Rentals in Seaside Florida: A Slice of Paradise

Looking for rentals in Seaside Florida? Lucky you! Seaside, FL is a picturesque town located on the Emerald Coast of Florida. Known for its pastel-colored homes and white sand beaches, it’s a popular destination for families and couples looking for a relaxing beach vacation.

Seaside is also home to some of the best beach rentals in Florida, with a variety of options ranging from cozy cottages to luxurious beachfront homes.

In this blog post, we’ll take a closer look at some of the best beach rentals in Seaside, FL and what makes them unique.

Best Rentals in Seaside Florida

Looking for a relaxing beach vacation in Seaside, FL? Look no further than these top beach rentals, which offer stunning Gulf views, luxurious amenities, and the perfect location to unwind and soak up the sun.

From cozy cottages to spacious beachfront homes, there’s something for everyone in Seaside’s best beach rentals.

Our Place By the Sea – Big Family Gathering Rentals in Seaside Florida

If you’re looking for a perfect beach vacation, look no further than Our Place by the Sea in Seaside, FL!

Owner Maureen Ingram has been partnering with Cottage Rental Agency (CRA) since 2000 to ensure that her home is in tip-top condition and ready for your arrival.

Located on Forest St, Our Place by the Sea is just off the beaten path, providing a relaxing atmosphere to reflect and unwind.

The home features a spacious side lot with a grill and picnic table perfect for family gatherings, and the tower is a favorite spot for guests to enjoy their morning coffee or catch up on work with a computer in hand.

When you stay at Our Place by the Sea, you’ll have access to everything that Seaside and the surrounding areas have to offer, from biking and swimming to playing golf at Sandestin Golf & Beach Resort. And if you’re looking for a place to relax and unwind, the beach is just a short walk away.

As Maureen can attest, partnering with CRA has been a wonderful experience, with excellent follow-up and responsiveness to any questions or concerns. And the perks of partnering with CRA are unbeatable, including the ability to play golf at Sandestin Golf & Beach Resort.

So why wait? Book your stay at Our Place by the Sea today and experience the simple life in Seaside that Maureen and her family have come to love over the years!

Changes in Attitude

Another great option is “Changes in Attitude” presented by Homeowners Collection. This stunning four-bedroom cottage is the perfect place to escape with your family or a group of friends, and can accommodate up to 10 guests.

Located just 120 steps from the beach and one block from Seaside Town Center, this home is in the heart of the action. Whether you’re looking for a day spent lounging on the sand, shopping at the nearby boutiques, or exploring the local art scene, everything is just a short walk away.

Inside, the home is beautifully appointed with high-end furnishings and a nautical theme throughout.

You’ll find plenty of space to relax and unwind, whether you’re enjoying a movie on the flat-screen TV, cooking up a delicious meal in the fully equipped kitchen, or soaking up the sun on one of the many outdoor decks.

Speaking of outdoor space, this home has plenty of it! With five outdoor deck areas, including a tower, you’ll have no shortage of places to soak up the sun and enjoy the beautiful Florida weather.

And with access to three swimming pools, five clay tennis courts, and a fitness center, there’s always something to keep you busy.

So what are you waiting for? Book your stay at “Changes in Attitude” today and experience the best of Seaside, Florida.

With personalized service throughout your stay, starter amenities provided, and even complimentary beach towels and rental bikes, this is the ultimate vacation rental for anyone looking for luxury, comfort, and convenience. Don’t miss out!

Cherished By The Sea – Pet Friendly!

seaside florida rentals pet friendly

Discover the perfect home away from home in Seaside, Florida, at Cherished by The Sea, a pet-friendly rental property that offers a unique and unforgettable vacation experience.

This stunning condo boasts an open floor plan, modern beach vibe, and a large wrap-around balcony with outdoor living areas that offer breathtaking views of the town.

The balcony features several outdoor living areas, including outdoor dining, Adirondack seating for four, and three chaise loungers, making it the perfect place to enjoy the spectacular sights of the town.

Inside, Cherished by The Sea features three bedrooms, including 1 queen bed, 2 twin beds, and 1 queen sleeper sofa, making it the perfect size for families, couples, or groups of friends.

The condo also has an updated full-size kitchen with bar seating for three, an adjacent dining area that comfortably seats six, and an open living room with a sectional sofa that has a queen sleeper sofa for two more.

There are three sets of French doors that open onto the expansive furnished wrap-around balcony.

Cherished by The Sea has a premier Seaside location, located just steps from Ruskin Park, a ½ block to the Seaside Amphitheater and Central Square, and a one-block walk to your Seaside beach access at Coleman Pavilion.


Seaside Central Square features over 40 shops and dining options, all within walking distance of Cherished by The Sea.

This pet-friendly rental also provides access to 3 swimming pools, 5 Clay tennis courts (court fees apply), 3 Pickleball courts (court fees apply), and a fitness center.

During your stay at Cherished by The Sea, you’ll enjoy personalized service throughout your stay with starter amenities provided. Additionally, Peacock Alley towels and sheets are provided throughout the home, and a welcome tote with 2 beach towels and a complimentary bottle of wine & 2 complimentary rental bikes are included with your stay.

The property also provides one parking pass per one-bedroom cottage and two parking passes for two-bedroom and larger homes.

A golf cart is considered a car, and golf carts for non-homeowners visiting Seaside are prohibited, except for special circumstances and medical needs requests that require a golf cart permit.

Don’t miss the chance to experience the best that Seaside has to offer. Book your stay at Cherished by The Sea and get ready for a vacation you’ll cherish for years to come.

Southern Exposure – Beachside Rental in Seaside Florida

beachfront rental seaside florida

Welcome to Southern Exposure, the ultimate beachfront vacation rental in Seaside, Florida.

With its prime beachfront location on two beachside lots, this property boasts incredible panoramic views of the Gulf of Mexico, making it the perfect destination for those seeking a true beachfront vacation.

Arrive to find Southern Exposure with its private off-street parking for two cars and then your own private outdoor living area on a private lot at the front of the home with a garden like setting with Adirondack seating for eight.

Southern Exposure features three bedrooms, each with its own private bathroom. The king master suite has a large mounted flat screen TV, an updated private ensuite bathroom with dual vanities, and a glass enclosed walk-in shower.

The second bedroom, a queen, has a flat screen TV, plenty of storage, and an adjacent full bathroom with single vanity and a glass enclosed walk-in shower. The third bedroom down, another queen, has a mounted flat screen TV, and a newly added private bathroom with a glass enclosed shower and a single vanity.

On the second floor, guests will find a combined open floor plan where gulf views and outdoor living abounds. The updated kitchen has all stainless-steel appliances and bar seating for three more.

The adjacent dining area comfortably seats four with access to the large wrap-around side porch that features outdoor dining for four more and two chaise loungers with incredible sweeping gulf views. The perfect location for dining alfresco and watching the most incredible sunsets.

The living room is surrounded by windows with gulf views, large sofas with plenty of seating for all, and a large mounted flat screen TV. Off the living room is another covered beachfront balcony with bar top seating for four and incredible beachfront gulf views and sunsets.

There is a half bath off the living areas up. Additional outdoor seating areas are on the side of the home, an outdoor shower, and there is a large charcoal grill off the front of the home perfect for grilling out.


Southern Exposure offers plenty of amenities for guests to enjoy, including a Seaside Private Residential Beach Access at Savannah Pavilion, seven outdoor living areas, outdoor shower, charcoal grill, and access to 3 swimming pools, 5 Clay tennis courts & 3 Pickleball courts (court fees apply), and a fitness center.

Additionally, guests will receive a welcome tote with 2 beach towels, complimentary bottle of wine, and 2 complimentary rental bikes included.

Don’t miss the chance to experience the best that Seaside has to offer. Book your stay at Southern Exposure and get ready for an unforgettable beachfront vacation. Please note that there is a 7-night minimum stay requirement during the summer months and guests must be 25 years old to rent and check in.

3 By The Sea + You and Me – Luxury Rentals in Seaside

luxury rentals in seaside florida

Indulge in a luxury vacation experience like no other at 3 by the Sea, a stunning 6-bedroom, 6-bathroom family home in Seagrove Beach.

This unique property offers ample space for up to 16 guests, making it the perfect retreat for families or travel groups looking to experience a private resort-like atmosphere.

The center of the home is the private heated pool, which provides the perfect spot to relax and unwind during your stay.

At 3 by the Sea, you’ll enjoy the luxury of THREE KING SUITES, each with en-suite bathrooms, as well as a double queen bedroom, a bunk room, and an additional queen bedroom.

This multi-level, sprawling home has several living areas and plenty of space for everyone to find their own spot. Several bedrooms are located on the ground floor level, providing guests who prefer not to deal with stairs with easy access to their rooms.


This property also features a rooftop observation area with spectacular views, making it the perfect spot to enjoy sunset cocktails or take in the breathtaking scenery of Seagrove Beach.

When you’re ready to hit the beach, 3 by the Sea is just four houses away, allowing you to have your toes in the white sandy beaches in less than 3 minutes. There are also several public beach access points within a very quick walk.

During your stay at 3 by the Sea, you’ll enjoy a free credit toward rental gear, which can be used on various items such as bikes, beach bonfires, tours/experiences, and much more!

The credit amount varies based on the size of the property and the length of stay. Certain restrictions, exclusions, and limitations apply.

This luxury property also includes a Benchmark welcome bag and initial starter kit of amenities, providing everything you need for a comfortable and enjoyable stay. Please note that pets are not allowed, and pool heat can be added for an additional fee.

There is parking available for up to three cars, and no additional street parking is available.

Book your stay at 3 by the Sea and experience a luxury vacation like no other in Seagrove Beach.

Seaside’s history

Seaside is not just a beautiful beach town but also has a unique history. It was founded in 1981 by Robert and Daryl Davis and was designed as a model for the New Urbanism architectural movement.

The town was built with a focus on walkability, sustainability, and community involvement. Including this information in the article would help readers understand the ethos of Seaside and appreciate the thought that went into designing the town.

Seaside’s attractions

While the beach is undoubtedly the biggest draw in Seaside, the town has several other attractions that visitors can enjoy.

These include the Seaside Repertory Theatre, which hosts a variety of shows and events throughout the year, and the Seaside Farmers Market, which takes place every Saturday and features locally grown produce and handmade goods.

Including information about these attractions and others could help readers plan their itinerary and make the most of their time in Seaside.

Who doesnt want to take a deep-sea fishing trip while exploring the Emerald Coast? See our Guide to the Best Fishing Charters in Seaside.

Seaside Dining & Fun Eats

Seaside is home to several restaurants that offer a diverse range of cuisine, from classic seafood dishes to international flavors.

Some of the most popular restaurants in Seaside include The Great Southern Cafe, Bud & Alley’s, and Modica Market.

Including information on the local cuisine and highlighting some of the must-try dishes could help readers plan their dining experience and ensure that they don’t miss out on any of the town’s culinary gems.

See our full Guide to Seaside Food Trucks for more of a “dine & dash” inspiration!

Insiders Tips for booking a rental (from a local)

While the article provides information on some of the best beach rentals in Seaside, readers may benefit from additional tips on how to book a rental that meets their needs and budget.

This could include information on how to compare prices, the best time of year to book a rental, and how to negotiate a better rate.

Tips for saving money in Seaside

Seaside is a beautiful but relatively expensive town, and readers may appreciate tips on how to save money while still enjoying all that the town has to offer.

This could include information on free or low-cost activities, how to save money on dining, and where to find the best deals on rental properties.

Local events and festivals

Seaside is home to several annual events and festivals that visitors may want to check out.

These include the Seeing Red Wine Festival, which takes place in November and features wine tastings and culinary events, and the 30A Songwriters Festival, which takes place in January and features live music performances.

Including information on these events and others could help readers plan their trip around a specific event and add some excitement to their vacation.

Conclusion to Rentals in Seaside Florida

Seaside, FL is home to some of the best beach rentals in Florida, with a variety of options ranging from cozy cottages to luxurious beachfront homes.

Whether you’re looking for a romantic getaway or a family vacation, there’s something for everyone in Seaside.

These beach rentals offer stunning Gulf views, upscale furnishings, and all the amenities needed for a comfortable and enjoyable stay.

So, book your rental today and start planning your dream beach vacation in Seaside, FL!

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