Sunnyside Up - Cape San Blas, FL Vacation Rental

09/04/2026

☀️💙 Update! A booking is pending! Hello everyone! Sunnyside Up has a rare 10 night stay available December 23, 2026 -January 2, 2027! 🎄🎆 🥳 Celebrate both Christmas and ring in the New Year at the beach! 🏖️🏝️
* Elevator, private heated pool, hot tub, fire pit, hot/cold outdoor shower, gas grill.
* 🐾 Dog friendly with a fenced yard. Dog-friendly beaches (on leash)
* 4BR / 4.5BA sleeps 14 in beds (small groups are welcome too!)
* Huge corner lot with lots of privacy/ample vehicle/boat parking.
* Three oversized Gulf-side porches and a bayside sunrise deck.
* Loaded with complimentary beach gear: chairs, two carts, CoolCabana, umbrella, towels, co****le, bocce ball, 70-qt rolling cooler and more. Message me for a quote!

08/26/2026

🐾🎶 Sunnyside Up is down with O.P.P.! 🎶🐾 Yeah, you know me! Other People’s Puppies! 😂🐶 Happy National Dog Day!

We’re giving a BIG shoutout to all the four-legged guests who have vacationed with us over the years. They’ve left their paw prints on our hearts! 🐾🏖️

So turn up the volume and dance along as we celebrate Other People's Puppies who have made Sunnyside Up their home away from home! 🐕🌴☀️

Please help us spread the puppy love! ❤️
🐾 Share this post
🐾 Leave us a comment
🐾 Drop a photo of YOUR dog in the comments! We want to see those faces! 😍🐶

Because around here, O.P.P. = Other People’s Puppies… and we’re totally down with that! 😎🐾

🎉 Happy National Dog Day from Sunnyside Up! 🐾❤️

08/12/2026

📣 🏖️Summer 2027 rates have just been released and weeks are filling up! 🏖️
Remaining 2026 weeks,
October 24-31- Available!
December 23, 2026 -January 2 , 2027 (flexible 7-10 night stay available)

Cape San Blas, Florida - Gulf Coast/Panhandle of Florida, less crowds/traffic, no high-rises, beautiful sugar white sand , direct western-facing sunsets and emerald blue-green water.
Quaint, private, gated, beachside Seagrass neighborhood. North Cape.
Elevator, private heated pool, hot tub, fire pit, hot/cold outdoor shower, gas grill.
Super easy, very close beach access via a small, private, neighborhood boardwalk (just to the left of home).
Peaceful cul-de-sac. No busy roads to cross. Boardwalk is flat, no stairs, perfect for guests with mobility issues and rolling your beach cart.
🐾💙 Dog friendly with fenced yard. Dog-friendly beaches (on leash)
Amazing, big, wide, gulf views and beautiful bay views.
Huge corner lot with lots of privacy/ample vehicle/boat parking.
Three oversized Gulf-side porches and a bayside sunrise deck.
Great fishing, hiking, shelling
4BR / 4.5BA sleeps up to 14 in beds
Three king suites with ensuite baths, and a large fourth bedroom with two full beds, four twins, and an ensuite bath. Plus baby crib. All premium mattresses.
Loaded with complimentary beach gear: chairs, two carts, CoolCabana, umbrella, towels, corn hole, bocce ball, coolers and more.
Two Full-size fridges, two beverage fridges, and a 100 lb./day ice maker.
Guest favorite five-star reviews and many repeat guests.
Includes $400 in adventure gear rentals (kayaks, bikes, etc.).
https://www.floridarentals.com/26067/

07/25/2026

☀️ Hi everyone! Many of you may have seen on social media the tremendous amount of debris that washed onto Cape San Blas' Seagrass neighborhood Beach following Tropical Storm Bertha earlier this week.🌊👀
We want to extend our sincere thanks to County Commissioner Phillip McCroan and the entire Gulf County Public Works team for their quick response in mobilizing equipment and crews to clean up the beach. Thanks to their hard work and dedication, Seagrass Beach is as beautiful as ever!
📷 Photo credit: Phillip McCroan. 🎥 Video Credit: Mike and Lisa Morris, our neighbors, owners of Worth the Trip.

07/02/2026

07/02/2026

📣 Update! October 3-10 is booked! Thanks to all who shared! Help spread the word! Sunnyside Up is now available October 3-10, 2026 due to a cancellation!
Remaining Fall 2026 weeks:
September 19-26
October 3-10
December 19-26
December 26-January 2
The month of January 2027 is available also!
Private pool (heat available), hot tub, fire pit, outdoor hot/cold shower, elevator (services all floors), gas grill
🐾Pet friendly with a large, 5 ft semi-privacy fenced yard.
4 bedrooms 4 1/2 baths, sleeps up to 14 in beds.
1st tier, North Cape San Blas. Amazing, big gulf views and bay views! Private gated community of Seagrass.
Very easy beach access- boardwalk is to the immediate left of the home, short stroll to the beach.
Complimentary beach gear (CoolCabana, umbrella, chairs, cart, towels, co****le game and more!)
Plus $400 worth of adventure gear delivered to the home (choice of bicycles, kayaks, paddle boards, etc). https://www.floridarentals.com/26067/

05/25/2026

Honor. Remember. Forever grateful this Memorial Day.

05/10/2026

HEY PRETTY MAMAS! Happy Mother's Day from your friends at Sunnyside Up! 🌺💗🌸🤗

04/30/2026

Hi everyone! October 3-10, 2026 week is available at Sunnyside Up in beautiful Cape San Blas, Florida!
Also booking for Spring Break 2027.
Additional Fall weeks available:
September 12-19
September 19-26
December 19-January 2
❤️🐾 Dog friendly with 5 ft. semi-privacy fenced yard. East of Destin/30A/Panama City Beach. No high-rises, and fewer crowds/traffic, yet close to local dining and activities. Super easy, close beach access via a small, private, beachside neighborhood boardwalk to the immediate left of Sunnyside Up. 1st tier with amazing, vast gulf views and beautiful bay views. Located on a peaceful cul-de-sac. No busy roads to cross. Amenities include an elevator, private heated pool, hot tub, fire pit, hot/cold outdoor shower, gas grill. Situated on a huge corner lot offering guests lots of privacy and ample vehicle/boat parking. Three Gulf-side porches and a bayside sunrise deck.
Dog-friendly beaches (on leash), great fishing, hiking, shelling, and nature.
4BR / 4.5BA sleeps up to 14 in beds: three king suites with ensuite baths, and a fourth bedroom with two full beds, four twins, and an ensuite bath.
Loaded with complimentary beach gear: 14 chairs, two carts, CoolCabana, umbrella, towels, co****le, bocce ball, 70-qt rolling cooler.
Two Full-size fridges, two beverage fridges, and a 100 lb./day ice maker.
Guest favorite with 156+ five-star reviews and many repeat guests.
Includes $400 in adventure gear rentals (kayaks, bikes, etc.). https://www.capeandcoast.com/rentals/sunnyside-up

04/18/2026

Many of our returning guests may recognize this beautiful headboard. It was one of many projects our dear friend Jeremy helped us with. Jeremy passed away in January 2025 at the age of 54 after a battle with stomach cancer.
He loved the Gulf Coast, enjoyed fishing, and fondly referred to Sunnyside Up as “my beach house.” We truly could not have completed the build of Sunnyside Up without his generous help. Jeremy will always be a part of this home.
If you notice the headboard is no longer here during your stay, please know it has been returned to his wife, Sherry, in his honor. 💗