Cypress Overwatch - 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)
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
Private Pool (heated seasonally upon request - additional charge)
Deck
Patio
Storage Underneath the home with 4 Parking Spaces
Gas Grill
Outdoor Shower
Sleeping
King
2 Queens
Two Bunk Beds
Kitchen
Full Kitchen (Dishwasher, Refrigerator, Stove/Oven)
Coffee Maker (standard)
Ice Maker
Cookware
Microwave
Toaster
Nearby
Seaside & Watercolor (3 Miles)
Alys & Rosemary Beach (4.8 Miles)
Medical Services
Nearby Grocery
Outlet Shopping
Movie Theaters
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Tucked between the Gulf of Mexico and one of 30A’s rare and beautiful coastal dune lakes, the Eastern Lake community offers a relaxed, coastal vibe with unbeatable access to both the beach and the lake. From here, you’re steps from two neighborhood beach accesses — Eastern Lake Beach Access and South San Juan Beach Access — making it easy to spend the day lounging on the sand, kayaking on the lake, or simply soaking up the sun. Eastern Lake is perfectly positioned for exploring 30A’s most beloved towns: less than 5 minutes to Seaside, WaterColor, and Grayton Beach to the west, and a short scenic drive to Alys Beach and Rosemary Beach to the east. Shopping is just around the corner too, from the local flair of Seagrove boutiques to the upscale finds in Alys and Rosemary’s town centers.
When it comes to dining, you’ll have some of 30A’s top restaurants right at your fingertips. For a special night out, Café Thirty-A is just up the road, offering fine dining with a coastal twist. For a more casual bite, the historic Seagrove Village Market Café serves up some of the best fried shrimp and grouper sandwiches on the coast. Surfing Deer is another local favorite, known for its creative seafood dishes and chic beachside atmosphere. You’re also minutes from the lively dining scenes of Seaside and Grayton Beach, with options ranging from rooftop cocktails to gourmet pizza. Whether you’re after fresh Gulf seafood, a romantic dinner, or a quick bite before hitting the water, Eastern Lake’s prime location makes it easy to taste your way through 30A.
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Seaside & Watercolor ~ 3 Miles
Grayton Beach State Park 4.3 MilesAlys Beach & Rosemary Beach ~5 Miles
Topsail Hill Preserve State Park Gregory E. Moore Rv Resort 14.2 Miles
Henderson Beach State Park 24.7 Miles
The Track - Destin 25.2 Miles
Fred Gannon Rocky Bayou State Park 31.8 Miles
Emerald Bay Golf Club 21.9 Miles
Grand Boulevard At Sandestin 16.3 Miles
Blue Mountain Beach 6.9 Miles
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 4 vehicles.
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.
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Beach Setup – Seagrove Beach
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
Ramsgate Beach Access
1 day: $50
2 days: $80
3 days: $120
4 days: $160
5 days: $200
6 days: $240
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Bikes
La Dolce Vita
https://ldvbeach.com/30a-south-walton/30a-delivery/bikes-accessories866-651-1869
Paddleboards and Kayaks
Watersports can be rented through 30A Shade, the beach vendor that manages Ramsgate Beach Access next to Ramsgate Condominiums.
850-842-192530AShadeBeachService@gmail.com
Golf Carts
La Dolce Vita
866-651-1869