Located along the breathtaking emerald coast, Cottage Rental Agency has been a part of Seaside, FL for over 30 years. Founded in 1981, Seaside started with the idea of “A Simple, Beautiful life”. When spending your vacation in Seaside, FL you’ll be able to enjoy the convenience of parking your car and leaving your keys on the kitchen table for the duration of your stay. While in Seaside you can experience the feel of an old classic Florida beach town filled with pebbled walking paths and brick paved streets.
Seaside, FL Properties
Take FiveBook Now
A perfect place to escape everyday stresses, Take Five is located a few minutes from the beach and to Seaside's Central Square. This stylish cottage has a nice and cozy living room, a dining area and a fully-equipped kitchen on the first floor. Also on the first floor are two bedrooms; one with two twin beds and a private bath and the other with a queen bed and a hall bath (shower only). There is also a wrap-around screened porch to enjoy the Gulf air and the sights and sounds of the beach town. Upstairs on the second floor, there is a queen bedroom and a private bath and dressing table with access to private second-level screened-in porch. Washer and dryer also included.
Stairway To HeavenBook Now
Stairway to Heaven is named for its unique rooftop spiral staircase that leads to the fascinating views of the gulf and the iconic community of Seaside.
Three bedrooms, outdoor fans, open floorplan, and more. Brigadoon has it all!
Welcome to Contentment: your perfect home away from home in beautiful Seaside, Florida. Enter from the large porch, complete with swing to encourage the front porch living that is a trademark of this famous community.
Gentle BreezeBook Now
This quintessential Seaside home has everything you need for a perfect stay! Instant comfort awaits you at Gentle Breeze, located near the Westside Pool, only a short stroll to the beach. While walking up to the front door, you’re greeted by a charming patio perfect for relaxing after a fun filled day. Enter the home and find a spacious living room, dining area, and kitchen equipped with full size appliances as well as a half bath.
Spin EchoBook Now
Spin Echo Cottage: Crisp & Bright, 2 Bedroom Cottage, Sleeps 4 in Seaside FL!
Alta VistaBook Now
Alta Vista is conveniently located in the center of town and is stunning from wall to wall. Access to this recently renovated townhouse is by private elevator to the third floor unit.
Meander your way through a grove of oak trees and find yourself at this Seaside gem, Bridgeport.
A Ritz Sea InnBook Now
Steps away from the beach and located in the West Quincy building just off Seaside's Central Square, this spacious two-bedroom is an amazing find. It is a second floor townhome with both stair and elevator access. Twelve-foot high ceilings and dark hardwood floors open the space and become the perfect frame for the rich furnishings and modern interior touches. Tall windows surround the well stocked kitchen, breakfast bar seating, and comfortable living space with sofa bed.
A Sight to SeaBook Now
A Sight to Sea is a stylish two-story penthouse that sits high above Central Square, offering panoramic views of the Gulf. Located across the street from the beach, you’re also just steps away from the town’s shopping and dining.
Beachfront Cottage #07Book Now
Beachfront Cottage #07 epitomizes the ideal romantic getaway for any occasion. The amazing furnished open deck with breathtaking scenery of the Gulf of Mexico is just off the living room to make your vacation truly unforgettable.
Bloomsbury has a simplistic style that is casual, cozy and inviting. Located on a large corner lot, it is conveniently located down the street from the Westside Pool. Bloomsbury is one of the town's larger one-bedroom cottages, making it a lovely place for that special getaway.
Cork The WhineBook Now
Cork the Whine is a stylish one bedroom unit located on the third floor of the Dreamland Heights building in Central Square, offering direct views of the town and of the emerald-green waters of the Gulf. The first floor includes a king bed and private bath with a garden tub/shower combination. There is a stackable washer/dryer in the unit.
Dreamsicle is wonderfully tucked away down a footpath in Rosewalk, a cluster of quaint cottages with a pedestrian footpath. In fact, it is Rosewalk’s original cottage. It has just undergone a complete remodel in 2018 while keeping all the charm. Just steps away from the beach, the cottage is magazine ready!
El DoradoBook Now
Welcome to stunning El Dorado. The home extends from Scenic Hwy 30A all the way to the dunes overlooking the Gulf of Mexico with porches and amenities on every level. Rented as a single home, it is actually two complete homes in one, the main house and the carriage house, sleeping up to 24 people total
GM SeaBook Now
Located a short walk from the beach, GM SEA has everything your family needs for the perfect Seaside, FL getaway! Mosey down a small foothpath where you will find the entrance to GM SEA. A furnished screened in porch awaits your arrival before you enter the front door into a cozy living room!
Green Gables CottageBook Now
Welcome to Green Gables, located on one of Seaside’s most peaceful streets! If you’re looking for privacy, comfort, and charm, this is the one-bedroom cottage for you. A huge screened-in porch offers convenient access to the Seaside Swim and Tennis Club, and the cottage is only a short stroll to the beach and square.
Morning StarBook Now
Morning Star is a lovely cottage located directly across the street from the acclaimed sugar-white sands and emerald-green waters of the gulf. Entrance to this cottage is down a charming footpath on 30A.
Our Place By The SeaBook Now
Our Place By the Sea is a lovely, spacious 1-bedroom / 1.5 bath home with great porches, a nice patio deck, and an observation tower overlooking the Gulf and the town. Beautifully redecorated to warm and lift your spirits, the home welcomes you with a brightly colored front porch and iconic porch swing.
PB&J is a newly remodeled home located steps from the beach and Central Square. This home is perfect for a large family or friends looking for a funfilled beach vacation!
Peace is pure, simple, and elegant. Part of the beachfront “Honeymoon Cottage" series inspired by President Thomas Jefferson's Monticello, it is the perfect setting for a romantic retreat. Perched behind the primary dune along the Gulf of Mexico, each cottage is furnished with a comforting neutral palette.
Sea SabellaBook Now
This luxurious three story home has gorgeous view of the Gulf of Mexico and features a beautiful and spacious floor plan. Sea Sabella's specially milled sunken cypress siding was reclaimed from some of North Florida's own rivers and makes the house a Seaside standout.
Located near the Seaside Chapel and newly renovated inside and out, Simplicity is perfect for family gatherings and is just a short walk to the pools, Central Square, and the beach.
Head down a quaint footpath near the Westside Pool and you will find Sistah!
Suite Magnolia IBook Now
Named by its owners from Mississippi, the Magnolia State, Suite Magnolia I is a stylish and comfortable duplex-style cottage with a shared front porch with Suite Magnolia II!
Suite Magnolia IIBook Now
Suite Magnolia II is a stylish and comfortable duplex-style cottage similar to Suite Magnolia I, but with a little more privacy. Entry is through a footpath and the front porch is shares with Suite Magnolia I.
With an interior designer for an owner, you know this townhome has all the makings of a decorator's dream! Renovated in 2018, you will not be disappointed in this beauty. Centrally located behind Seaside's town square, JoJo overlooks Ruskin Park offering both town and park views from just about every level. With each room carefully designed, this 2 bedroom/3 bath beach home is beautifully adorned and artfully staged.