Vacation Rentals By Owner In Rosemary Beach, FL

Come visit Serenity Palms 30a. Newer 2018 luxury home built for entertaining multiple families under the same roof. Located in the popular Seacrest Beach community this home is nestled between exclusive Rosemary and Aly's beach developments, easily within walking distance of the amenities from each. Resort style 12,000 square-foot community pool access is just steps away from this home. The beach is accessible by either a 1/3 mile scenic walk through the palm trees, or ride on the tram which runs from March through October and has a stop just outside of this home's door.

BEAUTIFUL 5bd/5.5b SEACREST Home w/ Resort Style POOL, 5 Decks & Turf Backyard!

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$524.39

HOME HIGHLIGHTS:br• 1 Minute Walk to Beach Walkover A or Bbr• 1 Minute Walk to Coquina Poolbr• 2 Free Bikes Providedbr brHardwood floors and neutral tones are accented with pops of color throughout this cozy coastal retreat, 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 getaway, the recently refreshed Abaco Pearl Carriage House boasts the perfect blend of style and comfort and is well-designed to enjoy inside and out. brbrThe optimal location maximizes your walkability, allowing you to park the car and live on beach time for 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 br* Can also be rented with adjacent 3-bedroom Abaco Pearl Cottage (VRBO 664767)brbrHOME LAYOUT: (750 square feet - Sleeps 5)brbrFIRST LEVEL: br• Garage with parking for one vehiclebr• Washer and Dryer located in the garagebrbrSECOND FLOOR (ENTRY LEVEL):br• Living Area with Ample Seating and Queen Sleeper Sofabr• Breakfast Area with Seating for 3br• Kitchenette with Stainless Steel Appliances and full-sized stove, oven, and fridgebr• Bathroom with Shower Tub Combobr• Window Seat with Twin Bedbr• Large Balcony with Seating and Dining Table for 3br brTHIRD FLOOR:brLOFT BEDROOM: Queen Bed, Private Half Bath, Television, and ClosetbrbrAMENITIESbr• Garage for One Carbr• Natural Gas Grill - (Shared with Cottage House)br• Clean Bedding Programbr• Two Smart TVsbrbrbrCOMMUNITY 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 an additional fee)br• Shoppingbr• DiningbrbrSTR-025054brTDT-022754

Abaco Pearl Carriage House | Steps to the Beach, Private Coastal Escape

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$526.73

The Southern Serenity Carriage House was designed by the famous local design firm Tracery Interiors. Sleeping the largest amount of guests of any carriage house in our program, Southern Serenity’s Sister provides a stylish, convenient and economical option for multiple guests.brbrThe main level features a private master bedroom with Queen bed, private bath & flat screen TV. The gathering room has vaulted ceilings, flat screen TV with surround sound as well as a pull out Queen sleeper sofa, dining table for up to four guests and kitchen with full size appliances. A spiral staircase leads you to a closed loft with two Queen beds, full bath and TV - perfect for singles, couples, or children.brbrWhether you start a game of bocce on the nearby West Long Green, enjoy the sunshine or stars from your private balcony, or take a stroll to the nearby boutiques, restaurants and pools, Southern Serenity’s Sister is quite an appealing affordable option right here in Rosemary Beach.brbrHOME HIGHLIGHTS:br• Bedding: 3 Queen Beds | 1 Sleeper Sofabr• Clean Bedding Programbr• 2 Complimentary Bicycles Included br• Can also be rented with adjacent 3 bedroom + loft Southern Serenity Cottage (VRBO 969004)br• Fully-equipped kitchenbr• High Speed Wifi Internet Accessbr• Large Balcony br• Street Parking Onlybr• Washer / Dryer in Garagebr• 3-4 Minute walk to beach walkover I or Hbr• 30 Second walk to the Cabana Poolbr• 1 Minute walk to Barbados Pool

Southern Serenity Carriage House – Cozy Coastal Living in Rosemary Beach

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$1361.44

Rosemary Beach Luxury Home w/ Private Pool + Carriage House | Bikes IncludedbrbrPrivate saltwater pool. Separate carriage house. Ensuite bathrooms in every bedroom. Signature Rosemary Beach charm.brWelcome to Harper Cottage & Carriage House, a refined coastal retreat designed for unforgettable family vacations, multi-generational trips, and relaxed luxury in one of 30A’s most sought-after communities.brbrStep through the home’s signature curved entry and into light-filled interiors where exposed wood beams, timeless European-inspired design, and elevated modern comfort create an immediate sense of calm sophistication.brbr Private Saltwater Pool + Secluded CourtyardbrbrAt the heart of the home is a completely private courtyard with a saltwater pool—a rare and highly valued feature in Rosemary Beach.brbrOptional pool heat available: $45/day + taxbrComfortable outdoor seating for lounging and conversationbrNatural gas grill for easy alfresco dinnersbrFully private setting for families and small groupsbrbrCool off after the beach, enjoy an evening swim, or linger outside long after dinner.brbr Elegant Gathering SpacesbrbrThe open-concept main living area is designed for both connection and comfort.brbrChef’s kitchen with marble countertopsbrBeautiful limestone backsplashbrProfessional-grade appliancesbrLarge kitchen island for casual meals and conversationbrDining table for shared mealsbrComfortable living room with ample seatingbrLarge TV for movie nights or game-day downtimebrbrThe home feels polished but livable—luxury without losing warmth.brbr ️ Flexible Sleeping for Families & GroupsbrbrEvery bedroom includes an ensuite bathroom, giving each guest added privacy and comfort.brbrSleeping spaces include:brbrFirst-floor guest suite, ideal for multi-generational staysbrLuxurious primary suite with spa-like bathroombrPrivate sitting area in the primary suitebrBunk room plus daybed, perfect for kids or teensbrAdditional guest suite with queen bedbrbrThis layout works especially well for families, couples traveling together, or groups who want space to spread out.brbr Separate Carriage HousebrbrOne of the home’s biggest advantages is the private 1-bedroom carriage house—a built-in bonus retreat for guests who want extra privacy.brbrThe carriage house includes:brbrFull kitchenbrLiving areabrSleeping accommodationsbrPrivate space separate from the main homebrbrIt’s perfect for anyone who wants a little more independence during the stay.brbr The Rosemary Beach ExperiencebrbrWhen you stay at Harper Cottage, you’re not just booking a home—you’re stepping into the full Rosemary Beach lifestyle.brbrEnjoy access to:brbrMultiple private beach access pointsbrSeveral resort-style community poolsbrCharming butterfly gardenbrPlaygroundbrWalkable shops, dining, coffee, and seasonal eventsbrbrPlus, your stay includes 4 complimentary adult bikes, making it easy to explore Rosemary Beach and 30A like a local.brbr⭐ Why Guests Choose Harper Cottagebrbr✔ Private saltwater pool in a secluded courtyardbr✔ Optional pool heatbr✔ Separate 1-bedroom carriage housebr✔ Full kitchen and living area in the carriage housebr✔ Ensuite bathrooms in every bedroombr✔ Chef’s kitchen with marble counters and professional appliancesbr✔ First-floor guest suitebr✔ Bunk room + daybed br✔ Access to private beach entries and community poolsbr✔ 4 complimentary adult bikesbr✔ Walkable Rosemary Beach locationbrbr✨ Make It Your 30A EscapebrbrStart the morning with coffee in the courtyard, bike to breakfast, spend the afternoon at the beach or pool, then gather for dinner under the Rosemary Beach sky.brbrWhether you’re planning a family vacation, celebrating a special occasion, or simply craving a relaxing coastal getaway, Harper Cottage & Carriage House offers the space, privacy, comfort, and location to make your stay unforgettable.brbrBook now and experience why guests return to Rosemary Beach year after year.

Harper Cottage & Carriage House | Elegant Beachside Getaway with Pool & Bikes

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$392.77

HOME HIGHLIGHTS:br- Walking distance to beachbr- Private balconybr- Flat Screen TV in primary bedroombr- TV, DVD, VCR, and iPod hook up in the living roombr- Free WiFibr- 1 dedicated parking spot with additional parking available throughout communitybr- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkoutbrbrDETAILS: Coco Pucci is conveniently located in the heart of Rosemary Beach, right above the shops. This 1-bedroom, 2-bathroom condo provides the perfect backdrop for a romantic getaway for two or a single-family retreat. The bright and airy living area lets in plenty of light through the French doors leading out to the private balcony and converts to an additional sleeping area with its built-in murphy bed. Hungry The fully-equipped kitchen offers you the opportunity to cook a gourmet meal, or the convenience of nearby town center eateries offer several delicious options as well. The choice is yours! brbrSLEEPING ARRANGEMENTS (Sleeps 4):br- Primary Bedroom: King Bed, Private Bath with Tub/Shower Combobr- Living Room: Queen Murphy Bedbr- Guest Bathroom: Tub/Shower CombobrbrIn addition, you also have access to the 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 and forfeit any rental payments and be subject to HOA, community, and 360 Blue fines.

Condo in the Heart of Rosemary Beach with Community Amenities

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$1694.87

HOME HIGHLIGHTS:br- Private heated pool **Pool heating available October 1 through May 1 for $40 per day**br- Steps to Coquina Poolbr- Close proximity to neighborhood parksbr- Shaded courtyard for outdoor entertainment br- Fully equipped kitchenbr- 2 vehicle parkingbr- 2 Primary suitesbr- High-speed internetbr- 6 adult bikesbr- Parking for 1 vehicle on right side of garage. Additional parking available throughout communitybr- Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkoutbrbr*Newly renovated kitchen as of April 2026 — updated photos coming soon!brbrDETAILS: Pura Vida is a stunning 6 bedroom/4 bathroom home situated on a corner lot in Rosemary Beach. Located South of 30A, Pura Vida is just steps to the Coquina Pool and two blocks from the gorgeous Gulf of Mexico. The first floor offers an open living room, dining room, and gourmet kitchen complete with lovely neutral furnishings. Guests will also find a primary Suite located on the first floor. The second floor holds a second primary suite, a guest bedroom, and a children's bunk room with a set of bunks. The beautiful, newly constructed carriage house is perfect for a small family, offering a cozy living space with a queen sleeper sofa, eat-in kitchen, guest bedroom, and bunk room. Guests are sure to have a fabulous time staying a Pura Vida. When guests are ready to explore the area, hop on one of the 6 bikes to check out the Rosemary Beach Town Center filled with boutiques and great dining options! brbrSLEEPING ARRANGEMENTS (Sleeps 14):brFIRST FLOOR: br-Primary Bedroom: King Bed, Shared Bathroom with Shower/Tub CombobrbrSECOND FLOOR:br-Primary Bedroom: King Bed, Private Bathroom with Shower Onlybr-Guest Bedroom: King Bed, Shared Bathroom with Shower Onlybr-Bunk Room: One Twin-over-Twin Bunk BedbrbrCARRIAGE HOUSE: br-Guest Bedroom: Queen Bed, Shared Bathroom with Showerbr-Bunk Room: One Twin-over-Twin Bunk Bed, Shared Bathroom with Showerbr-Living Room: Queen Sleeper SofabrbrIn addition, you also have access to the 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 and forfeit any rental payments as well as be subject to HOA, community, and 360 Blue fines.

Rosemary Home with Carriage House and Private Pool. 2 Blocks to Beach.

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$745.38

What Guests Lovebrbr• Private Heated Pool (Pool heat may be added for $45/day plus tax)br• 4 Minute Walk to Beach Walkover F or Ebr• Easy Boardwalk Access to Eastern Long Green Parkbr• Newly Upgraded Audio/Video with 55 OLED LG Smart 4K TVbr• Apple TV, Logitech Elite All-In-One Remote & Sonos Sound Systembr• Several Balconies & Porchesbr• Charming Cupola with Seating, a TV, and views of Rosemary Beachbr• 1 Minute walk to Sky PoolbrbrCaptain Jack Cottage, formerly known as Soul del Sol, is located near the RB racquet club and fitness center. Captain Jack Cottage was recently updated and refreshed in the Winter of 2022 is an ideal option featuring a private pool, an open second story floor plan as well as intimate spaces nestled throughout.brbrNative scrub oaks frame the cottage private back courtyard and pool area that lead to the first floor accommodations. The master bedroom features a private bath, flat screen TV, Queen bed and direct access to a comfortable screened in porch. Other accommodations include a guest bedroom with Queen bed and a fun bunk room, both with their own flat screen TVs and access to a second full bathroom. brbrThe open floor plan of the upstairs area is optimal for entertaining and includes a fully equipped kitchen with stainless steel appliances, dining area accommodating six, and an entertainment area housing an oversized flat screen TV which can be enjoyed by all while cooking, dining, or just relaxing. Adjacent to the large main area is a quaint writing nook and spiral staircase that leads up to a cupola with two built in twin beds/seating perfect for some memorable late night story swapping and laughing. brbrWhile not enjoying your own private pool, meander along the oak shaded wooden boardwalk just outside the front door which leads to delectable restaurants, boutiques, beaches and nearby Triangle Park perfect for daydreaming on a bench or catching up on your favorite novel. brbrHOME LAYOUT: (Sleeps 9, Max occupancy 7)brFIRST FLOORbr• Master Bedroom: Queen Bed, Private Bathroom with Walk-In Shower and Tub. (Sleeps 2)br• Guest Room: Queen Bed, Shared Bathroom with Shower Only (Sleeps 2)br• Guest Room: Bunk Room - Triple Bunks with Twin Over Twin Over Twin Beds - Shared Bathroom with Shower Only (Sleeps 3)brbrSECOND FLOORbr• Kitchen and Living Areabr• Dining Area with Seating for 6br• Half Bath Off the Living RoombrbrTHIRD FLOORbr• Cupola - Covered Lounge Space with two custom Twin beds (Sleeps 2)brbrAMENITIES INCLUDED:br• High-Speed Mesh Network WIFIbr• 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• Amenity Passes, Codes for Beach Walkovers and Beach Service ProvidedbrbrSTR-056466brTDT-056466

Captain Jack Cottage - Private Heated Pool, Bikes, 5 Min Walk to the Beach

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$257.52

Coastal Comfort on 30A-Inlet Sands 105brbrThis dreamy studio sleeps 4 (3 beds),and is located beachside of the 30A National Scenic Beach Byway — walk or bike to Rosemary Beach, Alys Beach, & Inlet’s dining & entertainment.brbrDesigned with a clean Coastal Comfort vibe, enjoy the pool, grill, ultra-equipped kitchen, private terrace, & effortless beach days that feel beautifully simple.brbrPark your car, walk everywhere!brbrInlet Sands 105brbr Beach • Pool • Walkable 30A RetreatbrbrInlet Sands 105 is a charming, laid-back coastal escape—where days move slower, the beaches stay wide and uncrowded, and life feels effortlessly in sync with nature.br◽️ 2 Bikes Included!br◽️ Steps to the sugar-white sand beaches of 30Abr◽️ Ground-floor access with private patio and pool viewsbr◽️ Relax by the community pool and gazebobr◽️ Largest public beach access in South Walton nearbybr◽️ 4 Beach Chairs Provided in Unitbr◽️ Walk or bike to Rosemary Beach and Seacrestbr◽️ Easy access to Camp Helen State Parkbr◽️ Quiet, low-rise community—no high-rises or crowdsbr◽️ Laundry Facility On Site!brbrAfter a beach day, hop on the 2 bikes to Rosemary Beach’s town center for dining, shopping, live music, and sunset vibes—or head toward Alys Beach for upscale dining and architectural charm, all just minutes away.brbr Top Reasons Guests Love This Studiobr▫️ Ground-floor unit — no stairsbr▫️ Steps to the beachbr▫️ Private patio with direct pool accessbr▫️ Quiet community atmospherebr▫️ Walk to Rosemary Beach’s Main Street & Western Greenbr▫️ Excellent snorkeling at Grouper Reefbrbr Comfortable AccommodationsbrThis thoughtfully designed studio is ideal for couples or small families looking for comfort, convenience, and location.br▫️ Cozy QUEEN bed in studio areabr▫️ Twin-over-Twin hallway BUNKbr▫️ Sleeps up to 4 guestsbr▫️ Open studio layout with coastal charm and full size kitchenbr▫️ Streaming-ready TV for relaxing eveningsbrbr Snowbird-Friendlybr We LOVE Snowbirds!brLow monthly winter rates available November–February.br▫️ Monthly stays onlybr▫️ Arrival & departure must be on the 1st of the monthbr▫️ Additional $150 monthly cleaning feebr▫️ Alternate dates require pre-approvalbrContact us for a personalized winter quote—we’re happy to help!brbr Live the Gulf Coast LifebrbrA four-season destination that offers something for everyone:brbr Sea-life AdventuresbrDolphin adventures, shelling, and island hoppingbrbr Dive & SnorkelbrExperience the famous Underwater Museum of Artbrbr Boat | SailbrSunset sails and day cruises to Shell Island, St. Andrew’s Bay, and Crab Islandbrbr BonfiresbrInlet’s sunset bonfires with full vendor setupbrbr PaddlebrSUP or kayak the Gulf or Lake Powellbrbr BikebrTimpoochee Trail links lakes, parks, beaches, townsbrbr SpabrLuxury spa days at The Pearl in Rosemary Beachbrbr FishbrCharter a deep sea adventure or cast a line in the surfbrbr Shopbr30Avenue, Rosemary Beach, Alys Beach, Silver Sand Outletsbrbr Weekly EventsbrMovies, concerts, markets, craft fairs, & festivalsbrbr———brbr Life’s Necessities • Minutes Awaybrbr 1 block: Coffee & dining:br 3 blocks: Seafood, wine, & beer marketsbr 4 blocks: Upscale dining, boutiques, live musicbr 10 minute bike ride: Spa, gym, yoga, & tennisbr 6 minute drive: Grocerybr 20 mile drive: Top PGA golf clubs & outlets

️30A-Steps2Beach-Inlet Sands 105-Bikes&Community Pool ️

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$763.1

30a Beach Properties presents the Crown Penthouse. This 58 Main St Rosemary Beach location offers fabulous gulf, western green and sunset views. This rare south Main St address is steps to restaurants and the beach. A perfect location for easy family beach access or attending a wedding. New interiors by local professional designer feature soft natural fabrics and crisp clean bedding in a refreshing beach design that will invite you to relax with family and friends! At 1500 sf, the Crown Penthouse occupies the entire 3rd and 4th floors of 58 Main Street. Over 400 sqft of private balconies provide spectacular Rosemary Beach views and gulf breezes. brbrWe provide passes to access all 4 Rosemary Beach Community pools, and any of the 9 Beach WalkoversbrbrAll towels, bed linens, blankets, comforters, and pillow/mattress protectors are professionally laundered for every new reservation! brbr3rd floor: The spacious kitchen/dining/living floorplan opens to the 3rd floor balcony overlooking Main Street & Western Green. Bedroom 2 has its own private sunset balcony. br4th floor: The inviting master bedroom suite and lovely bath feature a sunset terrace that overlooks the homes and rooftops of Rosemary Beach. brbrMaster: King, private bath and balcony brBR 2: Queen, bath and balconybrBunk: cozy built in (adjacent to ling room on main floor)brbrFully equipped kitchen, breakfast bar, and comfortable dining area featuring travertine flooring.brbrNote: No elevator, stairs only. One reserved parking space.brbrThe roof sunset terrace and balconies open to the panoramic glittering Gulf waters.brbrThe Barbados pool and Coquina Pool (heated) are nearby. Boardwalk 'G' is steps away. Two entrances from Main St or West entrance provide easy, clean stair access.brbrFeaturesbr•One reserved parking space plus off street parkingbr•Fully-equipped kitchenbr•New furnishings, bedding in an upscale lookbr•Wireless Internet, flat panel TVsbr•Washer/dryerbr•Iron and board brbrWe look forward to hosting you!

Gulf View: Crown Penthouse on Main St, across from Pearl Hotel

Rosemary Beach, Florida, United States

Bed

Bath

Sleeps

$310.61