Vacation Home Rentals By Owner In Rosemary Beach, FL

$847.33

High Pointe 44E | Beachfront | Walk to Rosemary Beach 30A | My Beach Getaways

Rosemary Beach, Florida, United States

Oceanfront | Gated Community | Pool | On-Site DiningbrbrWelcome home to High Pointe 44E, proudly managed by Beach Getaways in Inlet Beach, FL. Whether you're enjoying the panoramic ocean views or soaking in the sun, it's the perfect spot to do as much, or as little, as you please during your beach holiday. Located just minutes from the shops and restaurants of Rosemary Beach, Seacrest Beach and Alys Beach, this condo is the perfect place to experience the best that Florida's Gulf Coast has to offer. Including Crabby Steve's Beachfront Bar & Grill right on the property! Book your stay today and start making unforgettable memories.brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areasbr • Fully Equipped Kitchenbr • Stainless Steel Appliancesbr • Dining Table w/Seating for 4br • Breakfast Bar w/Additional SeatingbrbrLiving Areabr • Plenty of Comfortable Seatingbr • Flat Screen TVbrbrPrimary Bedroombr • King Size Bedbr • Large Flat Screen TVbr • Private Balcony AccessbrbrEn-Suite Primary Bath Featuresbr • Double Sink Vanitybr • Walk-In Showerbr • Soaking TubbrbrGuest Roombr • 2 Queen Size Bedsbr • Flat screen TVbr • En-Suite Bath w/Walk-In ShowerbrbrAdditional Amenitiesbr • Spectacular Lagoon Pool with Waterfallbr • 2 Bicycles for guest use includedbr • Crabby Steve's Beachfront Bar & Grillbr • Kiddie Poolbr • Fenced-In Playgroundbr • Hot Tub w/Large Patio & Deckbr • Tennis Courtbr • Pickleball Courtsbr • Shuffleboard Courtbr • Community BBQ Pit/Grillsbr • Gated Entrancebr • Free WIFIbr • Washer & Dryerbr • On-Site Parking (limit 2)brbrYou will find everything you need for the perfect beach getaway, right here. The many amazing shops and restaurants are just on your doorstep. Within a short walk, you can be on the white sand beaches of 30A. Many times during the spring and summer, you can enjoy live outdoor entertainment. Water sports, golf, sightseeing and so much more making this the perfect vacation spot for every generation of your family.brbr*A short drive to Destin, Seaside, Panama City Beach, Frank Brown Park, Pier Park, Gulf World and much more family fun!brbr*Rosemary Beach Farmers Market every Sunday featuring local artisans and incredible food!brbr*Snorkel Tours *Charter Fishing *Dolphin Cruises *Local Winery *Amazing Restaurants *Shopping *Kayaking *World Renowned Golf Courses *MORE!brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. No Smoking in condo or on balcony.br 3. Pets are NOT allowed.br 4. Guests of guests are not permitted on the property.br 5. Loud parties or gatherings will not be tolerated.br 6. Must be at least 25 years old to rent. For groups of Single Adults, all guests in the group must be at least 25 years of age and proof of age will be required before approving the reservation.brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast

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$637.23

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Apartment

Beach Haven Carriage House -

Rosemary Beach, Florida, United States

Property includes dedicated Rosemary Beach® community Beach Access via 9 Private Beach Walkovers. Beach chair service available for an additional cost through RBPOA Beach Service. Complimentary access to Rosemary Beach® Fitness and complimentary court time at Rosemary Beach® Racquet Club also included.brbrBeach Haven Carriage House is a 1-bedroom, 1-bathroom home with room for up to two guests to cozy up in the living space. You will feel like you've stepped into a home away from home that will make the stay in the Rosemary Beach community just a bit more relaxing, while also being close to all the restaurants, shops, attractions and more you've come to the area to experience.brbrGuests looking for style and relaxation on their respite in the Rosemary Beach community will adore Beach Haven Carriage House. Relax and rejuvenate in the calm neutral colors of whites and grays throughout the home. Smaller scale appliances are all stainless steel and fit perfectly in the cozy kitchen. The cabinetry repeats the light green color found in other areas of the home and outdoors and are highlighted by beautiful counters. You'll love being close to the beach, shops and attractions. Beach gear and bike rentals, and many other activities will keep you busy and having fun throughout your stay.brbrGarage parking for one vehicle. Shared with carriage house. brbrThis property requires a 4 night minimum stay during spring break and summer and a 2 night minimum stay during shoulder season. br STR23-001293

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$1461.96

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Private Vacation Home

Sieber Cottage | Next to Coquina Pool, Free Tennis & Fitness

Rosemary Beach, Florida, United States

Property includes dedicated Rosemary Beach® community Beach Access via 9 Private Beach Walkovers. Beach chair service available for an additional cost through RBPOA Beach Service. Complimentary access to Rosemary Beach® Fitness and complimentary court time at Rosemary Beach® Racquet Club also included.brbrSieber Cottage is nestled on the south side of 30A, roughly 300 feet to the beach, under a canopy of native oak trees tucked delicately behind a privacy hedge separating the property from the Coquina Pool. The cottage's shaded courtyard is home to a secret garden of ferns, palms and banana trees hosting a gas firepit and charcoal grill. Creeping fig winds up and along the exterior of the property continuing the garden eastward to the boardwalk's iconic and picturesque gate. From here, guests can journey south to the beach at Walkover B (just five homes away) or north to the Rosemary Beach Racquet Club and Fitness Center (roughly 6 homes away). Complimentary court time at the Racquet Club and complimentary access to Fitness are included with every stay. The nearby Eastern Green and children's playground park are similarly close by making Sieber Cottage an ideal property for all. Guests can park on property in the private driveway for two vehicles with one additional street parking pass provided at check-in. Four complimentary adult bikes are included for the short commute to Town Center shops and dining.brbrbrThe property's inverted floorplan places sleeping quarters on the first floor with a master and two guest rooms with queen beds and their complement of bathrooms. On the second-floor guests will delight in the sun kissed kitchen, living and dining room. The large open-concept living room features vaulted ceilings and plenty of natural light, creating the ultimate space for gathering. Sieber Cottage's balcony wraps the south and eastern sides of the home allowing for outdoor dining, conversation areas and a view down the boardwalk to Walkover B and the beach beyond. The homeowner's extensive collection of DVDs are available for guests to enjoy after a day well spent at the beach and pool. A spacious private sleeping loft hosts two twin beds and doubles as a playroom with games, puzzles, tv, DVD player, and sofa. crowning Sieber Cottage up a spiral staircase from the living room.brbr**THIS PROPERTY REQUIRES 7 NIGHT STAY SATURDAY - SATURDAY DURING SPRING BREAK AND SUMMER

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$2435.06

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Private Vacation Home

YOLO Cottage & Carriage House l Gulf Views | Pool l Outdoor Fireplace l Bikes

Rosemary Beach, Florida, United States

Home Highlightsbr- Private & Convenient Beach Accessbr- Access to Rosemary Beach's Amenitiesbr- Gulf Viewsbr- Private Pool (Pool can be heated for an additional $40 per day from October 1-May 1)br- Outdoor Fireplacebr- 7 Adult BikesbrbrWelcome to YOLO, a beautifully designed coastal retreat nestled on the south side of 30A in Rosemary Beach, offering breathtaking ocean views and an unbeatable location just steps from the Gulf. A private gate from the home’s pool and entertaining courtyard opens directly onto Rosemary Beach’s private Beach Access A boardwalk, providing stroller- and wheelchair-friendly access and an incredibly short walk to the sugar-white sand and emerald waters.brbrGuests of YOLO enjoy access to Rosemary Beach’s exceptional amenities, including a private beach (with the option to host beach bonfires through RB), a well-appointed fitness center with classes such as yoga and massage services, three outdoor community pools, a heated indoor pool, and the beloved Rosemary Beach Racquet Club featuring eight lighted Har-Tru clay courts. The home is also perfectly located within walking or biking distance of Rosemary Beach’s charming shops, restaurants, and entertainment.brbrYOLO Main HousebrbrThe main house offers four bedrooms and four and a half bathrooms, thoughtfully designed for comfort, convenience, and relaxation. Upon entering, you’re welcomed by a stylish foyer with custom artwork and storage for your everyday beach essentials. An elevator services all three levels, making it easy to move luggage, groceries, and vacation gear throughout the home.brbrThe first floor features a serene King guest suite with a luxury mattress, en-suite bathroom, and peaceful views of the pool, spa, and ocean beyond—perfect for guests who prefer easy access to the outdoor living space. A charming bunk room nearby includes two Twin XL over Twin XL bunks, a private en-suite bath, and Smart TV, making it ideal for kids or teens. A full laundry room is also located on this level with direct access to the private courtyard.brbrStep outside to the heart of YOLO’s outdoor living area, where a resort-style pool and spa, outdoor fireplace, grilling station, and alfresco dining for fourteen await. From the courtyard, guests enjoy rare, direct access to Rosemary Beach’s private boardwalk—just a few steps from the sand.brbrThe second floor offers a peaceful sitting area with a balcony overlooking the community park, perfect for enjoying a quiet morning coffee. The spacious primary suite features a luxury king bed, spa-inspired bathroom with double vanity, soaking tub overlooking the ocean, and an oversized marble shower. The suite’s expansive wraparound balcony provides some of the home’s most stunning ocean, pool, and spa views. An additional king guest suite on this level includes its own en-suite bath and private balcony overlooking the pool.brbrThe third floor is the true showstopper of YOLO. This open-concept living, dining, and kitchen space showcases sweeping panoramic ocean views framed by Rosemary Beach’s iconic rooftops. Whether you’re preparing coastal meals in the fully equipped kitchen, relaxing on the plush sectional, or gathering around the dining table, the scenery is unforgettable. Step outside onto the massive wraparound balcony to enjoy ample seating and a charming bed swing—ideal for afternoon naps, sunset cocktails, or simply listening to the waves.brbrYOLO Carriage HousebrbrThe separate carriage house offers additional privacy and flexibility for extended family or guests. Accessed through the private courtyard or Windward Lane, it features a private ocean-view balcony—a perfect spot for morning coffee or evening drinks.brbrInside, the carriage house welcomes you with a full kitchen and vaulted ceilings, creating an open and airy feel. The living area includes comfortable seating, bar dining, and a large Smart TV. A unique loft space adds fun and functionality, featuring a queen bed, a cozy twin “fort” nook for kids, and a TV for streaming. The king primary bedroom offers a luxury mattress and a private en-suite bath, along with a stackable washer and dryer for added convenience.brbrYOLO Cottage & Carriage House offers the perfect blend of luxury, comfort, and location, making it ideal for multi-family vacations, beach retreats, and unforgettable coastal getaways. We look forward to welcoming you to Rosemary Beach and hosting your stay at YOLO. ✨brbrSleeping ArrangementbrFirst Floorbr- King Bedroom, Private Bathroom w/ Shower Onlybr- Bunkroom, 2 XL Twin over Twin, Private Bathroom w/ Shower OnlybrbrSecond Floorbr- Master King Bedroom, Private Bathroom w/ Shower/Tub Separatebr- King Bedroom, Private Bathroom w/ Shower/Tub CombobrbrCarriage Housebr- Master King Bedroom, Private Bathroom w/ Shower/Tub Combobr- Loft Area, Queen Bedroom w/ Twin Bed

6

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5

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14

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$1249.11

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Private Vacation Home

New! Stunning, LOADED! Pool, LSV/Golf Cart, Gulf Views! Easy Walk to Beach!

Rosemary Beach, Florida, United States

About this spacebrbrA vacation dream home! PRIME central 30A location, LESS than 1 mile from Alys & Rosemary Beaches!brbrEasy 5-minute walk to beach access!brbrOne of the LARGEST PRIVATE POOLS on 30A! Gorgeous backyard oasis featuring massive pool w/ sun shelf, hot tub, fire pit & outdoor shower! Screened-in porch w/ built-in outdoor kitchen!brbr4 Bedrooms ALL w/ en-suite bathrooms! SONOS sound system, pool table, rooftop w/ STUNNING Gulf views + views of Camp Creek Lake!brbr6-Seater LSV/golf cart + 4 bikes INCLUDED!brbrThe spacebrbrThis gorgeous home is an easy 5-minute walk to the beach or a 1-minute LSV/golf cart ride! Loaded with everything you need and more for the ultimate 30A getaway!!brbrAs you enter the home, you're welcomed into the first-floor living area tucked behind a charming barn door. This flexible space can easily be used as additional sleeping space if needed, featuring a Queen-sized sleeper sofa, TV, and pool table for entertainment! A full bathroom with dual vanities and a glass shower is located on this floor, along with a washer and dryer.brbrFrom the first floor living area, step outside to the screened-in back porch with a refreshing sitting area with TV, outdoor dining table, and built-in outdoor kitchen with a BBQ grill + sink + mini fridge. Just beyond the porch is your own private outdoor OASIS, complete with a huge private pool (one of the LARGEST on 30A!), hot tub, sun shelf, fire pit, sun loungers, and outdoor shower - perfect for after a day at the beach!brbrUpstairs on the second floor, you'll find a laundry room along with the first three spacious bedrooms. First is the master bedroom, featuring a King bed, a walk-in closet, a private balcony, and an en-suite bathroom with dual vanities, a large glass shower, and a separate soaking tub. The next bedroom features a Queen bed, a walk-in closet, a private balcony, and an en-suite bathroom with a glass shower. The final bedroom on this floor is a bunk room, with three sets of Twin-over-Twin bunk beds and an en-suite bathroom with a glass shower.brbrAscending to the heart of the home on the third floor, you'll be greeted with 18-foot vaulted ceilings and oversized windows creating lots of beautiful natural lighting. You're immediately welcomed by the gourmet chef's kitchen, which is complete with a 6-burner stove with part griddle, gorgeous cabinetry, a separate walk-in pantry, and a huge island with seating for 5. Just across from the kitchen is a stylish built-in wet bar, perfect for making morning coffee or evening cocktails. The open-concept floor plan flows seamlessly into the dining room with a charming table for 8, and then into the bright and airy living room which has a cozy fireplace.brbrFrom the living room, large sliding glass doors take you out to the covered balcony with a daybed swing, and a spiral staircase that leads up to the 4th-floor lookout with the most stunning views of the Gulf as well as gorgeous views of Camp Creek Lake!brbrAdditional features throughout the home include automated window shades in all bedrooms, the first-floor living area, and stairwell, as well as a full-home SONOS speaker system throughout the kitchen, living room, decks, porches, and master bathroom.brbrThis location is exceptional and is perfectly positioned, just a quick walk to the beach plus a short LSV/golf cart or bike ride to some of 30A's most treasured and prestigious destinations like The Big Chill, Rosemary Beach, and Alys Beach, all of which are less than 1.5 miles away!brbrSLEEPING ARRANGEMENTS (Sleeps 14 Guests):brbrFIRST FLOORbr-Living Area with pool table and Queen-sized sleeper sofabr-Washer/Dryerbr-Full bathroom with dual vanities and glass showerbrbrSECOND FLOORbr-Laundry Roombr-Bedroom 1 (Master): King bed, walk-in closet, private balcony, en-suite bathroom with dual vanities, large glass shower, and separate soaking tubbr-Bedroom 2: Queen bed, walk-in closet, private balcony, en-suite bathroom with glass showerbr-Bedroom 3: Bunk Room with three sets of Twin-over-Twin beds, en-suite bathroom with glass showerbrbrTHIRD FLOORbr-Living Roombr-Dining Roombr-Kitchenbr-Half Bathroombr-Bedroom 4: King bed, walk-in closet, en-suite bathroom with glass showerbrbrFOURTH FLOORbr-Rooftop deck with Gulf/Lake views!brbrThere is also a pack n' play available at the home for guests' use.brbrGuest accessbrbrThere is parking for 1 car in the grarage along with the LSV/golf cart, and an additional 5-6 spaces in the driveway.brbrOther things to notebr-Please note we provide a starter set of supplies such as toilet paper, paper towels, trash bags, dishwasher + laundry pods for your stay.br-Check in is 4:00 PM & check out is 10:00 AM. These times are strict and late check out will be subject to another day's rental fees.br-Smoking is strictly prohibited.br-All renters must be over 25 years of age, or if under age 25 must be accompanied by a parent/legal guardian.br-Pool and hot tub/spa heating must be for the full duration of your stay and must be requested 48 hours prior to check-in and paid before the heater will be turned on. Pool heating cost is $50/night of your reservation and is available October 1st - April 30th. After April 30, guests can still heat the spa or hot tub for the same daily rate.br-The LSV/golf cart is not to be driven past the town of Seagrove to the East or the town of Grayton Beach to the West. Resolving any issue from the LSV/golf cart battery dying because of the renters not charging it will be charged to the renters.br-Damage that occurs will be collected from the renters.br-Southern Holiday Homes can not be held liable for any damage or injury to any persons caused by pool, hot tub, LSV/golf cart, bikes, or other amenities provided to guests.

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$912.83

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Private Vacation Home

Welcome to Rosemary Beach

Rosemary Beach, Florida, United States

Rosemary Beach was established in 1995 and is one of the premier communities along Scenic Highway 30A. The community offers a lovely town center filled with shops and restaurants, four community pools, tennis courts, fitness center and 9 deeded beach walkovers for access to the private beautiful beach.brbrThe Simmons Beach Home is located on the north side of Rosemary Beach within a 5 minute walk to the town center and beach access. The four story townhome can accommodate 8 - 12 adults OR 8 adults and 4 children. The rear entrance has two private parking spots and a shaded courtyard with seating for relaxing on a warm summers day. Entering the brproperty, the first floor offers a seating area and wet bar with ice maker and two guests bedrooms, each with their own full bath. The master bedroom with full bath and private balcony is located on the second level along with an additional guest bedroom with full bath, washer and dryer, an additional seating area and a rear balcony with porch swing. The third floor showcases the main living, dining, well equipped kitchen and half bath. There is a balcony off of the living room that offers additional outdoor seating and a rear balcony with a gas grill. The fourth floor is perfect for children with four full size bunk beds. The fourth floor balcony provides a private place to enjoy the beautiful views of Rosemary Beach. brThe property offers an elevator for easy access to the first three levels. Each bedroom has a tv, wifi throughout and a beach cart is provided for easy transport of all your beach belongings. brEnjoy your stay at the Simmons Beach Home and Rosemary Beach

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$581.99

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Private Vacation Home

Spacious Newer Home, Beautifully Decorated-3 bikes

Rosemary Beach, Florida, United States

Summary:brbrSpacious Newer Home, Beautifully Decorated - 3 bikes & Tram Service- -Community Lagoon Pool-Private Beach - `Blue Crab Beach House`brbrbrbrThe Space:brbr Blue Crab Beach House – Private Seacrest Retreat Near Rosemary & Alys Beach!brbrbrbr✨ QUICK HIGHLIGHTS:brbr✔ Walking Distance to Rosemary & Alys Beach – Prime location in Seacrest Beachbrbr✔ 3 Adult Bikes Included – Explore scenic trails & nearby coastal townsbrbr✔ Private Lot with Wooded Backyard – Endless views of the nature preservebrbr✔ Multiple Porches for Relaxation – Enjoy peaceful outdoor seating & fresh airbrbr✔ 2-Minute Walk to the Lagoon Pool – 12,000 sq. ft. resort-style pool just steps awaybrbr✔ Quick Walk to the Beach Tram Stop – Convenient transportation to the beachbrbr✔ Spacious & Stylish Coastal Interiors – Hardwood floors, shiplap walls & natural lightbrbr✔ Fully Stocked Kitchen – Utensils, cookware, blenders, & coffee makers includedbrbr✔ Outdoor Shower & Powder Room – Perfect for rinsing off after a beach daybrbr✔ Two Master Suites – Each with en-suite bath & private porch accessbrbr✔ Quintessential Bunk Room – Fun & cozy space for kids or extra guestsbrbr✔ Driveway Parking for 3 Vehicles – Hassle-free & convenientbrbr✔ Professionally Managed – 24/7 guest support for a stress-free vacationbrbrbrbr Welcome to Blue Crab Beach HousebrbrbrbrBlue Crab Beach House is one of Seacrest Beach's most private homes with a backyard full of nature preserve that lends itself to picturesque views of the forest from its multiple porch spaces and no backyard neighbors. This exceptional location is just a 2-3min walk to the 12,000 sq/ft lagoon pool, directly next to one of the tram stops that shuttles you to and from the beach. Just 5mins to Rosemary, 5mins to Alys Beach, and ideally borders one of Seacrest's nature trails, so your morning walks can begin and end just a few steps off the back porch.brbrbrbrThis home greets you with wonderful southern coastal charm and curb appeal with its beach cottage style, well-manicured landscaping, and beautiful craftsmanship displayed in the detail of the porch railings and the exposed rafters. This home is accented with hardwood plank floors, vertical shiplap accent walls, coastal decor, and abundant natural light throughout.brbrThere is a fully-stocked kitchen with utensils, cookware, blenders, coffee makers. There is a powder room off the living room and an outdoor shower just out the home's separate entrance off the kitchen. The master is also located on the main floor with private access to the front porch. Upstairs there are 2 additional bedrooms, one 2nd master with ensuite bath and private porch access. The 3rd additional guest suite is currently set-up as the quintessential bunk room with ensuite bath.brbrbrbrbrbrHouse Rulesbrbr**No Pets!**brbr**No Smoking!**brbr**No Parties!**brbr**The primary renter must be at least 25 years old**brbr**No units will be rented to vacationing students or young adults under 25 unaccompanied by a responsible parent or guardian at a ratio of three (3) children/young adults to one (1) adult over the age of 25**brbr**30A Vacay rental agreement is required to be signed prior to arrival**brbrbrbrbrbr* As of January 1, 2022, Golf Carts are prohibited in Seacrest Beach. Violators will be fined by the HOA.*brbrbrbrbrbrSLEEPING ARRANGEMENTS (10):brbrMaster Bedroom: King sized bed, private en suite bath, private front porchbrbrGuest Bedroom: Queen sized bed, en suite bathroom with private porch accessbrbrBunk Room: Two sets of twin bunk beds, en suite bathroombrbrbrbrAREA ATTRACTIONS:brbrSeacrest Beach is a tranquil coastal community nestled along Florida’s Scenic Highway 30A, situated between Alys Beach and Rosemary Beach. Known for its colorful Florida cottage-style homes, the neighborhood offers a relaxed, bike-friendly atmosphere with streets named like Flip Flop Lane and Beach Bike Way. The centerpiece is the expansive 12,000-square-foot Seacrest Lagoon Pool, one of the largest private pools in Florida, surrounded by lush landscaping and an amphitheater for community events. Residents and guests enjoy deeded beach access via a boardwalk or seasonal tram service, making it easy to reach the sugar-white sands and turquoise waters. The Village of South Walton serves as the town center, featuring Peddler’s Pavilion—a hub for bike rentals, casual dining, and boutique shopping. The community also boasts shaded walking trails, a farmers' market, and a relaxed pace that appeals to families and vacationers seeking both serenity and convenience.

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$845.47

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Private Vacation Home

Private Pool & Beach Access! Rooftop Views of 30A

Rosemary Beach, Florida, United States

Good Life at the C by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024br brGood Life at the C is a spectacular beach house with a private screened-in pool and carriage house. It rests in the residential community of Seacrest East, with miles of jogging and bike trails. The area is quiet and relaxing but close to the restaurants and shops of Alys Beach and Rosemary Beach.br brHighlights:br Seacrest Eastbr .2 miles to Private Deeded Beach Access!br Private pool!br ️ 5 bedroom, 4 bathsbr Gas grillbr 4 bikesbr Near Rosemary Beach and Alys Beachbr 4-star restaurantsbr ️ Boutiquesbr brThe wonderful screened-in pool area, with lounge chairs, has a gas grill. Beautifully decorated, the home is just a short walk to a deeded beach access. The expansive porches offer 180-degree gulf views from the top floor. Enjoy stunning sunsets with privacy.br brInside, the open living area is inviting and bright, with lots of seating. The fully stocked kitchen is a cook's delight with stainless appliances, granite countertops, and custom cabinets.br brThe home sleeps 12 and has 5 bedrooms and 4 full bathrooms, including two large primary bedrooms, kings. Each with a private bath and includes a walk-in shower and double vanity. A kid's den is ideal for watching TV and movies.br brAlso included: Wi-fi, 6 TVs, 3 refrigerators, 2 Keurig machines, and a built-in ice machine. Ideal for the kids, or a second family, the carriage house has 3 bedrooms, 1 bath, another great kitchen, and a living area.brbrWelcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring our stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.brbrOverview:br- (.2 miles) to the beach (Private Deeded Access)br- 5 bedrooms, 4 bathsbr- 3,360 sq ftbr- Private poolbr- Gas grillbr- Wi-Fibr- 4 bikes includedbr brOvernight:br- King in 2nd floor primary bedroom; private bath; TVbr- King in 2nd floor primary bedroom; private bath; TVbr- Carriage house twin over full with trundle in 1st floor guest room, shared bath, TVbr- Carriage house king in 1st floor primary, shared bathbr- Carriage house queen in 2nd floor guest room, shared bathbr brCheck-in is 4:00 PM CST. Checkout is 10:00 AM CST.

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$1413.5

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Private Vacation Home

Home with Private Pool, Outdoor Kitchen and Community Amenity Access

Rosemary Beach, Florida, United States

HOME HIGHLIGHTS:br- Short walk to the beachbr- Private heated pool **Pool heating available October 1 through May 1 for $30 per day**br- Outdoor kitchenbr- Stand-alone ice makerbr- 5 adult bikebr- Gas grillbr- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkoutbrbrDETAILS: Stillwater Cottage is a 5-bedroom, 5-bathroom luxury Rosemary Beach home that sleeps 10. This opulent oasis includes a landscaped courtyard with a pool, flowing water feature, an outdoor kitchen with a stand-alone ice maker, multiple balconies, and rich finishes. Stillwater Cottage is at the tip of West Long Green Park, close to beach access, the 30A bike path, and Rosemary Beach and Seacrest shops and restaurants.brbrA primary bedroom and 2 guest bedrooms are on the first floor. Guests staying in the primary bedroom will enjoy a king bed, French doors that open directly to the courtyard and pool, a 40â€ TV, and a walk-in closet. In the private bathroom, Carrara marble adorns the floor and spacious shower. A double vanity includes a make-up area. The 2 guest bedrooms share a bathroom with a shower. The first guest bedroom has a queen bed and a twin daybed. The second guest bedroom has a queen bed. Doors from the hallway open to an outdoor kitchen and courtyard. The covered kitchen area has a stand-alone ice maker, beverage fridge, and 2 gas grills. A fountain spills into the pool, and chairs and tables allow guests to relax among the lush landscape. brbrA grand stairway with pecky cypress steps leads to an expansive living area on the second floor with artisan plank wood floors, a vaulted ceiling, and access to 2 balconies. A guest bedroom off the stair landing has a queen bed, an office area, and a private bathroom with a shower. Opposite the bedroom is a beautiful chefâ€™s kitchen featuring Italian marble, Newport brass hardware, a Viking gas stove with double griddle, a Wolf wine chiller, Keurig coffeemaker, and lovely custom cabinetry. Beside the kitchen are French doors that open to a huge balcony overlooking the pool. A dining table and living area are light and bright with a vaulted ceiling, views of Rosemary Beach, and an ornamental fireplace with a 55â€ Smart TV.brbrOn the third floor is a guest bedroom and living area with access to a small balcony. 2 twin beds and 2 full beds are cleverly tucked into dramatic corners created by an angled ceiling. A private bathroom has a shower. A cozy sitting area has a sofa, 32â€ TV, and a door to a small balcony with beautiful views.brbrGuests can explore Rosemary Beachâ€™s many pocket parks, community pools, a fitness center, racquet club, and shops and boutiques on 5 included adult bikes. With these gorgeous interiors and plush amenities, Stillwater Cottage will book quickly. brbrSLEEPING ARRANGEMENTS:brFIRST FLOOR:brPrimary Bedroom: King Bed, Private Bathroom with Shower OnlybrGuest Bedroom: Queen Bed and Twin Daybed Shared Bathroom with Shower OnlybrGuest Bedroom: Queen Bed, Shared Bathroom with Shower OnlybrbrbrSECOND FLOOR:brGuest Bedroom: Queen Bed, Private Bathroom with Shower Only brShared Bathroom Toilet OnlybrbrTHIRD FLOOR:brGuest bedroom: Two Twin Beds and Two Full Beds, Private 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 as well as be subject to HOA, community, and 360 Blue fines.

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$478.57

/ Nightly

Condo

Beachfront Seacrest Beach Condo on 30a! Balcony Beach Views! Near Alys Beach.

Rosemary Beach, Florida, United States

Must be at least 25 years of age to rent this property. brbrCapistrano #202, Seacrest BeachbrBuilt in the sand directly on 30a!br*For larger groups, please inquire about Capistrano Unit 203, located right next door!brbrWe give this enchanting beach front condo five stars! Newly remodeled and under new ownership, this condo offers breathtaking views of blue gulf waves from the balcony. Simple is good …. park in your reserved parking spot, walk right up to the 2nd floor and step into Capistrano #202 and begin to relax! With designer touches everywhere, the coastal vibe of this vacation respite inspires relaxation in casual beach chic style. There is no pool, but you won't miss it. The direct and private beach access is merely steps away! brbr*Please note that Capistrano offers streaming for smart TVs only, and there is no cable offered. br brA few highlights- the living area is comfortably furnished with plenty of seating including two club chairs and an over sized sleeper sofa with a chaise lounge. Sliding glass doors lead to a spacious beach front balcony complete with outdoor seating, a bistro table and chairs. The chef in the group will be delighted with our fully stocked kitchen featuring white quartz counters and crisp white cabinets. There is dining seating for four at the breakfast bar. The direct gulf views will be enjoyed throughout the entire living area!brbrThe comfortably furnished master bedroom offers a king bed with a new mattress, and access to the master bath with a large shower and small private balcony. The guest bedroom is designed with two queen beds and has direct access to the bathroom, which can also be accessed by the hallway. You will find a full stacked washer and dryer closet in the entryway. Wifi is complimentary. There is no elevator for this complex, only stairs. *The complex only allows one parking spot per unit.brbrCapistrano is located just off South Walton’s Scenic 30a near Camp Creek Lake placing you minutes away from Seagrove Beach, Alys Beach, and Rosemary Beach. This splendid location puts you close to wonderful restaurants, lively bars, art galleries, specialty boutiques and fun seasonal family friendly festivals. When you are not walking down the beach, taking a refreshing plunge in the gulf or building sandcastles there are plenty of places nearby to have fun. Spend some relaxing time at our exceptional condo at #202 Capistrano – right on 30a at Seacrest Beach! br brCANCELLATION: 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=3XKb6EnSfEG

2

Bed

2

Bath

8

Sleeps

$639.2

/ Nightly

Private Vacation Home

YOLO Carriage l Gulf Views | Pool l Outdoor Fireplace l Bikes

Rosemary Beach, Florida, United States

Home Highlightsbr- Private & Convenient Beach Accessbr- Access to Rosemary Beach's Amenitiesbr- Gulf Viewsbr- 2 Adult BikesbrbrYOLO Carriage House is a charming and private coastal escape located on the south side of 30A in Rosemary Beach, offering ocean views, a private balcony, and a short walk to the beach.brbrThis thoughtfully designed space features a king primary bedroom, a fun and functional loft with a queen bed and twin “fort” nook, and a full bathroom. Vaulted ceilings and an open-concept layout create a bright and airy feel, while the full kitchen makes longer stays comfortable and convenient. The living area includes comfortable seating, bar dining, and a Smart TV for streaming.brbrStep outside onto the private ocean-view balcony to enjoy morning coffee or unwind after a beach day. Guests also have access to Rosemary Beach amenities, including private beach access, community pools, a fitness center, and the Racquet Club. Shops and restaurants are all within walking or biking distance.brbrPerfect for couples or small families seeking a peaceful Rosemary Beach getaway.brbrSleeping ArrangementbrCarriage Housebr- Master King Bedroom, Private Bathroom w/ Shower/Tub Combobr- Loft Area, Queen Bedroom w/ Twin BedbrbrNote: Carriage House guests do not have access to the private pool or other amenities belonging to the main house. Amenities are limited to those listed for the Cottage House only.

Bed

Bath

Sleeps

$1412.27

/ Nightly

Private Vacation Home

St Ivory|Private Community Beach Access|Private Heated Pool

Rosemary Beach, Florida, United States

Home Highlights:br- Rare, Spacious Private Lot br- Private Heated Pool (Pool can be heated for an additional $60 per day from October 1-May 1)br- Entertain Outdoors with Outdoor Grill br- Elevator br- Open Floor Plan with Chef’s Kitchen br- Sonos Home Sound Systembr- Observation Sunset Tower with Gulf Viewsbr- 6 Adult Bikes Included for Exploring Neighborhood Paths br- In addition to being a part of a Private Beach Access Community, St Ivory guests have access to Rosemary Beach’s 4 Community Pools – 3 Outdoor and 1 Indoor. brbrA luxurious escape awaits you in this newer Rosemary Beach home. St. Ivory is a custom-designed 5 Bedroom, 5.5 bath tower home. Boasting an open floor plan designed for bringing together family and friends. Ample on-property parking through the private gate welcome guests into the outdoor courtyard with a heated pool, outdoor living room and fireplace and built-in grill. Step inside through any of the four French doors and discover an open-floor plan ideal for entertaining with a living room, dining area and gourmet chef's kitchen featuring Thermador appliances, two dishwashers, an expansive walk-in pantry, and laundry room. The first floor includes an oversized king suite with fireplace and French doors that open to the courtyard. As you adventure to the second and third floors, the elevator will help make moving into your home-away-from home even easier. The second floor hosts a large media space at the top of the stairs, two king suites, a bunk room with two twin-over-full bunkbeds, and an additional laundry. All three bedrooms provide attached bathrooms and feature relaxing balconies. The third floor hosts a lounge area with wet bar and 5th bedroom. This third-floor king en suite room features a surprising hide-away loft with four twin beds. Take the spiral staircase to the top of the home and enjoy private sunset viewing from the observation tower featuring 360 degrees views of the Gulf of Mexico and Rosemary Beach.brbrFirst FloorbrKing Bed w/ Shower and Tub separatebrbrSecond FloorbrBunk Room Consisting of Two Twins and Two Full Beds w/ Shower tub combobrKing Bed w/ Shower OnlybrKing Bed w/ Shower OnlybrbrThird FloorbrKing bed w/ Shower OnlybrFour Twin Beds w/ Shared Bathbrbr**During peak season, all of our properties are rented with a 7-night minimum from Saturday to Saturday.**

Bed

Bath

Sleeps

$662.67

/ Nightly

Condo

Completely Renovated Gulf-Front Top-Floor 2BR/2BA — Beach Views!

Rosemary Beach, Florida, United States

Sea la Vie — Unit 43E — Completely renovated January 2026, gulf-front top-floor condo at High Pointe. Bright, modern 2BR/2BA retreat sleeps 6 with a new king in the primary and two new queens in the second bedroom. All furniture is brand new, plus brand-new bedding, linens, and towels. Chef’s kitchen is fully equipped with everything a cook could need, plus a dry bar with wine fridge and full glassware.brbrRelax on the private balcony with sweeping gulf views and enjoy happy hour overlooking the water. Seasonal beach chair and umbrella setup is included with rentals. The unit also provides a pack-and-play, lots of family games, smart TV, high-speed Wi‑Fi, and a brand-new large washer and dryer. Convenient drop zone at the entrance for towels, shoes, and beach/pool gear.brbrResort amenities include a large lagoon-style pool, outdoor hot tub, pickleball and tennis courts, shuffleboard court, playground, onsite bike rental, charcoal grilling areas, gulf-front bar and grill, and a boardwalk to private beach access. Unbeatable location — steps from Rosemary Beach and just 0.5 mile to Alys Beach. Reserved parking, elevator access, and direct beach access complete this turnkey coastal escape. Book Sea la Vie 43E for an effortless, luxurious beach getaway.brbrNOTE: This condo is on the beach side of 30A overlooking the gulf. Sometimes the map shows the location on the other side of 30A, which is not accurate. brbrRESORT AMENITIESbr- Outdoor pool and hot tubbr- Tennis, pickleball, and shuffleboard courtsbr- Playgroundbr- Charcoal grilling areasbr- Crabby Steve's bar and grillbr- Boardwalk to private beach accessbr- Elevatorbr- Beach service (March–October)br- On-site bike rentalsbr- Free parking for 2 cars

Bed

Bath

Sleeps

$1863.71

/ Nightly

Private Vacation Home

Beachfront Rosemary Beach Area Home-Panoramic Views of Gulf-Sunrise to Sunset!

Rosemary Beach, Florida, United States

This is the first GULF FRONT home to the west of Rosemary Beach located in the private, gated community of Water's Edge. The home sits several feet forward of Rosemary Beach homes and boasts panoramic views on 3 sides of the second floor great room. Enjoy total relaxation in the private swimming pool. The spacious great room with vaulted ceiling is accented with wooden beams and includes the wide living room, dining area, and and inviting large kitchen with breakfast bar. Awaken to views of the Gulf from the master bedroom located on the ground floor. This expansive suite includes a king sized bed, large sitting area, private bath and access to a private Gulf front porch. Also on this floor is an additional guest suite and private adjoining bath. Enjoy Rosemary, Seacrest and Aly's Beach's restaurants and shopping just steps away.brbrDetails:brGulf Front + 2 Gulf Front PorchesbrFully Furnished & Outfitted for GuestsbrApproximate Sq. Ft = 2,308br3 Bedrooms / 3 Bathroomsbr(1 King, 1 Queen, 1 Full + 1 full sized sleeper sofa)brFully Functional KitchenbrYear Built = 2003brPrivate Pool brGas Grill + Big Green EggbrSea Kayak + Beach ToysbrSea Oats Beach Service (chairs, umbrellas, water sports)brParking for up to 4 vehicles in drivewaybrEasy Walking Distance to Rosemary, Aly's & Seacrest Beach Restaurants & Shopsbr25 minutes from Northwest Florida Beaches Airport and 60 minutes from I-10 (Home located at the East end of 30a)br

Bed

Bath

Sleeps

$1792.0

/ Nightly

Cottage

Best Family House in Rosemary! South of 30a

Rosemary Beach, Florida, United States

Welcome to the McDonald Cottage. This home is ideal for family gatherings or a group of couples.Located south of 30A on the southwest corner of Rosemary Ave and East Water Street. Very easy walking distance to the Western or Eastern Greens. The main house easily sleeps 12 . The inverted floor plan, with the kitchen and living area upstairs, makes for easy entertaining. There is a large balcony on the front of the house with great gulf views. High ceilings and casual elegance make this 4000 sq ft home one of the best properties at Rosemary Beach. brbrThere is a 2 bedroom/2 bath carriage house on this property that can be rented also. VRBO 251622.brAs you walk in the front door , you enter a very gracious entry. On this floor are 3 bedrooms and 3 baths.br The spacious downstairs master has a king bed and large bath with tub. The second bedroom has 2 queen beds and a full bath with shower. The third bedroom is a child's dream with 3 sets of bunk beds and a large bathroom with a long sink and shower. All bedrooms have their own full bath. The washer/dryer are also on this floor. There is a special nook inside the backdoor for putting all those sandy shoes.br Upstairs there is a master bedroom with a king bed and full bath with two sinks. The kitchen, living and dining rooms are all open to each other. In the living area is a flat screen TV along with Apple TV. There is a bar area beside the kitchen with a small refrigerator for drinks and an additional ice maker.brThe dining table is a large square which easily seats 12/14. An additional bedroom/TV room with a twin bed is on this floor and a half bath.br We have recently renovated and added an additional room off the living area that has comfortable seating and another TV. This room has nice gulf views and lots of windows.br An open porch on the front of the house runs the length of the house and has great water views. This is the perfect spot to spend the day relaxing or even napping.brThere are stairs off the back of the house that lead to a third floor deck. The most popular place in the house!!brPrior to check in at Rosemary Beach there is a $707 cleaning fee. You might want to get your own damage insurance.brStarting in June 2026, Rosemary has implemented a 3% resort fee that will be added to your invoice.brIf you have more questions feel free to send a message to me.brbrThanks, Elizabeth McDonaldbrbrbrbrbrbrKeywords: Main House

Bed

Bath

Sleeps

$728.76

/ Nightly

Private Vacation Home

4BR Luxury Seacrest Home, 2 King Suites, Private Beach & Lagoon Pool Access

Rosemary Beach, Florida, United States

Welcome to your Seacrest Beach luxury retreat, a thoughtfully designed coastal home located in the heart of Seacrest Beach II, perfectly positioned between Rosemary Beach and Alys Beach along Scenic Highway 30A. This home offers an ideal balance of walkability, privacy, and upscale comfort, making it a standout choice for families, couples, and multi-generational groups looking for a refined beach experience.brbrOne of the most unique features of this home is its setting. A peaceful walking trail runs directly behind the house, creating a lush, quiet backdrop that is perfect for morning strolls, evening walks, or simply enjoying a sense of space and calm. Despite this tranquil setting, you are just steps away from the charm, dining, shopping, and coastal beauty of Rosemary Beach, and centrally located between Rosemary Beach and Alys Beach, two of the most sought-after destinations on 30A.brbrGuests enjoy deeded beach access along with seasonal tram service available March through October, making beach days easy and convenient, especially for families. The home also includes access to the Seacrest Beach Lagoon Pool, one of the largest and most impressive resort-style pools on 30A, offering a perfect alternative to the beach for relaxing afternoons.brbrInside, the home features a spacious and well-designed layout with four bedrooms, including two true primary suites, a rare and highly desirable feature for vacation homes in this area. The upstairs primary suite features a king bed and feels like a private spa retreat, complete with a large soaking tub, separate walk-in shower, and generous bathroom space designed for relaxation after a day at the beach. This suite offers privacy, comfort, and a peaceful escape.brbrThe main-level primary suite features a queen bed and is ideal for guests who prefer easy access without stairs. This suite includes a walk-in shower, double sinks, and a private toilet area, offering both comfort and convenience while maintaining a sense of privacy.brbrIn addition to the primary suites, the home includes two additional bedrooms designed to accommodate a wide range of guests. One bedroom features a queen bed and its own private balcony, making it a wonderful space for adult guests, teens, or a second couple who appreciate a quiet place to enjoy morning coffee or evening breezes. The fourth bedroom is designed with families and children in mind and offers a warm, kid-friendly feel while still maintaining the home’s elevated coastal aesthetic. This room includes a bunk bed with a trundle that sleeps three, along with an additional queen bed, making it spacious enough to comfortably host an entire family with young children in one room.brbrThe main living areas are open, bright, and welcoming, designed for connection and comfort. Natural light fills the space, and the relaxed coastal design creates an inviting environment for gathering, movie nights, or simply unwinding together. The living area flows seamlessly into the dining space and kitchen, making it easy to enjoy time together whether you’re cooking, dining, or relaxing.brbrThe kitchen is fully equipped and thoughtfully stocked to support everything from simple breakfasts to full family meals. With full-size appliances, ample counter space, and all the essential cookware and serving items, the kitchen makes staying in just as enjoyable as dining out.brbrAdditional amenities include high-speed WiFi, cable television, a washer and dryer, central air conditioning, and a well-maintained, professionally cared-for interior. Every detail of the home has been considered to create a stay that feels effortless and comfortable from arrival to departure.brbrOutdoor living is a key part of the experience here, whether you’re enjoying the walking trail behind the home, relaxing at the lagoon pool, or heading to the beach via the tram or on foot. The location allows you to walk, bike, or explore with ease while still returning to a peaceful and upscale neighborhood at the end of the day.brbrThis home is ideal for families who want space and flexibility, couples traveling together who value privacy, and guests who appreciate luxury without pretension. With its rare dual primary suite layout, family-friendly sleeping arrangements, and prime location near Rosemary and Alys Beach, it offers a combination that works beautifully in real life, not just on paper.brbrThis is a thoughtfully cared-for retreat designed for guests who value comfort, quality, and an exceptional location. Whether you’re here to explore 30A, relax by the pool, walk to dinner in Rosemary Beach, or simply slow down and recharge, this Seacrest Beach home provides the perfect setting for a memorable stay.

4

Bed

3

Bath

11

Sleeps

$1329.11

/ Nightly

Private Vacation Home

Next to Rosemary Tennis Courts | Main House with Private Pool + Putting Green

Rosemary Beach, Florida, United States

Winston at Rosemary - Main House | Inlet Beach, FLbr32 Winston Lane | Main House | Inlet Beach, FL 32461brbrDune Vacation Rentals presents: Welcome to Winston at Rosemary. This exceptional property includes a private pool, putting green, and sits on the edge of Rosemary Beach and Inlet Beach. Guests are steps from 30A's boutique shops, renowned restaurants, public beach accesses, and unforgettable coastal experiences. The main house accommodates 12 guests with 4 bedrooms, 4.5 bathrooms, and built-in bunk beds. The heart of the home can be found outdoors with both front and backyard amenities including a private pool, putting green, fire pit, and ping pong table. brbrOn the first floor, you will find an open concept living, dining, and full kitchen designed for entertaining and mealtime together. Generous seating and views of the pool create an inviting, comfortable atmosphere. The stylish dining table offers seating for 8 guests and countertop barstool seating for 3 guests. There is a half bathroom on this floor for convenience The outdoor space of the home offers plenty for the whole family to enjoy from a private pool, putting green, fire pit, ping pong table and comfortable seating for conversation. brbrThe second level treats you to a guest bedroom with a king size bed, balcony access that overlooks the pool, and a private bathroom with a shower and tub combo. Next you will find two built-in hall bunk beds that can accommodate 4 guests. The last bedroom on this floor offers a king size bed. There is a hall bathroom with a walk-in shower that is shared with the king guest bedroom and bunk beds. There is a washer and dryer located on this floor as well. brbrThe third floor of the home offers two king suites each complete with a full bathroom that includes a walk-in shower, soaking tub and plenty of space to relax and unwind from the day. brbr*The carriage house may be rented out by a different party during your stay. The driveway is common-use space and please park respectfully to accommodate everyones needs. If you are interested in booking the entire property, the main house and carriage house. Please let us know. The carriage house does not have access to the pool or any amenities located in the front or backyard (behind the gate). brbr*While this property sits on the edge of Rosemary Beach and Inlet Beach and has prime views of the Rosemary Beach Tennis Courts, this home is not located within the Rosemary Beach Community limits. 32 N Winston Lane does not have access to the Rosemary Beach Community amenities or private beaches. The tennis courts are public access.brbr*Construction Notice: there are townhomes being constructed near by. Estimated that exterior work should be completed by late spring. brbr~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~brbrHome Highlights:brSleeps 12br4 Bedrooms br4 Full Bathrooms and 1 Half BathbrSquare FeetbrPrivate Pool (can be heated for $65/day)brPutting GreenbrFire Pit and Conversation Areabr2 Minute Walk to Public Beach AccessbrLarge Balcony SpacesbrElevator **Elevator access is reserved for elderly or disabled guests. Please contact Dune Vacation Rentals prior to arrival to arrange access if needed.brParking for 2 Vehiclesbr4 Beach Cruiser BicyclesbrbrFirst Floorbr- Living room with comfortable seating and a TVbr- Dining table with stylish seating for 8 guests and counter-top bar stool seating for 3 guestsbr- Kitchen with stainless steel appliances and plenty of countertop space for mealtime prepbr- Half bathroombrbrSecond Floorbr- Guest bedroom with king bed and private bathroom with a shower/tub combo and balcony accessbr- Guest bedroom with king bed and shared access to the hall bathroombr- Built-in bunk beds that can sleep up to 4 guestsbr- Hall bathroom with a walk-in shower and vanitybr- Hall closet with a washer and dryerbr- Large balconybrbrThird Floorbr- Guest bedroom with king bed and private bathroom with a walk-in shower, soaking tub, and access to the balconybr- Guest bedroom with king bed and private bathroom with a walk-in shower and soaking tubbr- Beverage station with mini-fridge and sinkbr- Access to the balcony brbrOutdoor Spacebr- Private pool (can be heated for $65/day) br- Putting greenbr- Ping Pong tablebr- Fire pit and seatingbr- Gas grillbrbrAdditionalbr- Parking for 2 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.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 cancelation fee, deposits are fully refundable if cancelations 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 AMbr- 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.

4

Bed

5

Bath

12

Sleeps

$1480.53

/ Nightly

Private Vacation Home

Edge of Rosemary Beach + 1 Minute Walk to Beach | Pool, Putting Green, Carriage Hosue

Rosemary Beach, Florida, United States

Winston at Rosemary - Whole Property | Inlet Beach, FLbr32 Winston Lane, Inlet Beach, FL 32461brbrDune Vacation Rentals presents: Welcome to Winston at Rosemary featuring a main house and a two story carriage house. This exceptional property includes a private pool, putting green, and sits on the edge of Rosemary Beach and Inlet Beach. Guests are steps from 30A's boutique shops, renowned restaurants, public beach accesses, and unforgettable coastal experiences. This property accommodates 16 guests with 6 bedrooms, 6.5 bathrooms, and built-in bunk beds. The heart of the home can be found outdoors with both front and backyard amenities including a private pool, putting green, fire pit, and ping pong table. brbrOn the first floor, you will find an open concept living, dining, and full kitchen designed for entertaining and mealtime together. Generous seating and views of the pool create an inviting, comfortable atmosphere. The stylish dining table offers seating for 8 guests and countertop barstool seating for 3 guests. There is a half bathroom on this floor for convenience The outdoor space of the home offers plenty for the whole family to enjoy from a private pool, putting green, fire pit, ping pong table and comfortable seating for conversation. brbrThe second level treats you to a guest bedroom with a king size bed, balcony access that overlooks the pool, and a private bathroom with a shower and tub combo. Next you will find two built-in hall bunk beds that can accommodate 4 guests. The last bedroom on this floor offers a king size bed. There is a hall bathroom with a walk-in shower that is shared with the king guest bedroom and bunk beds. There is a washer and dryer located on this floor as well. brbrThe third floor of the home offers two king suites each complete with a full bathroom that includes a walk-in shower, soaking tub and plenty of space to relax and unwind from the day. brbrThe two story carriage house is equipped with amenities tailored for a couple or small family. The top floor features one king bed, accommodates up to 2 guests comfortably, private bathroom with a walk-in shower, and has a well-appointed mini-kitchen for added convenience. The bottom floor of the carriage house serves as its own private retreat. Featuring a comfortable king bed, accommodates up to 2 guests comfortably, a convenient mini-kitchen, and bathroom with walk-in shower. The top and bottom floors of the carriage house both have separate, exterior entrances. brbr*While this property sits on the edge of Rosemary Beach and Inlet Beach and has prime views of the Rosemary Beach Tennis Courts, this home is not located within the Rosemary Beach Community limits. 32 N Winston Lane does not have access to the Rosemary Beach Community amenities or private beaches. The tennis courts are public access.brbr*Construction Notice: there are townhomes being constructed near by. Estimated that exterior work should be completed by late spring. brbr~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~brbrHome Highlights brSleeps 16br6 Bedrooms br6 Full Bathrooms and 2 Half Bathsbr3,131 Square FeetbrPrivate Pool (can be heated for $65/day)br2 Story Carriage HousebrPutting GreenbrFire Pit and Conversation Areabr2 Minute Walk to Public Beach AccessbrLarge Balcony SpacebrElevator **Elevator access is reserved for elderly or disabled guests. Please contact Dune Vacation Rentals prior to arrival to arrange access if needed.brParking for 4 Vehiclesbr6 Beach Cruiser BicyclesbrbrFirst Floorbr- Living room with comfortable seating and a TVbr- Dining table with stylish seating for 8 guests and counter-top bar stool seating for 3 guestsbr- Kitchen with stainless steel appliances and plenty of countertop space for mealtime prepbr- Half bathroombrbrSecond Floorbr- Guest bedroom with king bed and private bathroom with a shower/tub combo and balcony accessbr- Guest bedroom with king bed and shared access to the hall bathroombr- Built-in bunk beds that can sleep up to 4 guestsbr- Hall bathroom with a walk-in shower and vanitybr- Hall closet with a washer and dryerbr- Large balconybrbrThird Floorbr- Guest bedroom with king bed and private bathroom with a walk-in shower, soaking tub, and access to the balconybr- Guest bedroom with king bed and private bathroom with a walk-in shower and soaking tubbr- Beverage station with mini-fridge and sinkbr- Access to the balcony brbrOutdoor Spacebr- Private pool (can be heated for $65/day) br- Putting greenbr- Ping Pong tablebr- Fire pit and seatingbr- Gas grillbrbrCarriage Housebr- Top floor: King size bed, bathroom with walk-in shower, mini kitchen with stove/oven, dishwasher, microwave, mini fridge, and coffee makerbr- Bottom floor: King size bed, bathroom with walk-in shower, mini kitchen with a mini beverage cooler, microwave, and small stove/ovenbrbrAdditionalbr- 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.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 cancelation fee, deposits are fully refundable if cancelations 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 AMbr- 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.

Bed

Bath

Sleeps

$521.89

/ Nightly

Private Vacation Home

Two Story Carriage House, 2 Bedroom on the Edge of Rosemary Tennis Courts

Rosemary Beach, Florida, United States

Winston at Rosemary - Carriage House | Inlet Beach, FLbr32 Winston Lane | Carriage House | Inlet Beach, FL 32461brbrDune Vacation Rentals presents: Welcome to Winston at Rosemary. The two-story carriage house offers a cozy retreat designed for couples or small families seeking comfort and privacy. This charming space features two floors, each with their own exterior entrance for extra privacy for a total of 4 guests. brbrThe top floor of the carriage house offers a private, intimate experience while staying in Inlet Beach and visiting Rosemary Beach. The top floor features one king bed, accommodates up to 2 guests comfortably, private bathroom with a walk-in shower, and has a well-appointed mini-kitchen for added convenience. The bottom floor of the carriage house serves as its own private retreat. Featuring a comfortable king bed, accommodates up to 2 guests comfortably, a convenient mini-kitchen, and bathroom with walk-in shower. The top and bottom floors of the carriage house both have separate, exterior entrances. brbrDesigned with both comfort and ease in mind, Winston at Rosemary Carriage House is the perfect option for a relaxing 30A escape without sacrificing style or convenience.brbr*The main house may be rented out by a different party during your stay. The driveway is common-use space and please park respectfully to accommodate everyones needs. If you are interested in booking the entire property, the main house and carriage house, please let us know. The carriage house does not have access to the pool or any amenities located in the front or backyard (behind the gate). brbr*While this property sits on the edge of Rosemary Beach and Inlet Beach and has prime views of the Rosemary Beach Tennis Courts, this home is not located within the Rosemary Beach Community limits. 32 N Winston Lane does not have access to the Rosemary Beach Community amenities or private beaches. The tennis courts are public access.brbr*Construction Notice: there are townhomes being constructed near by. Estimated that exterior work should be completed by late spring. brbr~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~brbrHome Highlights brSleeps 4br2 Bedrooms (exterior entrances for both rooms)br2 Full BathroombrSquare Feetbr2 Minute Walk to Public Beach AccessbrMini KitchensbrParking for 2 Vehiclebr2 Beach Cruiser BicyclesbrbrCarriage Housebr- Top floor: King size bed, bathroom with walk-in shower, mini kitchen with stove/oven, dishwasher, microwave, mini fridge, and coffee makerbr- Bottom floor: King size bed, bathroom with walk-in shower, mini kitchen with a mini beverage cooler, microwave, and small stove/ovenbrbrAdditionalbr- Parking for 2 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.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 cancelation fee, deposits are fully refundable if cancelations 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 AMbr- 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.

Bed

Bath

Sleeps

$684.28

/ Nightly

Private Vacation Home

Home with Private Pool, Beach Access, Outdoor Shower, Grill and Bikes

Rosemary Beach, Florida, United States

HOME HIGHLIGHTS:br- Located in a gated community on the south side of 30A, just 100 yards from the community private beach and directly next door to Rosemary Beachbr- Private deeded beachbr- Private heated pool *Pool heating available October 1-May 1 for $30 per day*br- 3 adult bikes br- Extended staybr- Complimentary beach setups each morning include 2 beach chairs with 1 umbrella (Mar 1-Nov 30)br- Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkoutbrbr*Spring Break 2026- Water's Edge community will have a 7pm curfew for unaccompanied minors under age 18 without parental supervision from March 1st through April 19, 2026.brbrDETAILS: Experience all the charm of Seacrest Beach with a peaceful retreat at Villa Paradiso, a 3-bedroom, 3.5-bathroom home that sleeps 10. This laid-back community offers beautiful beaches and a family-friendly town center packed with tempting restaurants and local boutiques. Guests will love savoring the sunshine beside the home’s private pool, biking to next-door Rosemary Beach for a scoop of ice cream at The Sugar Shak, or strolling to the beach—only 100 yards away!brbrThe first level of this 3-story coastal home welcomes guests with an open kitchen, living space, and dining area—all smoothly connected for effortless togetherness. The chef of the group will appreciate the kitchen’s high-end appliances, granite countertops, and spacious island, while the shiplap detailing creates a pleasant, coastal setting for preparing meals. A few steps away, the large dining table has plenty of bench seating, perfect for seafood feasts after a day spent on the beach. Recline on the living area’s 2 sofas and 2 armchairs to unwind and watch TV in the cool AC. Outside, a furnished porch overlooks the enclosed pool and surrounding palm trees. Sip sangria while enjoying the overhead fan’s sweet breeze or amble down to the poolside to stretch out on the comfortable loungers. Rest in luxury in the primary bedroom, which boasts a plush king bed and a private bathroom.brbrTake the stairs to the second level, where an additional primary bedroom with an inviting king bed, private bathroom, and balcony offers a tranquil haven. Kids and extra guests can take advantage of the delightful bunk room, featuring 2 full-over-full bunk beds and a private nook with 1 twin-over-twin bunk bed. A shared balcony is accessed off the hallway—start each morning with a moment relishing the fresh, seaside air.brbrThe top-floor living space encourages guests to spread out and relax, with soft seating, a TV, and a sunlit porch for admiring the neighborhood and tantalizing Gulf views.brbrWith a private pool, Gulf views, and walkable beach access, Villa Paradiso has everything guests need for a charming, unforgettable Seacrest Beach getaway. On-site parking and 3 complimentary adult bikes make exploring easy, though there’s no need to drive with community beach access right off Geoff Wilder Lane—simply follow the road or the walking path behind the home. Book today!brbrSLEEPING ARRANGEMENTS (Sleeps 10):brFIRST FLOOR: br- Primary Bedroom: King Bed, Private Bathroom with Shower OnlybrbrSECOND FLOOR: br- Primary Bedroom: King Bed, Private Bathroom with Shower/Tub Combobr- Guest Bedroom: Two Full-over-Full Bunk Beds and Twin-over-Twin Bunk Bed in Private Nook, Private Bathroom With Shower/Tub CombobrbrTHIRD FLOOR: br- Additional Living Area: Loft and Porch with Gulf Viewsbrbr*Weddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property and forfeit any rental payments and be subject to HOA, community, and 360 Blue fines.brbr*The Water's Edge Board of Directors has instituted a curfew for everyone 18 years old and under of 8:00 PM effective immediately!brThis curfew will follow the same guidelines put forth by Rosemary Beach and they consist of:brbr1. Curfew for anyone under the age of 18 not accompanied by their parents. They will be asked to return to their rental property or leave Water's Edge if they are not guests.brRefusal may result in criminal charges.brSecurity will be on premises and will be verifying they are guests of Water's Edge.brbr2. No backpacks, coolers, bags, etc., capable of concealing alcohol or other illegal contraband will be allowed.brbr3. Dry beach (no alcohol) 8:00 PM to 6:00 AM.brThis curfew will extend for the duration of Fall Breaks and may extend past that time at the direction of the Board of Directors, depending on compliance and the safety of the community.

3

Bed

3

Bath

10

Sleeps

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