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Vacation Rentals in Seaside, FL

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    Travellers to Seaside are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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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
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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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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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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
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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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
    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
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    Seaside, Florida Panhandle 32413
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    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
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    Seaside, Florida Panhandle 32459
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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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
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    Seaside, Florida Panhandle
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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
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    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
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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/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, 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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    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Grill
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    Sea Sabella – 2314 E. Scenic 30A – Seaside, FL Fall/Winter Special-10% off week stay through March 4, 2016. 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... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    5 of 5 stars 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 stars 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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    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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    • Satellite TV
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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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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    • Pet-friendly
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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 32413
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
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    • Internet Access
    • Porch
    • Shared Outdoor Pool...
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Skye – 2026 E. County Hwy 30A – Seaside, FL Fall and Winter Special- 10% any week booked through Marth 4, 2016. Beautiful Skye is situated in the quaint town of Seaside, Florida. Located on the beach side with brilliant Gulf views and convenient access to the beach, the home has just undergone... View all property information
    Location Information
    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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    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
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Parking
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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
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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
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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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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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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
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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, 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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    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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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
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    Seaside, Florida Panhandle 32459
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    6 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    147 Grayton Street The Old Natchez Compound is conveniently located across from the Westside Pool and combines three separate living areas- perfect for a large family or group. On the left side of the compound, Oak Creek Annie’s (OAKCR) speaks of rustic times and folklore with a queen bedroom and... View all property information
    Location Information
    Seaside, Florida Panhandle
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | 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 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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    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
    Location Information
    Seaside, Florida Panhandle
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    3 of 5 stars (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Waterfront
    • Shared Outdoor Pool...
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    • Satellite TV
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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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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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    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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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Satellite TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
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    • Air Conditioning
    • Waterfront
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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
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    4 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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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
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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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
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Private Garden
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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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... View all property information
    Location Information
    Seaside, Florida Panhandle 32413
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Balcony
    • Washer
    • Terrace
    • Parking
    • 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
    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 / 49
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Welcome to HURRAH in Seaside (112 Savannah Street) This beautiful three bedroom, two bath beach residence is one of the most unique beach cottages in Seaside. The best way to describe it is to think about it as a step back into a time when a cottage at the beach became the home of... View all property information
    Location Information
    Seaside, Florida Panhandle 32459
    5 of 5 stars Reviewed 15 October 2015
    The Sea for Two cottage was perfect for my husband and me. It was right on 30A across from the ocean. The bedroom was downstairs with a wonderful combination kitchen/sitting...
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    47 Western Lake (Watercolor) 5-night minimum stay required during spring break and summer Located across from the beach, Masterpiece is an expertly decorated home with custom fabrics, original artwork, state-of-the-art appliances and beautiful dark wood floors. The first floor includes a large... View all property information
    Location Information
    Seaside, Florida Panhandle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Private Garden
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • 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 / 20
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    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
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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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
    Location Information
    Seaside, Florida Panhandle 32459
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Suitability
    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    751 Forest Street 5-night minimum stay required during spring and summer Comfort, class, and conveniences- Southern Splendor offers it all. The front entry leads you into a fully-equipped kitchen with a gas stove and bar seating, as well as a living area, a dining area and access to the screened-in... View all property information
    Location Information
    Seaside, Florida Panhandle