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Vacation Rentals in Seaside, Florida

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about Seaside

Seaside, Florida Vacation Rentals and Tourism

A Seaside oceanfront vacation home may seem too good to be true. But for those who check into one, it most definitely is real.

Seaside, Florida rentals are situated in a charming, picturesque beach community that warmly welcomes vacationers from all walks of life. It’s a wonderful setting for everything from weddings to family getaways. After all, it was even the setting for the film The Truman Show, starring Jim Carrey!

If you’re looking for Seaside beach vacation rentals, then that probably means you’re looking for a peaceful, whimsical retreat like no other. The elegant Victorian and classical architecture, as well as the sunny coastline, mean that Seaside vacation rentals feature delightful views, whether of the water or the neighbor’s house.

Of all the destinations out there, though, why Seaside vacation rental condos and homes? Florida is ridden with wildly popular vacation spots, so it can be overwhelming task planning a trip to the Sunshine State. But while Miami and Destin and Kissimmee are all wonderful cities, they are also crowded and often chaotic. Instead, consider Seaside beach vacation rentals, where you can enjoy peace and privacy and experience small beach town America.

You can easily find a Seaside oceanfront vacation home, luxury condo, or any other lodging imaginable, by simply browsing the Seaside vacation rental condos and homes listed here. You owe it to yourself and your Florida vacation to book one of these Seaside vacation rentals.

Seaside Vacation Rental Deals

Come visit the charming seaside community of Seaside, Florida. In one of our Seaside discounted vacation rentals you can visit all of the local attractions and save money while you’re doing it. Plus we have Seaside last minute deals at discounted rates that will give you more money to spend on the things that matter. If you want an affordable vacation that your family will remember for years to come then you need to get a cheap vacation rental in Seaside. Come see the amazing cultural stores and restaurants and environmentally conscience community of Seaside.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

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DEAL!! Luxury 3bd Cottage 4Min Walk to Beach! NO CLEAN FEE SPECIAL!
Seaside House Rental Picture
  • House Rental Deals and Specials Housekeeping ($135)
  • bedrooms 3
  • community Magnolia By The Sea
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $125 - $235 /nt
    $875 - $1,645 /wk
 
 
 
 
 

17 reviews write a review

DEAL!! Gulf Views! Steps to Beach & Seaside! Heated Pool, 5 Bikes!
Seaside House Rental Picture
  • House Rental Deals and Specials Free Bikes, Bocce, & Beach Chairs! ($700)
  • bedrooms 7
  • community Old Seagrove Beach
  • rental type House
  • owner badgeowner badge
  • sleeps 20
  • baths 5
  • rates (USD) $475 - $895 /nt
    $2,380 - $9,840 /wk
 
 
 
 
 

45 reviews write a review

Azalea Grove
Seaside House Rental Picture
  • bedrooms 3
  • community Seagrove Beach
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $210 - $420 /nt
    $1,350 - $2,970 /wk
    $2,495 /mth
 
 
 
 
 

1 reviews write a review

3 Bed Condo w/ Huge Pool By Beach -From $85-$175 pn!
Seaside Condo Rental Picture
  • bedrooms 3
  • community Village of S Walton
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $85 - $175 /nt
    $595 - $1,225 /wk
    $1,200 - $3,000 /mth
 
 
 
 
 

14 reviews write a review

Chatham House, Luxury Home with Private Pool and SPA.
Seaside House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $865 - $1,500 /nt
    $6,500 - $10,500 /wk
 
 
 
 
 

6 reviews write a review

A Point of View-Seaside at your front door!
Seaside House Rental Picture
  • bedrooms 5
  • community Old Seagrove Beach
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $475 - $860 /nt
    $3,150 - $6,850 /wk
 
 
 
 
 

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Seaside..Deniz in Heart of Seaside
Seaside Apartment Rental Picture
  • bedrooms 2
  • community
  • rental type Apartment
  • sleeps 6
  • baths
  • rates (USD) $200 - $400 /nt
    $1,350 - $2,800 /wk
 
 
 
 
 

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Amore by the sea in Seaside
Seaside Apartment Rental Picture
  • bedrooms 2
  • community
  • rental type Apartment
  • sleeps 6
  • baths 2
  • rates (USD) $300 - $400 /nt
    $2,100 - $2,800 /wk
 
 
 
 
 

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Stunning 5-bed/5.5 Bath In Beautiful Watercolor
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $200 - $725 /nt
    $1,400 - $5,075 /wk
    $6,000 /mth
 
 
 
 
 

1 reviews write a review

BELLA VISTA: 2 BR / 2 BA HOUSE in SEASIDE, Sleeps 6
Seaside House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $199 - $324 /nt
    $1,393 - $2,268 /wk
    $2,438 /mth
 
 
 
 
 

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*Under Construction* Brand New 8 bedroom house located 2 blocks from Seaside!
Seaside House Rental Picture
  • bedrooms 8
  • rental type House
  • sleeps 22
  • baths
  • rates (USD) $600 - $1,271 /nt
    $2,400 - $8,900 /wk
 
 
 
 
 

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58 Mystic Cobalt - 2 min walk to the beach - New Bikes Included - Sleeps 10
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths
  • rates (USD)
 
 
 
 
 

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Cozy 1BR Seaside Retreat, Perfect For Romantic Couples Getaway!
Seaside House Rental Picture
  • bedrooms 1
  • rental type House
  • sleeps 2
  • baths 1
  • rates (USD) $159 - $527 /nt
    $966 - $3,213 /wk
 
 
 
 
 

1 reviews write a review

GULF-VIEW Penthouse In Seaside Central SQ!! - Largest Overlooking Amphitheater!!
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 14
  • baths 3
  • rates (USD) $375 - $1,350 /nt
    $2,625 - $9,450 /wk
 
 
 
 
 

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30A Cottages, Villa Menthē, Private Pool And Spa! Beach Clu
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $500 - $1,358 /nt
    $3,500 - $9,500 /wk
 
 
 
 
 

1 reviews write a review

In Seaside on Odessa Street near the Beach! ‘KeyLime Cottage’
Seaside Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $375 - $700 /nt
 
 
 
 
 

5 reviews write a review

Cute Bungalow Great location!!
Seaside Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 7
  • baths
  • rates (USD) $150 - $200 /nt
    $1,400 /wk
 
 
 
 
 

3 reviews write a review

Feeling Good Again Seaside: 8 BR / 8.5 BA house in Santa Rosa Beach, Sleeps 18
Seaside House Rental Picture
  • bedrooms 8
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths
  • rates (USD) $920 - $2,208 /nt
    $5,601 - $13,443 /wk
 
 
 
 
 

3 reviews write a review

Bobby D's - Seaside - Unique 3 Bedroom Beach House - Close to Everything!
Seaside Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $751 /nt
    $4,452 - $5,002 /wk
    $17,102 /mth
 
 
 
 
 

8 reviews write a review

"Unforgettable"Gulfview Penthouse in Seaside, Free night in April!
Seaside House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $255 - $515 /nt
    $1,650 - $3,630 /wk
    $3,300 /mth
 
 
 
 
 

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Sunburst Spring Special! Gulf View One Home from Beach,South of 30-A in Seaside
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $660 - $1,240 /nt
    $3,875 - $8,525 /wk
 
 
 
 
 

5 reviews write a review

Sunburst Spring Secial! Gulf Front in Seaside,Part of the Sunburst Luxury Collection
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $1,005 - $1,880 /nt
    $5,875 - $12,925 /wk
 
 
 
 
 

6 reviews write a review

Sunburst Spring Special! Renovated Seaside Cottage, 1/2 Block from Beach
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $550 /nt
    $1,750 - $3,850 /wk
 
 
 
 
 

12 reviews write a review

Sunburst Spring Special! Town Center Apartment,Gulf View Overlooking Seaside Amphitheater
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 12
  • baths 2
  • rates (USD) $510 - $990 /nt
    $3,000 - $6,820 /wk
 
 
 
 
 

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Sunburst Spring Special! In Ruskin Place in Seaside,Part of the Sunburst Luxury Collection
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $560 - $1,145 /nt
    $3,580 - $7,876 /wk
 
 
 
 
 

1 reviews write a review

Sunburst Spring Special! Honeymoon Cottage Gulf Front in Seaside,Part of the Sunburst Luxury Collection
Seaside House Rental Picture
  • bedrooms 1
  • rental type House
  • sleeps 2
  • baths 1
  • rates (USD) $320 - $650 /nt
    $1,875 - $4,125 /wk
 
 
 
 
 

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Sunburst Spring Special! Honeymoon Cottage Gulf Front in Seaside,Part of Sunburst Luxury Collection
Seaside House Rental Picture
  • bedrooms 1
  • rental type House
  • sleeps 2
  • baths 1
  • rates (USD) $320 - $650 /nt
    $1,875 - $4,125 /wk
 
 
 
 
 

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Tiger's Paw on Tupelo in Seaside Proper! April 25-May 16 , $350 per night
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $400 - $525 /nt
    $3,675 /wk
 
 
 
 
 

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Perfect Watercolor location. Walk to beach or to Seaside. Gulf view!.
Seaside Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • sleeps 11
  • baths
  • rates (USD) $400 - $895 /nt
    $2,395 - $5,995 /wk
 
 
 
 
 

3 reviews write a review

MARGARITA DAYS: 1 BR / 1 BA HOUSE in SEASIDE, Sleeps 4
Seaside House Rental Picture
  • bedrooms 1
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $134 - $188 /nt
    $938 - $1,316 /wk
    $1,715 /mth
 
 
 
 
 

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April $145/Nt. VERY LIMITED TIME!, GULF FRONT, Act now and Book Today!
Seaside Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $145 - $265 /nt
    $1,015 - $1,855 /wk
 
 
 
 
 

31 reviews write a review

Gulf Front, Beachfront Home! Ocean Views/Huge Deck/Heated Pool
Seaside Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $230 - $371 /nt
    $1,250 - $2,600 /wk
 
 
 
 
 

33 reviews write a review

1 Of 6 Watercolor Beachfront Homes With Resort Access 5 Minutes From The Square
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $707 - $1,779 /nt
    $7,950 - $12,450 /wk
 
 
 
 
 

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Ask about our May Special!!! Brand New Rental Home In The Heart Of Seaside!
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $1,129 - $1,429 /nt
    $8,300 - $10,000 /wk
 
 
 
 
 

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Azure Leisure at Seaside Fl- Luxury,Gulf View Home, Large Pool, Elevator
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths 5
  • rates (USD) $535 - $1,076 /nt
    $3,425 - $7,535 /wk
 
 
 
 
 

14 reviews write a review

A Point of View- Seaside Right Outside Your Front Door!
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 16
  • baths 5
  • rates (USD) $535 - $1,076 /nt
    $3,425 - $7,535 /wk
 
 
 
 
 

10 reviews write a review

PLAY THERAPY - Spectauclar Gulf Views in Award Winning Seaside, FL
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $420 - $814 /nt
    $2,940 - $5,700 /wk
 
 
 
 
 

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