Pets Considered
Beach Chairs & Umbrella(s)
Condo
Private House
Communal Pool
Elevator
Events Allowed
Fireplace
Hot Tub
Water View
Game Room
Big Green Egg Grill
Foosball Table
Pool Table
Ping Pong Table
Screened Porch
Wheelchair Accessible
Apple TV
Outdoor Grill
Smart TV
Waterfront
Propane Fire Pit
Long-term Renters Welcome
Sonos Music System
Arcade Games
Shuffle Board Table
Theater
Perhaps the most well-known community on 30A, the master-planned community of Seaside has been a mecca for year-round entertainment since the late 1990s, following its fame as the location for the movie, The Truman Show. Seaside is a collection of charming cottages centered around the Seaside Square and beautiful beaches of 30A. It was the first product of the New Urbanism movement, intended to capture the feel of an old-fashioned beach town with a buzzing and fun social atmosphere that cannot...Read More
Perhaps the most well-known community on 30A, the master-planned community of Seaside has been a mecca for year-round entertainment since the late 1990s, following its fame as the location for the...Read More

Seaside, FL Vacation Rentals

Perhaps the most well-known community on 30A, the master-planned community of Seaside has been a mecca for year-round entertainment since the late 1990s, following its fame as the location for the movie, The Truman Show. Seaside is a collection of charming cottages centered around the Seaside Square and beautiful beaches of 30A. It was the first product of the New Urbanism movement, intended to capture the feel of an old-fashioned beach town with a buzzing and fun social atmosphere that cannot be duplicated. There isn't a home in Seaside that is more than a short bike ride from some of the most beautiful beaches in the world, accessible via private neighborhood accesses. The beaches are located directly in front of the Seaside Square, filled with restaurants, unique shops, and Airstream food trucks. From movie and theater performance on the Lyceum Lawn and the Saturday-morning farmer’s market held throughout the Summer, there is fun to be had for all ages. Whether you are looking for a vacation rental home for the family or a cozy condo in Seaside to rent for just a few guests, there’s a home to fit your needs.
  • New Property
    Executive Access Homes
    Beachfront
    Beach View
    Condo
  • Private House
    Communal Pool
    Elevator
    Water View
    Screened Porch
  • Apple TV
    Smart TV
    Waterfront
    Sonos Music System
11 Properties Returned
11 Properties Returned
3 Bedrooms
3 Baths
Sleeps 10
Rate starting at $495

(2)
(2)
6 Bedrooms
6 Baths
Sleeps 18
Rate starting at $1,003

(2)
3 Bedrooms
3 Baths
Sleeps 8
Rate starting at $622

Explore Seaside's boutiques and dining options when you stay at "Sisters Three by the Sea." This Seaside home is 1,650 sq feet and offers fabulous Gulf views.

(7)
(7)
3 Bedrooms
2½ Baths
Sleeps 10
Rate starting at $442

Plan your next beach vacation at My Three Sons, a fabulous beach cottage in the picturesque community of Seaside. With fabulous porch spaces and close proximity to all amenities, this 3 bedroom home has everything you need for a fabulous beach retreat!

(14)
(14)
New Property!
4 Bedrooms
4 Baths
Sleeps 9
Rate starting at $1,115

3 Bedrooms
3 Baths
Sleeps 10
Rate starting at $854

'Here Comes the Sun' is a breathtaking 3 bedroom / 3 bath Gulf front Seaside home that has everything and more for your ultimate beach vacation. Browse the photos and video to see what all the fuss is about!

(14)
(14)
4 Bedrooms
2½ Baths
Sleeps 10
Rate starting at $469

Enjoy all that Seaside has to offer at this charming, four bedroom beach cottage located across from Forest Street Park. Explore the area on the 4 adult bikes provided and enjoy easy access to all of Seaside's wonderful venues.

(9)
(9)
5 Bedrooms
7 Baths
Sleeps 18
Rate starting at $888

(4)
(4)