screened porch with a glider, plus an additional queen bedroom and full bath. An essential outdoor shower completes the ground floor.brbrUpstairs, the open and airy second floor features a sunlit kitchen, dining area, and living room—perfect for gathering with family and friends. Two breezy decks invite you to start your mornings slowly and end your days watching the sun dip behind Seaside’s distinctive rooftops. The third-floor sleeping loft, with twin beds and trundles, offers a cozy retreat beneath the sky. A full bath with a whimsical claw-foot tub and stained-glass window adds a playful touch to the top floor.brbrJust two doors down from the beloved Tupelo Street Gazebo and a short walk to Seaside’s Children’s and Recreation areas, unforgettable restaurants, and boutique shops, Villa Whimsey is a restful retreat in an ideal location. As they say, “all streets in Seaside lead to the sea,” and Tupelo Street is no exception—your private beach entrance awaits at the Tupelo Street Pavilion.brbr* 5 night minimum Summer; 3 night minimum Fall, Spring, & Spring Break; 2 night minimum Winter. Must be 25 years of age to rent and sign registration. brbrFeatures:br* Features 1,439 square feetbr* Private Seaside residential beach at Tupelo Pavilionbr* Seaside is the largest private residential beach on 30Abr* 3-minute walk, 176 yards to beach accessbr* Private drivewaybr* Third-floor loftbr* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the homebr* Access to 3 swimming pools, 5 Clay tennis courts & 3 Pickleball courts (court fees apply), and a fitness centerbr* Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes for pickup at Seaside Transit Authoritybr* Personalized service throughout your stay with starter amenities provided.br* 2 parking passes for two-bedroom and larger homes are issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit. br* No pets allowedbr* Tankless water heaterbrbrSTR23-002234
Bed 2

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Bath 3

Bath

Sleep 8

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Exceptional(44)

$1170.52

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Private Vacation Home

Book for Summer! Home with Gulf Views, Beach Access, Private Pool and Grill

Santa Rosa Beach, Florida, United States

HOME HIGHLIGHTS:br- Gulf Viewsbr- Private deeded beach accessbr- Convenient locationbr- Just steps from the beachbr- Private pool **Pool heating available Oct 1-May 1 for $25 per day**br- Outdoor grillbr- Large porchesbr- 4 adult bikes providedbr- Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkoutbrbrDETAILS: Experience total relaxation at Olive at the Beach in Blue Mountain Beach. Nestled a short 3-minute stroll from deeded beach access, this 5-bedroom, 4-bathroom home sleeps up to 14 guests. Imagine sun-kissed days lounging by the private pool, unwinding on the large porches, or playing in the surf with family and friends.brbrSprawling oak floors, beadboard accents, and coastal décor create an elegant yet laid-back interior inside this 3-story home. Drop off beach bags and flip-flops by the front door before heading into the open-concept great room. A blue-and-white kitchen with high-end appliances invites guests to whip up a local seafood feast. Spend cheerful mornings sipping coffee at the 3-stool breakfast bar before planning the day over pancakes and eggs at the rustic dining table for 9. A sitting space in the corner with a plush L-shaped sofa and an oversized coffee table is perfect for kid’s activities or family board games. Head out the glass doors to sip lemonade on the spacious back porch, furnished with Adirondack seating and a picnic table. Down the steps is the sparkling private pool, 5 lounge chairs, and a propane grill. There is a single guest bedroom on this level with a king bed.brbrThe second level hosts a peaceful primary bedroom with a king bed. Attached is a room with 2 twin couch beds. Both rooms have access to the balcony—slip outside to relax on the deck or enjoy a sunrise yoga flow. The spa inspired primary bathroom boasts a soaking tub, twin vanities and separate shower. A second oversized guest bedroom with 1 queen bed, twin over twin bunk and twin over twin trundle bed, a sitting area with a TV and PlayStation completes the level. The third-level loft features a queen bed, a private bathroom, and a balcony with shimmering Gulf views.brbrA restorative Emerald Coast vacation awaits at Olive at the Beach in Blue Mountain Beach. Exploring is easy with parking for 4 vehicles and 4 complimentary adult bikes. Private beach access is a 3-minute walk away at the Gulf Point Road Access. The nearest public beach access is Blue Mountain Regional. Book this coastal home today!brbrSLEEPING ARRANGEMENTS (Sleeps 14):brFIRST FLOOR:br- Guest Bedroom: King Bed, Shares Common Bath with Tub/Shower CombobrbrSECOND FLOOR:br- Primary Bedroom: King Bed, Attached Bath with Separate Shower and Tubbr- Bedroom: Two Twin couch beds with Connecting Door to Primary Bedroombr- Guest Bedroom: One Queen Bed, Twin over Twin Bunkbed and Twin over Twin trundle bed, Sitting Area w/ Couch, TV and Play Station, Attached Bath with Shower Onlybrbr THIRD FLOOR:br-Loft: One Queen Bed, Private Bathroom with Shower/Tub Combo, Private Balcony with Gulf Views and beverage refrigeratorbrbrWeddings or other events are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments as well as be subject to HOA, community, and 360 Blue fines.brbr*Unfortunately the fireplace is not for guest use.brbr*Guests who are 25 years of age or younger must be accompanied by a responsible parent or guardian in any vacation rental managed by Callista by 360 Blue. We do not rent homes to those 25 years of age or younger who are unaccompanied by a responsible parent or guardian. Moreover, there must be a ratio of at least (1) parent or guardian over the age of 25 for every four (4) young adults who are 25 years of age or younger.
Bed 5

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Bath 4

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Sleep 14

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Exceptional(4)

$1487.14

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Private Vacation Home

Family favorite, Gulf Front, Breen House on Dune Allen Beach

Santa Rosa Beach, Florida, United States

brBreen is one of our most popular homes! A true, old-Florida-style beachfront home with truly amazing Gulf of Mexico access, your whole family will love this cozy yet spacious hideaway. Built right on the sand in peaceful Dune Allen Beach, you’re never more than a few steps away from one of the most beautiful beaches in the world. Coastal getaways don’t get much better than this!brbrBreen was built to take full advantage of the spectacular gulf views, so the living area has a wall of glass doors that look out over the waves and lead outside to the porch. A casual sofa and armchairs face a large HDTV, while the shiplap walls and nautical accents add a charming, rustic touch. This space is ideal for gathering the whole gang together for drinks before dinner, a family game night, or a cozy movie night in. There’s plenty of room for everyone to kick off their flip-flops and relax.brbrA farmhouse-style dining table leads into the large, open kitchen. Recently updated with crisp white cabinets and pristine white quartz countertops, this kitchen also has a convenient eat-in bar area with seating for three. All of the appliances and necessities are here, including a spacious refrigerator, a high-efficiency dishwasher, an electric range, and a microwave. There’s also a coffee maker and a toaster oven for no-hassle breakfasts. brbrThe primary bedroom suite is a private oasis with a king-size bed, HDTV, and a glass door that takes you outside to the oceanfront deck. In the ensuite primary bathroom, there’s a dual vanity, plus a large soaking tub and a walk-in, glass-enclosed spa shower. A secondary suite also features a king-size bed, deck access, ocean views, and a full attached bathroom.brbrThe third bedroom is a lovely guest room with a queen-size bed. The fourth and fifth bedroom also have a queen-size bed. Overall, Breen has comfortable, private sleeping space for up to 10 people. brbrThe crown jewel of Breen is the gulf-front, screened-in deck space that occupies the entire back portion of the home. With plenty of lounge chairs and alfresco dining space, your family will spend most of their time here— relaxing with a morning mug of coffee, enjoying an afternoon snack in between beach trips, or getting lost in an exciting novel to the sound of the rolling waves in the background. Beautiful and refreshing sea breezes keep the porch comfortable, while an open landing has chairs for catching some rays. A few more steps down and your right on the beach!brbrBreen is located in the quiet west end of Scenic Highway 30A, yet is close to the exciting Gulf Place Town Center for dining, shopping, and entertainment including live music. Stinky's Fish Camp, a longtime local favorite hangout spot, is also nearby. For all these reasons and so much more, Breen is a guest-favorite home that books up fast, so don’t wait! Start your new family tradition now, and your whole family will thank you.brbrSleeps 10: 2 king, 3 queen, 6 tv, dvd, grill, 2400 sqft, private boardwalk to beach.brWireless Internet.brbr*7 night minimum (Saturday to Saturday) required during spring break and summerbr*4 night minimum all other dates
Bed 5

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Bath 4

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Exceptional(36)

$653.82

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Private Vacation Home

Seaside Beach Haven |2BR | Sleeps 6 | Tower with VIEW | 2 Bikes!

Santa Rosa Beach, Florida, United States

HOME HIGHLIGHTS:br▪️ HUGE outdoor, heated and private showerbr▪️ Beautiful roof top tower with viewing deck!br▪️ KING master with private bathbr▪️ Short 1 minute walk to the PRIVATE Seaside beach access via the TUPELO Pavilionbr▪️ You will have a total of 6 RFID access cards for access to the private beaches in Seaside. - 2 adult sized beach cruisers br▪️ Charcoal grillbr▪️ Fully stocked kitchen complete with both a standard drip coffee maker and Keurigbr▪️ Private parking (2 designated spaces)br▪️ Sandpiper Linen Program Participant: All linen, bedding and bath, are the highest quality. brbrOPTIONAL ADD-ONS:br→ There is an additional cost to use the 3 pools and fitness center in Seaside. The cost for this cottage is $56/day. Please alert us after booking should you wish to add the Seaside Amenity Passes to your reservation. br→ Optional Cancellation Protection → Allows cancellation for ANY reason up to 48 hours in advance of stay and guarantees 50% of all monies paid returned ($100 fee applies at booking).brbrHOME DETAILS: Let us welcome you back to Beach Haven, the home features its bathrooms, kitchen, outside decks/shower, etc. Located in Seaside and just 5 houses from the beach on Robert’s Way. Beach Haven is a 2 bedroom/2.5 bath cottage that lives large with a sleeping loft, private porches and amazing tower views. Enjoy morning coffee on the back porch or take a quiet stroll along Seaside’s Rosewalk just out your front door. Guests are greeted by reserved parking space, a new brick courtyard with BBQ grill and two complimentary bikes. The best outdoor shower in Seaside is also just outside your back porch door! The outdoor shower includes hot and cold water and is completely private. brUpstairs is an open two-story living room, dining area, and laundry with a half bath. Open the double doors off the living room to a large porch perfect for enjoying Seaside evenings. The kitchen has a six-burner gas stove/oven, quartz countertops, etc. brUp the carpeted spiral staircase is a loft with twin beds and views of the gulf. Then it is onto to the best views in the house – from your own private tower/deck. Watch the sun rise or set over the town of Seaside from the best seat in the house. Count down the ringing of the sunset bell at Bud & Alley’s! Come for a long weekend or stay for a week – make Beach Haven your special place!brbrbrACCOMMODATIONS: (sleeps 6)brFirst Floor:br✦ Bedroom 1: KING (as of March 2025) master bedroom with dual closets and new ensuite shower. This room has direct access to a LARGE, completely private outdoor shower with hot/cold water. br✦ Bedroom 2: Queen bedroom with hall bath with showerbrSecond Floor: Open 2 story great room with access to the improved outdoor seating area overlooking Rosewalk gardens. ✦ ✦ ✦ Fully stocked Kitchen with appliances and quartz countertopsbrThird Floor:br✦ Bedroom (loft) 3: Up the spiral staircase are 2 Twin beds. From here you can access the enlarged viewing tower!brbrIMPORTANT DETAILS:br**There is an additional cost to use the 3 pools and fitness center in Seaside. This charge is optional with Sandpiper Vacation Rentals. The cost for this cottage is $56/day. Please alert us after booking should you wish to add the Seaside Amenity Passes to your reservation. Seaside requires the passes to be purchased for the entirety of your stay when ordered.br*Additional fees are required to reserve Pickleball and Tennis courts paid directly to the Seaside amenity Center. br*Seaside Chapel with Sunday services, Walkable Town Center from rental home including shopping, restaurants and upscale grocery market.br*Certificate #060078 TDT#7557br**FREE WiFi
Bed 2

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Bath 1

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Sleep 6

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Exceptional(49)

$1331.9

/ Nightly
Private Vacation Home

Luxury Grayton Beach House ON THE SAND in 30a! Private Beach, Porch, Balcony.

Santa Rosa Beach, Florida, United States

Must be at least 25 years of age to rent this property. brbr#117 West at Gulf Trace, Grayton Beach brought to you by Beach Blue Properties.brWITHOUT A TRACE - WEST sleeps 13 guests, Newly remodeled. brbr*117 Gulf Shore Drive W. and 117 Gulf Shore Drive E. may be rented together for a total of 10 bedrooms and 10 bathrooms. Please note this property is available for families and adults over the age of 25. Please do not inquire for a student spring break group. *The HOA does not allow golf carts in Gulf Trace.brbrSparkling blue beaches…. sugar white sand…. blissful sunny days. It all awaits you at 117 Gulf Shore Drive - West. This vacation home is built right on the sand in the residential enclave of Gulf Trace - just off 30A in Grayton Beach. With 2900 square feet, our home offers five bedrooms, five bathrooms, and is roomy enough to comfortably accommodate up to thirteen guests.br brNo need to rush to get to the beach – you are already there! Take time to sit on the balcony and enjoy watching the kids play in the sand. With 80 feet of beach frontage, there is no better beach location. So come prepared to build a sand castle and bask in the sun!brbrDesigned with family enjoyment in mind, our main level offers an open concept living and kitchen area. New LVP flooring and new furnishings invite you to relax and enjoy your beach experience. The kitchen features granite countertops and stainless appliances, and is fully stocked with everything needed to prepare meals for your stay. For the chef in the group, there is a BBQ grill on the balcony. The living area offers plenty of comfortable seating for everyone to enjoy movie entertainment on the large flat panel HDTV television. Complimentary WIFI is provided.brbrEach of the five bedroom suites offers a private, full bathroom. There is beachfront balcony access from two of the bedrooms. For your convenience, a full laundry room is located on the main level.brbr1st FL: Kitchen, Living room, Dining room, Balcony, Queen bedroom with full bathroom, Laundry roombr2nd FL: King bedroom with full bathroom and balcony, King bedroom with full bathroom and balcony, 1 Queen bedroom with full bathroom, Kids room with twin over twin bunk, twin over full bunk, and full bathroom. brbrDining out is a delight in Grayton Beach! Great restaurants abound from casual to elegant in the old village of Grayton Beach itself or nearby in Seaside or Blue Mountain Beach. In fact, all of the picturesque villages of Scenic 30A are just minutes away offering delightful diversions for sensational shopping at unique boutiques, free live musical entertainment and special seasonal festivities. The location is unsurpassed, and the accommodations are perfect ~ make some beach memories at 117 Gulf Shore Drive in Grayton Beach! All vehicles parked at a residence must fit within the boundaries of the driveway (can fit 3 cars) RV's and camper trailers are not allowed. Illegally parked vehicles will be towed at guest's expense. *Golf Cart rentals are not allowed per neighborhood association. brbrCANCELLATION: Reservations that are cancelled more than 30 days prior to the arrival date receive a full refund. Reservations cancelled 14-29 days prior to arrival receive a refund of 50% of the amount paid. Reservations cancelled within 14 days of arrival receive no refund unless the guest purchased travel insurance. Guests are required to complete a rental agreement by electronic signature within 3 days of booking.br brNOTE: The total reservation cost includes the nightly rate, clean fee, damage waiver, transportation fee (for select properties), processing fee and tax. By requesting a quote for this property, you agree to be added to our email subscription list.brVirtual Tour Url: https://my.matterport.com/show/ m=FfCtSLGWgv1
Bed 5

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Bath 5

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Sleep 13

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