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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 Santa Rosa Beach
30A Vacation • Top Rated • Bikes • Grayton Beach
Sand Reef Cottage is a unique & stylish beach getaway nestled in the eclectic solitude of Grayton Beach on Florida’s iconic 30A. The cottage is an easy 5-7min bike ride from the white sandy beaches. Our cottage is thoughtfully designed for friends & family, good food and great conversation. A true basecamp for all the adventures that the Grayton Beach & 30A has to offer. Bikes & trailers provided. Community pool *Comfortably sleeps 8 - Booking Guest must be 25+. NO PARTIES, SMOKING, OR PETS*
$139 per night
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Cottage in Seaside
Wee Three - 1 BR Studio in Famed Seaside, FL!
1st floor studio space offers massive rooms filled with light, tucked away in the quiet section of Seaside, FL. A kitchenette provides the perfect area to store food and prep light meals. The kitchenette boasts a full size fridge/freezer, sink, microwave, coffee pot, and toaster oven. Please note that there is no dishwasher, stove, or oven in the kitchenette. Rounding out the kitchen space is a dining table with seating for 4 as well as a sleeper sofa. The large king bedroom opens to the li
$173 per night
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Cottage in Santa Rosa Beach
Charming 3 bedroom cottage w/ pool near the beach
Located just off scenic road 30A which connects all of the idyllic beach towns of South Walton! Easily stroll or bike to nearby Seaside to enjoy shops, restaurants, & events. Relax on the beach or by the private pool. This home is located 2 blocks from the beach & 6 blocks from Seaside. Pet friendly for up to 2 dogs, max 40 lbs $150 pet fee. Sleeps 9, max # of people allowed on property is 9. Primary guest must be at least 25 yrs old and occupy the house during the entire stay. No parties.
$300 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 Restaurant51 locals recommend
Photo of Amavida Coffee and Tea
Amavida Coffee and Tea34 locals recommend
Photo of Sundog Books
Sundog Books28 locals recommend

Seaside cottage rentals

Cottage in Santa Rosa Beach
Best Days Ever - NEW Construction in Seaside - Sle
$319 per night
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Cottage in Panama City Beach
NEW! Breezy PCB Retreat w/ Direct Beach Access!
$434 per night
Cottage in Santa Rosa Beach
Palm House Cottage
$95 per night
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Cottage in Panama City Beach
Totally Beachin’ Walk to shops steps to the beach!
$229 per night
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Cottage in Destin
Nantucket Cottage 9B - 2 Min Walk to Beach
$130 per night
Cottage in Freeport
Water Oak Oasis!
$95 per night
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Cottage in Panama City Beach
The Orange Oasis Summertowne Cottage #12
$459 per night
Cottage in Panama City Beach
Buena Vista Beach: Private Beach Across the Street
$549 per night
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Cottage in Panama City Beach
Guest house 1/br 1/ba w/Murphy/pool/250’ to beach
$79 per night

Seaside vacation rentals

Condo in Santa Rosa Beach
Renovated, Gulf Front Ground Floor A2 @ The Palms!
$182 per night
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Condo in Santa Rosa Beach
Luxe Seagrove Studio Steps From Beach Access
$88 per night
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Rental unit in Inlet Beach
Oceanfront Paradise - Unit #10 Spectacular Views!!
$132 per night
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Condo in Inlet Beach
Oceanfront Paradise - Beach at your backdoor!!
$123 per night
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Condo in Santa Rosa Beach
Gulf Front & Ground Floor! - Free Beach Service!
$128 per night
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Condo in Santa Rosa Beach
Steps to Beach | No Cleaning Fee | WiFi | Pool
$136 per night
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Rental unit in Santa Rosa Beach
"Seagrove Sunset" #1107 - Front Gulf View-Sleeps 6
$126 per night
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Condo in Santa Rosa Beach
Ocean front sleeps 6 at the Palms of Seagrove.
$150 per night
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Condo in Santa Rosa Beach
30-A Getaway near Seaside 102
$66 per night
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Condo in Santa Rosa Beach
Modern Seagrove studio steps from the beach
$86 per night
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Condo in Santa Rosa Beach
Sleek Seagrove Studio Steps From Beach Access
$100 per night
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Condo in Santa Rosa Beach
Hour Sunset
$88 per night
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Seaside vacation rentals

Condo in Seacrest
LATITUDE ADJUSTMENT- GULF FRONT ON SCENIC 30A
$249 per night
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Condo in Santa Rosa Beach
Beautiful 30A Beach Front Condo/Amazing Views/WiFi
$181 per night
Condo in Santa Rosa Beach
Beachfront Luxe w Prepaid Beach Chair Setup + Pool
$154 per night
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Home in Santa Rosa Beach
Seaside Gulf Front Cottage "Better Together"
$700 per night
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Condo in Santa Rosa Beach
GULF FRONT 2 Bed on 30A - Seagrove, FL Sleeps 6
$180 per night
Condo in Santa Rosa Beach
Beachfront Corner Condo w/ Free WiFi, Stunning Gulf View, & a Shared Pool!
$224 per night
Condo in Santa Rosa Beach
Beachside 30A Condo with Private Beach Access
$110 per night
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Condo in Santa Rosa Beach
"Calm Water 30A" Large Studio with balcony
$95 per night
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Townhouse in Santa Rosa Beach
Beautifully renovated Gulf-front townhome with private beach access!
$210 per night
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Condo in Santa Rosa Beach
Beachfront Condo - ground floor beach front!
$132 per night
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Loft in Santa Rosa Beach
Beach View on 30A + NEW Heated Pool & Hot Tub!
$99 per night
Home in Santa Rosa Beach
THE COURT, NEW IN SEASIDE, FLORIDA! STEPS TO BEAC
$242 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