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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.

Seaside things to do

 

Big Daddy's Bike Shop

Needed a tire and there aren't too many places to get anything for road bikes. This place was a great find. The staff was fun to talk to and really...read more

 

Grayton Beach State Park

Camped in the campground for 3 nights in June, had a really good time, bathrooms where clean and showers were pretty good with lots of hooks and shelves....read more

 

Seaside Beach

I'm not sure Yelp has a large enough space for me to write all of the things I love about Seaside Beach! From the water in the ocean to the markets on the...read more

 

Rent Gear Here

They act like they own the beach. If you don't rent their beach setup, they will move your stuff. The 2 guys on the beach were very rude! I wouldn't rent a...read more

 

Balance Health Studio

Had an amazing prenatal massage by Roxanne today....she was so great - deep tissue and made me feel very relaxed - - wish I could have this great of...read more

 

30A Bike Rentals

Top notch service here - friendly and professional. It's a rare business that is more concerned with customer satisfaction and safety than their money....read more

 

Topsail Hill/Gregory E Moore RV Resort

Love this place. 4th year in a row. Great sites lots, of cover. Pool and kid activities are great. Only con...... The beach shuttle could be every...read more

 

30A CrossFit

We spent last week on 30A and did 3 drop in classes at this box. We really enjoyed our time here and will be returning again in September. In response to...read more

 

Yellowfin Ocean Sports

The folks here are so helpful for everything from what to use for fishing, where to fish, where to kayak, etc. Have used them many times and they are...read more

 

Live Well 30A

As a regular yelper, I need to share what an amazing experience I had with "Live Well 30A" from the moment I contacted them until today, they followed up...read more

 

Eden Gardens State Park

Beautiful. Tranquil. Oasis. These are some of the words that came to mind as I strolled through Eden Gardens State Park, a place I hadn't visited until...read more

 

Big Fish Bike Rentals

Very friendly, good customer service and free delivery! Would absolutely recommendread more

 

Fusion Art Glass

Beautiful art glass, ugly behavior from the staff. It's a shame that every time I look at one of the pretty and spendy baubles that I purchased at Fusion...read more

 

lululemon athletica

This is a showroom, not a full size store. With that said, it is nothing like a lululemon store. They have very little merchandise on the floor. A lot of...read more

 

The Zoo Gallery

Immediately when I walked into the Zoo Gallery, I knew I was in the right place and I knew I was going to spend some money. This gallery features the best...read more

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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

PLAY THERAPY - Close to Everything Seaside Has To Offer!!
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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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 - $586 /nt
    $3,150 - $4,100 /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 - $147 /nt
    $938 - $1,029 /wk
    $1,715 /mth
 
 
 
 
 

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"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

Beach Bound: New 5 BR Watercolor Home+Carriage House -Pool-20% off Labor Day
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 13
  • baths
  • rates (USD) $773 - $1,239 /nt
    $4,820 - $13,360 /wk
    $22,220 - $33,071 /mth
 
 
 
 
 

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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

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

New Stunning Open Concept Watercolor Home W/Pool, Luxury Appointments, Sleeps 14
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $3,400 - $8,295 /wk
 
 
 
 
 

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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 - $5,200 /wk
 
 
 
 
 

2 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

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

FALL DATES AVAILABLE...GREAT SNOWBIRD PRICES TOO!!****
Seaside Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • sleeps 10
  • baths
  • rates (USD) $400 - $895 /nt
    $2,395 - $5,250 /wk
    $6,495 /mth
 
 
 
 
 

5 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 - $839 /nt
    $2,625 - $5,873 /wk
    $4,000 - $20,000 /mth
 
 
 
 
 

5 reviews write a review

In Seaside Updated Home near the Beach! ‘KeyLime Cottage’ Awesome Fall Rates!!
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

Updated Spacious Home just 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

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 Seaside Proper 'Feeling Good Again' Seaside, FL- UNDER NEW MANAGEMENT
Seaside Cottage Rental Picture
  • bedrooms 8
  • rental type Cottage
  • sleeps 22
  • baths
  • rates (USD) $850 - $1,786 /nt
    $5,000 - $12,500 /wk
 
 
 
 
 

3 reviews write a review

"Unforgettable" Gulfview Penthouse in Seaside, Private Outdoor Jacuzzi 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

"Center Stage" 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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"Firefly" Gulf Front Honeymoon Cottage 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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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) $220 - $831 /nt
    $1,320 - $5,080 /wk
 
 
 
 
 

1 reviews write a review

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

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 - $244 /nt
    $1,393 - $1,708 /wk
    $2,438 /mth
 
 
 
 
 

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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) $731 - $781 /nt
    $4,452 - $5,402 /wk
    $18,852 /mth
 
 
 
 
 

14 reviews write a review

"The Bothy" In Ruskin Place in Seaside,Sunburst Luxury Collection, 20% off Aug 6-9!
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 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 - Screened Porch with TV and Outdoor Fireplace
Seaside House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $685 - $995 /nt
    $4,450 - $8,825 /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 - $1,100 /nt
    $3,425 - $7,700 /wk
 
 
 
 
 

14 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) $229 - $386 /nt
    $1,250 - $2,700 /wk
    $2,600 /mth
 
 
 
 
 

38 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 - $235 /nt
    $1,000 - $1,400 /wk
 
 
 
 
 

1 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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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 - $1,202 /nt
    $6,958 - $8,183 /wk
 
 
 
 
 

6 reviews write a review

5 BR/4.5 BA- Sleeps 14- 3,800 Sq. Ft - 890 Western Lake, Carriage Hse Included
Seaside House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 15
  • baths
  • rates (USD) $443 - $629 /nt
    $3,900 /wk
 
 
 
 
 

9 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 - $1,136 /nt
    $7,950 /wk
 
 
 
 
 

1 reviews write a review

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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