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Vacation Rentals in Seaside, FL

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    About this property
    'Dreamcatcher' is the original name given to this seaside cottage. The home has a central seaside location on east ruskin street,close to central square and is located less than 6 houses from the beach. The home has two bedrooms and a loft (with two trundle beds), a living area with a cathedral... View all property information
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    Seaside, Florida Panhandle 32459
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    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Sea Sabella – 2314 E. County Hwy 30A – Seaside, FL This luxurious three story home has fifty feet of Gulf frontage and features a beautiful and spacious floor plan. Sea Sabella's specially milled sunken cypress siding was reclaimed from some of North Florida's own rivers and makes the house a... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    5 of 5 bubbles Reviewed 11 May 2015
    Great location, immaculate house-fully equipped, and wonderful views. The best rental service I have ever had- they think of everything!! Certainly will return! Only suggestions...
    5 of 5 bubbles Reviewed 4 June 2014
    This house is spectacular! The whole thing was so well thought out and decorated and would not have changed a thing! One of my most favorite stays in seaside. It is worth the...
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    The Bothy - 304 W. Ruskin Place, Seaside, FL New owners Brian and Libby Boyle of St Andrews, Scotland have extensively remodeled The Bothy. Accents of their British heritage are evident throughout the home. This impressive 3 story plus roof deck townhome situated in Ruskin Square has 3 Master... View all property information
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    Seaside, Florida Panhandle 32459
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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
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Coasting in Style – 25 Central Square #304 – Seaside, FL Fall and Winter Special. Rent a minimum of 3 nights and receive an additional night free or book a 1 week stay and get 20% off the weekly rate. Valid 9/5/16-3/10/17 excluding Holidays. Coasting in Style is a sophisticated and spacious two... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2368 East County Hwy. 30A 6-night minimum stay required during summer; 3-night minimum stay required during New Year’s holiday Southern Exposure offers its guests spectacular views of the sugar-white sand beach of Seaside and emerald-green waters of the Gulf of Mexico. The first floor of this... View all property information
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    Seaside, Florida Panhandle
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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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
    Location Information
    Seaside, Florida Panhandle
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2454 East County Hwy. 30A Please no children under the age of 5; 5-night minimum stay required during spring break and summer A lovely, colorful home with lots of windows to enjoy the Gulf and Seaside views, not to mention porches and patios on every level, Toye Cottage is one of those amazing... View all property information
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    Seaside, Florida Panhandle
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Yes, it's Gulf Front and it's a Beauty at the Beach! This one is Flip Flops and it's spectacular. A beautiful gulf front vacation condo and close to Seaside. In fact, it's located 5 minutes from Seaside Town Center by car. Check the map! Want the beach and not the pricing of Seaside? Flip Flops -... View all property information
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    Seaside, Florida Panhandle 32459
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    2444 East County Hwy. 30A 5-night minimum stay required during spring break and 7-night minimum in summer; in 2017 spring break and summer will have a Saturday to Saturday stay requirement Wilder by the Sea is a magnificent, one of a kind, Gulf-front home offering gracious living on the beach with... View all property information
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    Seaside, Florida Panhandle
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    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Persuasion - 42 Savannah Street – Seaside, FL Fall and Winter Special. Rent a minimum of 3 nights and receive an additional night free or book a 1 week stay and get 20% off the weekly rate. Valid 9/5/16-3/10/17 excluding Holidays. Stay with Sunburst and get up to $280 in Beach Gear delivered to... View all property information
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    Seaside, Florida Panhandle 32459
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    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
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    Seaside, Florida Panhandle
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    12 Butler Street 3-night minimum stay required during spring break and summer; please no children under the age of 8 Travel down a charming footpath, and discover Gimme Shelter, named after a favorite tune of the owners. This stylish cottage is located on Butler Street, which is near the Lyceum and... View all property information
    Location Information
    Seaside, Florida Panhandle
    5 of 5 bubbles Reviewed 28 April 2016
    I keep thinking of the line, "A clean, well-lighted place." This cottage emanates good vibes. The dramatic two-story windows allow amazing light; I paused a few moments each day...
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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 3 BR, 2.5 bath stylish combination of tropical and mid-century décor that sleeps 7 and is located near the Westside community pool in Seaside, Florida. The... View all property information
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    Seaside, Florida Panhandle
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2424 East County Hwy. 30A Please no children under the age of 10; 3-night minimum stay required year round 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 respect to... 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 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 Children’s Park and features a large screened-in front porch, six bedrooms and four bathrooms. The first floor offers two... 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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    • Hot Tub
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    • Porch
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    A Sight to Sea - 25 Central Square #305 - Seaside, FL Fall and Winter Special. Rent a minimum of 3 nights and receive an additional night free or book a 1 week stay and get 20% off the weekly rate. Valid 9/5/16-3/10/17 excluding Holidays. New for 2017 season, the penthouse has been completely... 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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    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
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    561 Forest Street 5-night minimum stay required during spring break and summer Soulshine is conveniently located just minutes away from Ruskin Place Artist Colony and the Seaside Chapel. This cottage has lots of floor space and comfortably embraces large families. The first floor includes a... View all property information
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    Seaside, Florida Panhandle
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    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 and Winter Special. Rent a minimum of 3 nights and receive an additional night free or book a 1 week stay and get 20% off the weekly rate. Valid 9/5/16-3/10/17 excluding Holidays. Unforgettable is a sophisticated and spacious two story... View all property information
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    Seaside, Florida Panhandle 32459
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Seaside, Florida Panhandle
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    Above the Crowd – 25 Central Square # 301 – Seaside, FL Fall and Winter Special. Rent a minimum of 3 nights and receive an additional night free or book a 1 week stay and get 20% off the weekly rate. Valid 9/5/16-3/10/17 excluding Holidays. Above the Crowd is a sophisticated and stylish two story... 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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    • Hot Tub
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    Firefly - Beachfront 8 – 2094 E. County Hwy 30A – Seaside, FL Pure, simple and elegant. These series of beachfront “Honeymoon Cottages,” designed by architect Scott Merrill, who at one time was Seaside’s town architect, and inspired by President Thomas Jefferson as he built Monticello. These Gulf... View all property information
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    Seaside, Florida Panhandle 32459
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    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
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    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
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    73 Odessa Street 5-night minimum during spring break and summer 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 classic Seaside beach cottage includes a dine-in kitchen, a large living area with... 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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    55 Central Square 5-night minimum required during spring break and summer; 3-night minimum recommended for remainder of year Beachtime 2 is conveniently located in the center of town and is stunning from wall to wall. This recently renovated townhouse includes an oversized master bedroom that is... View all property information
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    Seaside, Florida Panhandle
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    2132 East County Hwy. 30A 7-night minimum during spring break & summer; 4-night minimum duringThanksgiving and Christmas holidays,spring, fall and winter seasons This lovely 4-bedroom, four-and-a-half bath cottage has an abundance of windows on all levels and in all directions offering spectacular... View all property information
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    Seaside, Florida Panhandle
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    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    2120 East County Hwy. 30A Limited Saturday-to-Saturday stay required year-round; please no children under the age of 12 with a maximum of two children between the ages of 12-18 This exclusive residence has been the cover story for several publications including Architectural Digest, Coastal Living... 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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    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
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    3 of 5 bubbles (1) Average
    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
    Location Information
    Seaside, Florida Panhandle
    3 of 5 bubbles Reviewed 28 November 2016
    The location of this property is hard to beat. It's one street behind the Seaside square with a plentitude of shopping and dining. It's directly across the street from the beach...
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    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
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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, 2 Bathrooms, Sleeps 4 | Quick View
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    54 Robert's Way 3-night minimum stay required during spring break and summer Spinnaker offers plenty of comfort and fun for your family vacation. The first floor has a Master Queen bedroom with a private porch area, as well as a trundle bedroom. Both bedrooms share a hall bath (shower only) that... View all property information
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    Seaside, Florida Panhandle
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Balcony
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    • Hot Tub
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    Center Stage – 63 Central Square – Seaside, FL 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 Amphitheater where you can watch weekly plays and concerts. Professionally... View all property information
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    Seaside, Florida Panhandle 32459
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    498 Forest Street 5-night minimum stay required during spring break and summer Featured in South Walton Life, you will love that this cottage is just a five-minute walk to everything. On the first floor, there is a furnished front porch with a swing, a living area with a queen sleeper sofa, a... View all property information
    Location Information
    Seaside, Florida Panhandle
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    142 East Ruskin Street Located near the pools, fitness center and tennis courts, Big Pink is also just a short walk to Ruskin Place, Central Square and the beach. A town favorite, the first floor includes a spacious living area with a fireplace, a dining area, powder room, a fully-equipped kitchen... 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
    Location Information
    Seaside, Florida Panhandle
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    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
    Location Information
    Seaside, Florida Panhandle
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Balcony
    • Satellite TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
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    About this property
    Gift by the Sea-Beachfront 9 – 2088 E. County Hwy 30A – Seaside, FL Pure, simple and elegant. These series of beachfront “Honeymoon Cottages,” designed by architect Scott Merrill, who at one time was Seaside’s town architect, and inspired by President Thomas Jefferson as he built Monticello. These... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    4 of 5 bubbles 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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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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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
    Location Information
    Seaside, Florida Panhandle