Home Vacation Home Rentals By Owner In Rosemary Beach, FL

Showing 140 Of 380 Vacation Rentals
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Exceptional(12)

$784.26

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Private Vacation Home

New Luxury 4BR home in heart of Seacrest Rosemary Alys 30A

Rosemary Beach, Florida, United States

Prime Beach Luxury: Brand-New Custom 4-Bedroom Haven on 30A – Steps from EverythingbrbrWelcome to your serene, newly built custom luxury beach retreat in the heart of Seacrest Beach—boasting 4 spacious bedrooms, 5 bathrooms, and timeless Bermuda shutters for that classic coastal charm.brbrCross the inviting front porch, step inside, and be enveloped by soaring natural light pouring into the expansive open-concept living and kitchen area. Modern comforts meet sophisticated design in this spa-like escape. The show-stopping gourmet kitchen features a stunning waterfall quartz island and countertops, elegant polished-nickel custom lighting, and premium professional stainless-steel appliances—perfect for effortless meals or for gathering around.brbrThe real magic unfolds outdoors: an expansive covered deck with a built-in grilling area, privacy screening, and an outdoor kitchen. It overlooks lush wooded greenspace and a generous park right next door—easily accessible for play or peaceful strolls. This private backyard sanctuary offers unmatched seclusion, making it ideal for sunset dinners, family game nights under the stars, or simply unwinding in paradise.brbrUnbeatable Location – The Sweet Spot of 30A East. Immerse yourself in the best of Scenic Highway 30A without ever needing a car:br* Pristine beach access: ~5-minute walk (or hop on the free tram)br* Seacrest Lagoon Pool: ~4 minutes walkbr* Rosemary Beach: ~7 minutes walkbr* Alys Beach: ~7 minutes walkbr* Restaurants: ~5 minutes walkbr* Shopping (including The Village of South Walton next door): ~1 minute walkbr* Free seasonal tram service stops right in front of the house—effortless transport to the beach, pool, and community spots.brbrRoom to Relax & Recharge – Sleeps up to 14brFour beautifully appointed bedrooms, each with its own full bathroom (with walk-in shower and spa handsprayer) and unique design, provide ultimate comfort and privacy:brbr* Bedroom 1: Two queen bedsbr* Master Bedroom 2: One luxurious king bedbr* Bedroom 3: Two full double bedsbr* Bedroom 4: Two full double bedsbrbrEvery thoughtful detail awaits: a fully stocked kitchen with all essential dining ware and cooking tools, abundant high-quality linens and towel sets, full-size washer/dryer, large-screen HD TVs throughout (65 in the living area, 50 in each bedroom) with popular channels including HBO, private driveway for up to 4 vehicles (plus street parking), an outdoor shower with foot rinse, and a convenient 220v outlet for electric vehicle charging ($8 daily fee for use).brbrExclusive Seacrest Beach Community PerksbrYour stay includes full access to world-class amenities (amenity bands provided upon check-in):brbr* The iconic Seacrest Lagoon — a breathtaking 12,000 sq ft, 378,000-gallon lagoon-style pool (one of the largest private pools in Florida), open year-round with palm-lined paths, ample loungers, and poolside grill restaurant serving food and beveragesbr* Poolside grill restaurant and beverages br* Grassy amphitheater hosting concerts, movies, weddings, and casual games like Bocce or Frisbeebr* Free seasonal tram service to the deeded beach access (across Hwy 30-A via pedestrian boardwalk or tram easement), Lagoon Pool, and throughout the neighborhoodbr* Over 1.35 miles of shaded walking/biking trailsbr* Proximity to neighboring Alys Beach, Rosemary Beach, and The Village of South Walton for elite dining, boutique shopping, and entertainmentbrbrBooking Essentialsbr* Community/amenity fees included in your rate (accurately enter guest count; modifiable up to 2 weeks before arrival) — includes private beach access, Lagoon Pool, tram system, parks, and up to 4 parking passesbr* Absolutely no pets; no smoking insidebrPrimary booker and check-in guest must be at least 21 years oldbrbrThis meticulously crafted, modern tranquil beach home delivers the ultimate 30A escape—luxury, privacy, and convenience wrapped in coastal serenity.brDreaming of more Explore our two other stunning Florida 30A beach properties on VRBO—click our below links to see them all! We look forward to hosting your perfect getaway.brbr4-bedroom luxury home in Seacrest/Rosemary Beach area (sleeps up to 14 people): www.vrbo.com/9382138br4-bedroom luxury home in Seacrest/Rosemary Beach area (sleeps up to 14 people): www.vrbo.com/2517849
Bed 4

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Bath 4

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Sleep 14

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Exceptional(62)

$1065.4

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Private Vacation Home

Southern Serenity Cottage - Rosemary Beach, Heated Pool, 3-Minutes to Beach

Rosemary Beach, Florida, United States

What Guests Lovebrbr• Private Heated Pool (Pool heat may be added for $45/day plus tax)br• Large Courtyard with Outdoor Dining br• Flat Screen TV’s in All Bedroomsbr• SONOS Sound Systembr• Harmony Elite All-in-One Remote & Apple TVbr• 1 Minute Walk to Cabana & Barbados Poolsbr• Driveway Parking and Two Car Garagebr• Fireplacebr• 3 Minute Walk to the BeachbrbrOn the western end of our quaint coastal town lies Southern Serenity Cottage, a home perfect for a large family or group couples getaway. The West Indies inspired architecture is quintessential Rosemary Beach style, and its comfortable interior will make you feel right at home.brbrThe first floor features the sleeping quarters including a guest room with King bed and second guest room with Queen bed joined by a Jack and Jill full bath. The master bedroom has a comfortable King bed and its own private bathroom with separate tub and shower, granite countertops and walk in closet. Each of the bedrooms has their own flat screen TV including the bonus third story closed-in loft with private bath, bunk bed, and separate twin bed - perfect for kids and late night story telling.brbrThe main living floor on the second story boasts an open floor plan, vaulted ceilings and multiple private balconies making this an easy space for entertaining many guests. Watch your favorite game on the oversized flat screen TV with surround sound, nestle by the fireplace, or get comfy at the game table while trying your hand at chess. Also on the main floor is the kitchen featuring granite countertops, stainless steel appliances and dining area to accommodate six plus nearby circular table accommodating up to four. After dinner, head outside for some fresh air on the shuttered balcony overlooking your private courtyard. brbrBoth the Cabana Pool & Barbados Pool are within walking distance as well as local boutiques, delectable restaurants, and our beautiful beaches. Prefer to stay in No problem. Relax in your private pool with sundeck featuring lounge chairs, grill, and outdoor eating area. Sweet Southern Serenity – a sweet home away from home.brbrNeed a little more space Check out the Southern Serenity Carriage House, located above the garage in the courtyard. Rents separately.brbrHOME LAYOUT: (Sleeps 9)brbrFIRST FLOORbr• Master Bedroom: King Bed, Private Bathroom with Tub and Showerbr• Guest Room: Queen Bed, Shared Bathroom with Shower/Tub Combobr• Guest Room: King Bed, Shared Bathroom with Queen Guest RoombrbrSECOND FLOORbr• Kitchen and Living Roombr• Dining Room with Seating for 6br• Half Bathroom brbrTHIRD FLOORbr• Guest Room Loft: Bunk Bed (2 Twins) & Twin Bed, Private Bathroom with Shower Onlybrbr• For more room, this lot also has a 2 bedroom Southern Serenity Carriage House (Sleeps 6) that rents separately at a discount if rented togetherbrbrAMENITIES INCLUDED: br• High-Speed Mesh Wireless Internetbr• 4 Complimentary Beach Cruiser Bikesbr• Access to Rosemary Beach Fitness Center and Tennis Courts (Additional Cost)br• Access to the 4 Community Pools in Rosemary BeachbrbrTDT-021472
Bed 3

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Bath 3

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Sleep 9

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Exceptional(9)

$772.16

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Private Vacation Home

PRIVATE BEACH/POOL ACCESS-Sophisticated Charm-Caribbean Style Flair-4 Bikes

Rosemary Beach, Florida, United States

This home is located in the town of Rosemary Beach. All guests will enjoy private beach/pool access during their visit.brThe All Seasons Collection 30A is pleased to include this first time rental home in our portfolio of distinctive properties all located in the town of Rosemary Beach.brArchitect Michael A. Piazza, designed this classic Caribbean style cottage for the corner lot on the Kingston Pocket Park in Rosemary Beach, just steps from the Butterfly Garden, Cabana Pool & Owners Pavilion Amphitheatre all within 5 minutes to the Town Center. Renovated to add a 1st floor king bedded master with ensuite and half bath with washer /dryer. The entertainers dream kitchen with high gloss white custom cabinetry, matt black custom island with 43'' Kohler workstation sink/cutting board, KitchenAid French Door Refrigerator & Dishwasher and 5 Burner Dual Fuel Thermador Convection Oven/Range perfect for preparing your favorite meals. Another wonderful feature of this first floor area is the floor to ceiling window panels, allowing for natural light to spill in. Take a stroll outside to your lovely front porch with lounge style seating facing the quiet park and Koi pond while enjoying your morning coffee or evening beverage. brOff the living area towards the main entrance to the home is a tranquil garden style courtyard with grill and an outdoor glass fire table brProceed to the second floor where you will find an additional indoor/outdoor seating area. This level has a king bedded master with ensuite and queen bedroom with a spa style bathroom and a double sink vanity. Two bunk beds complete the sleeping arrangements. Note the crown jewel of the floor is the outdoor porch seating area off the cozy indoor family space. There are just too many wonderful lifestyle features in this home to enhance your vacation experience brParking is open to any designated parking area surrounding the home and passes are provided.brPlease let us know if you have any questions, we will look forward to welcoming you and your family to Rosemary.brThe All Seasons Collection 30AbrbrbrCollapse
Bed 3

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Bath 3

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Sleep 8

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$1708.0

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Private Vacation Home

GULF VIEWS! Game Room, Private Pool, LSV/Golf Cart, Bikes! Sleeps 24

Rosemary Beach, Florida, United States

About this spacebrbrSleeps up to 24! New 6-seater LSV/golf cart & 6 bikes INCLUDED complimentary! Everything included!brbrTHE MOST STUNNING GULF AND LAKE VIEWS THROUGHOUT!!! Just a short walk to the beach!brbrA 30A dream home! Enjoy a private HEATED pool, rooftop terrace with fire pit & sun loungers, multiple expansive balconies, 2 game rooms, 2 wet bars, 2 laundry rooms, ping pong table, shuffleboard, multiple living spaces and more!brbr8 bedrooms (including 3 kings & 3 bunk rooms) EACH with its own dedicated bathroom!brbrThe spacebrbrWelcome to Camp Creek Villa!brbrThis 4-story luxury retreat overlooks the Gulf and Camp Creek Lake and comes loaded with amenities, making it the perfect 30A getaway destination!brbrThe first floor of this home is made for fun and relaxation. As you first walk in, enjoy a spacious game room complete with a ping pong table, a built-in wet bar with a sitting area, and a cozy living area with a large TV. Also on this floor, you'll find a half bathroom, the first laundry room, and the first bedroom, which has three sets of Twin-over-Twin bunk beds. This bedroom uses the dedicated hallway bathroom with a shower/tub combination. brbrSliding glass doors lead straight from the game room to the backyard, where you can step out to your own private pool, outdoor kitchen with BBQ grill, outdoor shower, and plenty of sun loungers for poolside relaxation!brbrMoving up to the second floor, you'll find the heart of the home. This bright and open space lets in a ton of natural light, plus enjoy the breathtaking Gulf and Lake views out the window! The living room features a large cozy couch, and has sliding glass doors that take you out to the expansive wraparound balcony. This living room easily flows into the dining room and then the kitchen, complete with a walk-in pantry with a large wine fridge. There is seating for 5 at the kitchen island, and an additional 8 at the dining room table.brbrAlso on the second floor are three spacious bedrooms. The first has a King bed, balcony access, and an en-suite bathroom with dual vanities and a shower. The second bedroom has a Queen bed, balcony access, and an en-suite bathroom with a shower/tub combination. The last bedroom on this floor is a bunk room with two sets of Twin-over-Twin bunks, that uses a dedicated hallway bathroom with a shower/tub combination.brbrAll the way up on the third floor, you're greeted by a second game room featuring shuffleboard and a built-in wet bar. The game room also has sliding glass doors that lead you out to another expansive balcony, the perfect peaceful spot to unwind. Also on this floor, you'll find a second laundry room, as well as the final four bedrooms. The master bedroom is a private retreat, complete with a King bed, balcony access, a large walk-in closet, and an en-suite bathroom with dual vanities, a glass shower, and a soaking tub. The next bedroom also has a King bed, balcony access, and an en-suite bathroom with a shower. The third bedroom has a Queen bed, balcony access, and an en-suite bathroom with a shower/tub combination. The final bedroom is a bunk room with two sets of Twin-over-Twin bunk beds, and uses a dedicated hallway bathroom with dual vanities and a shower/tub combination.brbrEnd your day on the 4th-floor rooftop terrace, complete with sun loungers, a fire pit, and a covered lounge area with a TV, perfect for watching the sunset and taking in the Gulf/Lake views!brbrWith beach access just a short walk away and local favorites like The Big Chill nearby, this home is in the perfect location!brbrSLEEPING ARRANGEMENTS (Sleeps 24 Guests):brbrFIRST FLOOR:br-Game Room with ping pong table and built-in wet barbr-Laundry Roombr-Half Bathroombr-Bedroom 1: Three sets of Twin-over-Twin bunk beds, dedicated hallway bathroom with shower/tub combinationbrbrSECOND FLOOR:br-Living Roombr-Dining Roombr-Kitchenbr-Bedroom 2: King bed, balcony access, en-suite bathroom with dual vanities and showerbr-Bedroom 3: Queen bed, balcony access, en-suite bathroom with shower/tub combinationbr-Bedroom 4: Two sets of Twin-over-Twin Bunks, dedicated hallway bathroom with shower/tub combinationbrbrTHIRD FLOOR:br-Game Room with shuffleboard and built-in wet barbr-Laundry Roombr-Bedroom 5 (Master): King Bed, huge walk-in closet, balcony access, en-suite bathroom with dual vanities, glass shower, and soaking tubbr-Bedroom 6: King bed, balcony access, en-suite bathroom with showerbr-Bedroom 7: Queen bed, balcony access, en-suite bathroom with shower/tub combinationbr-Bedroom 8: Two sets of Twin-over-Twin Beds, dedicated hallway bathroom with dual vanities and shower/tub combinationbrbrFOURTH FLOORbr-Rooftop terrace with a fire pit and gorgeous views!brbrThere is also a pack n' play at the home for guests' use!brbrGuest accessbrbrThere is parking for 2 cars in the garage as well 3-4 cars in the driveway!brbrGulf Lakes Public Beach Access is only 0.4 miles away, making it an easy walk to the sand! Of course you can also bike or drive the LSV/golf cart.brbrOther things to notebr-The elevator is not for guest use.br-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 may be subject to another day's rental fees.br-Smoking is 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 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 1 - April 30.br-LSV/golf cart is not to be driven past the town of Alys Beach to the east or the town of Seaside 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 LSV/golf cart, pool, bikes, fire pit, or other amenities provided to guests.
Bed 8

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Bath 8

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Sleep 24

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$1087.37

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Private Vacation Home

Rosemary Luxe - steps from restaurants/shops with access to community pools, fitness, and tennis!

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.brbrWelcome to Rosemary Luxe a stylish 2-bedroom, 2-bath condo that comfortably sleeps 8 and places you steps from everything you love about Rosemary Beach. Perfectly positioned in Lofts East at Barrett Square, this coastal escape offers unbeatable walkability to restaurants, boutiques, events, and 4 community pools—all within minutes. Spend quiet mornings enjoying coffee on the furnished balconies, and sun-soaked afternoons strolling to the beach—just a 4-minute walk away.brbrInside, this single-level, sunlit condo provides a relaxed, comfortable setting for a beach getaway. Tile floors in the entry, kitchen, and dining area make post-beach clean-up a breeze. The well-equipped kitchen features high-end appliances and overlooks the main living space, creating a central gathering spot for the group. Enjoy casual meals at the 4-seat breakfast bar or a sit-down dinner at the adjacent dining table. A stacked washer and dryer in the kitchen closet makes it easy to refresh beach towels and swimsuits.brbrThe living area offers rich hardwood floors, a 65 Smart TV, 2 cozy armchairs, and a spacious sectional—perfect for unwinding after a day in the sun. When it's time to rest, guests can choose between two serene bedrooms. The primary suite includes a king bed, 50 TV, private bathroom, access to a private balcony, and a built-in twin-over-twin bunk—ideal for families. On the opposite side of the condo, a second bedroom features a king bed, Smart TV, private bathroom, and its own private balcony. brbrDisclaimer: Active balcony construction on neighboring building during January-Mid-April 2026.
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Bath 2

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Sleep 8

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Exceptional(32)

$1008.71

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Private Vacation Home

5 BR 30A Seacrest Beach Home with PRIVATE HEATED POOL

Rosemary Beach, Florida, United States

This Seacrest Beach (five min walk to Rosemary) home offers a rare combination of a private retreat, while being right in the middle of the amazing Seacrest, Rosemary, and Alys Beach neighborhoods. Located less than a mile from the white sugar sands of the Gulf, this luxury home is ready to host your large gathering with 5 bedrooms, 5.5 baths, a screened-in porch, bonus room, and private heated pool! For a change of scenery, enjoy the 12,000 sq ft resort pool, walk to restaurants, or explore 30A on one of the 4 provided bikes!brbrThe spacebrWalk to Beach or ride the Private Tram to the beach access! | 2 Master Bedrooms | Central A/C | 2,750 Sq FtbrbrWith multiple entertainment spaces inside and out, this home provides the perfect Gulf getaway for group reunions, full-family vacations, and fun-in-the-sun celebrations! Now includes SONOS amp for music throughout living room, screened in porch, and pool area. Either play music through SONOS or airplay your music throughout house.brbrMaster Bedroom: King Bed | Master Bedroom 2: King Bed | Bedroom 3: 2 Twin Bunk Beds, 2 Twin Trundle Beds | Bedroom 4: Queen Bed | Bedroom 5: Queen BedbrbrOUTDOOR LIVING: Covered patio w/ flat-screen TV & ceiling fans, lounge furniture, dining area, propane grill, 4 bicycles, private pool (heated to 85 degrees).brbrINDOOR LIVING: Modern decor, 7 Smart TVs, screened-in porch w/ wall-to-wall windows, farmhouse-style dining table, bonus room w/ mini-fridgebrbrKITCHEN: Fully equipped w/ cookware, dishware & utensils, 1-cup coffee maker, oven, electric cooktop, microwave, high-top bar w/ seatingbrbrGENERAL: Free WiFi, keyless entry, washer/dryer, linens & towels, hair dryers, Pack ‘N Play, high chair, beach towelsbrbrNOTE: We allow certain breeds of non-shedding dogs. Please ask before booking if your dog will be allowed.brbrPARKING: Driveway 2 vehicles; trailer parking prohibited overflow parking allowed on street up to 4 vehicles total, permits provided by security.brbrSECURITY: There are two Nest Cameras on the property. One is at the front door and the other is on the back porch overlooking the back gate. These are monitored for access only.
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Bath 5

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Sleep 14

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Exceptional(72)

$782.62

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Private Vacation Home

Uncorked Cottage - Rosemary Beach Cottage, steps from shopping and dining

Rosemary Beach, Florida, United States

What Guests Lovebrbr• 4 Free Bikes Providedbr• HDTV, Apple TV, Sonos Sound System, Harmony Smart Remotebr• Whole Home Mesh Network Google Wifibr• Spacious Covered Front Porch br• Outdoor Gas Grill - Propane - Shared with Carriagebr• Parking in the garage for one vehicle, a parking pass will be issued to utilize street parking for a second vehiclebr• 7 Minute Walk to the Beachbr• 1 Minute Walk to Sky Poolbr• Access to 4 Private Rosemary Beach Community Poolsbr• Outdoor ShowerbrbrThe Uncorked Cottage is a Rosemary Beach sanctuary, sure to fulfill your highest expectations of the perfect beach vacation home! Professionally decorated from floor to ceiling, this property boasts elegance and class. You’ll find light colors and modern beach accents like driftwood, cork, and seashells throughout.brbrThe Uncorked Cottage features 3 bedrooms and 3.5 baths, accommodating up to 8 guests. The first level offers an open-concept kitchen, dining, and living room, flooded with natural light from the many windows and tall ceilings. Enjoy the convenience of a fully equipped kitchen to cook up all your family favorites. The back porch opens directly onto a small grassy green, perfect for a breath of fresh air. On the second level, you’ll find the master suite, guest suite, and laundry closet. The guest suite holds a KING bed, flat screen TV, private bath, and a small private balcony overlooking the courtyard.brbrThere’s more than enough space for 2 in the master suite with a KING bed, study nook, walk-in closet & large private bath. Take a break on the private balcony styled with an oversized porch swing and seating area, complete with custom cushions and shutters you can leave open or close for a little more privacy. We recommend leaving the shutters open since the balcony overlooks a beautiful green with a fountain and large tree limbs hanging overhead. Moving up to the third level, this loft-style room holds 4 TWIN beds, a flat-screen TV & full bath.brbrThe courtyard is fully furnished and provides access to the gas grill. Reserved parking for one vehicle will be provided with this home, as well as four complimentary bikes. What better place to ‘uncork’ and relax than the Uncorked Cottage in Rosemary Beach brThe Uncorked Cottage also has an Uncorked Carriage House that can be rented with it at a 25% discount.brbrHOME LAYOUT: (Sleeps 8)brbrFIRST FLOORbr• Kitchen and Living areabr• Half bathroom off the kitchenbr• Dining room seating 8brbrSECOND FLOORbr• Guest Room: King Bed, Private Bathroom with Shower Only. Includes 27 “Flat Screen TVbr• Master Bedroom: King Bed, Private Balcony, 32” Flat Screen TV and Private Bathroom with Shower OnlybrbrTHIRD FLOORbr• Guest Loft Room: 4 Twin Size Beds, Private Bathroom with Shower/Tub Combo. Includes 46” Flat Screen TVbrbrThe Uncorked Cottage also has an Uncorked Carriage House that can be rented with it at a 25% discount.brbrAMENITIES INCLUDED: brbr• Access to Rosemary Beach Fitness Center and Tennis Courts (Additional Cost)br• Access to the 4 Private Community Pools in Rosemary BeachbrbrTDT-036944
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Bath 3

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Sleep 8

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Exceptional(105)

$1171.69

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Private Vacation Home

Rosemary Cottage | Private Boardwalk to Beach | 4BR | Bikes + Pet-Friendly

Rosemary Beach, Florida, United States

What Guests Lovebrbr · 4 Free Beach Cruiser Bikes included with every staybr · Pet-Friendly — fully gated courtyardbr · Private boardwalk leads straight to the Gulfbr · Slight Gulf views from the top-floor balconybr · Professional cook’s kitchen — new appliances, updated throughoutbr · Private cobblestone parking pad — fits up to 4 vehiclesbr · Sonos sound system, Apple TV & Universal Remote throughoutbr · 3 separate HVAC systems — one per floor for personalized comfortbrbrWake up steps from the Gulf at Villa Rose Cottage — Rosemary Beach four-bedroom Southern charmer where a private boardwalk through the dunes is your daily path to turquoise water and white sand. Whether you're grilling in the gated cobblestone courtyard, uncorking a bottle at the wet bar, or cruising 30A on one of the four included beach bikes, this home is built for the kind of trip your family talks about for years.brbrHome Layoutbrbr1st Floorbr · King Primary Suite 1: Private bath with shower, private door to screened porch & side yardbr · King Primary Suite 2: Private bath with shower, private door to screened porch & side yardbr · Queen Guest Suite: Private bath with shower, private door to screened porch & side yardbrbr2nd Floorbr · Open living room with HDTV and Sonos systembr · Professional chef's kitchen with new appliancesbr · Formal dining areabr · Wet bar with wine coolerbr · Half bathbrbr3rd Floorbr · Suite 4: 2 queen beds + 2 twin beds, private bath with tub/showerbr · Sitting area with entertainment center, high-speed WiFi & Gulf views — perfect for kidsbrbrOutdoorbr· Screened porch with private door access from all 1st-floor suitesbr· Side yard for a petbr· Gas Grillbr· Fully gated cobblestone courtyard patio with gas grillbr· Private boardwalk through the dunes to the Gulfbr· Private cobblestone parking pad — fits up to 4 vehiclesbr· 4 beach cruiser bikes included with every staybrbrGood to Knowbrbr· Pets must be pre-approved; $200 pet fee appliesbr· Parking for up to 4 vehicles on a private padbr· 3 independent HVAC systems (one per floor)brbrRosemary Beach Community Amenitiesbrbr· Four community pools, including the iconic beachside Coquina infinity poolbr· Nine private beach walkovers — community-only access to powdery white sandbr· Eight clay Har-Tru tennis courts (additional Rosemary Beach fee applies)br· Full fitness center (additional Rosemary Beach fee applies)br· Cobblestone town center with acclaimed restaurants: Ambrosia, Paradis, Pescado, and morebr· Gas-lit pathways and boardwalk trails connecting every corner of the communitybr· Year-round heated Sky Pool with lap lanesbr· Vivo Day Spa & Salon steps from your doorbr· Barrett Square events, live music, and community programmingbrbrSTR-030156brTDT-030156
Bed 4

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Bath 4

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Sleep 12

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Exceptional(95)

$369.92

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Private Vacation Home

Uncorked Carriage House- Perfect Location for A Cozy Rosemary Beach Getaway!

Rosemary Beach, Florida, United States

What Guests Lovebrbr• 2 Free Bikes will be providedbr• Access to all four Rosemary Beach Poolsbr• High-Speed Wireless Internetbr• Washer/Dryer inside unitbr• 26” Flat Screen TVbr• Queen Bedbr• Queen Sofa Sleeperbr• Shower Onlybr• Outdoor Gas Grill - Propane - Shared with CottagebrbrThe Uncorked Carriage House is a quiet & comfy option in the iconic town of Rosemary Beach. Rosemary Beach quickly became the South's premier beach vacation destination, and it’s not hard to see why. The Uncorked Carriage House is a short 5 minute walk or 2 minute bike ride to the beach and only 1-2 minutes to the Sky Pool or Cabana Pool. Prefer to shop and dine Walk 3 minutes to arrive at Barrett Square & Main Street, where you’ll find all the shopping and dining of Rosemary Beach.brbrThe Uncorked Carriage House features one bedroom with QUEEN bed, a living room with QUEEN sofa sleeper and a fully equipped kitchenette with a small dining table for three. There’s also a full bath located in the bedroom. The living room offers a 26” flat screen TV for your entertainment.brbrThis carriage house will also provide two complimentary beach cruiser bikes. Don’t miss the chance to experience Rosemary Beach at the Uncorked Carriage House, which is perfect for small families or a romantic couple’s getaway! brbrThe Uncorked Carriage House also has a 3 bedroom Uncorked Cottage that can be rented with it and you'll receive a 25% discount on the Carriage House.brbrTDT-036944
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Sleep 4

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Exceptional(138)

$387.5

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Private Vacation Home

Hammock Carriage House - Right Next to the Town Center and Two Pools!!

Rosemary Beach, Florida, United States

What Guests Lovebrbr• 2 Free Beach Cruiser Bikesbr• Clean bedding programbr• One side of the garage is available for parking (additional street parking on Water St or Georgetown Ave)br• High Speed WIFI Internetbr• Sleeper Sofa br• Steps from the Racquet Club and Sky Pool (4 Private Community Pools total)br• King-sized bed br• Fully equipped kitchenbr• Short walking distance to North Barrett Square and Main Street br• Washer and dryer located in the unitbr• Small BalconybrbrLife at the beach is relaxed and laid-back, and your accommodations should be as well! Hammock Carriage House offers the perfect place to rest your head after a long day spent at the beach. Retire to this lovely abode for a peaceful night's sleep in a calm, relaxing atmosphere.brbrLocated a short stroll from the Sky and Cabana Pools and minutes from the town square, this studio home is quaintly furnished with a king bed and comfortable sleeper-sofa. It also features a kitchen with a full-size refrigerator, toaster oven, four-burner, flat-top stove and a dishwasher. A spacious white bathroom with a shower and bathtub combination is located just off the main room. You’ll also find a separate closet area with a stackable washer and dryer just behind the bathroom. brbrHammock Carriage House is bright and cheerful with an abundance of windows and a small standing balcony just off the living area. It is decorated beautifully with mixed wood furniture, white linens and pops of color throughout. Wainscot lines the walls and gives the home a polished and sophisticated air. brbrIf you’re looking to getaway for a few days in a quiet and lovely home, look no further than Hammock Carriage House. You’ll feel like you’ve stepped out of the real world into a place of leisure and ease. Just pack your bags and we’ll take care of the “R&R!”
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Bath 1

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Sleep 4

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Exceptional(50)

$1010.75

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Private Vacation Home

Blue Heron Cottage & Carriage House— Luxurious beachy elegance at its best

Rosemary Beach, Florida, United States

What Guests Lovebrbr• Professionally designedbr• Private garage for 2 cars & parking pad for a 3rdbr• Gas grill & Green Eggbr• Viking appliancesbr• 65 inch HDTV in living room w/ Apple TV & Sonosbr• HDTVs in all bedroomsbr• 15-second walk to the Sky Poolbr• 5-minute walk to the beachbrbrMuch like the majestic coastal bird it’s named for, Blue Heron Cottage & Carriage House is classic, elegant, and quintessentially Floridian. Filled to the brim with luxurious finishes— like hardwood floors, marble countertops, and Viking appliances— this serene 4-bedroom/4.5-bath retreat is located on an idyllic sun-kissed corner of Rosemary Beach. You’ll be steps away from the gorgeous Sky Pool and a short bike ride to the sandy beach.brbrEnter through the front door and into the open-concept, professionally decorated living space. Neutral sand tones and crisp whites are accented with pops of soothing navy blue. Painted wood beams highlight the high ceilings overhead. The glossy blue accents continue into the kitchen, where custom cabinets and stainless steel appliances create the perfect spot to brew the morning coffee or flip a stack of banana pancakes in the morning.brbrUpstairs are three private bedroom suites, each with its own bathroom. The primary suite features a sumptuous king-size bed and a spa-like bathroom with a walk-in closet and a freestanding garden tub. The second bedroom has a queen-size bed and a private bathroom with a tub/shower combo. The third bedroom includes a twin-over-twin-size bunk bed and a queen sized bed. There’s also a washer and dryer on this floor.brbrJust across the private courtyard lies the Blue Heron Carriage House. Although a part of the Blue Heron property, the carriage house offers a wonderful separation and feeling of space for large groups. The carriage house includes a bedroom with a queen-size bed, a full bathroom, a living area with a sleeper sofa, and a full kitchen. Charming white shiplap and nautical accent pieces add a lovely, beachy charm to this elegant space. brbrBlue Heron Cottage & Carriage House has lots of peaceful, sun-dappled outdoor space, too. Take your mug of coffee out to the wrap-around balcony in the mornings, or relax with a frosty courtyard cocktail in the late afternoon while burgers grill on the Green Egg. When you’re ready to explore Rosemary Beach, slip on your flip-flops and take a stroll— there are lots of options for dining and shopping right around the corner. Plus, the heated Sky Pool is across the street. And when you want to hit the beach, it’s a short bike ride across 30A to the sand.brbrCOTTAGE LAYOUT: (Sleeps 12)brbrFIRST FLOORbr• Kitchen and living areabr• Dining area with seating for 8 and 5 seats at the barbr• Powder room br• Courtyard with water fountainbrbrSECOND FLOORbr• Primary Bedroom: King bed, private bath with garden tub and walk-in showerbr• Guest Room 1: Queen bed, private bath with shower/tub combobr• Guest Room 2: Queen bed, and Twin-over-twin bunk, private bath with shower/tub combobrbrCARRIAGE HOUSE LAYOUT: (Above Garage)br• Guest Room: Queen bed, private bath with step-in showerbr• Queen sleeper sofa in the living roombr• Kitchen with bar stool seating for 4brbrAMENITIES INCLUDED:br• High-speed WIFIbr• Smart TVs with streaming apps (guests provide their own account login)br• 4 Complimentary Beach Cruiser Bikesbr• Access to Rosemary Beach Fitness Center and Tennis Courts (additional cost)br• Access to the 4 community pools in Rosemary Beachbr• Codes for beach walkoversbrbrTDT-025968
Bed 4

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Bath 4

Bath

Sleep 12

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Exceptional(114)

$1229.02

/ Nightly
Private Vacation Home

Abaco Pearl Cottage - Private Pool, 1 Minute Walk to Beach on S. Side of 30A!

Rosemary Beach, Florida, United States

What Guest Lovebrbr• Private Pool (Pool heat may be added for $45/day plus tax)br• 1 Minute Walk to Beach Walkover A or Bbr• 4 Free Bikes Providedbr• Beach Towels IncludedbrbrHardwood and natural stone floors and neutral tones are accented with updated furnishings and amenities throughout this spacious and comfortable coastal abode conveniently located near the Coquina Pool, Main Street, and, of course, the white sand and emerald waters of South Walton’s world-famous beaches. An ideal beach retreat, the luxurious Abaco Pearl Cottage features a spectacular great room spanning the entire second floor, with comfortable lounge seating for seven, that's filled with natural light from the Florida sun. Poolside loungers and balconies with seating overlooking the front and back of the home make it the perfect setting for enjoying the outdoors in a serene setting. brbr**The home's private pool was renovated in Winter 2024**brbrThe optimal location maximizes your walkability, allowing you to park the car and live on beach time for the duration of your stay, strolling or biking almost anywhere you could want to go. Should you decide to head out for a drive, you’ll find that you’re just minutes from all the iconic communities along Scenic Highway 30A. br* Can also be rented with adjacent Abaco Pearl Carriage House that sleeps 5 (VRBO 664768)br brHOME LAYOUT: (2,076 square feet - Sleeps 8)brbrFIRST FLOOR:br• MASTER SUITE: King Bed, Private Bath with Shower/Tub Combobr• MASTER SUITE: King Bed, Private Bath with Walk In Showerbr• GUEST BEDROOM: Twin Over Twin Bunk Bed, Private Bath with Stall Stand Up Showerbr brSECOND FLOOR: br• Open Living Area with Ample Seating, Sleeper Sofa, and HDTV with Sonos Sound Systembr• Kitchen with top-of-the-line stainless steel appliances and breakfast bar with seating for 6br• Dining Area With Seating for 8br• Half Bathbr• Second Level Balcony off the back of the home with sofa sectional and chairsbr• Second Level Balcony off the front of the home with two rocking chairs and day bed porch swingbr• Laundry Room with Washer and DryerbrbrAMENITIESbr• Garage for One Carbr• Poolside lounge chairsbr• Natural Gas Grill (shared with carriage house)br• Newly Upgraded Audio/Video with 65 Samsung Smart HDTV, Apple TV & Logitech All-in-One Remote, Sonos Sound System!br• Clean Bedding ProgrambrbrCOMMUNITY AMENITIES:br• 4 Community Pools (1 heated) 1 Minute Walk to Coquina Poolbr• 30 Second Walk to Playground Parkbr• Spa offering a wide variety of services, including massage therapy, facials, nail services, and refreshing body treatmentsbr• Rosemary Beach Fitness Center with top-of-the-line Equipment and Certified Personal Training (use available for a fee)br• Shoppingbr• DiningbrbrSTR-025054 brTDT-022754
Bed 3

Bed

Bath 3

Bath

Sleep 8

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Exceptional(74)

$979.68

/ Nightly
Private Vacation Home

Rose Cottage — Cozy Rosemary Beach Getaway with Bikes, Steps from the Sand

Rosemary Beach, Florida, United States

What Guests Lovebrbr• 4 Free Bikes will be providedbr• 1 Block from Rosemary restaurants and shoppingbr• 2-minute walk to the beachbr• Relaxing and spacious covered front porch to enjoy the beautiful outdoorsbr• Access to Rosemary Beach Poolsbr• High-Speed Wireless Internetbr• 65 Samsung Smart HDTV in living, 46” in master, 40flat in guestbr• Apple TVbr• Surround Soundbr• Outdoor Gas grill-natural gas from home with minimal prep for afternoon  or evening barbecuebr• Spacious and well-furnished living area for hanging out with family and friendsbr• Private Parking Pad for Two Vehiclesbr• Outdoor ShowerbrbrWelcome to the Rose Cottage, a cozy abode just seconds from the heart of Rosemary Beach. Located on the beach side of scenic Highway 30A, you can have your toes in the sand within 2 minutes, or take an even shorter stroll over to award winning, Restaurant Paradis for an unforgettable dinner. Located blocks away from Rosemary shopping and restaurants, you are close to all the action but not too close. Take full advantage of the relaxing and spacious covered front porch to enjoy the beautiful outdoors. brbrThe Rose Cottage boasts coastal décor with wood accents and earthy tones, newly painted and furnished interior. With beautiful French doors framing the living room, the main floor offers an abundance of natural light with tall ceilings. The fully equipped kitchen is completely open to the dining room, which accommodates up to eight adults for a seated meal together. Prefer to dine outdoors Set the outside dining table for dinner instead, conveniently located just off the dining room. In the kitchen you will be pleasantly greeted with all stainless steel appliances and plenty of counter space. Just down the hall from the kitchen, the living room is spacious and well furnished for hanging out with family and friends. The focal point of this space is undoubtedly the 65” Samsung flat screen TV. A half bath can be found between the living room and kitchen.brbrAll three bedrooms are on the second floor of this home; the master suite with king bed, 50” Samsung flat screen and private bath, a bunk bedroom with two sets of twin bunk beds, and a guest bedroom with queen bed and 40” flat screen TV. The upstairs shared bath is conveniently located between the bunkroom and guest bedroom, and has a walk-in shower equipped with two showerheads. Relax and take in the serene setting of treetops and blue sky from the balcony off the master suite, which has private access and is furnished with four lounge chairs with two matching tables. Each guest bedroom is styled with a balcony stoop overlooking a beach boardwalk. Not to mention shared access to the larger balcony through the doorway at the top of the stairwell. brbrWith so much outdoor space, plan to cook out on the easy-to-use natural gas grill, with gas line running directly from the house, or grab your favorite book and sunbath for a few hours.brbrOnce settled in, the Rose Cottage truly becomes a home away from home, but better because it’s at the beach.brbrSTR-052684 brTDT-052684
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(85)

$715.92

/ Nightly
Private Vacation Home

Beautiful Southside 30A Designer Cottage 150 Steps to Community Pool and Beach

Rosemary Beach, Florida, United States

Beach MusicbrCharming Coastal Retreat Steps from the GulfbrbrHome IntroductionbrWelcome to Beach Music, a beautifully designed beachside retreat located in the exclusive gated community of Sunset Beach along scenic 30A. Just 150 footsteps from the sugar-white sand and emerald waters, this inviting getaway offers the perfect blend of relaxed coastal living and upscale convenience with access to a private Gulf-front community pool.brbrThoughtfully curated by professional designers, Beach Music features chic interiors, comfortable gathering spaces, and private outdoor living areas ideal for unwinding after a day at the beach. With easy access to nearby shopping, dining, and entertainment in Rosemary Beach and Alys Beach, this home is the perfect setting for an unforgettable 30A vacation.brbrHome Highlightsbr- 150 footsteps to Seacrest Beach accessbr- Private Gulf-front community pool exclusive to Sunset Beach guestsbr- Gated neighborhood adjacent to Rosemary Beach and Seacrest Beachbr- 2 Taxi Bikes included with staybr- Gulf view from the second-floor balconybr- Covered front porch with outdoor propane grillbr- Covered patio with cushioned seating and outdoor dining br- Full kitchen with modern appliances and ample counter space for meal preparationbr- Dining table with seating for 6br- Smart TV in the living roombr- Bluetooth stereo systembr- Cable and high-speed WiFi throughout the homebr- First-floor laundry room with stacked washer and dryerbr- Driveway parking for 2 vehiclesbr- Complete Clean Linen Program with all linens laundered after every staybrbrSleeping Arrangementsbr- Second Floor King Suite with private balcony access and ensuite bath with walk-in showerbr- Second Floor Twin Guest Room with two twin beds and private balcony accessbr- Queen sleeper sofa in the first-floor living room with nearby full bathbrbrLocation Perksbr- 3 minute walk or bike ride to shopping and dining in Rosemary Beach and Seacrest Beachbr- 5 minute drive to 30Avenue for dining, shopping, and entertainmentbr- 8 minute drive to Publix (the largest in the country) for groceries and vacation essentialsbr- Minutes from popular 30A restaurants, coffee shops, and beach experiencesbrbrKnow Before You Gobr- Strict no pet policy per neighborhood regulationsbr- Fireplace is decorative onlybr- A mid-stay clean is required for reservations 10 days or longer and is included in your ratebr- Additional concierge services available including beach bonfires, bike rentals, beach chair setups, and chef experiencesbr- Community pool access is exclusive to guests staying within Sunset BeachbrbrSTR-205436brTDT 205436
Bed 2

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Bath 3

Bath

Sleep 6

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Exceptional(36)

$1244.58

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Private Vacation Home

Chloe's Cottage and Carriage House: Private Pool, Bikes, South Rosemary Beach

Rosemary Beach, Florida, United States

What Guests Lovebrbr• Private Pool with water feature (Pool heat may be added for $45/day plus tax)br• Outdoor fire pit br• Parking - 2 Garage spaces and ample parking for 2 cars in the driveway. There is also parking on Windward Lane and Round Rd. br• Newly Upgraded Audio/Video with 55 Smart HDTV & Sonos Sound System!br• High-speed Internet br• 1 Minute walk to the beach br• 6 Adult Bikesbr• Playground nearby brbrWelcome to our freshly remodeled, luxury beach cottage nestled in the charming community of Rosemary Beach. This exquisite home is the perfect haven for crafting cherished memories with your loved ones. Wake up to breathtaking sunrises and wind down your evenings with unforgettable sunsets from the park-facing balcony.brbrThe first floor boasts an expansive master suite adorned with a plush king-sized bed and a private bath for your utmost comfort. This lavish retreat includes a king guest room, a full bath, and a kids' room featuring two cozy bunk beds. A pool den with a snug sofa bed and a 43 smart TV. Step outside to discover a serene patio oasis with a refreshing pool and a charming fire pit, perfect for cozy gatherings under the stars.brbrAscending to the second floor, you’ll be greeted by a picturesque vista overlooking the park. A spacious kitchen awaits here, complete with an island for culinary adventures. Adjacent to the kitchen, a graceful dining room beckons, ideal for hosting memorable meals with loved ones. Unwind in the enclosed screen porch just off the kitchen informal dining room, where tranquility and relaxation await. A see-through fireplace seamlessly connects the kitchen area to the expansive living room and bar, complete with convenient amenities like a small refrigerator, sink, and ice maker, ensuring every moment spent in this coastal retreat is imbued with comfort and luxury.brbrThe carriage house boasts a full kitchen, providing all the amenities needed for culinary delights. A sumptuous king-sized bed invites you to sink into tranquility, ensuring restful nights after days spent soaking in the sun and surf. For added convenience, a comfortable pull-out sofa is available, accommodating additional guests with ease. The attached full bath offers convenience and comfort, completing this cozy haven.brStep onto the balcony and behold a breathtaking vista overlooking the sparkling pool below. Whether you're savoring your morning coffee or toasting to another beautiful day on the coast as the sun sets, this balcony serves as the perfect vantage point for relaxation and reflection.brbr**The cottage (main) house's 3rd floor loft is locked off**brbrFIRST FLOORbr• PRIMARY SUITE with king-sized bed and ensuite BATHROOM (Sleeps 2)br• GUEST BEDROOM with king-sized bed and ensuite BATHROOM (Sleeps 2)br• BUNK ROOM with 2 bunk beds (Sleeps 4)br• DEN with sleeper sofa (Sleeps 2)br• PRIVATE COURTYARD and POOLbrbrSECOND FLOORbr• LIVING ROOM, DINING AREA, and KITCHENbrbrCARRIAGE HOUSE (Sleeps 4)br• LIVING ROOM, KITCHENbr• GUEST BEDROOM with a king-sized bed br• SLEEPER SOFA brbr* This property rents on a Saturday - Saturday basis during Spring Break & Summer brbrTDT-028952
Bed 4

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Bath 3

Bath

Sleep 12

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Exceptional(2)

$952.8

/ Nightly
Private Vacation Home

PRIVATE BEACH/POOL ACCESS-Spacious and Comfortable-Relaxing Outdoor Space

Rosemary Beach, Florida, United States

The All Seasons Collection 30A is pleased to offer this fabulous home as part of our distinctive collection of vacation getaways with private beach and pool access, exclusively located in the town of Rosemary Beach.brThis exquisite 4-bedroom, 5-bath home offers the perfect blend of comfort and chic design. The open floor plan creates a spacious and airy ambiance, ideal for both relaxation and entertaining. Enjoy ultimate privacy as this secluded property faces a serene open park. Impeccably maintained, this property is new to the rental market.brFrom the moment you enter you will experience a sense of relaxation, as this home combines the charm of outdoor living with the luxury of indoor comforts. The first floor features kitchen, dining, living, laundry area, and bathroom with walk-in shower. Also a private seating room off the kitchen with French door access. Perfect for sharing quiet conversation or catching up on reading, that special book you have been saving for a long awaited holiday. The chef style kitchen with adjoining dining area allows for continuous flow of conversation. As you proceed to the second level you will find three bedrooms with their own baths. The king master with its own entrance to the outside screened in porch with comfortable seating. There is another king and queen bedroom as well. Another feature is the coffee nook with mini fridge. The third floor boasts a private and totally separate living/sleeping area featuring couch, chairs, TV, game table, king bed and bunk beds. Words cannot describe the many unique features of this thoughtfully planed getaway. Just a short walk to the beach and pools. With two dedicated parking places, this property promises ease and convenience.
Bed 4

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Bath 5

Bath

Sleep 10

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Exceptional(78)

$884.92

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Private Vacation Home

Boardwalk to Beach · 4BR | Bikes Included | Heart of Rosemary Beach

Rosemary Beach, Florida, United States

What Guests Lovebrbr · 4 Free Beach Cruiser Bikes included with every staybr · Signature wraparound porch with hammock — the perfect vacation welcomebr · Beach boardwalk path right outside your door — steps to the sandbr · Steps from St. Augustine Green, community pools, Racquet Club & Fitness Centerbr · Walk to Rosemary Beach’s best restaurantsbr · Indoor fireplace for cool evening ambiancebr · Private courtyard with gas grill — shaded outdoor retreatbr · Outdoor shower for post-beach rinsebr · Garage parking included (additional parking on Water St or Georgetown Ave)br · Sleeps up to 10 — ideal layout for families and groupsbrbrTrue to its name, Hammock Cottage greets you with an expansive wraparound front porch and the star of the show — a luring hammock that sets the vacation tone the moment you arrive. Tucked along a beach boardwalk path just a short stroll from the heart of Rosemary Beach, this charming 4-bedroom, 3.5-bath cottage is beloved for its unbeatable central location, character-filled interiors, and effortless layout for groups of up to 10. Grab one of the four included beach cruisers, and you're living the 30A dream before you’ve even unpacked.brbrHome LayoutbrbrFirst Floorbr · King Guest Room: Jack & Jill bath with white tile floors and marble countertopsbr · Queen Guest Room: Shared Jack & Jill bathbr · Bunk Room: 2 sets of built-in twin bunks, private shared bath — perfect for the kidsbrbrSecond Floorbr · Open-concept kitchen, living & dining — light, bright and ideal for entertainingbr · Fully equipped kitchen with stainless steel appliances and a custom backsplashbr · Tall white ceilings, large windows, abstract art, and unique light fixturesbr · Indoor fireplace for cool evenings inbr · Wraparound balcony overlooking the beach boardwalk pathbr · Primary King Suite: private bath, private balcony with views of the boardwalk pathbrbrOutdoorbr· Wraparound front porch with signature hammockbr· Second-floor balcony overlooking the beach boardwalk pathbr· Private back courtyard with shaded patio seating for 4 and gas grillbr· Beach cruiser bikes at boardwalk bike rack — ready to ridebrbrGood to Knowbr· Sleeps up to 10 guestsbr· Garage parking for 1 vehicle; additional parking available on Water St or Georgetown Avebr· Hammock Carriage House located above the garage — available to rent separately for extra spacebrbrbrRosemary Beach Community Amenitiesbrbr· St. Augustine Green and two community pools — steps from the front doorbr· Sky Pool (year-round heated) with lap lanesbr· Barbados Pool — additional community pool accessbr· Nine private beach walkovers — community-only access to white sandbr· Eight clay Har-Tru tennis courts at the Racquet Club (additional fee may apply)br· Full fitness center (additional fee may apply)br· Gas-lit pathways and boardwalk trails connecting the communitybr· Cobblestone town center with acclaimed dining — Ambrosia, Paradis, Pescado, and morebr· Barrett Square events, live music, and community programming year-roundbr· Vivo Day Spa & Salon nearbybrbrTDT-070928
Bed 4

Bed

Bath 3

Bath

Sleep 10

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Exceptional(38)

$1010.71

/ Nightly
Private Vacation Home

Upscale Rosemary w/ Private Pool, Bikes, Courtyard, 5 Min Beach

Rosemary Beach, Florida, United States

Discover Your Perfect Getaway!brbrWhat Guests Lovebrbr* 4 Complimentary Adult Beach Cruiser Bikesbr* Sonos Sound Systembr* Private courtyardbr* Courtyard with private pool (Pool heat may be added for $45/day plus tax)br* Propane Grillbr* Separate Carriage House (guest house above garage)brbrEscape to Hazel's Cottage and Carriage House, an enchanting cottage in Rosemary Beach, ideal for your next serene retreat. This gorgeous home features elegant interiors, a private pool (heating available to purchase), two outdoor showers, a carriage house, and ample accommodations for up to 12 guests. **Indoor and outdoor fireplaces are decoration only**brbrStep inside to find a beautifully furnished living area with plush furniture, perfect for cozy movie nights in front of the flat-screen TV above the fireplace. The stunning kitchen is equipped for culinary delights, boasting stainless steel appliances and quartz countertops. Enjoy meals together at the dining table or the breakfast bar with seating for four.brbrThe second floor offers two bedrooms: a primary suite with a king bed and private bathroom, and a guestroom with two full beds. Additionally, there’s a bunk area with a twin-over-twin bunk bed. Guests in the guestroom and bunk area share a bathroom with a shower/tub combo. The carriage house provides extra guest accommodations, featuring a plush California king bed, a kitchenette, a twin trundle bed, and a bathroom with a spacious glass-front double-rain head shower and a dual-sink vanity.brbrEnjoy the Florida sunshine by the private, sparkling pool, which can be heated seasonally for an additional fee. The home is also equipped with four custom 30A Luxury bikes, perfect for exploring the best local dining, shopping, and entertainment in Rosemary Beach, Seaside, and along the 30A coastal towns—or for cruising over to the sugar-white sandy beach! Guests also have access to four beautiful community pools, perfect for hours of relaxation and fun.brbrDon’t miss out on this exquisite Rosemary Beach cottage!brbrFISRT FLOORbr* Living room, dining area, and Kitchen brbrSECOND FLOOR:brPrimary Bedroom: King Bed, Private Bathroom with ShowerbrGuest Bedroom: Two Full Beds, Shared Bathroom with Shower/ Tub CombobrBunk Area: Twin over Twin Bunk Bed, Shared Bathroom with Shower/ Tub CombobrbrCARRIAGE HOUSE:brGuest Bedroom: Twin Trundle Bed, Shared Bathroom with Double Rainhead ShowerbrLiving Space: California King BedbrbrTDT-013850
Bed 3

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Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(13)

$759.8

/ Nightly
Private Vacation Home

Home in Rosemary Beach with Amenity Access and Short Walk to Beach

Rosemary Beach, Florida, United States

HOME HIGHLIGHTS:br- Short walk to the beachbr- Walking distance to Barrett Squarebr- Convenient locationbr- Professionally decoratedbr- 2 vehicle parkingbr- 4 adult bikesbr- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkoutbrbrDETAILS: Never Say Never is a 4-bedroom, 4-bathroom Rosemary Beach home that sleeps 10 in comfortable luxury. The house is a short walk to the beach, has a lovely elevated deck, and guests will enjoy peaceful park views from an upstairs balcony. brbrAn open-concept living, dining, and kitchen area encompass the first floor. Rich cherry molding surrounds floor-to-ceiling windows and French doors that flood the space with natural light and wooded views. The spacious kitchen has stainless steel appliances and a raised island that seats 3. A long dining table next to the kitchen seats 6. A wrap-around sofa and armchair in the living area are joined by a smaller dining table that seats 4. A double pair of French doors open to an elevated outdoor deck with lounge chairs, an outdoor shower with privacy doors, and a small table to enjoy lunch or a game of cards. brbrA primary bedroom and 2 guest bedrooms are on the second floor. A guest bedroom with a queen bed shares a bathroom with a shower/tub combo with a second guest bedroom. This second guest bedroom has a king bed and a door that opens to a large wrap-around balcony with lovely views of Triangle Park. Down the hall is a writing desk and a primary bedroom with a king bed, a private bathroom with a shower, and French doors that open to the balcony. A small table with chairs on the balcony creates a beautiful space to sit, enjoy morning coffee or tea, and listen to birdsong from the park.brbrA spiral staircase leads to a third-floor loft with a cozy living room with a wrap-around sofa, flat-screen TV, and a separate bedroom with 2 twin beds with trundles and a private bathroom with a shower. brbrRosemary Beach and nearby Seacrest and Alys Beach are easy to explore, thanks to 4 included adult bikes! With its fabulous location and peaceful views, Bourne Cottage will book quickly. brbrSLEEPING ARRANGEMENTS (Sleeps 10):brFIRST FLOOR:br- Guest Bathroom: Shower OnlybrbrSECOND FLOOR:br- Guest Bedroom: Queen Bed, Shared Bathroom with Shower/Tub Combobr- Guest Bedroom: King Shared Bathroom with Shower/Tub Combobr- Primary Bedroom: King Bed, Private Bathroom with Shower OnlybrbrTHIRD FLOOR LOFT:br- Guest Bedroom: Two Twin Beds with Trundles, Private Bathroom with Shower OnlybrbrIn addition, you also have access to these fantastic Rosemary Beach amenities:br- Coquina Pool: open daily to residents and guests from 9 am to 9 pm.br- Sky Pool: open daily to residents and guests from 6 am to 10 pm (Adult Only Hours, 6 am-9 am & 8 pm-10 pm)br- Cabana Pool: open daily to residents and guests from 9 am to 9 pm.br- Barbados Pool: open daily to residents and guests from 9 am to 9 pm.brbrWeddings are not allowed at this home. If this policy is violated, you may be asked to vacate the property, forfeit any rental payments, and be subject to HOA, community, and 360 Blue fines.
Bed 4

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Bath 4

Bath

Sleep 10

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Exceptional(5)

$1717.7

/ Nightly
Private Vacation Home

Designer Beach Home + Guest Home & Private Beach

Rosemary Beach, Florida, United States

Beach and Boardwalk with Carriage House by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024brbrThis is not your average beach house. Designed by George Israel and just two doors from the sand, Beach and Boardwalk has 3 bedrooms, 4 bathrooms, and the carriage house, 1 bedroom and 1 bath. Full of personality, thoughtful details, and an unmistakable “wow” factor, this will feel more like an experience than just a place to stay.brbrHighlights:br Rosemary Beach!br Steps to private beach accessbr Carriage House!br Private balcony with scenic Gulf viewsbr Stunning interiors and unique architectural detailsbr 4 community pools!br 4-star diningbr ️Boutiques, shops, fun eateriesbrbrInside, it’s stylish but relaxed, filled with curated details, warm textures, and spaces that invite you to kick back and pretend you live here year-round. There’s personality around every corner, from the art to the layout.brbrGulf views and breezy courtyards Yes, and yes. And a carriage house Oh my goodness. The whole place feels like your own private corner of Rosemary Beach. Explore every artistic detail while enjoying modern comforts and effortless beach access, with the town center just a flip-flop stroll away.br brWith Oversee 30A, exceptional service meets unforgettable surroundings. You’ll be taken care of by a local team that’s around every day, with a 24/7 line if anything unexpected comes up. We make luxury feel laid-back. Just like it should.br brOverview:br- Located two homes from the beachbr- Private beach accessbr- 4 community poolsbr- Covered porches and stunning Gulf views from private balconiesbr- Unique nautical-inspired interiorsbr- Dining table for 6, bar seating for 3br- Fully equipped kitchen w/stainless steel appliances and gas stovebr- Beach chair and umbrella service (additional fees)br- Fitness center (additional fees)br- Tennis courts (additional fees)- Beach chair and umbrella service (additional fees)br brOvernight:brFIRST FLOORbr- Primary Bedroom: Queen bed, private bath, tub and glass-enclosed shower, private shuttered porchbr- Guest Bedroom: Queen bed, private bath with showerbr- Bunk Room: Two twin-over-twin bunks, private bath w/shower (no TV)brSECOND FLOORbr- Full bath with tub/shower combinationbrTHIRD FLOORbr- Loft with queen bed, two elevated twin beds, TVbrbrCARRIAGE HOUSE:br- Primary Bedroom: King bed, full private bath, TVbrbr Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
Bed 4

Bed

Bath 5

Bath

Sleep 14

Sleeps

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Home Most popular vacation rentals in Rosemary Beach

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Exceptional(5)

$2733.69

/ Nightly
Private vacation home

Beachy Keen - Located on the Eastern Green!

Rosemary Beach, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(5)

$2107.98

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Private vacation home

Steps to beach-8 bikes-Private pool/heat option

Rosemary Beach, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 20

Sleeps
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Exceptional(5)

$2176.58

/ Nightly
Private vacation home

Seacrest Beach House with Pool, LSV, Shuffleboard, Rooftop Deck, EV Charger and

Rosemary Beach, Florida, United States

Bed 8

Bed

Bath 8

Bath

Sleep 24

Sleeps
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Exceptional(5)

$2223.47

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Private vacation home

Sweet Seas Cottage & CH - South of 30A! Close to the Beach, Coquina Pool & Town Center!

Rosemary Beach, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(5)

$2226.00

/ Nightly
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Luxurious 8-Bedroom with Private Pool, Enchanting Courtyard and Game Room

Rosemary Beach, Florida, United States

Bed 8

Bed

Bath 9

Bath

Sleep 20

Sleeps
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Exceptional(5)

$2294.24

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Private vacation home

Seabrook Cottage - Recently Renovated, South of 30A, Close to Coquina Pool

Rosemary Beach, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(5)

$2435.06

/ Nightly
Private vacation home

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

Rosemary Beach, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(5)

$3363.42

/ Nightly
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Official 30A Show House with Private Pool, Elevator, Putt Putt, Private Beach

Rosemary Beach, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(5)

$3850.00

/ Nightly
Private vacation home

The Belvedere- 5 Level, 7 Bedroom and 9 Bathroom Masterpiece with Private Pool

Rosemary Beach, Florida, United States

Bed 7

Bed

Bath 8

Bath

Sleep 20

Sleeps
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Exceptional(5)

$3759.54

/ Nightly
Private vacation home

Serendipity Cottage & CH - LUXURY HOME! PRIVATE POOL & COURTYARD! 2 MASTERS + 5342 SQ FT!

Rosemary Beach, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps

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