Seaside Vacation Rentals

The town of Seaside is an unincorporated master planned community on the Florida Panhandle in Walton County, between . The town has become the topic of study at architectural schools and housing industry magazines from all over the United States. The town rose to global fame as being the main filming location of the movieThe Truman Show. There are many vacation rental accommodations of villas and condo rentals available in this unique community.

Seaside offers beautiful, unique vacation rentals of either villa rentals or a condo rental that blend seamlessly with pristine beaches overlooking the crystal clear water of the Gulf of Mexico. A villa rental accommodation will incorporate pastel colours, tin roofs and white picket fences.

The town center was inspired by the squares you’ll find in cities like Florence Italy or Savannah Georgia. Vacation rental accommodations including villa rentals are located in buildings no more than 3 or 4 stories tall. Lodging can be close to Ruskin Place named after John Ruskin, the famous supporter of Victorian Art in London’s 19th century , which is considered to be the “artist Colony” of Seaside. Accommodation here is close to fine art galleries, a coffee shop, and an interior design shop.

There is always something happening at Seaside. From your vacation rentals you can be close to the six tennis courts available staffed by a pro, three swimming pools, a world class croquet lawn, a fitness center, catamaran rentals, nature walks and even a Camp Seaside for children. When evening falls it is only a short walk from your villa rental to several popular restaurants, all of which can be walked to quite easily no matter where your accommodation is located in the town of Seaside.

Rental Amenities

Accessibility

Bedrooms

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only
View Map

Seaside Vacation Activities

9 Vacation Rentals

Your Favs ()
view Tile View List View
sort by
  • This Guest Cottage is

    This Guest Cottage is

    Seaside: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #220085
    Credit Card
    This Guest Cottage is a wonderful spot for a romantic getaway or as a teen or grandparent suite when booked with ID 220084. It sleeps up to four comfortable and is close to but secluded from the main house. Unit has 1K,1Qss. Both are conveniently close to the Westside Pool and only a two minute walk to the beach Like the main house, this is abundant in natural light provided by 3 sets of French doors on each of the 2 floors. Enter the living room from the covered front porch that extends the length of the building. In the open living room you will find the staircase leading to the second floor, a queen size sleeper sofa, flat screen television and a half bath. The living room and fully equipped kitchen are separated by a bar with seating for four. The washer/dryer are located in a closet in the kitchen. Also, tucked away in a corner of the kitchen next to one set of French doors, is a rocking chair that provides just the place to enjoy morning coffee. Ascend the stairs to the second floor and find a bright and spacious bedroom furnished with king bed. The bedroom and full size bath, both access the second floor balcony via French doors. A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE The idea behind Seaside came from 1946, when the grandfather of future founder Robert S. Davis bought 80 acres of land along the shore of Northwest Florida as a summer retreat for his family. In 1979 Davis inherited the parcel from his grandfather, and aimed to transform it into an old-fashioned beach town, with traditional wood-framed cottages of the Florida Panhandle. Three decades ago the town of Seaside was established. And that is part of the magic of Seaside. It is a town. A Florida beach town. It is charming, graceful, eclectic, authentic, romantic. But Seaside isn't just a resort town. It’s a place where family and friends can connect with one another and with the beauty that abounds in this special corner of the world. Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced. Seaside is a simple and beautiful way of life.
  • This 3 Bedroom 2

    This 3 Bedroom 2

    Seaside: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #220084
    Credit Card
    This 3 bedroom 2.5 bath Seaside home offers the perfect location that is close to the beach and town as well as the community pool. It sleeps 8 with 3Q,1T and adjacent guest cottage that adds up to 4 more guests.. Leave your worries at home. Upon your first step onto the long front porch, you will be tempted to stop and rock and relax in the inviting rocking chairs. In fact, every room in the home opens onto the front porch or the second floor balcony. Just a visual reminder that it’s time to relax. You’re on vacation. When you step inside you first see the spacious family-size living room. There you find a large, flat screen television, a library wall filled with books and games, as well as a table for 4 that can be used for dining or for your favorite family game. Just around the corner, beyond the centrally located staircase (with an open view into the kitchen) you will find yourself in the large kitchen and dining area, with seating for 6. The kitchen offers granite counter tops and a large cooking island with cook top and oven. There is also a half bath on the first floor. All 3 bedrooms are located on the second floor. The QUEEN Master Suite bright and cheerfully decorated with many reminders that you are at the beach. Off the master you’ll find a private bath with combination tub/shower. The 2nd MASTER is also a queen with a flat screen TV. It overlooks the Westside Pool which is just across the street. The 3rd Bedroom is a kid-friendly suite that’s colorfully decorated and offers plenty of room for the children to sleep and play when they’re not at the beach or the pool. There’s sleeping room for 3 here with twin bunks and a trundle. ' Guest cottage to this home is ID 220085 A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE The idea behind Seaside came from 1946, when the grandfather of future founder Robert S. Davis bought 80 acres of land along the shore of Northwest Florida as a summer retreat for his family. In 1979 Davis inherited the parcel from his grandfather, and aimed to transform it into an old-fashioned beach town, with traditional wood-framed cottages of the Florida Panhandle. Three decades ago the town of Seaside was established. And that is part of the magic of Seaside. It is a town. A Florida beach town. It is charming, graceful, eclectic, authentic, romantic. But Seaside isn't just a resort town. It’s a place where family and friends can connect with one another and with the beauty that abounds in this special corner of the world. Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced. Seaside is a simple and beautiful way of life.
  • This Four Bedroom Three

    This Four Bedroom Three

    Seaside: Vacation Rental
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #220083
    Credit Card
    This four bedroom three bath Seaside beach residence offers a gorgeous living space for 8 and is just a short walk to the beach and Seaside's eclectic shopping and dining area. 3Q, 2T You can also rent the adjacent 1 bedroom cottage and sleep up to 10. From the front porch swing to the rooftop deck, this offers our guests an unparalleled Seaside beach experience. From the first moment you enter the home you’ll know that it’s been designed to create a backdrop for the perfect family vacation. Recent updates of new hardwood floors and fresh paint give this lovely home the light and airy feel you expect at the beach. There is an open floor plan on the first level offers many wonderful features: -a fully equipped open kitchen -an open living/dining room with fireplace -access to the large covered porch -two queen bedrooms, each with a private bath (one with shower only) -Wireless internet access The second level of this beautiful Seaside resident features two bedrooms, one with a queen and the other with two twin beds that are connected by an adjoining Jack n' Jill bath (shower only). From here you can take the outdoor spiral staircase to the third level observation deck, with a breathtaking view of Seaside rooftops and the Gulf of Mexico. In addition, guests renting this can add bed space by renting the guest cottage located on the property. This intimate cottage includes a living area, queen bedroom, full kitchen and bath with glass walled shower. It will sleep two comfortably. Because of its convenient west end location in Seaside,just steps away from private beach access as well as Seaside's Town Center. Plus, you very close to WaterColor as well. A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE The idea behind Seaside came from 1946, when the grandfather of future founder Robert S. Davis bought 80 acres of land along the shore of Northwest Florida as a summer retreat for his family. In 1979 Davis inherited the parcel from his grandfather, and aimed to transform it into an old-fashioned beach town, with traditional wood-framed cottages of the Florida Panhandle. Three decades ago the town of Seaside was established. And that is part of the magic of Seaside. It is a town. A Florida beach town. It is charming, graceful, eclectic, authentic, romantic. But Seaside isn't just a resort town. It’s a place where family and friends can connect with one another and with the beauty that abounds in this special corner of the world. Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced. Seaside is a simple and beautiful way of life.
  • This is a Perfect

    This is a Perfect

    Seaside: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 2
    • #220082
    Credit Card
    This is a perfect vacation cottage for a couple's getaway or a teen or grandparent suite when rented with Crisobel. Unit has 1Q bed. A lovely guest cottage that is perfectly located half-way between the beach and Westside Pool; it’s just a 2 minute walk to either. This romantic, cozy cottage sits along one of Seaside's secluded foot paths. Although this little cottage serves as guest house for its main house, Crisobel, due to privacy afforded by the lush landscaping, you will never notice the connection - unless you want to. Upon entry, you find yourself in the open living and dining area that open onto a private deck. A small kitchen is equipped with convection oven and dishwasher, and a laundry closet with washer/ dryer combination round out the first floor. A wide wooden staircase leads to the beautiful queen loft bedroom suite surrounded with windows that provide a view of the landscaping and brings the sunlight inside and equipped with flat screen TV and stereo system. The spacious bath with glass walled shower completes the second floor. The seclusion and decor in this cottage creates a cool serene feeling each time you walk through the door. A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE The idea behind Seaside came from 1946, when the grandfather of future founder Robert S. Davis bought 80 acres of land along the shore of Northwest Florida as a summer retreat for his family. In 1979 Davis inherited the parcel from his grandfather, and aimed to transform it into an old-fashioned beach town, with traditional wood-framed cottages of the Florida Panhandle. Three decades ago the town of Seaside was established. And that is part of the magic of Seaside. It is a town. A Florida beach town. It is charming, graceful, eclectic, authentic, romantic. But Seaside isn't just a resort town. It’s a place where family and friends can connect with one another and with the beauty that abounds in this special corner of the world. Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced. Seaside is a simple and beautiful way of life.
  • This Beautiful 3 Bedroom

    This Beautiful 3 Bedroom

    Seaside: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 7
    • #220081
    Credit Card
    This beautiful 3 Bedroom 3 Bath Seaside beach residence is just a few steps to the beach or the center of Seaside. It is the perfect location for your family vacation. This three bedroom, three bath shaded retreat is just steps to the beach. Located at the corner of East Ruskin Street and 30A, directly across from the private East Ruskin Pavilion beach access. You can sun all day and return home to the cool, shaded seclusion of this comfortable home. Waterside is surrounded by native live oaks to provide a cool and private respite from that wonderful summer sun and passers-by alike. Upon arrival, you will enter Waterside through its expansive screened-in front porch furnished with deck chairs and dining table for 6. The first floor consists of an open living, dining and kitchen area, a bedroom with KING bed, a second bedroom with two twin beds, two baths, and every room opens onto a screened porch or deck via French doors. The spacious galley kitchen opens onto the screened porch, as well as the back deck, making it convenient for serving meals or just having morning coffee on the deck. The second floor is entirely devoted to the master suite with a KING bed. If it were not for the draw of the beach, you might find yourself spending all your time in this extra large room with natural plank cathedral ceiling and open rafters, a balcony to enjoy gulf breezes, and if you must bring the laptop, there is a work table. The master bath has an over-sized tub perfect for relaxing. The back deck of the home accesses one of Seaside's quaint footpaths that will take you on the short walk to the town center. Everything you need, including high-speed Internet access, for a memorable stay at the beach. A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE The idea behind Seaside came from 1946, when the grandfather of future founder Robert S. Davis bought 80 acres of land along the shore of Northwest Florida as a summer retreat for his family. In 1979 Davis inherited the parcel from his grandfather, and aimed to transform it into an old-fashioned beach town, with traditional wood-framed cottages of the Florida Panhandle. Three decades ago the town of Seaside was established. And that is part of the magic of Seaside. It is a town. A Florida beach town. It is charming, graceful, eclectic, authentic, romantic. But Seaside isn't just a resort town. It’s a place where family and friends can connect with one another and with the beauty that abounds in this special corner of the world. Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced. Seaside is a simple and beautiful way of life.
  • This is a Very

    This is a Very

    Seaside: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #220080
    Credit Card
    This is a very unique beach cottage that offers room for 8 with 3 bedroom and 2.5 baths. This cottage will be the perfect family beach vacation spot for years to come.. This beautiful three bedroom, two bath beach residence is one of the most unique beach cottages in Seaside. The best way to describe it is to think about it as a step back into a time when a cottage at the beach became the home of beautifully vivid vacation memories. Where families grew up and grew old together. Where the annual trip to the beach became like coming to your home away from home. . Step inside and you’ll be in the living room – with its two story ceiling and tall walls that showcase a variety of different pieces of art. In fact one of the most unique parts of this beach home is its folk are and artistically designed furniture. You’ll want to ask yourself where you can get some of these things for your home. Some of the art in this home isn’t just on the walls. They are the walls. Nancy Swan Drew is a talented artist from Michigan commissioned to make art the focal point of every room in this wonderful beach home. The main living area also has a large flat screen TV, an adjacent dining area for 6, and a fully equipped kitchen. Over the main living area is a reading loft. Take the ladder up to the loft to get away from the busy-ness of the beach and enjoy some peace and quiet from your perch here. Toward the back of the first floor is a kid friendly suite with twin beds and a full bath. Upstairs is the MASTER SUITE with a QUEEN bed and a private bath. The hallway leads to the 2nd floor deck. The hallway also leads to a walkway to a unique and private living quarters that is perfect for teens or children. This unique living space has 4 built-in bunk beds and a 3rd floor living room. Your children will claim it immediately. The first floor to this building contains washer and dryer, a small refrigerator, and half bath that opens to the outdoor shower. You are going to love your vacation here. Come join us this. A LITTLE ABOUT WHAT MAKES SEASIDE A SPECIAL VACATION EXPERIENCE Seaside is not a cookie cutter beach resort. There are pools and tennis courts and other beach resort amenities, but Seaside is much more. It is a unique experience that not only changes the way a vacation is experienced, it changes the way a life is experienced.
  • Mama's Happy - Steps

    Mama's Happy - Steps

    Seaside: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #233892
    Credit Card
    Mama's Happy - Steps from Water and Seaside Town Center. Free Bikes Included!. House, 3 Bedrooms, 3 Baths (Sleeps 8) First Floor: - Guest Bedroom: Queen Bed, Shared Bath with Shower - Open Concept Living Area/Dining/Kitchen - Seating For 4 at Bar Top; 6 at Dining Table - Spacious Screened in Front Porch with Dining and Seating Second Floor: - Master Bedroom: King Bed, Private Bath with Shower and Vanity - Guest Bedroom: Bunk Bed w/ Full Over Twin + Twin Trundle with Private Bath - Large Second Floor Balcony with Seating and Peaceful Views HOME HIGHLIGHTS: - 4 Adult Bikes - Odessa Beach Access Just Steps Away - Front And Back Patios - TV's in most bedrooms - Full Washer/Dryer - Access to Private Pools, Workout Facilities, and Tennis Available (additional fees may apply) - Property Cleaned + Inspected Upon Each Guest Departure
  • Welcome to

    Welcome to

    Seaside: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 6
    • #232579
    Credit Card
    . Welcome to Orca Beach House in Seaside, Oregon. This gorgeous, one story home offers two bedrooms and one and a half baths with a partial ocean view. Walk through the front door and find yourself enchanted with this charming beach home. Hardwood flooring graces the living, dining, and kitchen areas of this comfortable home for six guests. Keep warm with the fully functional fireplace. One of the bedrooms offers two queen beds, perfect for the children to share. The other bedroom offers one queen sized bed. One full bathroom offers guests a tub and shower combo. This vacation rental offers a fully functional kitchen with everything you need to whip up a delicious meal. There is also seating for four at the dining table. Step outside onto the wooden deck and experience the crashing of the ocean and the fresh salty air. This home is perfect for any time of the year. You'll have a fantastic view of the winter storms and the summer sunsets at Orca Beach House. You'll also find that there is plenty to do while staying in Seaside, like walking to the local Promenade, with loads of food, games, and more for adults and children alike.
  • Come Experience

    Come Experience

    Seaside: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 9
    • #232578
    Credit Card
    . Come experience the Chinook Cedar Home. Located in a quiet neighborhood north of downtown, this three bedroom Seaside vacation rental offers easy access to the iconic Promenade just two blocks away. With room for nine, guests will enjoy Craftsman-style accents in the hardwood floors, stained glass doors and trim. Upon walking into the home, guests will find a comfortable living room with plenty of light coming in through the big windows. After spending the day on the beach, relax in this cozy space and enjoy a movie or two. You can even listen to your favorite Internet station, streamed through the free Wi-Fi, or keep up with your favorite shows on cable. This home also offers board games for some old fashioned, low-tech fun. At bedtime, venture upstairs to find three roomy and beautifully decorated bedrooms. Each room features a queen-sized bed laden with plush linens and pillows. In all three, your toes will be greeted by warm carpet as you step out of bed in the morning, and there will be plenty of drawer space for your clothes. If you plan to visit the home with additional guests, a hideaway and rollaway bed are also available at this rental. One of the two full bathrooms can be found on the top floor. This bathroom is big, beautifully decorated, and boasts an oversized shower tub. The other full bathroom is downstairs and features a walk-in shower in a spacious enclosure. Guests looking to stay on longer trips can also make use of the washer and dryer on the bottom floor, perfect for cleaning clothes after an exciting day at the beach. Venturing outside the home, guests will find the Prom to the west, with every beach activity imaginable just two blocks away. Going south of the home, tourists can find Cannon Beach with wonderful shops and restaurants to experience, as well as ethereal-like rock formations jutting out of the Pacific waters. To the north of the home lies one of the oldest communities on the coast, the City of Astoria, which is an ideal for those who like to antique shop. Book your stay at Chinook Cedar Home today, and enjoy everything the coast has to offer!

Can't find what you are looking for? Try these nearby vacation rental regions

Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543