Holiday houses in Seaside
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Top-rated holiday rentals in Seaside
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Beautiful Beachy Home in Cypress Breeze Plantation
Resort Pool, 3 bedroom sleeps 8! Six Seater Golf Cart Included! Lovely beach house in gated neighborhood. Cypress Breeze Plantation is located just around the corner from the famous beaches of 30A in a quaint and picturesque community near Gulf Place. Cypress Breeze offers the most impressive tropical resort swimming pool and waterfalls on 30A, and the gleaming blue waters of the beach at Santa Rosa are 1/2 mile away! *Please Note - There is a $10 per hour fee for early check-in. Early check-in
A+ beach location. Free bikes & beach gear!
Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ HD Smart TV ✔ LED lighting Minutes to Seaside
Amazing Location, Golf Cart, Gorgeous New Construc
"Shore is Suite" is a professionally designed/decorated 4-bedroom, 5 1/2 bath home in the heart of Seagrove. The owners are experienced hosts and built this home with vacation renters in mind. Details include an ensuite bath in each bedroom, a chef's dream kitchen, high end mattresses and linens, a unique style in each room, and an inviting porch with a porch swing and mood lighting. The home is located in a gated neighborhood that will make you feel like you've walked into a Hallmark movie.
Overlook Pool on 30A- 2Bikes & New Golf Cart!
Welcome to 30A Sea La Vie! Your perfect getaway at Prominence across from the Big Chill (formerly The Hub). 2025 state of the art 6 Seater Golf Cart with Apple/Android Car Play, speakers, voice command multicolor seat lighting and 2 Bikes included! This charming 2-bedroom townhouse offers the ultimate blend of comfort, convenience, and coastal charm. Ideally located near the stunning beaches and vibrant amenities of 30A, this home is the ideal retreat for those looking to relax and explore.
"Watercolor-Getaway Bungalow” Beach/6 Pools/Camp
The "Getaway Bungalow" is a carriage house located in Watercolor FL across from Seaside. This ideal vacation rental is separate from the private home in a spacious studio-like room. The cozy carriage house is located on a quiet cul-de-sac overlooking a beautiful pond steps away from the beach, Camp Watercolor, and Seaside, FL. Amenities •Elevator (Lift) •Smart TV/Internet •2 Bikes/Beach Chairs/Umbrella •Parking at Carriage House Kitchen •Refrigerator •Microwave •Coffee Maker •Dishwasher
Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.
Big Juan- Steps to Beach- 4 Bikes!
Welcome to Big Juan by Kismet Properties of 30A! Discover Big Juan, our charming 2-bedroom cottage in Seagrove. Enjoy a short stroll to the beach and bask in the newly remodeled interiors, complemented by a great outdoor space with outdoor dining. Embrace the coastal lifestyle with 4 bikes included, promising both relaxation and adventure at your fingertips. Rent the cottage next door, “Little Juan,” for a 3-bedroom Experience! www.airbnb.com/rooms/1081394271160103608
Lukow's Landing
Lukow’s Landing Located in Seagrove, just off of iconic Highway 30A and one mile from Seaside. Our golf cart friendly neighborhood offers easy access to restaurants and shops. Enjoy direct public beach access 0.4 miles away—just a 3-minute bike ride or 7-minute walk. Four bikes are included, and a handicapped-accessible beach access is just a block away. Unwind in the private hot tub after a day of fun. We look forward to hosting you in this perfect coastal retreat!
Starr of Seagrove - 3 Min Walk to Beach!
Beautiful, renovated condo in Seagrove Beach! Steps from the beach & Cafe Thirty-A, & many other local favorites! Just a short (1-2 mile) bike ride from Seaside, Publix, shops & restaurants. On-site pools & tennis courts. Perfect for a couple's or small family beach vacation. We are open to renting directly to guests 18+ (i.e. college or high school students; children traveling with families are also welcome, of course!) See policies & rules for details.
LakeHouse30A - 3BR/3BA-Lakefront/Close to beach!
LakeHouse30A-Experience pure relaxation at this extraordinary 3BR/3BA renovated lakefront retreat with a private boat dock located directly on Eastern Lake. Sip your morning coffee on the screened-in porch or take a tranquil stroll down to the white sand beach. Nestled between 30A and the Gulf, this charming villa offers an escape conveniently close to shopping and dining. Beach chairs, bikes and umbrella are provided for your ultimate comfort!
Big Chill 30A | Scooters | Pool | Nearby Beaches!
Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL
Gulf-Front Corner Unit in Seagrove Facing Sunset!
You won't believe these sunset views from the top floor of TAKE IT EASY - a quiet and beautiful southwest corner unit GULF FRONT condo in the fabulous and relaxed "The Palms at Seagrove" community! MOST UNITS AT THE PALMS DO NOT FACE THE SUNSET, THIS CORNER UNIT DOES! You drove all this way to go to the beach, so stay DIRECTLY ON THE BEACH! Very important - PRIVATE BEACH! AVOID THE CROWDS!
Popular amenities for Seaside holiday rentals
Other great holiday rentals in Seaside
30A BH - Beach Please
Peaceful Easy Living
Palms of Seagrove A9- GULF FRONT & Beach Access
Walk to Big Chill, LSV included, in Prominence
The Sunshine Inn
Walk to Beach-Prime Location-30A-Just Breezin'
One Seagrove Place 1504
Sunny FL Home 'Miss Millie’s Landing’' w/ Deck!
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $772 NZD | $731 NZD | $992 NZD | $998 NZD | $1,030 NZD | $1,206 NZD | $1,186 NZD | $1,026 NZD | $862 NZD | $1,025 NZD | $1,018 NZD | $1,021 NZD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Frequently Asked Questions
What are the best places to stay in Seaside?
Seaside has a range of vacation rentals and cottages, with many stays near the town center or around tree-lined streets and the scenic beachfront. Visitors often enjoy walkable spots close to dining, shopping, and gathering spaces.
What are the best things to do in Seaside with kids?
Families can explore the beach, visit local parks, or ride bikes along shaded paths. The central amphitheater often features outdoor activities, and kids enjoy browsing colorful bookshops and finding sweet treats at local markets.
What are some of the best things to do in Seaside?
Explore the beach, stroll pastel-hued streets, and gather at the amphitheater during community events or outdoor movie nights. Seaside also has locally owned shops, farmers' markets, and bike trails shaded by oak trees.
How is the weather in Seaside?
Seaside has mild winters around 44–63°F (7–17°C) and warm, humid summers near 75–92°F (24–33°C), with the rainiest months usually falling in early summer. Spring and autumn often bring comfortable temperatures and less humidity.
What are the best places to visit in Seaside?
When in Seaside, explore the beach, visit the amphitheater for community gatherings, or browse independent bookstores and galleries in the town center. The local farmers' market is often recommended for seasonal produce and crafts.
What are some hiking trails in Seaside?
Seaside has bike and walking paths winding through oak groves and beachside neighborhoods. For longer trails, visitors often explore nearby state parks with shaded routes and gentle terrain suitable for most skill levels.
What are some family activities we can do in Seaside?
Families can build sandcastles on the beach, rent bikes for neighborhood adventures, or attend outdoor movie nights and concerts at the amphitheater. Local markets and bookshops make for relaxing daytime activities.
What are some of the best day trip ideas from Seaside?
Venture to nearby coastal communities known for boardwalks, art galleries, or nature reserves with birdwatching opportunities. State parks around Seaside feature dune lakes and picnic spots surrounded by native landscapes.
Are there any pet friendly accommodations available in Seaside?
Seaside has a variety of pet-friendly vacation rentals. Many local parks and pathways welcome dogs on leash, making it easy to enjoy the outdoors with your pet.
What are some local tips for visiting Seaside?
Bring a reusable water bottle and comfortable shoes for exploring on foot or bike, and check local boards for seasonal gatherings and markets. Arrive early for parking, especially during busy weekends and community events.
What is Seaside known for?
Seaside is known for its pastel cottages, walkable neighborhoods, and a beachfront amphitheater hosting music, movies, and gatherings. Its master-planned design and community atmosphere make it a frequently suggested destination in northwest Florida.
What are the best hidden gems to explore in Seaside?
Explore quiet courtyards tucked behind local shops, mural-adorned alleyways, or relax on less crowded stretches of sand framed by sand dunes. Independent bookstores and small art galleries around the town center are also often appreciated by visitors.
What are the best foods to try in Seaside?
Seaside has fresh Gulf seafood, locally made ice cream, and classic Southern-style breakfasts. Food trucks serving tacos, barbecue, and coastal-inspired sandwiches are often recommended for a casual meal.
What should I bring for a trip to Seaside?
Pack comfortable walking shoes, sun protection, and a swimsuit for the beach. A light sweater is useful for breezy evenings, and bringing a reusable bag is handy for farmers’ markets or local shops.
What is the nightlife in Seaside like?
Nightlife in Seaside is relaxed, with live music on the green, cozy bars, and open-air gathering spots near the beachfront. Seasonal events often create a lively community atmosphere, especially during arts or outdoor movie nights.
What are the most popular events or festivals in Seaside?
Seaside hosts outdoor concerts and movie nights during spring and summer, as well as seasonal farmers’ markets and arts-themed festivals. Community events around the amphitheater or near holiday weekends draw locals and visitors together.
Are there family friendly vacation rentals in Seaside?
Family-friendly vacation rentals are common throughout Seaside, with many cottages and homes near parks, markets, and the beachfront. Look for listings featuring extra bedrooms, kitchens, or enclosed yards for kids to play safely.
When is the best time to visit Seaside?
Spring and autumn are often recommended for comfortable weather and fewer crowds, while summer draws visitors with seasonal events and warm beach days. Winter tends to be quieter, with mild temperatures.
Quick stats about holiday rentals in Seaside
Total holiday rentals
Explore 320 holiday rentals in Seaside
Nightly prices starting at
Seaside holiday rentals start at $204 NZD per night before taxes and fees
Verified guest reviews
Over 2,090 verified reviews to help you choose
Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Holiday rentals with a pool
240 properties feature pools
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wi-Fi availability
320 of Seaside holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Self check-in, Pool and Gym across Seaside rentals
4.8 Average rating
Seaside stays are highly rated by guests—averaging 4.8 out of 5!
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