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Holiday Homes in Seaside, FL

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    Travellers to Seaside are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 43
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    36 East Ruskin Street 3-night minimum stay required during spring break and summer Conveniently located, Sweet Potato is just a short stroll to the beach. This cozy cottage includes a nice screened-in front porch with rockers, a large open living room with dining area, a fully-equipped kitchen and... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    25 Central Square, #302 This two-story one-bedroom penthouse is the definition of cosmopolitan living at the beach. Boasting a spectacular view of the Gulf of Mexico and overlooking Seaside’s Central Square, this grandeur accommodation is fully equipped with a kitchen, dining area, half bath and... View all property information
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    Seaside, Florida Panhandle
    1 / 49
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Welcome to CRISOBEL (52 Odessa Street) From the front porch swing to the rooftop deck, Crisobel 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... View all property information
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    Seaside, Florida Panhandle 32459
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    15 Tupelo Street 3-night minimum stay required during spring break and summer; please no children under the age of 12 This cottage conveniently opens onto both 30A and Tupelo Street and is just steps to the beach. Once the permanent residence of The Modicas (of Modica Market), Sip 'n Dip is a... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    608 Forest Street 5-night minimum stay required during spring break and summer Whatcha Dune is family-friendly cottage located near the Seaside Chapel, directly across from Forest Street Park. This inviting cottage includes a spacious living room with a comfortable dining area, a full bath, and a... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    62 Pensacola Street 5-night minimum stay required during summer Moon Shine is a great family cottage and the perfect place to watch the emerald-green waves of the Gulf crash on the sugar-white sand beach. The first floor includes a screened-in front porch, a living area, a dining area for 8, a... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    $1,336
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    750 Forest Street Sandy Toes is the combination of Sea Biscuit and Grace Sea, located near the Westside Pool. Sea Biscuit is a Charleston Style Cottage including an outdoor table for 14, a large screened-in porch with dining table for 8, numerous rocking chairs, a sleeping bench, a built-in stereo... View all property information
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    Seaside, Florida Panhandle
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    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    13 Odessa Street 5-night minimum stay required during spring break and summer This spectacular cottage is located directly across the street from the beach. The first floor includes all three bedrooms - each with a private bath. The first bedroom has two sets of built-in bunk beds and private... View all property information
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    Seaside, Florida Panhandle
    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    $660
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    • Satellite TV
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    • Balcony
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    Center Stage – 63 Central Square – Seaside, FL Fall/Winter Special-10% off week stay through March 4, 2016 excluding Holidays. Appropriately named “Center Stage”, this sophisticated town center apartment is ideally located in the heart of Seaside. Center Stage is directly in front of the Seaside... View all property information
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    Seaside, Florida Panhandle 32459
    1 / 15
    2.5 of 5 stars (2) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    11 Savannah Street 5-night minimum stay required during spring break and summer Monday’s Child is conveniently located directly across from the beach on Savannah Street and showcases stunning Gulf views from the balcony. Entry is through a nice spacious front porch that welcomes you into a cozy... View all property information
    Location Information
    Seaside, Florida Panhandle
    4 of 5 stars Reviewed 8 August 2015
    We stayed for a week at the end of July this year and had a great experience. If your looking for a nice, comfortable beach house with an amazing location, this would be a good...
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    53 West Ruskin Street 'When I walked into my cottage, I understood why it was named 'This Side of Paradise.' Everything was perfect ... convey[ing] a coastal chic aesthetic without a hint of beach kitsch.'Southbound Magazine, winter 2013 (Also,At Home Tennesseecover, 2013) Decorated by Lisa... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $146
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    • Parking
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    • Wheelchair access
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    • Elder access
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
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    Seaside, Florida Panhandle 32413
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    $2,046
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    66 Seaside Avenue Saturday-to-Saturday stay required during spring break and summer; 3-night minimum stay required remainder of the year With beach-inspired décor and beautiful pickled hardwood floors throughout, Fleur de Lis is a three-bedroom cottage conveniently located near Central Square and... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $174
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52 East Ruskin Street 3-night minimum stay required during spring break and summer Located just minutes away from the beach, Central Square and the Adult and Family Pools, Blue Suede Shoes is a classic beach cottage for your getaway. With an open furnished porch at the entry, you’ll be able to... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $174
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    • Shared Outdoor Pool...
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $976
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    39 West Ruskin Street 5-night minimum stay required during spring break and summer A perfect place to escape everyday stresses, Take Five is located a few minutes from the beach and to Central Square. This stylish cottage has a nice and cozy living room, a dining area and a fully-equipped kitchen... View all property information
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    Seaside, Florida Panhandle
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $2,160
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    About this property
    2066 East County Hwy. 30A Click here for additional aerial footage Saturday-to-Saturday stay required during summer; 5-night minimum stay required during spring; and 3-night minimum stay required remainder of the year. The Missing Piece is south of 30A, adjacent to the Pensacola Beach Pavilion,... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    $2,245
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    201 Smolian Circle 3-night minimum stay is required year round; 5-night minimum for spring break and summer Every 'Now and Then,' you discover the perfect place to kick back and relax. This lovely home includes a spacious floor plan and themed bedrooms, each with private bath and perfect for large... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $118
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    About this property
    The Village of South Walton is nestled in between Rosemary Beach and Alys Beach along the scenic 30-A corridor of the beaches of South Walton. Step back in time as you enter the cobblestone streets and lamp lit passageways. With its old world charm, southern hospitality and the natural beauty of... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $146
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    $1,516
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    2110 East County Hwy 30A 5-night minimum stay required during spring break and 7-night minimum in summer Located on the Gulf side of 30A, Beside The Sea features expansive windows and high ceilings, providing guests with gorgeous Gulf views. The first floor includes a master king bedroom with a... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    $976
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    123 Grayton Street 5-night minimum stay required during spring break and summer Midsummer Night's Dream is not exactly what you'd find in Shakespeare, but definitely what you'd find in Seaside, FL. Located across from the Westside Pool and only a block from the beach, a large screened-in front... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $146
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $423
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    • Satellite TV
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    • Grill
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    About this property
    Persuasion - 42 Savannah Street – Seaside, FL Fall/Winter Special-Rent 3 nights, get 4th night free or 20% off a full week stay. Valid through March 4, excluding Thanksgiving and Christmas/New Year's. Some restrictions apply. Stay with Sunburst and get up to $280 in Beach Gear delivered to your... View all property information
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    Seaside, Florida Panhandle 32459
    1 / 15
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    $1,280
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    485 Forest Street 5-night minimum stay is required during spring break and summer; 2-night minimum stay is required remainder of the year Colors A compound is Colors 1 & 2 combined- perfect for large families. Colors A is just a short walk to the beach, swimming pools, fitness center, and the... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    28 East Ruskin Street 5-night minimum stay required during spring break and summer Gulfview is located directly across from the beach just three houses in on the first block of East Ruskin St. and a short stroll to all that Seaside offers. This recently updated cottage has a tower with spectacular... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $1,673
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    2424 East County Hwy. 30A Please no children under the age of 10; 3-night minimum stay required during spring break and 7-night minimum in summer Dune House is one of the town's rare jewels, located on a double beachfront lot overlooking the Gulf. Architect Scott Merrill designed this house in... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $146
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    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 15
    2 of 5 stars (1) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2376 East County Hwy. 30A 7-night minimum during spring break and summer Savannah Sands is a classically designed Gulf Front beauty with stylish West Indies décor throughout. Just to the left of the house is an arbored garden area with a fountain and just across the footpath is Savannah Park, a... View all property information
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    Seaside, Florida Panhandle
    1 / 24
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
    • Porch
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    Beachfront 4-Honeymoon Cottage – 2334 E. County Hwy 30A – Seaside, FL Fall/Winter Special-10% off week stay through March 4, 2016 excluding Holidays. Pure, simple and elegant. These series of beachfront “Honeymoon Cottages,” designed by architect Scott Merrill, who at one time was Seaside’s town... View all property information
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    Seaside, Florida Panhandle
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $698
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    19 Rosewalk 3-night minimum stay required during spring break and summer Mis B’Haven is tucked away in Rosewalk, a cluster of quaint cottages with a pedestrian footpath meandering through a thick grove of oaks trees. This cozy and charming cottage features tongue and groove walls throughout in a... View all property information
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    Seaside, Florida Panhandle
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $714
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    2060 East County Hwy. 30A 3-night minimum stay required; except 2-night minimum in October - January Sweetie Pie is definitely the perfect place to experience beachfront in Seaside, with its prime location with pristine views of the emerald-green waters and glorious sunrises and sunsets. Decorated... View all property information
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    Seaside, Florida Panhandle
    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $486
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    • Hot Tub
    • Waterfront
    • DVD Player
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    Firefly - Beachfront 8 – 2094 E. County Hwy 30A – Seaside, FL Fall/Winter Special-10% off week stay through March 4, 2016 excluding Holidays. Pure, simple and elegant. These series of beachfront “Honeymoon Cottages,” designed by architect Scott Merrill, who at one time was Seaside’s town... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $542
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    • Pet-friendly
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    32 Pensacola Street Please no children under that age of 9 Takin It E-sea, located down a short footpath, is the guest house for the main cottage Shore is Fun. Ideally situated, you are just a short stroll from the acclaimed white-sand beach and emerald-green waters of the Gulf. The first floor of... View all property information
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    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $146
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    • Private Garden
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Parking
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $1,425
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    20 East Ruskin Street 5-night minimum stay required during spring break and summer PB&J is a newly remodeled home located steps from the beach and Central Square. A large front porch leads you to a vaulted ceiling kitchen, spacious dining area and comfortable sitting area. Down the hall is a king... View all property information
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    Seaside, Florida Panhandle
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $555
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    204 Ruskin Place Please no children under the age of 18 Maiden’s Chambre is located on the second floor of Renaissance House in Ruskin Place Artist Colony. It is a lovely one1bedroom unit with an antique Belgian Walnut queen bed and a private full bath with a Whirlpool tub. The inviting living room... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $174
    / Night
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    • Satellite TV
    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Private Garden
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $2,462
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    • Pet-friendly
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    About this property
    2132 East County Hwy. 30A 7 night minimum during spring break, summer, Thanksgiving and Christmas holidays; 4 night minimum during spring, fall and winter seasons This lovely 4-bedroom, four-and-a-half bath cottage (formerly known as Ventanas) has an abundance of windows on all levels and in all... View all property information
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    Seaside, Florida Panhandle
    1 / 14
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    $582
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    652 Forest Street Our Place By the Sea is a lovely, spacious 1-bedroom home with great porches, a nice patio deck, and an observation tower overlooking the Gulf and the town. Beautifully and newly redecorated to warm and lift your spirits, the home welcomes you with a brightly colored front porch... View all property information
    Location Information
    Seaside, Florida Panhandle
    1 / 26
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
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    $345
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    About this property
    Welcome to TURKISH DELIGHT in Seaside (52 Odessa Street) Turkish Delight is 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.... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    4 of 5 stars Reviewed 27 April 2015
    This was our first trip to Seaside and the rental agency did not furnish adequate information prior to our arrival about the location of the property. Their emails were so general...
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $146
    / Night
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    • Shared Outdoor Pool...
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of the most desired beach destinations on 30A. The home is very well appointed which includes Kohler fixtures, hardwood floors in the great room, kitchen, and bedrooms.... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    1 / 12
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $118
    / Night
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    • DVD Player
    • Washer
    • Air Conditioning
    • Terrace
    • Internet Access
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    The Village of South Walton is nestled in between Rosemary Beach and Alys Beach along the scenic 30-A corridor of the beaches of South Walton. Step back in time as you enter the cobblestone streets and lamp lit passageways. With its old world charm, southern hospitality and the natural beauty of... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    5 of 5 stars Reviewed 14 November 2014
    My husband and I were celebrating our 29th wedding anniversary and boy did we have a fantastic time! The condo was superb. It was extremely clean and had everything we needed...
    5 of 5 stars Reviewed 10 April 2014
    Great condo in an ideal location. We were very pleased with the quality and all the features of the condo and resort. Excellent location, close to everything, especially the...
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    $1,890
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    2000 East County Hwy. 30A 7-night minimum spring break and summer Sandity, a beautiful beachfront cottage with panoramic Gulf views, is truly a rare beauty on the Emerald Coast. The first floor includes a master king bedroom with private bath (shower only) with double vanities. There is also access... View all property information
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    Seaside, Florida Panhandle
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    $2,442
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    2038 East County Hwy. 30A 5-night minimum stay required during spring break and 7-night minimum in summer It you are looking for a great panoramic view of the Gulf, the Fletcher Cottage is the place to be. This beachfront beauty encompasses everything from classy beach décor to comfortable living... View all property information
    Location Information
    Seaside, Florida Panhandle
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $1,254
    / Night
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    • Pet-friendly
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    About this property
    73 Odessa Street Saturday to Saturday stay required in summer season Settle right in to Furs, Fins and Feathers and take advantage of the porch swings, sun deck and its nearby location to Westside Pool and the Gulf. This newly redecorated cottage includes a dine-in kitchen, a large living area with... View all property information
    Location Information
    Seaside, Florida Panhandle