Chasing Sunsets

Name: Black Friday/Record Store Day
Start: 2026-11-27T08:00:00+00:00
Location: Central Square Records

Chasing Sunsets

Sleeps 14 - 4 Bedrooms - 5 Baths

51 Wakulla Ln, Santa Rosa Beach, FL 32459

📍

Seaside!

🏊

Access to all Seaside amenities (swim, tennis, & fitness!)

🚲

5 complimentary bikes

🗼

4th-floor crow’s nest and rooftop balcony

🍳

Open kitchen, dining, and living area

🛌

4 bedrooms (including 2 bunk rooms), plus a crow's nest nook, 5 full baths

🧺

2 laundry closets

🔥

Gas grill and expansive outdoor seating

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

Four floors, one rooftop, and only 0.2 miles from private beach access, welcome to Chasing Sunsets, just a five-minute walk to the sand. The home rewards people who like unique spaces, and lots of them: quiet corners for reading, open spaces for belly laughs, and a crow's nest at the top for the moments that call for a view, which is pretty much all of them.

That fourth-floor perch tends to become everyone's favorite spot (the community pools are the exception?). Reach it via the spiral staircase, settle onto the twin daybed, or step out onto the rooftop balcony. The seating is generous, the gulf views are wide, and the only debate is- oh, wait a sec, no debates up here, just viewing.

The layout across the lower three floors gives every guest somewhere to land. The first floor works as its own wing: a guest room with a king bed, a secondary living area with a triple bunk and queen sleeper sofa, and a sun-lit window nook, perfect for a book or a slow afternoon.

The second floor is where the house opens up.

A connected living, dining, and kitchen area spills out onto a large balcony with a gas grill and plenty of outdoor seating. Well-suited to a seafood dinner or a long, morning coffee.

The third floor handles the rest. A primary suite with a walk-in shower, double vanity, and a proper walk-in closet. A dedicated bunk room so the kids have their own territory. A second laundry area, because, well, laundry. It happens, even on vacation.

The Oversee 30A team is nearby every day, with a 24/7 line if anything needs attention. Chasing Sunsets is ready when you are.

Overview:
- .2 of a mile or a 5-minute stroll to the beach (Savannah Pavillion Access)
- Access to Seaside community pools and fitness center
- 5 complimentary bikes
- 2 living areas
- 2 laundry closets
- Rooftop balcony and crow's nest
- Gas grill
- Wi-Fi

Overnight:
FIRST FLOOR
- Guest Room: king bed, private bathroom, shower only, TV
- Living Room: queen sofa bed, twin size triple bunk, TV
- Full bathroom: shower/tub combo
SECOND FLOOR
- Guest Room: king bed, shared full bathroom, shower/tub combo, TV
THIRD FLOOR
- Primary Bedroom: king bed, private bath, large walk-in shower, double vanities, large walk in closet, laundry room, TV
- Bunkroom: one twin over twin bunk, TV
- Full bathroom, shower only
FOURTH FLOOR
- Twin daybed

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

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House Rules

Who can stay.

14 guests maximum
No pets

What's allowed.

Check-in after 4:00 PM
Check-out before 10:00 AM
No smoking
No parties or events

Amenities

Community Amenities

Community pool

Outdoor

Balcony

Indoor

Wireless internet

Safety Features

Carbon monoxide detector
Fire extinguisher

Kitchen

Standard coffee maker
Microwave
Refrigerator
Toaster
Dishwasher
Stove

Bed And Bathroom

Hair dryer
Iron & board
Bathtub

Entertainment

Smart TV

Complimentary Items

5 Oversee bikes

Bed and Baths

1st Floor

common

1 Triple Bunk bed 1 Sofa bed

bedroom

1 King bed

full bathroom

2nd Floor

bedroom

1 King bed

full bathroom

3rd Floor

bedroom

1 Bunk bed

Primary Bed Bedroom

1 King bed

full bathroom

4th Floor

common

1 Single bed

Location

Community

Seaside

Upcoming Events

Tue, November 17

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market takes place in the Seaside Amphitheater on Saturdays from 9:00 AM to 1:00 PM, as well as Tuesdays from June through July 30. Local growers and artisans offer fresh produce, specialty foods, cheeses, and crafts alongside educational activities and cooking demonstrations.

Tue, November 17

Paella with Chef Joyce

Seaside

Food & Drink

Chef Joyce serves her famous Spanish paella infused with local panhandle flair and chorizo for an extra kick. Ordering begins at 6:00 PM CST with service at 7:00 PM CST on a first-come, first-served basis at $30 per plate, with soft shell crab available for an additional $5. North Beach Social guests can order at the counter and collect their plates from the paella stand, while Farm & Fire guests can order from their table or the bar for tableside delivery.

Wed, November 18

Roman Street

Seaside

Live Music

Guests can bring blankets and lawn chairs for afternoon live music performances at the Seaside Amphitheater in November. The local musician schedule features Max McCann on November 4, Flow Tribe on November 11, Roman Street on November 18, and BOUKOU GROOVE on November 25.

Thu, November 19

Paella with Chef Joyce

Seaside

Food & Drink

Guests can enjoy Chef Joyce's Spanish paella with panhandle flair, featuring chorizo for an added spicy kick. Orders open at 6:00 PM CST and service begins at 7:00 PM CST on a first-come, first-served basis for $30 per plate, with an option to add soft shell crab for $5. North Beach Social guests can order at the counter to receive a ticket and pick up their plate at the paella stand, while Farm & Fire guests can order at their table or bar for tableside delivery.

Fri, November 20

Emily Bass

Seaside

Live Music

Guests can catch a live performance by Emily Bass from 4:00 PM to 7:00 PM.

Fri, November 20

Keylan Smith

Seaside

Live Music

Attendees can catch Keylan Smith performing live from 4:00 PM to 7:00 PM.

Sat, November 21

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market takes place rain or shine in the Seaside Amphitheater every Saturday from 9:00 AM to 1:00 PM, as well as Tuesdays from June through July 30th. Featuring local growers and artisans, the market offers fresh produce, specialty foods, artisan cheeses, breads, and healthy products alongside cooking demonstrations and educational activities.

Sun, November 22

The Nutcracker Ballet Act II

Seaside

Arts & Culture

Ballet Pensacola presents a free public performance of Tchaikovsky's The Nutcracker Act II at the Seaside Amphitheater Stage on Sunday, November 22, 2026, at 5:00 PM. Attendees are encouraged to bring lawn chairs and blankets.

Tue, November 24

Paella with Chef Joyce

Seaside

Food & Drink

Chef Joyce offers Spanish paella with a panhandle twist at North Beach Social and Farm & Fire. Ordering opens at 6:00 PM CST and service begins at 7:00 PM CST on a first-come, first-served basis for $30 per plate, with optional soft shell crab for $5.

Wed, November 25

BOUKOU GROOVE

Seaside

Live Music

Attendees are invited to bring blankets and lawn chairs to enjoy live afternoon music performed by local musicians at the Seaside Amphitheater. The November lineup includes Max McCann on November 4, Flow Tribe on November 11, Roman Street on November 18, and BOUKOU GROOVE on November 25.

Thu, November 26

Paella with Chef Joyce

Seaside

Food & Drink

Chef Joyce serves a Spanish-style paella featuring chorizo at North Beach Social and Farm & Fire on a first-come, first-served basis. Ordering begins at 6:00 PM CST with food service starting at 7:00 PM CST, priced at $30 per plate with an optional soft-shell crab addition for $5.

Fri, November 27

Black Friday/Record Store Day

Seaside

Markets & Shopping

Central Square Records in Seaside is celebrating Record Store Day/Black Friday on November 27th starting at 8:00 AM with exclusive vinyl releases from artists including Noah Kahan, the Grateful Dead, Billy Joel, KATSEYE, Prince, TV Girl, Ween, and many more.