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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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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

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

Gulf Views! Steps to Beach & Seaside! Heated Pool, 5 Bikes!
Seaside House Rental Picture
  • 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

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

6 reviews write a review

A Point of View ~ Luxurious Beach Home ~ Gulf Views!!! Private Pool!
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $535 - $860 /nt
    $3,430 - $6,850 /wk
 
 
 
 
 

10 reviews write a review

In the Heart of Seaside for the best beach vacation ever!
Seaside House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $400 - $485 /nt
    $3,395 /wk
 
 
 
 
 

6 reviews write a review

"Persuasion" Renovated Seaside Cottage, 1/2 Block from Beach
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $565 /nt
    $1,750 - $3,966 /wk
 
 
 
 
 

12 reviews write a review

"Beachfront 8" 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 - $600 /nt
    $1,875 - $4,125 /wk
 
 
 
 
 

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Private Pool & Hot Tub - SAVE up to 30% August 2-16 - Call for Details
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $665 - $995 /nt
    $4,300 - $9,750 /wk
 
 
 
 
 

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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 - $5,402 /wk
    $17,102 /mth
 
 
 
 
 

12 reviews write a review

Easy Walk or Bike Ride to the Pool, Camp WaterColor or the Beach
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 18
  • baths 4
  • rates (USD) $2,675 - $5,375 /wk
 
 
 
 
 

2 reviews write a review

Beach Bound: New 5 BR Watercolor Home + Carriage House -Pool
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 13
  • baths
  • rates (USD) $845 - $1,259 /nt
    $5,184 - $13,360 /wk
    $21,970 - $32,821 /mth
 
 
 
 
 

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Beautiful 3BR/3.5BA home with plenty of outdoor space in Watercolor Beach!
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $394 - $756 /nt
    $2,400 - $4,600 /wk
 
 
 
 
 

1 reviews write a review

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 - $1,100 /nt
    $3,425 - $7,700 /wk
 
 
 
 
 

14 reviews write a review

Gulfviews in Seaside Proper! 3 bd/3 bth Slps 14! Updated-Upgraded w Groceries!
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 14
  • baths 3
  • rates (USD) $375 - $1,050 /nt
    $2,625 - $7,350 /wk
    $4,000 - $20,000 /mth
 
 
 
 
 

5 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 - $850 /nt
    $2,625 - $5,500 /wk
 
 
 
 
 

6 reviews write a review

Aug. SALE Just $6500 TOTAL - STEPS from Beach/Seaside- Phase 1 on Western Lake!
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $319 - $850 /nt
    $2,230 - $4,000 /wk
 
 
 
 
 

6 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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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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1.5 blocks to beach! GREAT VALUE!
Seaside Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $135 - $393 /nt
    $750 - $2,749 /wk
    $1,999 /mth
 
 
 
 
 

40 reviews write a review

Perfect Watercolor location. Walk to beach or to Seaside. Gulf view!.
Seaside Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • sleeps 10
  • baths
  • rates (USD) $400 - $895 /nt
    $2,395 - $5,995 /wk
    $6,495 /mth
 
 
 
 
 

5 reviews write a review

"Center Stage" 20% of June! Gulf View Overlooking Seaside Amphitheater
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 12
  • baths 2
  • rates (USD) $460 - $860 /nt
    $2,700 - $5,940 /wk
 
 
 
 
 

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'The Bothy' In Ruskin Place in Seaside,Sunburst Luxury Collection, Summer discounts!
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $560 - $1,145 /nt
    $3,580 - $7,876 /wk
 
 
 
 
 

2 reviews write a review

"Beachfront 10" 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 - $600 /nt
    $1,875 - $4,125 /wk
 
 
 
 
 

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In Seaside Proper 'Feeling Good Again' Seaside, FL- UNDER NEW MANAGEMENT
Seaside Cottage Rental Picture
  • bedrooms 8
  • rental type Cottage
  • sleeps 22
  • baths
  • rates (USD) $1,250 - $1,786 /nt
    $7,000 - $12,500 /wk
 
 
 
 
 

3 reviews write a review

'Quincy Cottage' Seaside, Fl. Rental - Honeymoon Cottage
Seaside Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 3
  • baths 1
  • rates (USD) $200 - $300 /nt
    $1,000 - $2,000 /wk
 
 
 
 
 

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30A Cottages, Villa Menthē, Private Pool And Spa! Book Fall NOW!
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $443 - $1,357 /nt
    $3,500 - $9,500 /wk
 
 
 
 
 

4 reviews write a review

"Unforgettable" Gulfview Penthouse in Seaside, Private Outdoor Hot Tub
Seaside House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $255 - $540 /nt
    $1,650 - $3,812 /wk
    $3,300 /mth
 
 
 
 
 

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"Skye" Gulf View One Home from Beach,South of 30-A in Seaside
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $660 - $1,275 /nt
    $3,875 - $8,784 /wk
 
 
 
 
 

6 reviews write a review

"Sea Sabella" 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 - $1,920 /nt
    $5,875 - $13,200 /wk
 
 
 
 
 

6 reviews write a review

Seaside 5BR Special! 15% off new stays in July & August. Free Swim & Fitness!
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $1,129 - $1,400 /nt
    $8,300 - $8,700 /wk
 
 
 
 
 

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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
 
 
 
 
 

1 reviews write a review

Completed in May! Brand New, Amazing Pool Deck, 2 Blocks from Seaside, Perfect!!
Seaside House Rental Picture
  • bedrooms 8
  • rental type House
  • sleeps 22
  • baths
  • rates (USD) $595 - $1,186 /nt
    $2,400 - $8,300 /wk
    $4,200 /mth
 
 
 
 
 

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Watercolor 'Boathouse' Ph 1 746 Western Lk Dr 5 BR 5 BA
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 15
  • baths 5
  • rates (USD) $450 - $1,000 /nt
    $2,800 - $7,000 /wk
 
 
 
 
 

14 reviews write a review

Stunning 5-bed/5.5 Bath In Beautiful Watercolor
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $200 - $925 /nt
    $1,400 - $6,475 /wk
    $6,000 /mth
 
 
 
 
 

1 reviews write a review

SOUTHERN COMFORT - Seaside Proper - Proud Member of Homeowner's Collection
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 6
  • rates (USD) $550 - $1,204 /nt
    $3,850 - $8,428 /wk
 
 
 
 
 

20 reviews write a review

Exclusive Home in Lake District! 7 BRM 6 Bath Sleeps 18! Amazing Carriage House!
Seaside House Rental Picture
  • bedrooms 7
  • rental type House
  • sleeps 18
  • baths 6
  • rates (USD) $1,071 - $1,571 /nt
    $7,495 - $10,995 /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) $295 - $713 /nt
    $1,990 - $4,990 /wk
 
 
 
 
 

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Amazing Beachfront, Summer Min 2 Nts, Perfect for Couples, Small Family
Seaside Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $200 - $265 /nt
    $1,200 - $1,855 /wk
 
 
 
 
 

32 reviews write a review

June Rate Drops ~ 2 bedroom cottage ~
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

Priv Pool & Beach 5 Secs Away, Min 4 Nt, Kid's Oasis W. TV, Bunks, & Sleeper
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $428 - $725 /nt
    $2,995 - $4,800 /wk
 
 
 
 
 

2 reviews write a review

Chatham House, Luxury Home With Private Pool in the Heart of Seaside
Seaside House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 4
  • rates (USD) $1,027 - $1,669 /nt
    $6,958 - $11,683 /wk
 
 
 
 
 

6 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 - $743 /nt
    $2,940 - $5,200 /wk
 
 
 
 
 

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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) $229 - $386 /nt
    $1,250 - $2,700 /wk
    $2,600 /mth
 
 
 
 
 

37 reviews write a review