•
6 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
Highlights:
📍 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
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:
Overnight:
FIRST FLOOR
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
Bedroom 1
1 full bed
Bedroom 2
1 bed
Bedroom 3
1 bed
Bedroom 4
1 bed
Bedroom 1
1 full bed
Bedroom 2
1 bed
Bedroom 3
1 bed
Bedroom 4
1 bed
Will M.
•
August 2026
Susanne T.
•
August 2026
Sarah B.
•
June 2026
Santa Rosa Beach, Florida 32459, United States
Santa Rosa Beach, Florida, United StatesFree cancellation up to 60 days before check-in. 50% refund up to 30 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
14 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 3, 2026 | $335 | Not Available |
| Nov 4, 2026 | $335 | Not Available |
| Nov 5, 2026 | $335 | Not Available |
| Nov 6, 2026 | $335 | Not Available |
| Nov 7, 2026 | $335 | Not Available |
| Nov 8, 2026 | $335 | Available |
| Nov 9, 2026 | $335 | Available |
| Nov 10, 2026 | $335 | Available |
| Nov 11, 2026 | $335 | Available |
| Nov 12, 2026 | $335 | Available |
| Nov 13, 2026 | $335 | Not Available |
| Nov 14, 2026 | $335 | Not Available |
| Nov 15, 2026 | $335 | Not Available |
| Nov 16, 2026 | $335 | Not Available |
| Nov 17, 2026 | $335 | Available |
| Nov 18, 2026 | $335 | Available |
| Nov 19, 2026 | $335 | Not Available |
| Nov 20, 2026 | $335 | Not Available |
| Nov 21, 2026 | $335 | Not Available |
| Nov 22, 2026 | $390 | Not Available |
| Nov 23, 2026 | $464 | Not Available |
| Nov 24, 2026 | $500 | Not Available |
| Nov 25, 2026 | $537 | Not Available |
| Nov 26, 2026 | $541 | Not Available |
| Nov 27, 2026 | $494 | Available |
| Nov 28, 2026 | $466 | Available |
| Nov 29, 2026 | $335 | Available |
| Nov 30, 2026 | $335 | Available |
| Dec 1, 2026 | $335 | Available |
| Dec 2, 2026 | $335 | Available |
| Dec 3, 2026 | $335 | Available |
| Dec 4, 2026 | $335 | Available |
| Dec 5, 2026 | $335 | Available |
| Dec 6, 2026 | $335 | Available |
| Dec 7, 2026 | $335 | Available |
| Dec 8, 2026 | $335 | Available |
| Dec 9, 2026 | $335 | Available |
| Dec 10, 2026 | $335 | Available |
| Dec 11, 2026 | $335 | Available |
| Dec 12, 2026 | $335 | Available |
| Dec 13, 2026 | $335 | Available |
| Dec 14, 2026 | $335 | Available |
| Dec 15, 2026 | $335 | Available |
| Dec 16, 2026 | $335 | Available |
| Dec 17, 2026 | $335 | Available |
| Dec 18, 2026 | $335 | Available |
| Dec 19, 2026 | $335 | Available |
| Dec 20, 2026 | $335 | Not Available |
| Dec 21, 2026 | $335 | Not Available |
| Dec 22, 2026 | $346 | Not Available |
| Dec 23, 2026 | $415 | Available |
| Dec 24, 2026 | $415 | Available |
| Dec 25, 2026 | $415 | Available |
| Dec 26, 2026 | $415 | Available |
| Dec 27, 2026 | $600 | Available |
| Dec 28, 2026 | $600 | Available |
| Dec 29, 2026 | $600 | Available |
| Dec 30, 2026 | $600 | Not Available |
| Dec 31, 2026 | $600 | Not Available |
| Jan 1, 2027 | $600 | Not Available |
| Jan 2, 2027 | $600 | Available |
| Jan 3, 2027 | $315 | Available |
| Jan 4, 2027 | $315 | Available |
| Jan 5, 2027 | $315 | Available |
| Jan 6, 2027 | $315 | Available |
| Jan 7, 2027 | $315 | Available |
| Jan 8, 2027 | $315 | Available |
| Jan 9, 2027 | $315 | Available |
| Jan 10, 2027 | $315 | Available |
| Jan 11, 2027 | $315 | Available |
| Jan 12, 2027 | $315 | Available |
| Jan 13, 2027 | $315 | Available |
| Jan 14, 2027 | $315 | Available |
| Jan 15, 2027 | $315 | Available |
| Jan 16, 2027 | $315 | Available |
| Jan 17, 2027 | $315 | Available |
| Jan 18, 2027 | $315 | Available |
| Jan 19, 2027 | $315 | Available |
| Jan 20, 2027 | $315 | Available |
| Jan 21, 2027 | $315 | Available |
| Jan 22, 2027 | $315 | Available |
| Jan 23, 2027 | $315 | Available |
| Jan 24, 2027 | $315 | Available |
| Jan 25, 2027 | $315 | Available |
| Jan 26, 2027 | $315 | Available |
| Jan 27, 2027 | $315 | Available |
| Jan 28, 2027 | $315 | Available |
| Jan 29, 2027 | $315 | Available |
| Jan 30, 2027 | $315 | Available |
| Jan 31, 2027 | $315 | Available |
| Feb 1, 2027 | $335 | Available |