Chasing Sunsets

Name: Sounds of Seaside: Max McCann
Start: 2026-10-21T17:00:00+00:00
Location: Seaside

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.

Take the 3D walkthrough.
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Hassle-free check-in.
Add your trip dates to get the cancellation details for this stay.

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

Wed, September 30

Sounds of Seaside: Boukou Groove

Seaside

Live Music

Visitors can bring blankets and chairs to enjoy an afternoon of live performances by local musicians at the Seaside Amphitheater. The September schedule features Roman Street on September 2, Max McCann on September 16, Fred Domulot on September 23, and BOUKOU GROOVE on September 30, with the performer for September 9 to be determined.

Fri, October 2

Emily Bass

Seaside

Live Music

Emily Bass will perform a live musical show from 4:00 PM to 7:00 PM.

Fri, October 2

Keylan Smith

Seaside

Live Music

Keylan Smith will perform live from 4:00 PM to 7:00 PM.

Sat, October 3

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market takes place in the Seaside Amphitheater rain or shine, featuring local vendors offering healthy, environmentally conscious foods and crafts. Market hours are held on Saturdays from 9 AM to 1 PM year-round, as well as Tuesdays from 9 AM to 1 PM between June and July 30. Visitors can explore produce, artisan items, cooking demonstrations, and nearby shops along Airstream Row, while enjoying a family-friendly community atmosphere filled with year-round activities and events.

Sat, October 3

Fall Children’s Theater Show

Seaside

Family Fun

"Dragons Love Tacos" follows a young boy and his dog as they discover the amusing rules and consequences of feeding dragons. Featuring seven actors from the Emerald Coast Theatre Company, this family-friendly production takes place on Saturdays from September 19 to October 17 at 5 PM at the Seaside Amphitheater. Admission is free, thanks to support from the Merchants of Seaside's Arts & Entertainment fee.

Tue, October 6

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market is held rain or shine at the Seaside Amphitheater every Saturday from 9:00 AM to 1:00 PM

Wed, October 7

Sounds of Seaside: Roman Street

Seaside

Attendees are invited to bring blankets and chairs to enjoy an afternoon of live performances by local musicians at the Seaside Amphitheater. The lineup of October shows features Roman Street on October 7th, Max McCann on October 14th, an artist to be determined on October 21st, and BOUKOU GROOVE on October 28th.

Fri, October 9

Dwayne O'Brien

Seaside

Live Music

Emily Bass will perform live from 4:00 PM to 7:00 PM.

Fri, October 9

Harrison Prentice

Seaside

Live Music

Harrison Prentice will perform live from 4:00 PM to 7:00 PM.

Sat, October 10

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market takes place rain or shine in the Seaside Amphitheater, located adjacent to Airstream Row, local shops, and dining spots. Operating Saturdays from 9 AM to 1 PM, with additional Tuesday hours from June through July 30, the market brings together local growers and craftspeople offering healthy, environmentally conscious goods. Visitors can explore fresh produce, artisan cheeses, specialty breads, cooking demonstrations, and seed exchanges, alongside educational opportunities focused on sustainable food preparation and gardening. Beyond the weekly market, the community offers a variety of year-round, family-friendly events, including outdoor movies, morning yoga, children's theater, concerts, and holiday celebrations.

Sat, October 10

Fall Children’s Theater Show

Seaside

Family Fun

Dragons Love Tacos follows the story of a boy and his dog who discover the rules and unexpected outcomes of feeding dragons. This family-friendly production, performed by seven actors from the Emerald Coast Theatre Company, takes place on Saturdays from September 19 through October 17 at 5 PM at the Seaside Amphitheater. The event is free to the public, courtesy of the Arts & Entertainment fee collected by the Merchants of Seaside.

Tue, October 13

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market is held rain or shine at the Seaside Amphitheater on Saturdays from 9 AM to 1 PM year-round, as well as Tuesdays from 9 AM to 1 PM from June through July 30. Located adjacent to Airstream Row, the area offers access to numerous shops, dining spots, and seating areas. The market features local growers and craftspeople providing healthy, eco-friendly products, fresh produce, artisan cheeses, specialty items, and breads. It also offers cooking demonstrations, seed exchanges, and educational opportunities about food cultivation. Overall, Seaside acts as a family-friendly, year-round destination hosting events like morning yoga, outdoor movies, children's theater, and sunset concerts.

Wed, October 14

Sounds of Seaside: Max McCann

Seaside

Live Music

Attendees can bring blankets and chairs to enjoy an afternoon of live local music at the Seaside Amphitheater. The October concert lineup includes performances by Roman Street on October 7, Max McCann on October 14, and BOUKOU GROOVE on October 28, with the schedule for October 21 to be determined.

Fri, October 16

Jared Herzog

Seaside

Live Music

Guests can catch Jared Herzog performing live from 4:00 PM to 7:00 PM.

Fri, October 16

Zack Miller

Seaside

Live Music

Audiences can attend a live performance by Zack Miller between 4:00 PM and 7:00 PM.

Sat, October 17

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market takes place rain or shine at the Seaside Amphitheater on Saturdays from 9 AM to 1 PM, with additional Tuesday market hours offered from June through July 30. Situated adjacent to Airstream Row, shops, and dining, this producer-focused market features local growers and artisans offering eco-friendly produce, specialty items, artisan cheeses, and breads. Visitors can participate in cooking demonstrations, seed exchanges, and educational sessions on food preparation. Additionally, Seaside serves as a year-round, family-friendly destination offering various community events such as morning yoga, outdoor movies, children's theatre, and sunset concerts.

Sat, October 17

Fall Children’s Theater Show

Seaside

Family Fun

Dragons Love Tacos follows a boy and his dog as they discover the amusing ups and downs of feeding dragons. The family-friendly adventure features seven performers from the Emerald Coast Theatre Company and takes place on Saturdays from September 19 through October 17 at 5 PM at the Seaside Amphitheater. This complimentary event is sponsored by the Merchants of Seaside through the Arts & Entertainment fee.

Tue, October 20

Farmers Market

Seaside

Markets & Shopping

The Seaside Farmers Market is held rain or shine at the Seaside Amphitheater every Saturday from 9:00 AM to 1:00 PM, with additional Tuesday hours from June through July 30. Located adjacent to Airstream Row and nearby shops and restaurants, this producer-focused market showcases local growers and artisans offering healthy, eco-friendly products, specialty foods, and educational opportunities. Beyond the market, Seaside serves as a family-friendly destination offering year-round community events and activities.

Wed, October 21

Sounds of Seaside: Max McCann

Seaside

Live Music

Attendees are encouraged to bring blankets and chairs to enjoy an afternoon of live performances by local musicians at the Seaside Amphitheater. The schedule for October includes Roman Street on October 7, Max McCann on October 14, an artist to be determined on October 21, and BOUKOU GROOVE on October 28.