
Holiday rentals in Seaside
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Top-rated holiday rentals in Seaside
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Seaside Artist District/Private Beach for 2
Please consider Our unique "penthouse" near Ruskin Place artist colony' Living is like being in a busy city, with early city noises, late night quiet. Situated above my shop in the heart of Seaside, the THIRD FLOOR (no elevator) Picasso Roost has 10' ceilings , walls filled with artwork, a spacious living/dining area and a bedroom with King bed plus two bathrooms.........sorry, no tub. You have a small uncovered balcony, a small covered balcony down the front stairs and an open rooftop

30a Luxury | Private Beach 7 Palms Pelican Circle
Amazing location on gulf side of 30A. Surrounded by upscale homes, this 2 bed 2 1/2 bath townhome enjoys the privacy of a gated beach community entrance, 60 steps to a gated private beach access, top-of-the line appliances, luxury finishes and furnishings. It's the ideal vacation oasis with its pristine quiet beach, pure emerald waters, gorgeous sunsets and its rare coastal dune lake. Perfectly positioned between Rosemary Beach and Watersound Beach and just minutes to the emerging Alys Beach.

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

Juanderland RV- Airstream on 30A + saltwater pool!
Juanderland is a 25' Airstream travel trailer with 2 twin beds, perfect for two people. A clean and modern aesthetic, the space is both inviting and comfortable, allowing you to rest and unwind when you're back from exploring all 30A has to offer. Walking distance to the beach and Seaside, bike-able to even more. The space has full kitchen and bathroom, indoor & outdoor shower (coming soon), outdoor dining and sitting area, and use of shared saltwater pool! Included are 2 bikes & beach gear.

Steps to Beach and Pool~Rooftop Deck~Pickle Ball
Coastal chic decor, 600 ft from the beach – a haven for beach lovers. Open living space with high ceilings, downstairs master bedroom for single-level living. Front porch, screened patio, and upstairs sun deck.. Two additional bedrooms upstairs with a cozy living area and an extra bath. Pull-out sleeper sofa for larger groups. Outdoor shower. Community amenities: sparkling pool, tennis and pickle ball courts, walking trails. 3 beds, 2.5 baths – a welcoming and family-friendly atmosphere.

Romance On The Bayou
Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Small Waves-30A beachhouse w golf cart/neighb pool
Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Classic 30A Seagrove Beach cottage
Experience Seagrove Beach and all that 30A has to offer in this recently updated Seagrove Classic Cottage. Just 400 feet from the public beach access and a short bike ride to the town of Seaside, this awesome location is the in heart of all that is 30A. Upscale restaurants, casual food trucks and unique shopping experiences are at your doorstep. Getting to the beach is only a short walk down to the public beach access at the intersection of 395 South and 30A.

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!

Gulf-Front Glam | NEW Retro Luxury on 30A
Welcome to Palm Royale! FRESHLY REMODELED TOP TO BOTTOM A Gulf-front glam retreat where retro style meets modern luxury. This fully renovated 2-bedroom condo features brand-new designer furnishings, curated décor, and stunning Gulf views. Centrally located near Seaside and 30A’s best spots, Palm Royale delivers high-end comfort, chic mid-century flair, and that unmistakable 30A sparkle.

Romantic Seagrove Palmetto Bungalow 30A Lakefront
Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.
Popular amenities for Seaside holiday rentals
Other great holiday rentals in Seaside

Resort Pool Retreat Near 30A Beach Accesses

60 Secs to [Private] Beach Seagrove - Gulf views!

Perfectly located near Seaside and the best of 30A

Private Cottage for 2*Steps to Beach*Hot Tub*Bikes

Watercolor Waves/Luxury Condo/Walk to Beachclub

Gulf Front 30A | Stunning Views | Fresh Remodel

Spin Echo

Private Adult Retreat on 30A | Pool + Spa + Bikes
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £335 | £318 | £431 | £433 | £447 | £524 | £515 | £446 | £374 | £445 | £442 | £443 |
| 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 340 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at £118 per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
270 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
320 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
340 of Seaside holiday rentals include wifi access

Popular amenities for guests
Guests love Beachfront, Self check-in and Pool across Seaside rentals

4.8 Average rating
Seaside stays are highly rated by guests – averaging 4.8 out of 5!
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