Operated by a Wander partner
Trusted operators, vetted by Wander
Sunny Side Up – Private, Tree-Lined Retreat in Seagrove Beach | Sleeps 14 | Golf Cart Included
Welcome to Sunny Side Up, your perfect 30A escape tucked inside the peaceful, heavily wooded community of Cassine Village in Seagrove Beach. Surrounded by towering pines and natural beauty, this home offers a rare sense of privacy and tranquility while still being just a short, easy stroll to the sugar-white sands and emerald waters of the Gulf.
This is the kind of neighborhood guests fall in love with—quiet, shaded, and walkable, with scenic nature trails, two community pools, and sports courts just steps away. Whether you're biking under the tree canopy, cruising in the complimentary golf cart, or heading out to enjoy local favorite restaurants, everything you love about 30A is right at your fingertips.
Designed for comfort, connection, and effortless coastal living, Sunny Side Up comfortably sleeps 14, making it ideal for multiple families or group getaways.
PROPERTY HIGHLIGHTS
Short Walk to Beach – Quick and easy access to the Gulf
Quiet, Tree-Lined Setting – A peaceful retreat surrounded by nature
Community Amenities – Two pools, tennis and sports courts, plus scenic walking trails
Complimentary 4-Seater Golf Cart – Explore 30A with ease
Inviting Outdoor Living
Spacious screened-in deck with a dining table, perfect for outdoor meals in a private, shaded setting
Large front porch with a swing, overlooking the quiet, tree-lined street
Wrap-around upper balcony for relaxing mornings and evenings
Charming Coastal Design – Bright, welcoming interiors with classic beach cottage style
Fully Stocked & Turnkey – Kitchen, beach gear, and everything needed for a seamless stay
SLEEPING ARRANGEMENTS (Sleeps 14)
1st Floor
King Bedroom with ensuite bathroom
Direct access to the screened-in deck
2nd Floor
King Suite with ensuite bathroom featuring a separate soaking tub and walk-in shower
Includes twin-over-twin bunk beds
Private access to wrap-around balcony
Queen Bedroom with access to full bathroom with tub
Bunk Room featuring two sets of triple bunk beds
Access to full bathroom
AMENITIES
Complimentary 4-seater golf cart
Beach chairs and beach gear provided
Fully equipped kitchen with modern appliances
Spacious living area with smart TV
Full laundry room
Multiple outdoor living spaces
PRIME LOCATION
Located in the heart of Seagrove Beach along Scenic 30A, Sunny Side Up offers the perfect balance of peaceful seclusion and convenience. Enjoy a short walk to the beach or take a quick golf cart ride to explore nearby coastal communities.
You're just minutes from some of the most loved restaurants along 30A, making it easy to enjoy everything from casual beachside dining to elevated coastal cuisine.
THE EXPERIENCE
Whether you're spending your days at the beach, biking through shaded trails, relaxing by the pool, or gathering with friends and family on the porch, Sunny Side Up delivers the laid-back luxury and natural beauty that make 30A so special.
This is more than just a place to stay—it's where memories are made.
Book your stay at Sunny Side Up and experience the quiet side of 30A without giving up convenience, comfort, or style.
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 twin beds
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 twin beds
Santa Rosa Beach, Florida 32459, US
Santa Rosa Beach, Florida, USNestled at WaterColor Inn with stunning Gulf views, Fish Out of Water serves fresh Southern coastal cuisine in a fun, unpretentious beachside vibe—resort casual and swimsuit-friendly.[1][2][4]
Nestled in Seagrove Beach along Highway 30A, Cafe Thirty-A delivers casually elegant fine dining with fire-roasted seafood, grilled meats, and signature martinis in a beachy, sophisticated ambiance that feels like a warm island escape.[1][2][3][4]
Bud & Alley's Waterfront Restaurant & Bar is Seaside's iconic landmark, blending casual fine dining with Gulf Coast classics and Southern flavors in a beachfront haven. Savor fresh seafood on the rooftop deck while catching legendary Gulf sunsets, rung in by a vintage bell tradition.[1][2][5]
Great Southern Café in Seaside, Florida, masterfully blends Southern classics like Grits a Ya Ya with global flavors, using fresh Gulf seafood and local farm produce. Relax on the vibrant porch deck with award-winning wines or world-famous mojitos amid a lively coastal vibe.[1][2][4]
Discover Hurricane Oyster Bar & Grill, a locals' haven in Santa Rosa Beach serving fresh oysters ten ways—raw, broiled, or fried—alongside Gulf Coast and Caribbean-inspired seafood, tacos, and unbeatable happy hour deals in a fun, beach-chic vibe.
Discover The Big Chill 30A, an expansive outdoor gathering spot on 30A boasting six diverse eateries from BBQ and Mexican tacos to pizza and ice cream, live music on stage, and a massive 25 ft jumbotron for sports and movies. Perfect for groups to eat, drink, shop, and chill in the open-air vibe.[1][2]
Nestled in a shabby-chic bistro at Seagrove Beach, The Perfect Pig delights with gourmet Southern fare starring award-winning pulled pork, hand-sliced applewood bacon, and fresh local grouper in a relaxed, foodie haven. Savor breakfast through dinner amid exceptional service and mouthwatering twists.
Nestled on Eastern Lake in the heart of 30A, Old Florida Fish House delights with gulf-fresh seafood, award-winning sushi, and juicy steaks amid stunning waterfront views. Savor live music, dancing, and family-friendly vibes in a casual coastal paradise perfect for every occasion.[1][2][3]
Nestled in Grayton Beach, The Red Bar buzzes with funky eclectic decor, live music from local legends, and fresh Cajun seafood like crab cakes and smoked tuna dip. It's the ultimate spot for fun vibes, cold cocktails, and beachside unwinding.[1][2]
Discover the serene beauty of Eden Gardens State Park, where vibrant ornamental gardens, ancient moss-draped oaks, and historic Wesley House blend with easy nature trails along Tucker Bayou. Nature lovers, history buffs, and families seeking a peaceful escape from beach crowds will adore this hidden Florida gem.
Discover Grayton Beach State Park's rare coastal dune lakes, pristine sugar-white sands, and wildlife-filled trails perfect for kayaking, hiking, or surf fishing. Nature lovers and outdoor adventurers will cherish this Emerald Coast hidden gem.[1][2][3]
Discover the pristine sands and emerald waters of Seagrove Beach at One Seagrove Access, with its easy entry, refreshing outdoor shower, and beach chair service just steps from a rare 30A high-rise. Beach lovers and nearby condo guests will cherish this convenient gateway to world-famous shores.
Discover Seaside's iconic Promenade for a scenic stroll amid crashing waves, feed seals at the aquarium, and pedal swan boats on the river—pure coastal magic blending adventure and charm. Families and beach lovers will adore creating timeless memories here.[1][8]
Step into cinematic history at the iconic Truman Show House in Seaside, Florida—a butter-yellow cottage that starred as Truman Burbank's perfect home. Movie buffs and beach lovers will adore its storybook charm and Emerald Coast vibes.[1][2]
Discover South Walton's Visitor Center, where friendly local experts share insider tips, maps, and souvenirs to unlock 16 unique beach neighborhoods, rare coastal dune lakes, and pristine trails. Perfect for first-timers or repeat visitors craving personalized adventure in this award-winning paradise.
Discover Santa Clara Regional Beach Access, a wheelchair-friendly gem off Scenic 30A with restrooms, showers, parking, and lifeguards in peak season—perfect for families, beachgoers seeking convenience, or anyone craving less-crowded white sands and safe swims.[1][2][5][7][8]
Discover the serene beauty of Deer Lake State Park, where coastal dune lakes meet rare carnivorous pitcher plants, vibrant wildflowers, and wildlife like alligators and deer amid short, scenic trails through wet prairies and pine forests. Nature lovers and hikers seeking peaceful coastal exploration will adore this hidden Florida gem.
Walton Dunes Beach Access offers a peaceful escape with pristine white sand and emerald waters, perfect for visitors seeking a quieter, less crowded alternative to busier 30A beaches. Nature lovers and those wanting a serene, off-the-beaten-path beach experience will appreciate its unspoiled dunes and tranquil atmosphere.
Discover the wild heart of Florida's Panhandle in Point Washington State Forest, where 27 miles of scenic trails wind through pine forests, wetlands, and wildlife hotspots like deer, eagles, and rare woodpeckers. Perfect for hikers, bikers, and nature lovers seeking an adventurous escape from the beach.
Free cancellation up to 14 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
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 7, 2026 | $572 | Not Available |
| Jul 8, 2026 | $572 | Not Available |
| Jul 9, 2026 | $540 | Not Available |
| Jul 10, 2026 | $531 | Not Available |
| Jul 11, 2026 | $598 | Not Available |
| Jul 12, 2026 | $598 | Not Available |
| Jul 13, 2026 | $598 | Not Available |
| Jul 14, 2026 | $598 | Not Available |
| Jul 15, 2026 | $598 | Not Available |
| Jul 16, 2026 | $218 | Available |
| Jul 17, 2026 | $218 | Available |
| Jul 18, 2026 | $598 | Not Available |
| Jul 19, 2026 | $598 | Not Available |
| Jul 20, 2026 | $598 | Not Available |
| Jul 21, 2026 | $598 | Not Available |
| Jul 22, 2026 | $598 | Not Available |
| Jul 23, 2026 | $598 | Not Available |
| Jul 24, 2026 | $598 | Not Available |
| Jul 25, 2026 | $598 | Not Available |
| Jul 26, 2026 | $598 | Not Available |
| Jul 27, 2026 | $598 | Not Available |
| Jul 28, 2026 | $598 | Not Available |
| Jul 29, 2026 | $598 | Not Available |
| Jul 30, 2026 | $598 | Not Available |
| Jul 31, 2026 | $598 | Not Available |
| Aug 1, 2026 | $354 | Not Available |
| Aug 2, 2026 | $354 | Not Available |
| Aug 3, 2026 | $354 | Not Available |
| Aug 4, 2026 | $354 | Not Available |
| Aug 5, 2026 | $354 | Not Available |
| Aug 6, 2026 | $354 | Not Available |
| Aug 7, 2026 | $354 | Not Available |
| Aug 8, 2026 | $300 | Available |
| Aug 9, 2026 | $300 | Not Available |
| Aug 10, 2026 | $300 | Not Available |
| Aug 11, 2026 | $300 | Not Available |
| Aug 12, 2026 | $300 | Not Available |
| Aug 13, 2026 | $300 | Not Available |
| Aug 14, 2026 | $300 | Not Available |
| Aug 15, 2026 | $468 | Not Available |
| Aug 16, 2026 | $201 | Not Available |
| Aug 17, 2026 | $191 | Not Available |
| Aug 18, 2026 | $190 | Not Available |
| Aug 19, 2026 | $198 | Not Available |
| Aug 20, 2026 | $221 | Not Available |
| Aug 21, 2026 | $222 | Not Available |
| Aug 22, 2026 | $206 | Not Available |
| Aug 23, 2026 | $187 | Not Available |
| Aug 24, 2026 | $178 | Not Available |
| Aug 25, 2026 | $166 | Not Available |
| Aug 26, 2026 | $171 | Not Available |
| Aug 27, 2026 | $196 | Not Available |
| Aug 28, 2026 | $198 | Not Available |
| Aug 29, 2026 | $197 | Available |
| Aug 30, 2026 | $327 | Not Available |
| Aug 31, 2026 | $327 | Not Available |
| Sep 1, 2026 | $327 | Not Available |
| Sep 2, 2026 | $327 | Not Available |
| Sep 3, 2026 | $327 | Not Available |
| Sep 4, 2026 | $327 | Not Available |
| Sep 5, 2026 | $327 | Available |
| Sep 6, 2026 | $327 | Not Available |
| Sep 7, 2026 | $327 | Not Available |
| Sep 8, 2026 | $327 | Not Available |
| Sep 9, 2026 | $327 | Not Available |
| Sep 10, 2026 | $327 | Not Available |
| Sep 11, 2026 | $327 | Not Available |
| Sep 12, 2026 | $327 | Available |
| Sep 13, 2026 | $238 | Not Available |
| Sep 14, 2026 | $235 | Not Available |
| Sep 15, 2026 | $223 | Not Available |
| Sep 16, 2026 | $239 | Not Available |
| Sep 17, 2026 | $255 | Not Available |
| Sep 18, 2026 | $259 | Not Available |
| Sep 19, 2026 | $265 | Available |
| Sep 20, 2026 | $435 | Not Available |
| Sep 21, 2026 | $435 | Not Available |
| Sep 22, 2026 | $435 | Not Available |
| Sep 23, 2026 | $435 | Not Available |
| Sep 24, 2026 | $435 | Not Available |
| Sep 25, 2026 | $441 | Not Available |
| Sep 26, 2026 | $441 | Available |
| Sep 27, 2026 | $441 | Not Available |
| Sep 28, 2026 | $441 | Not Available |
| Sep 29, 2026 | $441 | Not Available |
| Sep 30, 2026 | $441 | Not Available |
| Oct 1, 2026 | $441 | Not Available |
| Oct 2, 2026 | $441 | Not Available |
| Oct 3, 2026 | $441 | Available |
| Oct 4, 2026 | $458 | Not Available |
| Oct 5, 2026 | $458 | Not Available |