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Vacation Rentals in Seaside, FL

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All 95 Rentals in Seaside
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$105
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1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Porch
  • Grill
  • Washer
  • Stove
  • TV
  • Satellite TV
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
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  • Smoking allowed
  • Elder access
  • x
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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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1 / 10
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Dishwasher
  • TV
  • Washer
  • Grill
  • Air Conditioning
  • DVD Player
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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$929
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$744
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
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  • # Of Bathrooms
  • Single Beds:(2)
  • Guest Count
  • Number Of Bedrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
712 Forest Street 5-night minimum stay required during spring break and summer Kaya is less than a 5-minute walk from everything - the beach, the Westside pool and Central Square! Enter through a nice front porch that welcomes you into the first floor, where you will find three bedrooms: a Master... View all property information
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5 of 5 stars Reviewed August 28, 2014
We stayed at the beautiful Kaya home during our first trip to Seaside last Summer. We can't say enough good things about the location of this home, the accommodations close to...
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Single Beds:(2)
  • Number Of Bedrooms
  • # Of Bathrooms
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  • Child-friendly
  • x
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  • ?
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  • Elder access
  • x
  • ?
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 January 14, 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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$825
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Number Of Bedrooms
  • Grill
  • # Of Bathrooms
  • Porch
  • Guest Count
  • DVD Player
  • Internet Access
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$886
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1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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1 / 11
4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Wheelchair access
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  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$1,583
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 12
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  • Single Beds:(2)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$702
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$434
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1 / 15
5 Bedrooms, 6 Bathrooms, Sleeps 10
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  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$511
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1 / 35
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$1,075
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1 / 15
6 Bedrooms, 7 Bathrooms, Sleeps 13
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  • Single Beds:(4)
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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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$702
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1 / 12
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
32 Pensacola Street 5-night minimum stay required during spring break and summer Shore is Fun is conveniently located just a short stroll to the sugar white-sand beach and emerald-green waters. This cottage sleeps up to six people, all on one level. The bedrooms include a master suite with a... View all property information
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$937
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 10
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
109 West Ruskin Street Saturday-to-Saturday stay required during summer; 5-night minimum stay required during spring 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... View all property information
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$514
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1 / 9
1 Bedroom, 1 Bathroom, Sleeps 3
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$320
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1 / 24
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Porch
  • Deck
  • Air Conditioning
  • Microwave
  • Parking
  • Gym
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$1,554
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1 / 14
3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • # Of Bathrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2066 East County Hwy. 30A Click here for additional aerial footage Saturday-to-Saturday stay required during summer; 5-night minimum stay required during spring; and 3-night minimum stay required remainder of the year. The Missing Piece is south of 30A, adjacent to the Pensacola Beach Pavilion,... View all property information
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$1,256
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 9
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  • Pet-friendly
  • Wheelchair access
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  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
15 Natchez Street 5-night minimum is required during spring break and 7-night minimum in summer Four the Girls is just 100 steps from both the beach and the Westside Pool. The first floor has a laundry room, as well as a king and queen bedroom- each with a private bath (shower only). The third... View all property information
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$1,360
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1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Number Of Bedrooms
  • Single Beds:(4)
  • Guest Count
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$509
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1 / 14
1 Bedroom, 2 Bathrooms, Sleeps 2
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2334 East County Hwy. 30A Please no children under the age of 12. Pure, simple and elegant. These series of beachfront “Honeymoon Cottages,” inspired by President Thomas Jefferson as he built Monticello, are the perfect setting for a romantic retreat. Perched perfectly as the primary dune along the... View all property information
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From
$320
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1 / 24
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • TV
  • Gym
  • Dishwasher
  • Hot Tub
  • Parking
  • Air Conditioning
  • Porch
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 November 25, 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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$916
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$918
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
55 Central Square 4-night minimum stay required during spring break and summer Beachtime 2 is conveniently located in the center of town. This recently renovated townhouse includes an oversized master bedroom that is elegantly furnished with a king bed and has access to a private open balcony, as... View all property information
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$916
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1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Pet-friendly
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  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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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$951
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
751 Forest Street Saturday-to-Saturday stay required during summer; 5-night minimum stay required during spring 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... View all property information
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From
$1,005
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1 / 29
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • DVD Player
  • TV
  • Washer
  • Gym
  • Stove
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sea Sabella – 2314 E. Scenic 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 866-310-5718 This luxurious three story home has fifty feet of Gulf... View all property information
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5 of 5 stars Reviewed June 4, 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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From
$807
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1 / 15
5 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Single Beds:(4)
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
117 Savannah Street 5-night minimum stay required during summer; 2-night minimum stay required remainder of the year Delight in a bright splash of color and imaginative décor found at the ultimate kid-friendly cottage located just a short walk to the beach, pools, tennis courts, fitness center and... View all property information
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$731
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$769
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$688
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1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$1,027
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1 / 28
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Safe
  • Refrigerator
  • Dishwasher
  • Hot Tub
  • Washer
  • Patio
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Rome Prize winning architect Walter Chatham built this special beach home, and the same it was on the cover of Architectural Record as the magazine “House of the Year,' and was awarded the prestigious “Award of Excellence” by the National AIA. Featured on the covers of 30A, Florida Architecture,... View all property information
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4 of 5 stars Reviewed July 18, 2014
This is a amazing house with a contemporary design and tons of great features, but the house was designed for its wow factor and not for comfort. Rent this place if you want to...
5 of 5 stars Reviewed March 20, 2013
My husband and I spent a wonderful week in this exquisite beach home; we loved it! Artistic and modern in design; equipped with many extra amenities and features. We would highly...
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From
$757
Per Night
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
561 Forest Street Saturday-to-Saturday stay required during summer; 5-night minimum stay required during spring 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.... View all property information
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From
$770
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1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 8
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  • # Of Bathrooms
  • Single Beds:(1)
  • Number Of Bedrooms
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  • Pet-friendly
  • Wheelchair access
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207 Ruskin Place 5-night minimum stay required during spring break and summer Desire House overlooks the lawn of Ruskin Place Artist Colony and is just a quick walk to the beach and Central Square. With its contemporary touches, this townhouse is a different taste of life by the sea. The first... View all property information
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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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4 Bedrooms, 3 Bathrooms, Sleeps 12
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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
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2 Bedrooms, 1 Bathroom, Sleeps 4
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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 November 4, 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 September 3, 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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2 Bedrooms, 2 Bathrooms, Sleeps 4
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2424 East County Hwy. 30A Please no children under the age of 10; 3-night minimum stay required during spring break and 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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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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1 Bedroom, 1 Bathroom, Sleeps 3
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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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3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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5 Bedrooms, 4 Bathrooms, Sleeps 10
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764 Forest Street 5-night minimum stay required during spring break and summer Located near the Westside Pool, the beach and Central Square, Mojo Biblio is a unique home with an open, airy and spacious floor plan and an extensive private library and art collection from all over the world. The first... View all property information
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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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3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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2 Bedrooms, 1 Bathroom, Sleeps 4
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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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3 Bedrooms, 3 Bathrooms, Sleeps 7
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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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