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Captains Tower Vacation Rental With Private Pool and Golf Cart

Home Rental in Santa Rosa Beach Florida

Captains Tower is a 5-bedroom vacation rental home in WaterSound, FL with a main house plus carriage house, private pool, golf cart, bikes, and private beach access via a scenic boardwalk.

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Rental overview

Why You'll Love This Rental

Captains Tower is a 5-bedroom, 5.5-bath home in Santa Rosa Beach, Florida, set within the gated WaterSound West community. Sleeping up to 11 across a main house and a detached carriage house, it offers extra privacy for mixed groups. Key differentiators include private beach access via a scenic boardwalk, a private pool, and a 3rd-floor lookout tower reached by a spiral staircase. Practical conveniences include a 2-car garage, a 6-seater golf cart, and five bikes.

Inside, the first floor centers on a modern kitchen with an island, plus dining for five and three additional seats at the breakfast bar. The main level also includes a king primary suite with porch access and a spa-style bath, a guest room with a queen bed and twin trundle, a half bath, and a laundry area. Upstairs are two additional en-suite bedrooms (one king, one queen). The carriage house adds a kitchenette, living area with TV, balcony, and a queen bedroom with a walk-in shower. Outdoor features include a screened-in porch, an enclosed outdoor shower, and both a Big Green Egg and propane grill.

Good fit for
Group and Reunion Family Vacations Long-term stays
Private beach access Private beach access is provided via a scenic boardwalk.
Main house + carriage Detached carriage house includes a kitchenette, living area, balcony, and queen bedroom.
Private pool Private pool on-site with optional seasonal heat for an additional daily fee.
Golf cart included A 6-seater golf cart is included for getting around the neighborhood.
Lookout tower Third-floor lookout tower is accessed by a spiral staircase.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
5 BedroomsBedrooms
5 Full, 1 Half BathroomsBathrooms
Sleeps 11Guest Capacity
3109 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

The home is in WaterSound West, a gated community in Santa Rosa Beach on Florida’s Emerald Coast & Destin Area. The setting is listed as waterfront nearby and near a beach, with private beach access provided via a scenic boardwalk. Guests also have access to a seasonally heated community pool (heated November through February).

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About this rental

About This Rental

Captains Tower is a 3,109-square-foot, 5-bedroom home with 5 full bathrooms and 1 half bath, designed as a main house plus a detached carriage house. Located in the gated WaterSound West community in Santa Rosa Beach, it sleeps up to 11 and includes private beach access via a scenic boardwalk. On-site transportation and storage are well covered with a 6-seater golf cart, five bikes, and a two-car garage.

The first floor is organized for shared time, with a large kitchen and island, a dining table that seats five, and three additional seats at the breakfast bar. A living room sits nearby, and the main level also includes a half bath and a washer/dryer. Sleeping on this level includes a king primary suite with porch access and a bathroom featuring double vanities, a walk-in shower, and a soaker tub. A second first-floor bedroom offers a queen bed with a twin trundle and its own private bathroom with a walk-in shower.

Upstairs, two additional bedrooms (one king and one queen) each have private bathrooms. A spiral staircase leads to the third-floor lookout tower, set up as a separate hangout space with wrap-around windows and seating.

The detached carriage house functions as its own retreat with a kitchenette, living area with a large TV, a balcony, and a queen bedroom with a full bathroom and walk-in shower. Outdoor amenities include a private pool (optional seasonal heat for an additional daily fee), a screened-in porch, an enclosed outdoor shower, and both a Big Green Egg and propane grill. Wi-Fi, towels/linens, and free parking are included, and long-term stays are allowed.

Captains Tower Ln by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Welcome to Captains Tower, an elegantly decorated retreat situated in the exclusive, gated community of WaterSound West. Featuring a stunning main home and a fully equipped carriage house, this property offers incredible space and privacy for your entire group. Unpacking is a breeze with the included two-car garage. Ready to embrace the Florida sunshine? Step out to your beautiful screened-in porch to lounge by the private pool, or load up the six-seater golf cart for a breezy ride around the neighborhood.

Highlights:
WaterSound West (Gated Community)
️ Private beach access via a scenic boardwalk
Private pool! (optional heat)
️ Heated, community pool!
6-seater golf cart
2-car garage
5 bikes!
Big Green Egg & propane grill
5 bedrooms, 5.5 baths (Main House + Carriage House)
3rd-floor lookout tower with panoramic windows

The first floor is anchored by a large, modern kitchen designed for seamless coastal entertaining. Enjoy meals together at the dining table with seating for five, supported by three additional spots at the breakfast bar. Afterward, settle into the living room's plush, cozy seating for a relaxing evening, with a convenient half bath and laundry room perfectly situated on the main level.

Sleeping arrangements are exceptionally well-planned across the property. The main floor features a magnificent king primary suite offering direct porch access and a spa-inspired bath with double vanity sinks, a walk-in shower, and a deep soaker tub. Also downstairs is a versatile room featuring a queen bed with a twin trundle, complete with its own private bathroom and walk-in shower.

Head up to the second level to find two more elegant sanctuaries—a king guest bedroom and a queen guest bedroom, each with their own private baths.

Ascend the unique spiral staircase to the third floor to discover the lookout tower, where a cozy couch and wrap-around windows create a breathtaking hideaway.

Finally, the detached carriage house serves as a fantastic private oasis, featuring a kitchenette, a queen bedroom with a walk-in shower, and a living area boasting a large TV and balcony.

Outdoor living here is truly top-tier. Step right off your back porch onto the community boardwalk for a peaceful stroll, or grab one of the five included bikes to explore the beautiful neighborhood. You can also spend your afternoons lounging by your very own private pool. When you are ready for the Gulf, a stunningly scenic boardwalk guides you directly to the sand.
Upon your return, wash off in the enclosed outdoor shower before firing up the Big Green Egg or the propane grill for a backyard barbecue. Set in beautiful WaterSound West, you will also enjoy access to a fantastic community pool (heated seasonally) to round out the perfect vacation days.

At Oversee 30A, we keep it simple: clean, comfy stays with a local team always close by. Our office is nearby, open seven days a week, with 24/7 support if you need anything.

Overview:
- Private beach access via a scenic boardwalk
- Private pool (can be heated seasonally for additional $55.00 per day, contact Oversee for details)
- Seasonally Heated community pool (Heated November - February)
- Detached Carriage House with kitchenette, living room, and balcony
- 3rd-floor lookout tower accessed via spiral staircase
- 6-seater golf cart included
- 5 bikes!
- 2-car garage included
- Enclosed outdoor shower
- Big Green Egg and propane grill
- Wi-Fi

Overnight:
FIRST FLOOR
- Primary Bedroom: King bed, w/ a private bathroom, walk-in shower, soaker tub, double vanity, and porch access
- Guest Room: Queen bed with Twin trundle, private bathroom, walk-in shower
- Half bath
SECOND FLOOR
- Guest Room: King bed, private bathroom
- Guest Room: Queen bed, private bathroom
CARRIAGE HOUSE
- Guest Room: Queen bed
- Full Bathroom, walk-in shower

Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Boating
Biking
Fishing
Golfing
Hiking
Sailing
Surfing
Wind Surfing
Family Vacations
Group and Reunion
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Scuba Diving

Other Activities and Special Interests

Marina
Water Parks
Zoo
Antiquing
Bird Watching
Eco Tourism
Outlet Shopping
Paddle Boating
Jet Skiing
Para-sailing
Snorkeling
Swimming
Water Tubing
Historic
Romantic
What's included

Property Amenities

Featured Amenities

Dishwasher
Washer/Dryer
Grill
Air Conditioning
Television
Internet Access
Pool (Private)

Property Features

Oven
Stove
Towels/Linens
Hair Dryer
Microwave
Refrigerator
Toaster
Garage
Balcony

Outdoor

Golf Cart

Other Property Amenities

Bathtub
Kitchen
Complimentary bikes
Kitchen Island
Dining table
Carbon monoxide detector
Standard coffee maker
Cleaning: Included
Dishes & Silverware
Fire extinguisher
Free Parking
Living Room
Parking Vrbo/Airbnb
Hangers
Heating
Hot Water
Iron & board
Long Term Stays Allowed
Private Entrance
Private Living Room
Shampoo
Smoke Detector
Shopping
Wildlife Viewing
Hospital
Tennis - Community or Local
Meal delivery
Fenced Yard
Desk
5 Oversee bikes
Helpful details

Frequently Asked Questions

Captains Tower is located in Santa Rosa Beach, Florida.

Captains Tower accommodates up to 11 guests.

5 Bedrooms and 5 Full, 1 Half Bathrooms.

The listed beach access for Captains Tower is Near a Beach.

Yes. The property lists Pool (Private).

The property lists a 3-night minimum stay.
Local management

Professionally Managed By

Oversee
In business since 2011
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Property reference
#193602 · Captains Tower
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