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Holiday Rentals in Seaside, FL

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    1 / 28
    4.5 of 5 stars (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 32459
    5 of 5 stars Reviewed 1 week ago
    We spent 12 nights in this nice comfortable home, nicely decorated rooms, large living area with nice open kitchen.. Great for relaxing.. wonderful porch looking into a Woody...
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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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 / 60
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Some vacation rentals leave more to be desired. The same cannot be said for the 4BR/2.5BA ‘Desire’ in Seaside, Florida! This four-story, gulf-view masterpiece overlooks the Ruskin Art Square, the Gulf of Mexico, and the famed Seaside, Florida. The first floor of the property features a Queen Suite... View all property information
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    Seaside, Florida Panhandle 32459
    1 / 30
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    'Coasting in Style' is located right in the heart of Seaside, Florida, overlooking the world famous Seaside Central Square, the town amphitheater, the nostalgic Airstream food trucks, and the splendid Gulf of Mexico. The unit offers a full living area, a full kitchen, plenty of private balcony... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    5 of 5 stars Reviewed 9 July 2015
    If you have never said in Seaside Florida then you are missing out on an amazing beach vacation. Coasting in Style will put you right in the middle of everything that there is to...
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    1 / 16
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    About this property
    SPECIAL OFFER: Stay between March 5-April 2, 2016 and Save $50 per night! Call or Email us to book today! 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... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    5 of 5 stars Reviewed 9 April 2014
    A really gorgeous, serene resort setting. We were so happy with the home and community, the quality and all the features.The cottage was so homey, charming, yet functional, just...
    5 of 5 stars Reviewed 7 March 2014
    Just love this area in the winter, so beautiful with the sun shining bright and a chill in the air. We relaxed, caught up with old friends, walked everywhere, enjoyed great...
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    1 / 12
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Terrace
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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
    5 of 5 stars Reviewed 13 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 9 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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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    WELCOME TO HAKUNA MATATA AT SEASIDE (111 GRAYTON STREET) Leave your worries at home. In fact this home's name means 'no worries' and our guests will have none while vacationing here! Upon your first step onto the long front porch, you will be tempted to stop and rock and relax in the inviting... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
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    1 / 8
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to KARIBU in Seaside (111 Grayton Street) Karibu is the delightful guest cottage to Hakuna Matata. Both are conveniently close to the Westside Pool and only a two minute walk to the beach. Karibu opens into a small courtyard with barbecue grill, and is privately accessible by one of... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    1 / 43
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Welcome to WATERSIDE (11 East Ruskin) This three bedroom, three bath shaded retreat is just steps to the beach. Located at the corner of East Ruskin Street and 30A, WATERSIDE is directly across from the private East Ruskin Pavilion beach access. You can sun all day and return home to the cool,... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    1 / 26
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 26 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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    1 / 20
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Washer
    • Patio
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    • Satellite TV
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    • Pet-friendly
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    About this property
    SPECIAL OFFER: Stay between March 5-April 2, 2016 and Save $50 per night! Call or Email us to book today! 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... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    5 of 5 stars Reviewed 9 April 2014
    Such a beautiful, serene resort community. Upon arriving, we were so happy with the home, the quality and all the features. It was so homey, yet elegant, charming...
    5 of 5 stars Reviewed 6 March 2014
    Peaceful, serene, and oh-so relaxing! Perfect home to enjoy a beach getaway. Terrific community located close to everything, quick walk to the beach. Home was equipped with...
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    About this property
    SPECIAL OFFER: Stay between March 5-April 2, 2016 and Save $50 per night! Call or Email us to book today! 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... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    5 of 5 stars Reviewed 22 April 2014
    Beautiful home in a terrific community located close to everything, quick walk to the beach. So much to do in this area, with easy access. Home had everything our family of 6...
    5 of 5 stars Reviewed 9 April 2014
    Cannot share just how much we enjoyed your beach home! It was perfect for our family vacation. There was enough room for everyone to gather for meals and games while still having...
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    1 / 40
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Central Heating
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    About this property
    Serendipity is a wonderfully styled 2700 sq foot, 3BD/3.5BA home tucked away in Watercolor just off Highway 30A. The house has stunning Australian Cyprus hardwood floors flowing throughout the living areas and bedrooms, and plenty of outdoor space. With cathedral ceilings, a fireplace in the living... View all property information
    Location Information
    Seaside, Florida Panhandle
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    59 West Ruskin 3-night minimum stay required during spring break and summer Spin Echo is a well-appointed cottage located near the Seaside Lyceum and within walking distance to the sugar-white sand beach, as well as to shopping and dining in Central Square. On the first floor, you will find a hall... 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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    29 Quincy Circle 3-night minimum stay required during spring break and summer Just steps away from the beach and located in the Medical/Arts building of Central Square, this spacious two-bedroom is a metropolitan masterpiece. Twelve-foot high ceilings and dark hardwood floors open the space and... View all property information
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    Seaside, Florida Panhandle
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    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 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    Unforgettable - 25 Central Square #307 - 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. Unforgettable is a sophisticated and spacious two story... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Ideally located in the heart of Seaside's Ruskin Place, STAIRWAY TO HEAVEN is the consummate new urban residence. Widely admired and internationally published, this three story residence is a child of the Bauhaus International Modern Movement. Cast in the 1996 movie, 'The Truman Show', the... View all property information
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    Seaside, Florida Panhandle 32459
    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    About this property
    Gift by the Sea-Beachfront 9 – 2088 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
    4 of 5 stars Reviewed 16 September 2015
    My husband and I are honeymooning in this house as I write this. It's an adorable little house. Has a king size bed in the downstairs bedroom and a nice bathroom with a large...
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    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
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    A Sight to Sea - 25 Central Square #305 - 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. “A Sight to Sea” is a sophisticated and stylish two story... View all property information
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    Seaside, Florida Panhandle
    1 / 15
    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
    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 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    30 West Ruskin Street 3-night minimum stay required during spring break and summer Moore Fun is conveniently located just a short walk to the beach and Central Square. On the first floor, you will find a living room with a fireplace, dining room, a spacious and fully-equipped kitchen with separate... 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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    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
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    Seaside, Florida Panhandle
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2336 East County Hwy. 30A 3-night minimum stay required during spring break and summer Located on scenic 30A, just steps away from the beach and offering spectacular views of the Gulf of Mexico, this two-story full-service cottage is picturesque, with an abundance of wall windows welcoming the... 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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    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 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2326 East County Hwy. 30A 4 night minimum, spring break and summer 7 night minimum over July 4th and Memorial Day 4 night minimum (Easter, Labor Day, Columbus Day, Veterans Day, Thanksgiving, Christmas and New Year’s) Love Me Tender, Love Me True is located right on Scenic 30A, near Central Square... 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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    • Hot Tub
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    About this property
    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
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    Seaside, Florida Panhandle 32459
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    117 Savannah Street 5-night minimum stay required during spring break and summer; 2-night minimum stay year round. Delight in a bright splash of color and imaginative décor found at the ultimate kid-friendly cottage located just a short walk to the beach, pools, tennis courts, fitness center and... View all property information
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    Seaside, Florida Panhandle
    1 / 26
    3 of 5 stars (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
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    Beachfront 10-Honeymoon Cottage – 2070 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... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    3 of 5 stars Reviewed 25 November 2014
    We chose this unit because of the available dates and the photos posted. We were able to check in earlier than the regular time as the cottage was ready - which we...
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    152 East Ruskin Street Located near Ruskin Place Artist Colony and the beach, Somewhere is a delightful cottage to experience Seaside. Walk through Somewhere’s private canopied entrance onto its screened-in porch where you’ll find a peaceful and uplifting decor, offering a cozy living room,... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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
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    Seaside, Florida Panhandle
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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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
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    Seaside, Florida Panhandle
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Private Garden
    • Satellite TV
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    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Internet Access
    • Balcony
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool...
    • Air Conditioning
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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
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    15 Natchez Street 5-night minimum is required during spring break and 7-night minimum in summer Four the Girls is just 100 steps from both the beach and the Westside Pool. The first floor has a laundry room, as well as a king and queen bedroom- each with a private bath (shower only). The third... View all property information
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    Seaside, Florida Panhandle
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    109 West Ruskin Street Saturday-to-Saturday stay required during spring break and summer Conveniently located behind the Ruskin Place Artist Colony and near the shops and restaurants of Central Square, Plum Lucky is the combination of two well-appointed cottages--Plum Lazy and Plum Crazy--making... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    842 Forest St. 5 night minimum stay required during spring and summer Named after the owners' favorite Jimmy Buffet song, Banana Republic is a stylish combination of tropical and southern décor, located near the Westside Pool. The first floor includes two queen bedrooms, which share a porch and... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    32 Pensacola Street 5-night minimum stay required during spring break and summer Shore is Fun is conveniently located just a short stroll to the white-sand beach and emerald-green waters of the Gulf. This cottage sleeps up to eight people, all on one level. The bedrooms include a master suite with... View all property information
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    Seaside, Florida Panhandle
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    75 Tupelo Street 5-night minimum stay required during spring break and summer Sundance is a large beach cottage with a casual feel and natural tones throughout. Entrance is through a cozy screened-in porch where you will find a living area full of windows for lots of natural light, a dining area, a... View all property information
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    Seaside, Florida Panhandle
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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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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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    204 Ruskin Place Please no children under that age of 18 The Conservatory is an exquisite 1,600 sq. ft. penthouse that features panoramic views of Seaside, FL from the rooftop, which also includes a hot tub. The master bedroom suite is highlighted by a king bed and an oversized bath with large tub... View all property information
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    Seaside, Florida Panhandle
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    4 of 5 stars (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    31 Smolian Circle Saturday-Saturday stay required during summer; 3-night minimum stay required remainder of the year Your train has finally pulled into 'The Station' when you spend your Seaside, FL vacation in this cottage. Located just minutes from the Westside pool, the beach, and downtown, this... View all property information
    Location Information
    Seaside, Florida Panhandle
    4 of 5 stars Reviewed 16 November 2015
    What a great spot. One block to the shores or to old town. Fabulous 4 bedroom home that was nicely compartmentalized for multiple families with plenty of shared space and three...
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    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 7 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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Seaside, Florida Panhandle