Vacation rentals in Seaside

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Top-rated vacation rentals in Seaside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 134 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

Guest favourite
An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.
Home in Seacrest
4.95 out of 5 average rating, 216 reviews

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

Guest favourite
A bright living area features large glass doors that provide stunning views of the ocean. Comfortable white chairs and a wooden coffee table are arranged on a soft area rug. Natural light fills the space, enhancing its welcoming vibe.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 121 reviews

Stunning, Gulf Front, Beach Access

Located GULF FRONT, Cool Water Beach offers unobstructed, breathtaking views of the OCEAN! It's perfect for a couples getaway, a girlfriends trip, & small families too. This unique retreat, renovated in 2017 and updated this year with new floors, furniture and bed linens throughout, will free you of all worries the moment you walk through the door. Our home is located in Seagrove, within biking distance of Seaside & Watercolor to the west & the Big Chill, Alys and Rosemary Beach to the east.

Top guest favourite
The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.
Condo in Inlet Beach
4.99 out of 5 average rating, 168 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ‘TRAVEL + LEISURE’ —FlipFlopsOn II is 80 steps to Inlet Beach, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

Top guest favourite
The cozy living area features a white sectional sofa and an accent chair, positioned around a light-colored coffee table. Soft natural light filters through multiple windows, creating an inviting space highlighted by a patterned rug and a modern ceiling fan.
Guesthouse in Santa Rosa Beach
5 out of 5 average rating, 200 reviews

"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

Top guest favourite
A private balcony offers unobstructed views of the beach and emerald waters. Two wooden chairs are positioned towards the ocean, with the sandy shore and gentle waves visible in the background. The scene captures a bright sky, enhancing the tranquil coastal environment.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 201 reviews

Beachfront Townhome with Free Beach Chair Setup

If you are looking for a beachfront townhouse with amazing views and a private beach, look no further than our center unit at Walton Dunes. We are located on a quiet, dead-end street next to Deer Lake State Park. Our complex of 17 townhouses completed an exterior upgrade in 2021 with new paint and railings. Our unit is in the center and was totally renovated by noted designer Ashley Gilbreath. New flooring and a master bathroom upgrade were done in 2023. Beachfront convenience awaits.

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
4.91 out of 5 average rating, 122 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 bright living area features large windows offering views of the ocean. A soft sectional couch is positioned against the wall alongside a light-colored entertainment unit. Decorative frames and wall art enhance the space, while natural light fills the room.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 228 reviews

30A On The Water! Views! Beach Access & Updated!

This BEACHFRONT townhouse is GULF FRONT with amazing OCEAN views out the back! Walk out your own deck and toes in the sand! Spectacular views from the living room, master and 2 decks. Updated with all new furniture! All these details will make your vacation seamless and relaxing! Located in the heart of 30A (Seagrove Beach) with a 2 mile bike ride to "The Hub", and nestled right between Watercolor and Rosemary Beach...Your family can experience it all from this perfect location.

Top 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
4.97 out of 5 average rating, 179 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 bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.
Condo in Santa Rosa Beach
5 out of 5 average rating, 116 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

Top guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 132 reviews

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.

Top guest favourite
Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.
Townhouse in Watersound
4.99 out of 5 average rating, 145 reviews

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 - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Popular amenities for Seaside vacation rentals

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$638 CAD$605 CAD$821 CAD$825 CAD$851 CAD$997 CAD$980 CAD$849 CAD$713 CAD$807 CAD$687 CAD$898 CAD
Avg. temp12 °C14 °C17 °C20 °C24 °C28 °C29 °C28 °C27 °C22 °C16 °C13 °C

Frequently Asked Questions

  • How is the weather in Seaside?

    Seaside experiences a humid subtropical climate. Summers are hot and humid with temperatures around 90°F (32°C), while winters are mild, with temperatures typically around 60°F (16°C). The area receives ample sunshine throughout the year.

  • What are some of the best things to do in Seaside?

    Popular activities in Seaside include beachcombing, exploring local art galleries, and attending outdoor concerts at the Seaside Amphitheater. Visitors also love paddleboarding in the clear Gulf waters.

  • What is the best time of year to visit Seaside?

    The most popular time to visit Seaside is during the summer months when the weather is warm, averaging around 80°F (27°C). During this time, you can participate in the annual Fourth of July Parade and outdoor summer concerts.

  • What are the best places to stay in Seaside?

    Popular areas to stay in Seaside include the town center for its proximity to shops and restaurants. Staying near the beachfront is also popular for those who love to wake up to the sight and sounds of the ocean.

  • What are the best places to visit in Seaside?

    The most popular places to visit in Seaside include the Central Square, where you can explore a variety of shops and restaurants. You might also consider visiting the Seaside Repertory Theatre for a local play, or explore the outdoor Seaside Farmers Market.

  • What are some hiking trails in Seaside?

    While Seaside itself doesn't have traditional hiking trails, nearby Grayton Beach State Park and Deer Lake State Park have excellent trails where visitors can explore coastal dune ecosystems, diverse wildlife, and beautiful views of the Gulf.

  • What are some family activities to do in Seaside?

    Families often enjoy biking through the charming streets of Seaside, exploring the acclaimed food trucks, or spending a day on the sandy beach. The Watersound Trails is also a popular spot for family-friendly nature walks.

  • What are some of the best day trip ideas in Seaside?

    Frequent day trip suggestions from locals include a visit to the nearby Grayton Beach State Park, a 2000-acre (809 hectares) park featuring a stunning beach and a coastal dune lake. Another option is to explore the picturesque Deer Lake State Park, known for its diverse wildlife.

  • Are there vacation rentals with a dedicated workspace in Seaside?

    Yes! Work meets play with ease at over 150 vacation rentals in Seaside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Seaside?

    Four-legged friends are welcome in Seaside. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Seaside vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 310 vacation homes with pools in Seaside, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Seaside?

    Experience the best of Seaside with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Seaside?

    Seaside has more than 270 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Seaside have a gym?

    Absolutely! We offer over 110 house rentals with a gym in Seaside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Seaside have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Seaside. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Seaside?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with a gym, over 70 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Seaside

  • Total vacation rentals

    Explore 330 vacation rentals in Seaside

  • Nightly prices starting at

    Seaside vacation rentals start at $182 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    330 of Seaside vacation 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