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Cottage rentals in Seaside

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Top-rated cottage rentals in Seaside

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

Cottage in Seagrove Beach
Mid-Century Modern Beach Cottage for Two!
Experience Scenic 30A in the heart of Seagrove Beach at this warm and welcoming 1-bedroom, 1-bath vacation rental cottage just 200 yards from the Gulf of Mexico! This eco-friendly cottage is the perfect romantic retreat with a timeless mid-century modern interior, tasteful furnishings, a covered front porch, and a private patio with a fire pit that's perfect for bonfires. Whether you're in town to bike along the coast or explore Grayton Beach State Park, this is the perfect Florida home base!
$188 per night
Cottage in Santa Rosa Beach
Cheerful 2 Bedroom Cottage with Pool
Have fun with the whole family at this stylish cottage. Bunkroom can sleep 4-5 and master sleeps 2. Just a few steps to the pool and 3 blocks to the beach. The famous Cafe 30A is also a few blocks away. This cute cottage has everything to make your stay relaxing and fun. 5 minute drive to Publix grocery store and 10 minutes to The Big Chill, formerly The Hub. If there is anything we can do to make this trip more convenient, please let us know and we look forward to hosting you soon.
$336 per night
Cottage in Santa Rosa Beach
Summer 2023 Openings, Quiet 30A Seagrove location
Discover a slice of paradise at "Seas the Day". This charming, three-bedroom vacation rental is ideal for families and friends seeking a private sanctuary in one of Scenic 30A's finest areas. The home is in the perfect spot central to all the five-star amenities which dot the area including fine dining, boutique shopping, spas, golf and much more. A 10 minute walk will find you at the white sand beaches which line the coast. We promise you an experience filled with lasting memories!
$279 per night
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Stay near Seaside's top sights

Photo of Great Southern Cafe
Great Southern Cafe151 locals recommend
Photo of Bud & Alley's Waterfront Restaurant & Bar
Bud & Alley's Waterfront Restaurant & Bar164 locals recommend
Photo of Pickle's Burger and Shake
Pickle's Burger and Shake18 locals recommend
Photo of FOOW- Fish Out of Water Restaurant
FOOW- Fish Out of Water Restaurant50 locals recommend
Photo of Bud & Alley’s Pizza Bar + Trattoria
Bud & Alley’s Pizza Bar + Trattoria20 locals recommend
Photo of Sundog Books
Sundog Books28 locals recommend

Seaside cottage rentals

Cottage in Santa Rosa Beach
Cheeks On The Beach - Short Walk To The Ocean
$508 per night
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Cottage in Panama City Beach
Beach Cottage at the Heart of the Best of 30A
$391 per night
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Cottage in Santa Rosa Beach
Palm House Cottage
$95 per night
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Cottage in Panama City Beach
Breezy PCB Retreat w/ Direct Beach Access!
$642 per night
Cottage in Panama City Beach
2/2 30A Sleeps 6 Private Beach Pool Jacuzzi Bikes
$207 per night
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Cottage in Destin
Destin Apt Cottage, 1 Block to Crystal Beach!
$275 per night
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Cottage in Destin
New Beach Cottage~Steps to Beach & Pool ~ Sleeps 4
$194 per night
Cottage in Panama City
East Bay Fishing Village Unit 5
$221 per night
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Cottage in Inlet Beach
30A Watersound Mamma Mia Water Views
$689 per night
Cottage in Seacrest Beach West
30A Gulf Front Seacrest Home + Private Pool
$765 per night
Cottage in Panama City Beach
Cozy Beach Home with Golf Cart!
$489 per night
Cottage in Laguna Beach on the Gulf of Mexico
Guest house 1/br 1/ba w/Murphy/pool/250’ to beach
$175 per night

Lakefront cottage rentals in Seaside

Cottage in Laguna Beach on the Gulf of Mexico
Hidden Treasure - Perfect blend of Quaint & Quiet!
$200 per night
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Cottage in Mary Esther
Nature's Nest Cottage on the Sound - Pets Welcome!
$179 per night
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Cottage in Panama City Beach
Quiet Holiday Cottage On Lake Near Beach and Pool
$151 per night
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Cottage in Chipley
The Fifth Promise - A Cozy Lakehouse Retreat
$299 per night
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Cottage in Ponce de Leon
Choctaw Lodge Retreat
$279 per night

Places to stay in Seaside

Condo in Santa Rosa Beach
Luxe 30A Seagrove Studio Steps From Beach Access
$333 per night
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Condo in Seacrest Beach
Studio in 30A between Rosemary Beach & Alys Beach
$343 per night
Condo in Santa Rosa Beach
30-A Getaway near Seaside 102
$228 per night
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Condo in Seacrest
Relaxing 30A Couple's Retreat
$363 per night
Condo in Santa Rosa Beach
Sleek Seagrove Studio Steps From Beach Access
$232 per night
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Condo in Santa Rosa Beach
Renovated, Gulf Front Ground Floor A2 @ The Palms!
$375 per night
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Condo in Santa Rosa Beach
Ocean front sleeps 6 at the Palms of Seagrove.
$400 per night
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Condo in Santa Rosa Beach
30-A Getaway near Seaside 139
$170 per night
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Condo in Santa Rosa Beach
Spacious Seagrove Studio
$266 per night
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Condo in Seacrest
NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool
$398 per night
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Vacation home in Seacrest
⭐️*BRAND NEW LISTING* Seacrest Carriage House
$349 per night
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Condo in Santa Rosa Beach
Modern Seagrove Getaway Steps from Beach Access
$209 per night
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Your guide to Seaside

All About Seaside

Just west of Panama City Beach on the Florida Panhandle, Seaside is a tiny village of serene white-sand beaches and emerald-colored waters. This Gulf Coast community lives up to the simplicity of its name: It’s a place of jewel-coloured ocean views and powder-soft sands reign, with plenty to discover by way of local charm. As you walk through the town you’ll happen upon vintage airstream restaurants, murals, and independent shops. Founded in 1979, Seaside came to be when a family of landowners purchased 80 acres near Seagrove Beach. Built with vacationers in mind, the streets were designed so that they all lead directly to the main attraction: Seaside’s incredible beach. Seaside is full of rental properties — but no two are exactly alike, so choosing your rental in Seaside is as fun as crafting your itinerary (full of sand, sun, and sea).


When is the best time to stay in a vacation rental in Seaside?

Seaside is pleasant to visit year-round. But if you’re looking for prime weather, travel in April or May, when temperatures are warm and before the summer busy season starts. In spring, the area buzzes with farmers’ markets, free concerts, and the South Walton Beaches Food & Wine Festival. While summer is hot and humid, there are plenty of options to help you cool off such as beach barbecues, Fourth of July celebrations, and the Emerald Coast Blue Marlin Classic. During the winter, experience over 200+ hiking trails, or unique gatherings like the 30A Songwriters Festival, or the Sandestin Gumbo Festival.


What are the top things to do in Seaside?

Seaside Farmers’ Market

Check out the many varieties of local produce, honey, soaps, and regional treats for sale at this bi-weekly market located at the Seaside Amphitheatre. If you’re traveling with your dog (or want to bring your pooch a souvenir) don’t forget to ask about the organic dog treats — they’re a must!

Grayton Beach State Park

A five-minute drive west on 30A, Grayton Beach State Park is a more rustic alternative to the sheen of Seaside. Hike among stands of magnolias and scrub oaks on a 9-mile loop trail and keep your eyes peeled for grey foxes, pelicans, and the occasional alligator. The park features a rare coastal dune lake, perfect for canoeing, kayaking, and fishing for bass, bream, and white-speckled trout. Be sure to pick up a short-term fishing license before dropping your line.

Hit the beach

When in Seaside, make sure you reserve plenty of time for sunbathing, lounging, and splashing in the waves. While the beach is the uncontested star here, there are plenty of ways to enjoy it. Reserve a sun lounger, charter a sailboat, rent a kayak, or zoom along on a bike. As long as you’ve got sea salt in your hair and sun on your skin, you’re doing things right here.

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