Holiday rentals in Seaside

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Top-rated holiday rentals in Seaside

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Guest favourite
Home in Santa Rosa Beach
5 out of 5 average rating, 12 reviews

Papa's Hideaway- secluded cottage in Grayton on the lake

Welcome to Papa's Hideaway- the perfect spot for your family's vacation. Situated on a large lot on Western Lake in Grayton, this 2 bedroom 1 bathroom cottage is an ideal spot for a relaxing getaway. The community of Grayton is in the center of all 30A has to offer. This historic town has an "old Florida" feel with old oak trees and, of course, the famous Red Bar. The shops/restaurants in Grayton and the beach are about a 3 minute walk from Papa's Hideaway. Although this charming cottage is steps away from all that Grayton has to offer, it is perfectly tucked away for privacy. Papa's Hideaway is on a corner lot protected by large pine trees. You enter the house through the large screened in porch. The porch has a wooden table with 4 chairs, a couch, and a large chair to relax and enjoy your morning coffee. When you enter the house, you are greeted by the living room, which has a wood burning fireplace, a couch, 2 large chairs and a flatscreen TV. The kitchen is adjacent to the living room and is stocked with pots and pans, cutlery, and glassware- ready for a home cooked meal! The stainless-steel refrigerator has a built-in ice maker. The stove top has 4 electric burners with an oven below. The master bedroom has a king bed with a wonderful view of the large yard. There is a flatscreen TV and 2 nightstands in the master bedroom. The second bedroom has 2 twin beds- perfect for the kids! There is another flatscreen TV in the second bedroom. The bathroom has a wonderful large glass shower. In the closet of the bathroom are the washer and dryer. The best part of the property is the dock on Western Lake. The dock is a great place to enjoy an evening cocktail or throw a line in the water to catch some fish. Papa's Hideaway also has a charcoal grill on the outdoor patio and an outdoor shower to rinse off after the beach. *No pets allowed* We can't wait to host you!

Top guest favourite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 117 reviews

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!

Top guest favourite
Guest house in Santa Rosa Beach
4.99 out of 5 average rating, 115 reviews

New-1 BR Secluded Cypress Cabana in Seagrove Beach

✨Introducing ~ Cypress Cabana Carriage House Renovated Couple Retreat | Walking Trail | Forest View | Bikes Need to get away? Cypress Cabana Carriage House is the perfect 1-bedroom, 1-bath home that sleeps 4. Public beach access is a 5-minute walk. Your balcony enjoys views of the Pt. Washington State Forest. You have a private entrance, full kitchen, separate bedroom with a king bed, modern bathroom, and 2 cruiser bikes. This is the perfect couple's escape with luxurious accommodations.

Guest favourite
A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.
Treehouse in Santa Rosa Beach
4.92 out of 5 average rating, 156 reviews

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

Guest favourite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 194 reviews

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.

Top guest favourite
A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.
Home in Santa Rosa Beach
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
The exterior of the house is showcased, highlighting a three-story structure with a mix of gray siding and white accents. Large windows allow natural light to enter, while a decorative roofline adds character. A paved pathway leads to the garage, with bicycles parked nearby.
Cottage in Santa Rosa Beach
4.94 out of 5 average rating, 54 reviews

Beach Babe 30A- 5Bed/5Bath Beach Home w/ Golf Car

Beach Babe at 30A is a luxury 5 Bedroom, 5 Bath home in the quaint area of Seagrove Beach, south of 30-A. You will be located about a 3-minute walk and 1 minute bike ride to the breath-taking white beach along the Gulf. The community also boasts a pool just steps away from the house. House comes with 6-seater golf cart, bicycles, paddle boards, toys, chairs, and a beach wagon all for your enjoyment. Minutes to great 30A spots like the Big Chill, Seaside, etc.

Guest favourite
A contemporary kitchen with an expansive island featuring a marble countertop is highlighted. Wooden bar stools are positioned around the island, and a stove hood is mounted above the kitchen range. Natural light floods the open space, seamlessly connecting the living area in the background.
Townhouse in Santa Rosa Beach
5 out of 5 average rating, 21 reviews

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!

Top guest favourite
An aerial view showcases a coastal community with white sandy beaches and a calm sea. The iconic architectural feature is visible, surrounded by shops and residences. Beach access paths are outlined, and several palm trees add greenery to the landscape.
Flat in Santa Rosa Beach
4.95 out of 5 average rating, 105 reviews

Seaside. Private beach & sleep 2+infant

🌴 EXCLUSIVE PRIVATE BEACH ACCESS! Step into your Charming Seaside Retreat and embrace true coastal living. This apartment features a cozy covered porch with a hanging bed—your perfect spot for morning coffee or sunset naps. Enjoy a King bedroom, full kitchen, and spacious living/dining area. Ideal for a couple or a couple with an infant seeking a private, allergy-friendly escape. No pets, please.

Top guest favourite
A light-filled living area features a plush sofa and textured armchairs, arranged around a round coffee table. Large sliding glass doors provide an unobstructed view of the ocean, while lush potted plants add a touch of greenery. Soft throws and decorative pillows enhance the comfort.
Apartment in Santa Rosa Beach
5 out of 5 average rating, 28 reviews

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!

Top guest favourite
A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.
Home in Santa Rosa Beach
5 out of 5 average rating, 102 reviews

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.

Superhost
A bright sitting area is furnished with two inviting armchairs featuring light upholstery and natural wood accents. A small round coffee table holds magazines, while a floor lamp provides additional light. Artistic wall decor and textured window coverings enhance the serene atmosphere.
Cottage in Santa Rosa Beach
4.87 out of 5 average rating, 236 reviews

Escape to Heart of Grayton Beach in Cozy Cottage

Escape to our charming and cozy 1 bedroom, 1 bathroom cottage located in the heart of Grayton Beach, Florida, just steps away from the world-famous 30A and Seaside. Our recently renovated cottage features all of the modern amenities you need for a comfortable and relaxing stay, while still retaining its old Florida charm.

Popular amenities for Seaside holiday rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$734 SGD$686 SGD$1,008 SGD$746 SGD$770 SGD$902 SGD$886 SGD$767 SGD$644 SGD$766 SGD$761 SGD$763 SGD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°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 $203 SGD 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Walton County
  5. Seaside