Two Rocking Chairs on a Porch
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Two Rocking Chairs on a Porch
Two Rocking Chairs by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
Welcome to Two Rocking Chairs, in the 256-acre, gated community of Watersound West Beach. Resting between Seaside and Rosemary Beach, the gorgeous retreat comfortably accommodates 10.
Highlights:
📍Watersound West
🐚 Near Horseshoe Park and Deer Lake State Park
👣 Boardwalk/nature trails lead to pool, over pond, to the beach!
🛌 2 primary suites, both king
🐶 Pet-friendly!
🦞 4-star restaurants
🚲 4 bikes!
👙 Community pool
Families will love the amazing amenities at WaterSound West! A seasonally heated, zero-entry pool features cabanas, outdoor grills, and a fireplace.
Go exploring on boardwalks and nature trails that wind through the community, over the large pond and rolling dunes, and directly to the beach. Absolutely gorgeous, a must do!
With Horseshoe Park and Deer Lake State Park nearby, a 9-hole putt-putt course, and bike and kayak rentals, WaterSound West promises fun for everyone during your peaceful beach vacation. Oh yeah: Complimentary golf cart!
Inside, the large open living, dining, and kitchen area is a charming space, and leads out to the adorable, screened-in front porch.
Nearby, a primary bedroom, king, has a private bath with a double vanity and walk-in shower. The second floor has another primary bedroom, king, with private bath, a guest room, king, with private bath, and a two-twin bunk-nook. For additional sleeping, the living room has a full sleeper sofa.
Out back, there’s a gas grill and an outdoor shower. Beach access is just a short walk or bike ride away.
Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.
Overview:
- 3 bedrooms, 3.5 baths
- 2111 sq ft
- Access to WaterSound West community pool (Heated November - February)
- .7 of a mile to the beach using the private boardwalk
- Outdoor shower
- Gas grill
- Limited onsite parking for 2 vehicles, minimal community parking
- Wi-Fi
- Complimentary 6-seater golf cart
- 4 bikes included
- Dogs considered, an additional $210 nonrefundable fee for each dog
Overnight:
- King in 1st floor primary bedroom; private bath; TV
- King in 2nd floor primary bedroom; private bath
- King in 2nd floor room; shared bath
- Bunk (2 twins) in 2nd floor nook; shared bath
- Sleeper sofa 1st floor living room
Check-in is 4:00 PM CST. Check-out is 10:00 AM CST.
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Take the 3D walkthrough.
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Hassle-free check-in.
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Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
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10 guests maximum
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Pet friendly
What's allowed.
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Check-in after 4:00 PM
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Check-out before 10:00 AM
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No smoking
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No parties or events
Amenities
Bed And Bathroom
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Bathtub
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Hair dryer
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Iron & board
Kitchen
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Dishwasher
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Stove
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
Indoor
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Wireless internet
Complimentary Items
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4 Oversee bikes
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Golf cart
Outdoor
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Beach view
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Garage
Community Amenities
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Community pool
Entertainment
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Cable
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Smart TV
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Bed and Baths
1st Floor
Primary Bedroom
1 King bed
full bathroom
half bathroom
2nd Floor
bedroom
1 King bed
Primary Bedroom
1 King bed
full bathroom
full bathroom
Location
Upcoming Events
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday, all season long. It is considered the best place to catch every play, featuring wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The venue offers game-day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether guests are cheering for their home team or tracking their fantasy lineup, this location is their ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis; guests are advised to ask for a manager at the bars for all requests.
NFL on the Jumbotron
Watersound
Live Music
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is described as the best location to view every play on their 25-foot Jumbotron, with multiple surrounding restaurants and bars offering game day food and drinks. The venue features game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing, making it an ideal destination for fans tracking their teams or fantasy lineups.
Family Movie Night
Watersound
Family Fun
The Big Chill hosts Family Movie Nights, inviting guests to gather for an evening under the stars. The event is perfect for all ages, featuring favorite family flicks on their Jumbotron. Guests simply need to arrive and enjoy the experience.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the ultimate destination for catching every play of the NFL season. The venue hosts an NFL Watch Party every Thursday, all season long, with wall-to-wall football action displayed on a 25-foot Jumbotron. The atmosphere is fan-friendly, featuring multiple restaurants and bars serving game-day favorites, including bites and full-service bars, as well as an outdoor viewing area. Fans can cheer for their home team or track their fantasy lineup at this premier NFL destination.
DJ Dance Party
Watersound
Live Music
An ultimate family dance party is taking place, featuring DJ Dan Davis spinning popular hits from 6:00 PM to 9:30 PM. Attendees are encouraged to bring their families for a night of high-energy entertainment and dancing.
Karaoke Night
Watersound
Live Music
Game Day is offered for adults every Thursday at the library from Noon until 4:00 pm. Community members are encouraged to bring in and share card table games. The meeting space is available for family-friendly games that individuals bring in for others to play or learn. For more information, interested parties should call the library at 850-267-2809.
Holiday Market: Children’s Business Fair
Watersound
Markets & Shopping
Sign-ups begin every Thursday at 6:00 PM, with the event hosted by Ren and Dan. Guests are encouraged to warm up their vocal cords and enjoy a fun evening at LJ Schooners.
College Football on the Jumbotron
Watersound
Sports & Games
An establishment is hosting a season-long College Football Watch Party. Patrons are invited to join and watch their favorite college football teams compete on a massive 25-ft Jumbotron, touted as the biggest screen in town. Attendees can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere while catching all the big games. Whether attendees are representing their alma mater or simply enjoying the rivalries, this location is presented as the ideal spot. Guests are encouraged to bring their friends, wear their team colors, and participate enthusiastically. The specific games displayed on the Jumbotron are scheduled to be posted weekly by Wednesday. All other games will be available on TVs located under a covered pavilion, with requests for specific games handled on a first-come basis by asking a manager at the bars.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday for the entire season. It is the premier location to view every game, featuring wall-to-wall football action on their 25-foot Jumbotron. The venue is surrounded by multiple restaurants and bars offering favorite game day bites and full-service bars. The atmosphere is fan-friendly and includes outdoor viewing options. Whether spectators are supporting their home team or monitoring a fantasy lineup, The Big Chill is the ultimate NFL destination. The specific games displayed on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under the covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests should ask a manager at the bars for any requests.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday throughout the season. It is presented as the premier location to watch every play, featuring wall-to-wall football action on a 25-foot Jumbotron. Attendees are surrounded by multiple restaurants and bars serving game day favorites, including "Game Day Bites" from various eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. For fans cheering on their team or tracking a fantasy lineup, this venue is described as the ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis; patrons should ask a manager at the bars for all requests.
NFL on the Jumbotron
Watersound
Sports & Games
An NFL Watch Party takes place every Monday throughout the season at The Big Chill. This location is promoted as the best place to catch every play, featuring wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. The event offers game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is presented as the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
College Football on the Jumbotron
Watersound
Sports & Games
The venue is hosting an all-season College Football Watch Party, inviting attendees to experience game day by watching their favorite college football teams compete on a massive 25-ft Jumbotron, described as the biggest screen in town. They offer multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere to watch all the big games, all day long. This is the place for fans to represent their alma mater or enjoy the rivalries. Guests are encouraged to bring their friends, wear their team colors, and be loud for a great college football experience. The specific games shown on the Jumbotron will be posted weekly by Wednesday. All other games will be shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis by asking a manager at the bars.
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party is scheduled to take place all season long. Attendees are invited to watch their favorite college football teams compete head-to-head on a massive 25-ft Jumbotron. Guests can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, ensuring all the big games are shown all day long. This is presented as the ideal location for supporting one's alma mater or simply enjoying rivalries, encouraging attendees to bring their groups, wear their colors, and get loud. It is noted that the specific games shown on the Jumbotron will be posted weekly by Wednesday. All other games will be displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come basis, and guests should ask a manager at the bars for all requests.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Thursday for the entire season. It is presented as the best place to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, and it is surrounded by multiple restaurants and bars serving game-day favorites. The event includes game-day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. This event is considered the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
The Big Chill Holiday Party – Pictures with Santa, Holiday Market, + More!
Watersound
Family Fun
The Big Chill's annual holiday party will take place on December 19th from 12-4 pm. The celebration under the Pavilion will feature pictures with Santa from 12-3 pm and live music with Mat Hall from 12-4 pm. The event will also host a Holiday Market on the Lawn, which is hosted by Anchored Market Ventures, along with other pop-ups and activities.
Mon, December 8
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday, all season long. It is considered the best place to catch every play, featuring wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The venue offers game-day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether guests are cheering for their home team or tracking their fantasy lineup, this location is their ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis; guests are advised to ask for a manager at the bars for all requests.
Mon, December 8
NFL on the Jumbotron
Watersound
Live Music
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is described as the best location to view every play on their 25-foot Jumbotron, with multiple surrounding restaurants and bars offering game day food and drinks. The venue features game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing, making it an ideal destination for fans tracking their teams or fantasy lineups.
Wed, December 10
Family Movie Night
Watersound
Family Fun
The Big Chill hosts Family Movie Nights, inviting guests to gather for an evening under the stars. The event is perfect for all ages, featuring favorite family flicks on their Jumbotron. Guests simply need to arrive and enjoy the experience.
Thu, December 11
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the ultimate destination for catching every play of the NFL season. The venue hosts an NFL Watch Party every Thursday, all season long, with wall-to-wall football action displayed on a 25-foot Jumbotron. The atmosphere is fan-friendly, featuring multiple restaurants and bars serving game-day favorites, including bites and full-service bars, as well as an outdoor viewing area. Fans can cheer for their home team or track their fantasy lineup at this premier NFL destination.
Fri, December 12
DJ Dance Party
Watersound
Live Music
An ultimate family dance party is taking place, featuring DJ Dan Davis spinning popular hits from 6:00 PM to 9:30 PM. Attendees are encouraged to bring their families for a night of high-energy entertainment and dancing.
Fri, December 12
Karaoke Night
Watersound
Live Music
Game Day is offered for adults every Thursday at the library from Noon until 4:00 pm. Community members are encouraged to bring in and share card table games. The meeting space is available for family-friendly games that individuals bring in for others to play or learn. For more information, interested parties should call the library at 850-267-2809.
Sat, December 13
Holiday Market: Children’s Business Fair
Watersound
Markets & Shopping
Sign-ups begin every Thursday at 6:00 PM, with the event hosted by Ren and Dan. Guests are encouraged to warm up their vocal cords and enjoy a fun evening at LJ Schooners.
Sat, December 13
College Football on the Jumbotron
Watersound
Sports & Games
An establishment is hosting a season-long College Football Watch Party. Patrons are invited to join and watch their favorite college football teams compete on a massive 25-ft Jumbotron, touted as the biggest screen in town. Attendees can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere while catching all the big games. Whether attendees are representing their alma mater or simply enjoying the rivalries, this location is presented as the ideal spot. Guests are encouraged to bring their friends, wear their team colors, and participate enthusiastically. The specific games displayed on the Jumbotron are scheduled to be posted weekly by Wednesday. All other games will be available on TVs located under a covered pavilion, with requests for specific games handled on a first-come basis by asking a manager at the bars.
Sun, December 14
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday for the entire season. It is the premier location to view every game, featuring wall-to-wall football action on their 25-foot Jumbotron. The venue is surrounded by multiple restaurants and bars offering favorite game day bites and full-service bars. The atmosphere is fan-friendly and includes outdoor viewing options. Whether spectators are supporting their home team or monitoring a fantasy lineup, The Big Chill is the ultimate NFL destination. The specific games displayed on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under the covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests should ask a manager at the bars for any requests.
Mon, December 15
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday throughout the season. It is presented as the premier location to watch every play, featuring wall-to-wall football action on a 25-foot Jumbotron. Attendees are surrounded by multiple restaurants and bars serving game day favorites, including “Game Day Bites” from various eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. For fans cheering on their team or tracking a fantasy lineup, this venue is described as the ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis; patrons should ask a manager at the bars for all requests.
Mon, December 15
NFL on the Jumbotron
Watersound
Sports & Games
An NFL Watch Party takes place every Monday throughout the season at The Big Chill. This location is promoted as the best place to catch every play, featuring wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. The event offers game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is presented as the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
Tue, December 16
College Football on the Jumbotron
Watersound
Sports & Games
The venue is hosting an all-season College Football Watch Party, inviting attendees to experience game day by watching their favorite college football teams compete on a massive 25-ft Jumbotron, described as the biggest screen in town. They offer multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere to watch all the big games, all day long. This is the place for fans to represent their alma mater or enjoy the rivalries. Guests are encouraged to bring their friends, wear their team colors, and be loud for a great college football experience. The specific games shown on the Jumbotron will be posted weekly by Wednesday. All other games will be shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis by asking a manager at the bars.
Wed, December 17
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party is scheduled to take place all season long. Attendees are invited to watch their favorite college football teams compete head-to-head on a massive 25-ft Jumbotron. Guests can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, ensuring all the big games are shown all day long. This is presented as the ideal location for supporting one’s alma mater or simply enjoying rivalries, encouraging attendees to bring their groups, wear their colors, and get loud. It is noted that the specific games shown on the Jumbotron will be posted weekly by Wednesday. All other games will be displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come basis, and guests should ask a manager at the bars for all requests.
Thu, December 18
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Thursday for the entire season. It is presented as the best place to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, and it is surrounded by multiple restaurants and bars serving game-day favorites. The event includes game-day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. This event is considered the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
Fri, December 19
The Big Chill Holiday Party – Pictures with Santa, Holiday Market, + More!
Watersound
Family Fun
The Big Chill’s annual holiday party will take place on December 19th from 12-4 pm. The celebration under the Pavilion will feature pictures with Santa from 12-3 pm and live music with Mat Hall from 12-4 pm. The event will also host a Holiday Market on the Lawn, which is hosted by Anchored Market Ventures, along with other pop-ups and activities.
Reviews - 12
Google
We loved our visit to this property with oversee. We have stayed in the Watersound area before so we were already familiar with the area. The private gated community is a huge plus as it has a ton of privacy and less traffic than some of the areas surrounding it. The private gated community also has a private boardwalk to the beach. That is about a 10 minute walk from the pool parking. The Community pool is also a very good size with plenty of seating. This area has a lot less traffic than some of the other public access beach points in the area. The house has three pretty good size bedrooms that have king-size beds in each one in a private bathroom. There’s also two bunkbeds so could sleep 2 more kids so the house comfortably would fit 8 people. The beds were extremely comfortable along with the pillows in each bedroom, which is a huge plus that you dont always get at some other of these rentals. We very much enjoyed our vacation and will definitely use this house again in the future.
Vrbo
Vrbo
Vrbo
Google
We really enjoyed this 30A beach vacation at Two Rocking Chairs on a Porch in Water Sound. The home was stunning! Walking in to be greeted with vacation merch/souvenir’s was super cool. The craftsmanship is top notch and the neighborhood is beautiful and serene. Definitely recommend a family vacation at this home. From bike rides to golf cart rides, walks to the beach from the clubhouse/pool house, to runs around the neighborhood, this is such a great home and place to vacation. We really love it and are so blessed to have stayed here for our family vacation. From our family to yours, Thank you!
Vrbo
Just wonderful. Second time staying there. The house as everything, great neighborhood, beautiful walk to beach. Golf cart and bikes are a definite plus.
Vrbo
The house was clean and decorated beautifully. Oversee was wonderful with excellent communication all the way through . We arrived late and all the lights were on with a nice welcome package to get started… home was very clean!
Only negatives..master bedroom bed and pillows were uncomfortable, no extra blankets, just a light quilt and sheets. The screened in porch was small, but would have been more inviting if it were cleaned up with more comfortable furniture. Other than that, our stay was fantastic!
Vrbo
This was our third time staying in this neighborhood and we love it! House was great and very clean. Really appreciated having cable in the Family room and not just streaming. Allowed us to watch Local news/weather and network shows. We are hoping to return next year!
Vrbo
We had a great time on vacation. The house was lovely. We would definitely stay there again in the future.
Vrbo
Great place! Will definitely return.
Vrbo
Our family stayed for a week and just loved the house, the extras, the location, everything! We would absolutely love to come back and visit again.
Airbnb
Wonderful week at the beach! Loved staying with Oversee at Two Rocking chairs on a porch. Quiet neighborhood and beautiful section of beach.
Host Family
Diamond Office at Sunnyside
Office location:
Diamond Office at Sunnyside, Florida
Contact Diamond Office at Sunnyside
Two Rocking Chairs on a Porch
Watersound - Sleeps 10
3 bedrooms - 3 beds - 3.5 baths