Aerial view of coastal houses with blue roofs, green trees, and a beach with turquoise water in the background under a blue sky with scattered clouds.
White multi-story house with gray metal roof, large windows, and front balcony, surrounded by green trees and landscaping, under a blue sky with scattered clouds.
A modern, white multi-story house with a metal roof, surrounded by palm trees and landscaping, on a sunny day with a blue sky and scattered clouds.
Modern white house entry with black door, three vertical windows, a porch with a hanging lantern, and a brick walkway flanked by landscaping with bushes and flowers.
Entryway with hardwood floors, white walls, several closet doors, a black front door with glass, a window, and a console table with a lamp and decorative tray
A bedroom with a black bed frame, beige bedding, and orange and beige pillows. Two nightstands with lamps on either side of the bed. A painting above the bed. Two windows with beige shades. A white chair with a woven back, a large mirror, and hardwoo
A bedroom with white walls, wood flooring, and modern furniture. Contains a bed with beige bedding, a black dresser, a wall-mounted TV displaying a desert scene, a full-length mirror, a woven chair, and a ceiling fan.
Modern bathroom with glass shower, white subway tiles, wooden vanity, circular mirror, and adjacent bedroom with bed and windows.
Modern bathroom with white tile shower, round mirror, wooden vanity, gold fixtures, and decorative jar.
Sunlit modern bedroom with built-in white bed, wooden shelves, black metal frames, beige curtains, colorful striped rug, and large windows showing neighboring houses.
Interior of a modern bedroom with built-in bunk beds, featuring white walls, wooden flooring, and a colorful striped rug. The lower bunk has a white mattress and a decorative pillow, and there is a bathroom with a toilet visible through an open door
Interior view of a modern house with light-colored hardwood floors, white walls, a staircase with wooden steps and white risers, multiple white doors, and a large window allowing natural light, with a bedroom visible through an open doorway.
Entryway with hardwood floor, white walls, black framed windows and door, black shelving unit, potted snake plant, and wall art of green leaves.
Modern bedroom with wooden flooring, large windows with beige curtains, a bed with light blue bedding, a white dresser, a small armchair, a wall-mounted television, and contemporary ceiling lighting fixtures.
A modern bedroom with a large bed, light-colored bedding, and multiple pillows. There are two pendant lights hanging from the ceiling, and a bench at the foot of the bed with cylindrical cushions. The room has white walls, hardwood flooring, and a wi
Bright bedroom with large black-framed windows, beige curtains, a ceiling fan, a bed with light-colored bedding, a white dresser with a wall-mounted TV, two armchairs, and a full-length mirror.
A cozy living room corner with a patterned armchair, a large beige cushion, three black-framed windows showing a blue sky and greenery outside, beige curtains, and a tall, curved mirror leaning against the wall on a wooden floor.
Modern bathroom with a freestanding bathtub, two wooden vanities with white counters, round mirrors, gold fixtures, and beige window coverings, with small windows and a circular pendant light.
Modern bathroom with a glass shower enclosure, white walls, beige floor tiles, a wooden vanity with a white countertop, a round mirror, beige window shades, and a white freestanding bathtub.
Modern bathroom with white walls, a freestanding tub with a gold faucet, a wooden vanity with a white countertop, an oval mirror, and gold fixtures. There is a large wooden cabinet and beige window shades.
Modern bathroom vanity with wooden cabinets, a white countertop, gold fixtures, a round mirror, and white towels on gold towel bars.
Modern bathroom with white bathtub, gold faucet and fixtures, and beige window blinds.
Empty walk-in closet with white built-in shelves, hanging rods, a wooden door in the center, and wooden floors.
Laundry room with beige patterned wallpaper, black hexagon tile floor, large windows, white cabinetry, washing machine, dryer, laundry basket, drying rack, and cleaning supplies.
Modern laundry room with white cabinets, black faucet, soap dispenser, black shelving with storage baskets, front-loading washing machine and dryer, and a red vacuum cleaner against a patterned beige wall with sunlight streaming through a window.
Upper-floor balcony with gray cushioned chair, small white side table, white railing with cable wire design, view of neighboring homes, palm trees, and blue sky with clouds.
View of a residential neighborhood with modern white houses and green trees, taken from a balcony with a white railing, under a blue sky with scattered clouds.
View from a balcony overlooking a residential neighborhood with trees, parked cars, and houses under a blue sky with clouds.
A modern bedroom with white walls, hardwood floors, and a large bed with multiple pillows. There are two nightstands with lamps, a wall-mounted TV showing a beach scene, and a ceiling fan. A window with Roman shades shows some trees outside.
A modern bedroom with a dark upholstered headboard, beige and gray pillows on the bed, a white bedside table with a black textured lamp and a white lampshade, and minimalist decor including a black wire basket on a white dresser, and an abstract pain
A modern bedroom with white walls and light wood floors, featuring a bed with a white quilt and beige throw, a wall-mounted TV, a white cabinet, a closet with sliding doors, and a window with a beige blind, illuminated by ceiling lights.
Modern bathroom with a glass shower enclosure, white walls, black vanity, and a mirror with industrial-style lighting. There are open white shelves on the right and a small window with a view of trees outside.
A balcony with a gray outdoor sofa and a round black coffee table, overlooking neighboring white houses with metal roofs, greenery, and a blue sky with clouds.
Balcony with gray outdoor couch, round black table, white siding, wooden ceiling, view of neighboring houses with balconies, clear blue sky
Interior view of a modern house with wooden stairs and a bright room with a black-framed window and light-colored hardwood floors.
Living room with a beige sectional sofa, patterned pillows, wooden armchair, coffee table with black objects, window blinds, kitchen in the background, art on the wall, and a flat-screen TV.
Living room with beige sectional sofa, patterned throw pillows, wooden coffee table, flat-screen TV on black cabinet, three windows with beige blinds, white walls, wood flooring, and a stairway on the left.
Open-concept living and dining area in a modern home with white walls, wooden floors, a gray sofa, a wooden dining table with white chairs, and a kitchen with white and wood cabinetry and blue sky visible through the windows.
Modern open-concept kitchen and dining area with white walls, wooden floors, large windows, and a sliding glass door leading to an outdoor balcony with a grill and seating.
Modern kitchen with white cabinets, wooden accents, and a large island with seating. Three black pendant lights hang above the island. Large windows with a view of trees and a blue sky. Decorative vases on shelves and a small wine fridge.
Modern open-concept kitchen with white cabinetry, a large island with a white countertop, black pendant lights, wooden accents, and a dining area with a long table and white chairs.
Modern kitchen with white cabinets, a white countertop, a gold sink, black window frames, wooden cabinets, and black and gold pendant lights.
Modern kitchen with white cabinetry, a gold sink, and black-framed windows showing a view of blue sky and rooftops.
Modern kitchen with wooden cabinets, stainless steel oven, and black stove in the background.
Modern living room and dining area with white walls, wooden flooring, and large windows with beige blinds, featuring a wooden dining table with white chairs and a seating area with a beige sofa and wall-mounted TV.
Modern kitchen with three windows, white and wood cabinetry, hardwood floor, and black window frames, with appliances and decorative items.
Modern kitchen with white cabinets, a stainless steel oven and stove, two windows showing blue sky and clouds, minimal decor, and a light-colored brick backsplash.
Living room with beige sofa, geometric patterned ottomans, wooden desk with chair, wall-mounted round mirror, windows with blinds, and a TV on a wooden stand.
Living room with wall-mounted flat-screen TV showing a beach scene, a wooden TV stand, two geometric ottomans, a desk with a mirror and chair, and a window with a Roman shade.
Modern bathroom with white walls, a wooden vanity with gold handles, and a white countertop with a small sink. Above the sink is a gold-framed mirror. To the right is a white door, and a glass shower enclosure with gold hardware. There is a wall-moun
Modern shower with white tiled walls, a gold showerhead and controls, and a glass door with a gold handle.
Outdoor balcony with a stainless steel gas grill, a small high-top table with two chairs, a black spiral staircase, a wall-mounted fan, and a wood-paneled ceiling under a clear blue sky.
Black spiral staircase on a balcony with gray wooden flooring, white siding wall, and a beige house with a metal roof in the background.
A balcony with wooden chairs and a small table, overlooking rooftops, palm trees, and the ocean under a blue sky with scattered clouds.
Empty garage with a closed roll-up door, a covered car, and various storage bags and items on the right side.
Interior view of a modern home with an open elevator door, wooden floors, white walls, and three closed white doors. A window on the right side lets in natural light.
A dining room with a wooden table, four upholstered cream-colored chairs, and decorative candle holders with candles on the table. A black metal and glass spiral staircase is visible in the background.
Tropical view with palm trees in the foreground, a blue ocean, and a partly cloudy sky.
A view of a luxury resort with a swimming pool, surrounded by palm trees and other greenery, overlooking the ocean under a blue sky with scattered clouds.
Aerial view of residential buildings with metal roofs, a swimming pool, a forest, and ocean in the background under a partly cloudy sky.
An aerial view of a coastal area with a swimming pool in the foreground, surrounded by palm trees and greenery, with a beach and the ocean in the background under a blue sky with scattered clouds.
Aerial view of a long sandy beach with turquoise water, green vegetation, and a city skyline in the background under a partly cloudy sky.
Aerial view of a coastal residential neighborhood with houses and lush greenery, overlooking a sandy beach and the ocean under a partly cloudy sky.
Aerial view of a coastal neighborhood with white houses, trees, and a swimming pool, near the ocean with blue skies and scattered clouds.
Aerial view of a coastal resort community with houses, a swimming pool, surrounded by trees and ocean in the distance under a partly cloudy sky.

Emerald Overlook - Santa Rosa Beach

Santa Rosa Beach, FL

4 Bedrooms | 4 Bathrooms | Bunk Beds w/ Trundle | Sleeps 11

HOME HIGHLIGHTS:

  • Beach Access at the end of the street

  • Community Resort Style Infinity Pool - Heating during Winter Months

  • Outdoor Gas Grill

  • 4 Adult Bikes & Optional Golf Cart Rental

  • Beach Chair Setups and Beach Bonfires (additional charge upon request)

  • Concierge Services

  • 2.7 Miles to Seaside

  • Heart of Santa Rosa Beach (centrally located on 30a to communities such as Dune Allen, Grayton, Watercolor & Seaside)

Request More Information

Why You’ll Love It Here

  • Large 4 bedroom with extra Queen pullout couch with views of the Gulf

  • Proximity to the Beach with Seasonal Beach Shuttle

  • Bright, open living spaces with balcony accesses and perch for sunset viewing

  • Fully stocked kitchen with beautifully crafted design made for large family gatherings

  • Washer & dryer for easy clean-up after beach days

  • Free parking for up to 3 vehicles

Good to Know

  • Check-in: 4:00 PM | Check-out: 10:00 AM

  • Maximum occupancy and quiet hours are strictly enforced

  • No pets and no smoking permitted

  • Minimum age to rent: 25

Your beach retreat is waiting — all that’s left is to choose your dates. Book your stay at 373 Cypress Drive today and make your next Gulf Coast getaway unforgettable.

Your Resort Paradise Just a Short Ride to the Beach

Step inside a professionally curated retreat that sets the standard for modern coastal luxury. Thoughtfully designed with both comfort and style in mind, this open-concept home offers seamless flow between living, dining, and kitchen spaces—perfect for gathering together while still allowing everyone their own space to relax. Whether you’re enjoying morning coffee, preparing meals as a group, or winding down after a beach day, the layout is ideal for effortless entertaining.

Designed with multiple families and larger groups in mind, the home features private bedroom suites that offer peace, privacy, and hotel-level comfort for every guest. Each space is intentionally styled with high-quality furnishings, coastal textures, and refined finishes that feel elevated yet welcoming. Every detail has been carefully selected to create a chic, photo-ready atmosphere—perfect for capturing those Insta-worthy vacation moments.

Located in Santa Rosa Beach near the best of Scenic 30A, this home offers the perfect balance of relaxation, luxury, and convenience. From quiet mornings to unforgettable evenings, this is a space designed for making memories long after your stay ends.

Book your 30A retreat today and experience coastal living at its finest.

Living

  • Central Air Conditioning

  • Ceiling Fans

  • Linens & Towels

  • Washer & Dryer

  • Iron

  • High Speed Internet

  • TV Streaming

  • Outdoor Seating

Outdoor/Amenities

  • Resort Style Infinity Pool next door

  • Fitness Center at the clubhouse next door

  • Resort Clubhouse just steps from the home

  • Outdoor Balconies and Viewing Deck on the top of the home

  • Patio

  • 4 Adult Bicycles with your stay

  • Gas Grill

  • Outdoor Shower

Sleeping

  • King Bedroom with En-Suite Bathroom (First Level)

  • Bunk Bed with Trundle (First Level)

  • Master King Bedroom with Beautiful Oversized Bathroom and Walk-In Closet (2nd Level)

  • King Bedroom with En-Suite Bedroom (2nd Level)

  • Queen Sleeper Sofa with Shared En-Suite Bathroom (3rd Level)

Kitchen

  • Full Kitchen (Dishwasher, Refrigerator, Stove/Oven)

  • Coffee Maker (standard and Keurig)

  • Ice Maker

  • Cookware

  • Microwave

  • Toaster

  • Blender

Nearby

  • Beach Access a short shuttle away

  • Gulf Place (~3 Miles)

  • Seaside & Watercolor (~9 Miles)

  • Alys & Rosemary Beach (19.9 Miles)

  • Medical Services

  • Nearby Grocery

  • Outlet Shopping (~6 Miles)

  • Movie Theaters

  • Cypress Dunes is an exclusive, 44-acre gated neighborhood nestled between Topsail Hill State Preserve and the Gulf of Mexico, offering a tranquil coastal lifestyle with custom single-family homes designed to blend with the natural surroundings. The community is surrounded by lush landscaping, century-old cypress ponds, and scenic views of a coastal dune lake and the Gulf. It’s just minutes from sugar-white beaches, dining, shopping, and Sandestin’s resort amenities — combining natural beauty with convenient access to everything 30A has to offer.

    🌴 Key Amenities

    Cypress Dunes offers a resort-style experience right in your neighborhood

    🏊‍♂️ Pool & Outdoor Spaces

    • Two resort-style swimming pools, including a spectacular infinity-edge pool with Gulf views

    • Jetted spa / hot tub

    • Scenic boardwalks and walking trails through cypress ponds

    • Recreational lawn and green space

    🍃 Club & Social Areas

    • Owners’ clubhouse with gathering spaces

    • Outdoor fireplace and sunset deck with panoramic views

    • Some listings note a chef’s kitchen and entertainment lounge space inside the clubhouse

    💪 Fitness & Sports

    • Fitness center / exercise room

    • Tennis courts

    🔒 Community Features

    • Gated entrance for added privacy and security

    • Proximity to nature and state park trails

    📍 Lifestyle Highlights

    Residents enjoy a peaceful, nature-oriented setting just a short bike ride or quick drive to public beach accesses. The location also provides easy access to Sandestin Golf & Beach Resort, upscale shopping and dining at Grand Boulevard, and plenty of outdoor recreation around Topsail Hill State Park.

  • Seaside & Watercolor ~ 9 Miles
    Grayton Beach State Park ~8 Miles

    Alys Beach & Rosemary Beach ~19 Miles

    Topsail Hill Preserve State Park Gregory E. Moore Rv Resort ~1 Mile

    Grand Boulevard At Sandestin ~4 Miles

    Dune Allen Beach ~1 Mile

    THINGS TO KNOW

    • Golf carts are permitted at the home.

    • No pets are allowed at this vacation rental.

    • Parking notes: There is free parking available for 3 vehicles. Two vehicles must fit in the garage.

    • Guest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay.

  • Beach Setup – Dune Allen

    Price Varies

    Welcome to paradise! We will take care of everything, you just get to lay back and relax. You will get two beach chairs and one umbrella setup and ready to go at your selected 30A beach access.

    Each Setup Includes 2 Chairs + 1 Umbrella

    To Rent Visit:

    https://waltoncountychairs.com/rentals/beach-chair-rentals

  • Bikes, Paddleboards, & Kayaks

    La Dolce Vita
    https://ldvbeach.com/30a-south-walton/30a-delivery/bikes-accessories

    866-651-1869

    Golf Carts

    La Dolce Vita

    ldvbeach.com

    866-651-1869