Seaside cottage rentals

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Top-rated cottage rentals in Seaside

Guests agree: these vacation rentals 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!
$186 per night
Cottage in Santa Rosa Beach
5-STAR LOCATION/SHORT WALK TO **SEASIDE** & BEACH
Amazing Grace’s is just a stroll to the beach access ramp (1.5 blocks) or Seaside’s central square (6 blocks). Just eight cottages from the jade waters of the Florida Gulf, this cozy, ground-floor cottage is a pastoral retreat reminiscing of a leisurely era with sandy streets canopied by live oaks. Approx 1000 sq ft, it sports a large bathroom with full tub, an open concept kitchen/living space with appliances (including dishwasher, washer/dryer) and large HD flat screen tv with cable.
$262 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.
$250 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 Bud & Alley’s Pizza Bar + Trattoria
Bud & Alley’s Pizza Bar + Trattoria20 locals recommend
Photo of FOOW- Fish Out of Water Restaurant
FOOW- Fish Out of Water Restaurant51 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
$412 per night
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Cottage in Panama City Beach
2/2 30A Sleeps 6 Private Beach Pool Jacuzzi Bikes
$313 per night
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Cottage in Panama City Beach
Beach Cottage at the Heart of the Best of 30A
$377 per night
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Cottage in Panama City Beach
NEW! Breezy PCB Retreat w/ Direct Beach Access!
$449 per night
Cottage in Santa Rosa Beach
Palm House Cottage
$95 per night
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Cottage in Destin
Destin Apt Cottage, 1 Block to Crystal Beach!
$199 per night
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Cottage in Panama City
Charming 1BR | Hot Tub | Deck | W/D
$103 per night
Cottage in Panama City Beach
Totally Beachin’ Walk to shops steps to the beach!
$328 per night
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Cottage in Niceville
Captain's Quarters on the Bay
$239 per night
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Cottage in Panama City
East Bay Fishing Village Unit 4
$204 per night
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Cottage in Sandestin
Mainsail Cottage #39
$333 per night
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Cottage in Panama City Beach
The Orange Oasis Summertowne Cottage #12
$570 per night

Seaside house rentals

Home in Santa Rosa Beach
Small Waves-new 30A beachhouse w neighborhood pool
$405 per night
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Home in Santa Rosa Beach
Steps to The Beach-The Court 7
$242 per night
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Home in Santa Rosa Beach
350yds 2 Beach~Pools~Lake~Four Fish Bungalow 155
$150 per night
Home in Santa Rosa Beach
Fishable Lake~400yds2Beach~Seagrove Bungalow 153
$150 per night
Home in Santa Rosa Beach
Great Stay on 30A - Studio in Seagrove
$191 per night
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Home in Seagrove
SEA ESTA 30A | Beautiful Condo | Close to Beach
$190 per night
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Home in Santa Rosa Beach
Updated~350yds 2 Beach~Pools~Coastal Blue 141
$140 per night
Home in Santa Rosa Beach
Steps to Town & the Beach-Bingo's Bungalow
$219 per night
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Home in Santa Rosa Beach
Modern Carriage House in Seagrove Beach, FL
$225 per night
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Home in Santa Rosa Beach
3 Houses to Beach-Better Days Guest Cottage
$197 per night
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Home in Watersound
Comfortable 2BR | Pool | Balcony
$247 per night
Home in Santa Rosa Beach
Seaside Gulf Front Cottage "Better Together"
$854 per night
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Seaside house rentals

Home in Santa Rosa Beach
Beachfront 10 Honeymoon Cottage
$661 per night
Home in Santa Rosa Beach
Beach Front Paradise! You can't get closer!
$578 per night
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Home in Santa Rosa Beach
1 Incredible View by AvantStay | Beachfront Views
$370 per night
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Home in Santa Rosa Beach
WATERCOLOR PRIME LOCATION STEPS TO BEACH CLUB, NEW
$619 per night
Home in Panama City Beach
Beachfront Best of Show/Free Bch Chairs Mar 15-Oct
$204 per night
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Home in Santa Rosa Beach
Beachfront Honeymoon Cottage-Sanctuary
$628 per night
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Home in Santa Rosa Beach
*30A Beach Special* Beach | Pool | Shops | Eats!
$336 per night
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Home in Panama City Beach
Beachfront Condo + Amazing View!
$158 per night
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Home in Rosemary Beach
Sea.Away | 30A | Between Rosemary & Alys Beach!
$568 per night
Home in Panama City Beach
Spacious 3BR Oceanfront | Pool | Balcony
$425 per night
Home in Santa Rosa Beach
A Short walk to 30A beach -Pool/Bikes/Arcade games
$217 per night
Home in Inlet Beach
30A Beach Villa-Steps to Beach! Pets,Peloton,Bikes
$581 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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  5. Seaside