Santa Rosa Beach, Florida

30A | Pool | Sunnyside Up | Walk to Beach| Golf Cart | Seagrove

4 bedrooms 6 beds 4 baths 12 guests 4.9 (38)

About the property

Welcome to 30A Sunny Side Up, your perfect Florida beach getaway! Nestled in the charming Cassine Village, this pastel-colored cottage offers a beautiful blend of classic Florida style and modern convenience. Located in a cute neighborhood with access to the beach, this home is perfect for families seeking relaxation by the sugar-white sand and emerald waters of the Gulf of Mexico. Enjoy access to two community pools, tennis courts, hiking trails, and plenty of amenities for beach lovers. PROPERTY HIGHLIGHTS: * Beach Access: Just a short walk or golf cart ride to the stunning Gulf beaches. * Community Amenities: Cassine Village features two pools, tennis courts, and scenic nature trails for the ultimate outdoor experience. * Beautiful Outdoor Spaces: * First-floor deck: A large, inviting space perfect for relaxing with comfortable chairs and a cozy swinging loveseat for two. * Screened-in porch: A perfect dining area to enjoy meals al fresco, sheltered from the elements while surrounded by nature. * Spacious second-floor deck: A private retreat with chairs and a table, ideal for enjoying your morning coffee or evening sunset. * Quaint Coastal Design: A pastel-colored, cottage-style house full of charm and warmth. * Fully Furnished: From beach chairs and toys to a fully stocked kitchen, we have everything to make your stay stress-free and enjoyable. SLEEPING ARRANGEMENTS (Sleeps 10+): * Master Bedroom 1: King bed, ensuite bathroom, smart HDTV * Master Bedroom 2: Queen bed, desk, ensuite bathroom, smart HDTV * Bedroom 3: Queen bed (in the future, there will be an HDTV) * Bedroom 4: Two twin beds (in the future, there will be an HDTV) * Living Area: Spacious with large windows and a smart HDTV * Kitchen: Fully equipped with modern appliances and a beautiful view * Laundry Area: Full laundry room for added convenience * Bathrooms: Three full bathrooms and one half bath AMENITIES Our home comes fully equipped with everything you need for a memorable beach vacation. The garage is stocked with an array of beach chairs and beach/pool toys for your enjoyment! Rent bikes and enjoy biking the scenic 30A , or take a spin in our 4-seater golf cart to explore local shops and restaurants. Note: The property is continually updated to ensure it remains fresh and modern. Regrettably, this home does not allow pets. PRIME LOCATION & NEARBY ACTIVITIES: Located in Seagrove Beach in the heart of 30A, "Sunny Side Up" is perfectly situated for easy access to shopping, dining, and entertainment. You can stroll to nearby cafés or enjoy a scenic drive along 30A to explore neighboring beach towns. LOCAL DINING FAVORITES: * Prema Cafe: A fantastic spot for healthy, organic meals and delicious coffee. * Pescado: Upscale seafood with a rooftop bar and live music. * Restaurant Paradis: Fine dining for a special night out. * Amici: Classic Italian dishes with an inviting ambiance. * George's and The Citizen in Alys Beach for elegant coastal cuisine. * Shunk Gully: A relaxed seafood experience in Santa Rosa Beach. * Shades: The perfect bar and grill to catch the game. FUN 30A ACTIVITIES: * Rent bikes and explore the Timpoochee Trail. * Paddleboard or kayak in the Gulf's calm waters. * Discover local farmers' markets on Sundays. * Enjoy live music at outdoor venues along 30A. * Take a trip to Grayton Beach State Park for hiking and picnicking. * Explore the unique Coastal Dune Lakes by paddleboard or kayak. THINGS TO DO NEARBY: * Seaside: Iconic for its pastel houses, shops, and dining. * Rosemary Beach: Enjoy the quaint village atmosphere with cobblestone streets. * Alys Beach: Stunning architecture and boutique shops. * The Hub: A lively spot for families with outdoor movies, live music, and eateries. * Grayton Beach State Park and Topsail Hill Preserve: Perfect for nature lovers and adventurers. * Destin: Family-friendly fun at HarborWalk Village and Big Kahuna's Water Park. THE EXPERIENCE: From lounging by the pool to soaking in the sun on the pristine beaches, 30A Sunny Side Up offers an unforgettable vacation experience. With a warm, coastal charm and every modern convenience, this home is ideal for making memories with family and friends. Book your stay today and experience all the charm and beauty of 30A at Sunny Side Up!

Welcome to 30A Sunny Side Up, your perfect Florida beach getaway! Nestled in the charming Cassine Village, this pastel-colored cottage offers a beautiful blend of classic Florida style and modern convenience. Located in a cute neighborhood with access to the beach, this home is perfect for families seeking relaxation by the sugar-white sand and emerald waters of the Gulf of Mexico. Enjoy access to two community pools, tennis courts, hiking trails, and plenty of amenities for beach lovers. PROPERTY HIGHLIGHTS: * Beach Access: Just a short walk or golf cart ride to the stunning Gulf beaches. * Community Amenities: Cassine Village features two pools, tennis courts, and scenic nature trails for the ultimate outdoor experience. * Beautiful Outdoor Spaces: * First-floor deck: A large, inviting space perfect for relaxing with comfortable chairs and a cozy swinging loveseat for two. * Screened-in porch: A perfect dining area to enjoy meals al fresco, sheltered from the elements while surrounded by nature. * Spacious second-floor deck: A private retreat with chairs and a table, ideal for enjoying your morning coffee or evening sunset. * Quaint Coastal Design: A pastel-colored, cottage-style house full of charm and warmth. * Fully Furnished: From beach chairs and toys to a fully stocked kitchen, we have everything to make your stay stress-free and enjoyable. SLEEPING ARRANGEMENTS (Sleeps 10+): * Master Bedroom 1: King bed, ensuite bathroom, smart HDTV * Master Bedroom 2: Queen bed, desk, ensuite bathroom, smart HDTV * Bedroom 3: Queen bed (in the future, there will be an HDTV) * Bedroom 4: Two twin beds (in the future, there will be an HDTV) * Living Area: Spacious with large windows and a smart HDTV * Kitchen: Fully equipped with modern appliances and a beautiful view * Laundry Area: Full laundry room for added convenience * Bathrooms: Three full bathrooms and one half bath AMENITIES Our home comes fully equipped with everything you need for a memorable beach vacation. The garage is stocked with an array of beach chairs and beach/pool toys for your enjoyment! Rent bikes and enjoy biking the scenic 30A , or take a spin in our 4-seater golf cart to explore local shops and restaurants. Note: The property is continually updated to ensure it remains fresh and modern. Regrettably, this home does not allow pets. PRIME LOCATION & NEARBY ACTIVITIES: Located in Seagrove Beach in the heart of 30A, "Sunny Side Up" is perfectly situated for easy access to shopping, dining, and entertainment. You can stroll to nearby cafés or enjoy a scenic drive along 30A to explore neighboring beach towns. LOCAL DINING FAVORITES: * Prema Cafe: A fantastic spot for healthy, organic meals and delicious coffee. * Pescado: Upscale seafood with a rooftop bar and live music. * Restaurant Paradis: Fine dining for a special night out. * Amici: Classic Italian dishes with an inviting ambiance. * George's and The Citizen in Alys Beach for elegant coastal cuisine. * Shunk Gully: A relaxed seafood experience in Santa Rosa Beach. * Shades: The perfect bar and grill to catch the game. FUN 30A ACTIVITIES: * Rent bikes and explore the Timpoochee Trail. * Paddleboard or kayak in the Gulf's calm waters. * Discover local farmers' markets on Sundays. * Enjoy live music at outdoor venues along 30A. * Take a trip to Grayton Beach State Park for hiking and picnicking. * Explore the unique Coastal Dune Lakes by paddleboard or kayak. THINGS TO DO NEARBY: * Seaside: Iconic for its pastel houses, shops, and dining. * Rosemary Beach: Enjoy the quaint village atmosphere with cobblestone streets. * Alys Beach: Stunning architecture and boutique shops. * The Hub: A lively spot for families with outdoor movies, live music, and eateries. * Grayton Beach State Park and Topsail Hill Preserve: Perfect for nature lovers and adventurers. * Destin: Family-friendly fun at HarborWalk Village and Big Kahuna's Water Park. THE EXPERIENCE: From lounging by the pool to soaking in the sun on the pristine beaches, 30A Sunny Side Up offers an unforgettable vacation experience. With a warm, coastal charm and every modern convenience, this home is ideal for making memories with family and friends. Book your stay today and experience all the charm and beauty of 30A at Sunny Side Up!

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$201.65Not Available6
May 19, 2026$201.65Not Available6
May 20, 2026$201.65Not Available6
May 21, 2026$201.65Not Available6
May 22, 2026$201.65Not Available6
May 23, 2026$522.11Not Available6
May 24, 2026$522.11Not Available6
May 25, 2026$522.11Not Available6
May 26, 2026$522.11Not Available6
May 27, 2026$522.11Not Available6
May 28, 2026$522.11Not Available6
May 29, 2026$522.11Not Available6
May 30, 2026$522.11Not Available6
May 31, 2026$522.11Not Available6
Jun 1, 2026$586.42Not Available6
Jun 2, 2026$598.41Not Available6
Jun 3, 2026$598.41Not Available6
Jun 4, 2026$598.41Not Available6
Jun 5, 2026$598.41Not Available6
Jun 6, 2026$598.41Not Available6
Jun 7, 2026$598.41Not Available6
Jun 8, 2026$598.41Not Available6
Jun 9, 2026$598.41Not Available6
Jun 10, 2026$598.41Not Available6
Jun 11, 2026$598.41Not Available6
Jun 12, 2026$598.41Not Available6
Jun 13, 2026$490.50Not Available6
Jun 14, 2026$490.50Not Available6
Jun 15, 2026$490.50Not Available6
Jun 16, 2026$490.50Not Available6
Jun 17, 2026$490.50Not Available6
Jun 18, 2026$490.50Not Available6
Jun 19, 2026$490.50Not Available6
Jun 20, 2026$490.50Available6
Jun 21, 2026$490.50Not Available6
Jun 22, 2026$490.50Not Available6
Jun 23, 2026$598.41Not Available6
Jun 24, 2026$598.41Not Available6
Jun 25, 2026$598.41Not Available6
Jun 26, 2026$598.41Not Available6
Jun 27, 2026$545Available6
Jun 28, 2026$545Available6
Jun 29, 2026$545Available6
Jun 30, 2026$545Available6
Jul 1, 2026$621.30Available6
Jul 2, 2026$621.30Not Available6
Jul 3, 2026$621.30Not Available6
Jul 4, 2026$621.30Not Available6
Jul 5, 2026$572.25Not Available6
Jul 6, 2026$572.25Not Available6
Jul 7, 2026$572.25Not Available6
Jul 8, 2026$572.25Available6
Jul 9, 2026$598.41Not Available6
Jul 10, 2026$598.41Not Available6
Jul 11, 2026$598.41Not Available6
Jul 12, 2026$598.41Not Available6
Jul 13, 2026$598.41Not Available6
Jul 14, 2026$598.41Not Available6
Jul 15, 2026$598.41Not Available6
Jul 16, 2026$598.41Available6
Jul 17, 2026$598.41Available6
Jul 18, 2026$598.41Not Available6
Jul 19, 2026$598.41Not Available6
Jul 20, 2026$598.41Not Available6
Jul 21, 2026$598.41Not Available6
Jul 22, 2026$598.41Not Available6
Jul 23, 2026$598.41Not Available6
Jul 24, 2026$598.41Not Available6
Jul 25, 2026$598.41Not Available6
Jul 26, 2026$512.30Not Available6
Jul 27, 2026$512.30Not Available6
Jul 28, 2026$512.30Not Available6
Jul 29, 2026$512.30Not Available6
Jul 30, 2026$512.30Not Available6
Jul 31, 2026$512.30Not Available6
Aug 1, 2026$512.30Available6
Aug 2, 2026$512.30Available6
Aug 3, 2026$512.30Available6
Aug 4, 2026$512.30Available6
Aug 5, 2026$512.30Available6
Aug 6, 2026$512.30Available6
Aug 7, 2026$512.30Available6
Aug 8, 2026$512.30Available6
Aug 9, 2026$512.30Available6
Aug 10, 2026$512.30Available6
Aug 11, 2026$512.30Available6
Aug 12, 2026$512.30Available6
Aug 13, 2026$512.30Available6
Aug 14, 2026$512.30Available6
Aug 15, 2026$471.97Not Available6
Aug 16, 2026$201.65Not Available6

Where you'll sleep

Amenities

Lake Access
Fire place
BBQ Area
Balcony
Washer
Dryer
Wifi
Free parking

4.9 · 38 reviews

Chase
Chase
3 weeks ago

Great place in an awesome neighborhood in 30a. Would come back here again!

Kimlin
Kimlin
April 2026

You can take the low speed vehicle to the beach access within 3 minutes, great for lugging beach gear. Whoever drives does have to walk back as there is no parking for the vehicle. Or you can ride bikes down and park there. Can simply walk within five minutes. Ice cream and pizza within a five minute walk as well. It’s a beautiful area and cannot say enough about the beach access and surrounding area!

Mary Christine
Mary C.
March 2026

We love staying at Sunnyside Up! The hosts were friendly and responsible, and we had everything we needed for a smooth vacation. Thank you so much, and we look forward to visiting again!

Where you'll be

Santa Rosa Beach, Florida, 32459, United States

Experience the serene coastal elegance of Santa Rosa Beach, where pristine white sands meet the refined atmosphere of Florida’s scenic Highway 30A. Indulge in award-winning fine dining at the nearby Cafe Thirty-A before wandering to the Santa Clara Regional Beach Access for a day of sun-drenched relaxation. Discover the iconic architecture and boutique shopping of Seaside minutes away, or venture to

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Not suitable for children (2–12 years).
Not suitable for infants (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.