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Holiday cottages Seaside, FL

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All 95 Rentals in Seaside
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€609
Per Night
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
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€823
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1 / 29
3 Bedrooms, 3 Bathrooms, Sleeps 6
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€841
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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€86
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1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
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About this property
Happy Hours at Beachwood Villas is a completely renovated 3 bedroom 2 bath beach condo located just a little over a mile East of Seaside, FL. Beachwood is located, in the heart of Seagrove. It’s only a 3 minute walk to beautiful white-sugary sand beaches, adjacent to shops & restaurants, 1 mile to... View all property information
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5 of 5 stars Reviewed 27 July 2014
The beach decor was adorable and updated recently, everything was clean, and the floor plan was ideal! We loved the patio!
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From
€70
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1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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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
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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...
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From
€387
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1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
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  • Suitable for children
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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
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From
€78
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1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
SPECIAL OFFER: Stay through Feb 27 for only $95 per night! Call or email us to book! Please note offer is not valid over Holiday dates of Dec 20-Jan 3. 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... View all property information
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From
€86
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1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
SPECIAL OFFER: Stay through Feb 27 for only $95 per night, plus tax! Call or email us to book! Please note offer is not valid over Holiday dates of Dec 20-Jan 3. Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of... View all property information
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From
€761
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
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About this property
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 lot of natural light, a dining are, a... View all property information
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From
€86
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1 / 10
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
SPECIAL OFFER: Stay through Feb 27 for only $95 per night, plus tax! Call or email us to book! Please note offer is not valid over Holiday dates of Dec 20-Jan 3. Magnolia By The Sea -An upscale cottage community located just 5 miles East of Seaside. Magnolia By The Sea has quickly become one of... View all property information
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From
€159
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1 / 22
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Gym
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Escape to the peaceful community of Seaside, Florida and stay at Bit O'Heaven. This quaint, two bedroom beach cottage accommodates four people. It is the perfect location for a small group or family vacation. Lie on the hammock on the screened-in porch or lounge the morning away rocking in the... View all property information
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5 of 5 stars Reviewed 5 November 2012
We had a very relaxing time. From the hammock on the front porch, enjoying the beach, or riding our bikes on the trails. It was a perfect get away. The small town atmosphere...
5 of 5 stars Reviewed 3 September 2012
My teenage daugher says it's a happier place than Disney Land! Just a nice slow place in a beautiful setting, with first class service. Loved the home delivery from Modica...
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From
€262
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1 / 24
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Beachfront 10-Honeymoon Cottage – 2070 E. County Hwy 30A – Seaside, FL Sunburst Luxury Collection 2014 Fall and Winter Special Book a 1-week stay, get 10% off the weekly rate For more information or to book your next getaway give us a call at (toll free) 866-310-5718 Pure, simple and elegant.... View all property information
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3 of 5 stars Reviewed 26 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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From
€515
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
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
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1 of 5 stars Reviewed 14 January 2014
Truly shabby rental. Window coverings filthy and torn. Cabinet top and floor broken. Bedding is torn, with 1000 more washes past the throw it out stage. Furniture upholstery...
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From
€676
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
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About this property
From the moment you drive up, you know this is a special home. The beautiful Gulf of Mexico Welcomes you as you walk through the front door! With unobstructed views of the Gulf and private beach access, this home is sure to please. With its clean lines, sophisticated look, and chic décor, this home... View all property information
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From
€262
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1 / 24
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Firefly - Beachfront 8 – 2094 E. County Hwy 30A – Seaside, FL Sunburst Luxury Collection 2014 Fall and Winter Special Book a 1-week stay, get 10% off the weekly rate For more information or to book your next getaway give us a call at (toll free) 866-310-5718 Pure, simple and elegant. These... View all property information
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From
€179
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1 / 26
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Welcome to TURKISH DELIGHT in Seaside (55 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
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From
€432
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1 / 57
3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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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
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From
€418
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1 / 35
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
Welcome to CRISOBEL (62 Odessa Street) From the front porch swing to the rooftop deck, Crisobel offers our guests an unparalleled Seaside beach experience. From the first moment you enter the home you’ll know that it’s been designed to create a backdrop for the perfect family vacation. Recent... View all property information
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From
€1,296
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 12
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
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
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From
€726
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1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
40 Venice Circle Saturday-to-Saturday stay required during spring break and summer Splendor in the Sand is a well-appointed 3-bedroom/3.5 bath home, conveniently located near the Adult and Family Pools/Fitness Center. On the first floor, there is a large den, a king bedroom with private bath, as... View all property information
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From
€179
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1 / 9
1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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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
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From
€355
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1 / 15
5 Bedrooms, 6 Bathrooms, Sleeps 10
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
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About this property
759 Forest Street 5-night minimum stay required during spring break and summer Located near the Westside Pool, Seaward is a combination of two independant cottages, Leeward and Windward. Although the two cottages are not physically connected, they are located just steps from one another. These make... View all property information
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From
€575
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
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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From
€1,114
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1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
2000 East County Hwy. 30A 3-night minimum stay required during spring break and summer Sandity is a beautiful beachfront cottage with panoramic Gulf views. The first floor includes a master king bedroom with private bath (shower only) with double vanities, as well as two bedrooms- both with two... View all property information
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From
€986
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
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About this property
2424 East County Hwy. 30A Please no children under the age of 10; 3-night minimum stay required during spring break and 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 the original... View all property information
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From
€599
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Pets allowed
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  • Suitable for children
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About this property
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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From
€421
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1 / 9
1 Bedroom, 1 Bathroom, Sleeps 3
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
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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From
€839
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1 / 11
4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Pets allowed
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  • Suitable for children
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About this property
20 East Ruskin Street 5-night minimum stay required during spring break and summer PB&J is a newly remodeled home located steps from the beach and Central Square. A large front porch leads you to a vaulted ceiling kitchen, spacious dining area and comfortable sitting area. Down the hall is a king... View all property information
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From
€563
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1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
61 Savannah Street 5-night minimum stay required during spring break and summer O Happy Day is a charming cottage that will have you feeling happy all day long. Enter and find a whimsical open living, dining, and kitchen area on the first floor, as well as a queen bedroom with private bath, and a... View all property information
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From
€630
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Pets allowed
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  • Suitable for children
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About this property
842 Forest St. Saturday-to-Saturday stay required during 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 full hall... View all property information
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From
€761
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
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
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From
€249
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1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Persuasion - 42 Savannah Street – Seaside, FL Sunburst 2014 Fall and Winter Special Book the required minimum night stay, get an additional night free OR book a 1-week stay, get 20% off the weekly rate For more information or to book your next getaway, give us a call at (toll free) 866-310-5718... View all property information
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From
€739
Per Night
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
73 Odessa Street 5-night minimum is required 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 newly redecorated cottage includes a dine-in kitchen, a large living... View all property information
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From
€1,205
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
66 Seaside Avenue Saturday-to-Saturday stay required during 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 just a short... View all property information
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From
€750
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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About this property
608 Forest Street 5-night minimum stay required during spring break and summer Whatcha Dune is family-friendly cottage located near the Seaside Chapel, directly across from Forest Street Park. This inviting cottage includes a spacious living room with a comfortable dining area, a full bath, and a... View all property information
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From
€586
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1 / 15
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pets allowed
  • Smoking allowed
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About this property
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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From
€327
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1 / 15
1 Bedroom, 1 Bathroom, Sleeps 3
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About this property
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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From
€411
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1 / 12
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pets allowed
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  • Suitable for children
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About this property
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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From
€1,450
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
2132 East County Hwy. 30A 5-night minimum stay required during spring break and summer- 3-night minimum stay all other times Ventanas is the Spanish word for windows and this lovely four-bedroom, four-and-a-half bath cottage has an abundance of them both bright and beautiful. Spectacular views of... View all property information
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From
€646
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
2326 East County Hwy. 30A 3-night minimum stay required during spring break and summer;2-night minimum stay required during seasonal weekends (Easter, Memorial Day, 4th of July, Labor Day, Columbus Day, Veterans Day, Thanksgiving, Christmas and New Year’s) Love Me Tender, Love Me True is located... View all property information
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From
€501
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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151 Smolian Circle 3-night minimum stay required during spring break and summer You will feel you have discovered 'The Secret Garden' when you stay in this cottage. This two-story cottage is nestled in the privacy of a beautifully landscaped area of Smolian Circle, conveniently located near Central... View all property information
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€327
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1 Bedroom, 2 Bathrooms, Sleeps 4
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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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€2,684
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4 Bedrooms, 4 Bathrooms, Sleeps 7
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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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€1,274
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5 Bedrooms, 6 Bathrooms, Sleeps 12
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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
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€787
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4 Bedrooms, 4 Bathrooms, Sleeps 13
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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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€446
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2 Bedrooms, 1 Bathroom, Sleeps 4
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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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€327
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1 Bedroom, 2 Bathrooms, Sleeps 4
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571 Forest Street Park Place, located on the outskirts of Ruskin Place Artist Colony, overlooks Seaside's DiBicci Park, and features a very park-like setting of its own. This cottage has recently been updated to include new outdoor furnishings, artwork, and cabinets. On the first floor, there is a... View all property information
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From
€880
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6 Bedrooms, 7 Bathrooms, Sleeps 13
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147 Grayton Street Available during fall and winter only; please no children under the age of 12 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... View all property information
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From
€343
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1 Bedroom, 2 Bathrooms, Sleeps 4
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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. Cheerfully decorated to warm and lift your spirits, the first floor has a large fully-equipped kitchen, a separate dining... View all property information
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From
€547
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
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