Seaside, Florida is an interesting place with an abundance of fun things to do. The beautiful sandy beaches and warm weather make it a premier vacation destination for many people not only from Florida but also from all around the U.S. Seaside is actually one of the United States’ first communities designed with the concept of “New Urbanism” in mind and has since been visited by many design professionals and featured in many magazines. The idea of New Urbanism is small communities with walkable distances which is what adds to Seaside’s small-town charm. For any movie buffs out there, Seaside was also the primary filming location for the “Truman Show” starring Jim Carrey. So if you’re looking for a beach vacation with a small town atmosphere, check out these great vacation rentals in and near Seaside, FL.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 27, 2025.
1. Spacious family home with pool access
Located just west of the town square is this beautiful home. With enough room to sleep up to six people, this accommodation is a great spot for a family vacationing in Seaside for a while. The ground floor has two sleeping areas, each with a queen size bed and a living room area that is bright and spacious. The kitchen space is next to the dining area where up to six people can dine comfortably and as a bonus addition, the rental comes with access to two bikes and free WiFi.
Santa Rosa Beach, Florida, United States
19.16 km (12.0 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
We stayed here over the past winter and had a wonderful experienceWe stayed in Golden Lady last week We were changed to this house after a problem occurred in the house that we had reservations forRena's Smile is greatLocation:
Walk to the beach restaurants shopsGreat place Loved the location and the hospitalityand there was no recycling of glass plastic and paper trashso we drove it to a recycling centerand I took a chance to ask for helpRead more reviewsAmenities & Room:
The option to rent along with the other half--No need for a carBike rental is right in town and that's all you needGolden Lady is a very comfortable house with a great floor planEverything was as described and more
2. Pet-friendly abode near the beach
A small group of four will fit just right in this charming two-bedroom cottage in Seaside. Named Snail’s Pace, the place is a short walk to the stunning beaches in town and is a two-block walk from the town square where you’ll find all of Seaside’s finest establishments. Featured inside are the entertainment room with a 4K flat-screen TV, a DVD player, and a DVR. There is also a fully functional kitchen and a newly renovated bathroom. One pet is welcome but keep in mind that only a small, non-shedding dog is allowed.
Santa Rosa Beach, Florida, United States
19.77 km (12.3 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
would definitely recommend this pet friendly seaside homeLocation:
the location is idealhouse & location were perfectwell snails pace has both location and comfortthe location is ideal close proximity to beach town and family members in other houseswe enjoyed the close proximity to beach and townCleanliness:
the home is very clean well furnished and up to dateRead more reviewsAmenities & Room:
the house has great amenities comfortable and cozyalso some instructions on the tv would help
3. Cabana getaway
Looking for a nice small place for a romantic vacation in Seaside? Well, this accommodation has you covered. The house is a minute walk away from the beach as well as the central square so if you’re looking to go out and eat or just take a stroll on the beach, this home is close to everything. The living room area has a large couch with flat-screen TV and a small kitchen area for making meals. The master bedroom has balcony access and a queen-size bed.
Santa Rosa Beach, Florida, United States
19.18 km (12.0 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
we didn't know about that until arrivalI was very happy with the locationI was very happy with the locationI was very happy with the locationI was very happy with the locationLocation:
We were just blocks away from the town center and just two blocks from WatercolorFor staters the walk to the very private beach access is about 47 seconds and only a few minute walk to Seaside proper and WatercolorIt is very close to the beach and close to all restaurants and shops in SeasideThis small but very cute place is located inside the tony Seaside developmentit is VERY close to the big house and other nearby propertiesCleanliness:
It was very clean and charmingThe vacation rental was very cleanThe location is great and the inside is clean and in great condition Keep in mindI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalRead more reviewsAmenities & Room:
Although the unit is small it is well appointed and has everything one would need It’s totally private and quiet yet perfectly located at the epicenter of activitiesThe complimentary bicycles made our desire to leave the car parked possibleThe property is steps from the beach and the town squareMy wife and I stayed at Cabana Babe while the rest of our clan stayed at the large Cabana Fever on front side of the propertyKitchen is small but had everything we needed
4. Original Seaside house (from USD 789)
This home is known as the “Mabel Haardt Cottage” and was in fact, designed by Seaside’s founder and architect Robert Davis. This accommodation will certainly give you the moth authentic Seaside experience. This Seaside, FL vacation rental features a wrap-around porch, loft and is close to the beach at approximately a minute walk away. WiFi, full kitchen and TV are all also included.
Santa Rosa Beach, Florida, United States
19.86 km (12.4 mi) from The Village of Baytowne WharfSuperhost
Accommodates: 6
Top guest reviews
Host:
our host was very responsivesuch a great host toothank you for a good stay with a very responsive hosttruly ideal beach vacation home with absolutely superb hostthe house is quaint and the owner is very responsive to any questions you might haveLocation:
the location is perfectthe location of this house is just awesomehistoric house in a great location that is walking distance to everythingwe loved the locationvery close (walking distance) to downtown area restaurants and entertainmentCleanliness:
very clean especially the lynnensit was super clean and the location close to the tupelo beach entrance was really convenientRead more reviewsAmenities & Room:
we especially appreciated the pool toys chairs and beachcruisers available on sitethe beds were super comfy and cleanthe porch is a great asset cooler in the mornings for coffee and breakfastthe second bath has an interesting shower arrangement
5. Well-furnished home with hot tub
Located right across the street from the beach, this Seaside, Florida rental is known as the “S'more” has been featured in “Designing for Small Homes”. The cottage is guest house of the main house but is none the less a great spot for a small family vacation. The first floor has a small kitchen area and a living room where guests can sleep on the pull-out couch. The second floor is where the master bedroom is complete with a hot tub in the bathroom. TV, washer/dryer, and a complimentary bottle of wine.
Santa Rosa Beach, Florida, United States
19.81 km (12.4 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
Homeowner's Collection was professional helpful and FriendlyWill definitely book with them againAll was great we were permitted early check inat all Things happenThe S'More is a great tiny house for 2 (and third small person)Location:
boutiques restaurants Walking/biking distance to everythingMaybe it was being awayI spent my last night in my 50's and eased myself into the next decade at Smores anda small maintenance issue reported it right away and the problem was resolved within 2 hrs - pretty amazing customer serviceNestled perfectly behind the big houseCleanliness:
The cottage was nice and clean and airyThe vacation rental was very cleanit was very clean and really has all you needI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalRead more reviewsAmenities & Room:
The bed is so comfortablethe bed is super comfy and the beach bagWhen we arrived at the cottage the internet was downbig enough for 2 max 3 peopleMy only critique is the king bed (very comfy mattress) is surrounded by a high wooden frame making it hard for a short person (me) to get in and out without bruising thighs and shins
6. Heart of Seaside (from USD 1615)
Located in the heart of Seaside, you can step out your front door and be greeted with every amenity you’d need. Restaurants, grocery stores, boutiques and ice cream shops are all right outside and waiting for you to discover. This Seaside, Florida vacation rental is equipped with all the appliances you’ll need from a fully equipped kitchen to a washer and dryer. The beach is a five-minute walk away and because of Seaside’s design, you won’t need your car once you arrive.
Santa Rosa Beach, Florida, United States
19.58 km (12.2 mi) from The Village of Baytowne WharfAccommodates: 4
Top guest reviews
Host:
bert (the owner) is friendly and helpfulloved everything about our stay bert was welcoming and very helpful when we needed herwhat an amazing host location and stayLocation:
great location in the heart of seasidecan not beat this amazing locationwhat a beautiful place in prime locationgreat place great location and bert was exceptionally accommodatingowner very helpful and location could not be more convenient to shops and restaurantsRead more reviewsAmenities & Room:
huge balcony stocked kitchen & bathrooms
7. Beautiful retreat with town views (from USD 511)
Stay close to Seaside’s best attractions and book your stay at Roger’s Lighthouse. This home with three bedrooms can accommodate up to six people. There is a view deck in this property where you can gaze in awe at some of the best views in town. Featured in Spanish and German Architectural Magazine, this home comes with a full kitchen, a balcony, and a shared pool. If you want to explore Seaside, this rental provides you with four bicycles. Hop on the bike and take your family for a short, scenic ride around town.
seaside, Florida, United States
19.15 km (11.9 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
the response to questions was quick and the host was very helpful highly recommendroger the owner was communicative kind reasonable helpful and friendlyCleanliness:
the house had everything we needed and was clean and brightly coloredRead more reviewsAmenities & Room:
the mattresses and pillows themselves are very comfortablewe watched the uga game in the shutter room which was pretty epic
8. Pet-friendly carriage home with pool access
For a small family of three or a couple traveling with their pet dog, this lovely carriage home named Angel in the Dunes is the perfect fit. The home features a bright living area with plenty of windows, a snug but full kitchen, a spacious bedroom with a balcony, a laundry area, and a bathroom with a tub. This living space offers shared pool access to guests, as well as gym access, for a minimal fee. Dogs are welcome to join the fun at the property, just let your host know if you are bringing more than one furry friend!
Santa Rosa Beach, Florida, United States
19.27 km (12.0 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
the property managers were always available and super helpful with everythingLocation:
the location was perfect & close to everythingeasy beach access and close to town centershort walk to the beach comfortable and quietthe property was in a good location close to town and to the beachi booked this property because of it's location which was lovelyRead more reviewsCleanliness:
the cottage was clean and had everything we needed
9. Pet-friendly beach house with access to pool and hot tub
This four-bedroom and three-bathroom home are perfect for a family getaway to Seaside. Guests will have access to tons of amenities when they book this home. For a small fee, there’s community pool access, hot tub and fitness centre. However because everything is within walking distance in Seaside, guests can opt to just walk to the beach. The home is large and beautiful and once guests walk in they will be greeted by the open-concept space with vaulted ceiling, large windows and an inviting atmosphere.
Santa Rosa Beach, Florida, United States
19.27 km (12.0 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
(well some of us )but they came and brought us within 4 hours With 5 kids the wifi was not good very spotty which buffered constantly when we tried watching moviesLocation was good close to food trucks beachVery nice hone Thank youWhen we checked in there was 1/2 roll toilet paper no soap and minimal towelsLocation:
However the house needs TLCAmazing location Easily walkable to beach pools fitness center shops & restaurantsThe property is perfect for families Less than 59 yards from the beachonly two blocks to the beach and three into the center of SeasideThe 4th bedroom is located in the loft which is only accessible by a ladderCleanliness:
The home was very comfortable clean and lovelyRead more reviewsAmenities & Room:
The mattreses/sheets/pillows need updating along with WiFi connectivityAlso the couch and chairs were old and very uncomfortableThe kitchen was well stocked and the porch is lovelythe bunk room was accessed by climbing a steep ladderThis home is very well laid out and comfortable for up to six adults plus double bunk beds on an upper level that would accommodate four children or teenagers
10. Charming studio unit best for couples
Ruskin Place is a beautiful residential community in Seaside, and it’s also where you’ll find this studio unit that sleeps two people. The beach and the Seaside Square are a short walk from the property, and guests of this cozy lodging will have access to the Seaside Beach from Coleman Pavilion. Inside, there is a small but fully functional kitchen, a small television, and a full bathroom. This place is most ideal for couples looking for a charming getaway in this beautiful coastal town.
19.55 km (12.2 mi) from The Village of Baytowne WharfAccommodates: 2
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Host:
kelli was responsive answering any questions i hadproperty manager was so sweet and helpful anytime we needed anythingkelli was a great communicator and a lovely host as wellperfect spot for our weekend getaway in seaside owners were great and responded quickly to our couple questionsLocation:
great location steps from town squarewe absolutely loved the locationeverything you need a small clean space that puts you right in the middle of seaside—close to everythinggood - convenient to all assets; beach shops restaurantsperfect place to enjoy seaside and the beachCleanliness:
very clean studio apartment in a great location for active outdoor couplesthe small cozy but clean space had everything we neededRead more reviewsAmenities & Room:
smart tv is awesome to have your netflix or amazon
11. Seaside luxury
Enjoy a 360-degree panoramic view of the beautiful town of Seaside from this luxury home. The open-concept floor plan of the home has 12 feet high ceilings and a large, fully equipped gourmet kitchen. The kitchen also includes an ice maker and wine cooler with large island centrepiece in the kitchen for some quick breakfasts in the morning or intimate conversations at night. Step onto the private deck space on the third floor to enjoy some magnificent views of Seaside or take a stroll into the town and indulge in Seaside’s finest dining.
19.69 km (12.3 mi) from The Village of Baytowne WharfTop guest reviews
Host:
Beautiful designer home with new amenitiesthey came over immediately Wonderful serviceVery well appointed Your family will enjoy and will not be disappointed Awesome timehad to call maintenance twice for thatWe had a wonderful time quick access to beach was greatLocation:
and we were walking distance from restaurants & a neighborhood marketI loved the decor at the house and in general loved staying thereThis house is beautiful; accommodates a large family very well; across the street from the beach and just one block away from the Seaside city squareCoffee seemed to be spilled in carriage house and not cleaned up Housekeeping needs to be more thoroughThe surround sound and TV are too complicated to troubleshoot any issues for Bluetooth etcCleanliness:
Soft master bed Very clean andRead more reviewsAmenities & Room:
The kitchen had everything we needed to cook meals at home if we wantedA few changes that need to be made-All amenities were top of the lineOne of the guest beds was so uncomfortable that it was hard to sleep onthe amenities were outstanding and the follow-up service was excellent
12. Honahlea, a peaceful hideaway
Enjoy this peaceful little space, the guest house of a larger cottage. You’ll be one block away from the beach here as well as just down the path from the local community pool. The home has been designed with a coastal aesthetic in mind and when guests arrive they will be greeted with a complimentary bottle of wine. Enjoy the living room area with HDTV and fireplace and cook up something delicious in the kitchen area. WiFi is included as well as some beach toys and gear.
123 Grayton St
19.18 km (12.0 mi) from The Village of Baytowne Wharf
13. Lemon Tree home
This large four-bedroom home is perfect for a family getaway or for a large group of friends looking to visit Seaside. There is room to sleep up to 10 people and once you walk past the white picket fence into the home you’ll be greeted with a very traditional style of housing. Large ceilings and space for everyone including a full kitchen and dining room. The living room area has a large couch but the weather is so nice here you’ll probably be spending most of your time in your private backyard or by the beach which is only a short walk away. WiFi is included as well as four bikes for guests to use as they please.
Santa Rosa Beach, Florida, United States
19.39 km (12.1 mi) from The Village of Baytowne Wharf
14. Central Seaside penthouse best for families (from USD 519)
This two-storey penthouse apartment is located right in the heart of Seaside. This Seaside beach rental offers some amazing views of the gulf that can be taken in from the privacy of your own balcony. The home can sleep up to six people making it a great spot for a family vacation and best of all you’ll be steps away from shopping and dining. Guests can hang out in the living room and watch TV, indulge in the WiFi or cook up something delicious in the fully equipped kitchen. Guests also have access to a rooftop patio with hot tub and lounge chairs.
Seaside, Florida, United States
19.43 km (12.1 mi) from The Village of Baytowne WharfTop guest reviews
Read more reviewsLocation:
family get together in seaside perfect locationfantastic apartment in the perfect location for all that seaside has to offerunforgettable is a great space in a great location
15. Romantic getaway with pool access best for couples
On Odessa Street is where you’ll find West Indian tucked behind trees. This vacation rental is ideal for couples and is a minute of walking to the beach pavilion. Seaside’s town center is two minutes away. When staying here, guests will have complete access to a few swimming pools, croquet courts, a private gym, and a park. Guests may opt to play tennis as well for a fee. While there is a kitchen completely equipped with all you’d need to make your meals, local restaurants and gourmet groceries are within walking distance from here too.
Seaside, Florida, United States
19.21 km (12.0 mi) from The Village of Baytowne Wharf
Top guest reviews
Host:
very nice and responsive managementLocation:
location to the beach is amazing for this fun little cottage looking forward to another trip in the futurewe had a great stay—the house is perfect for 2 people and close to the beach and restaurantsRead more reviewsCleanliness:
very cozy clean and convenient
Simple, beautiful life
Seaside is built upon the idea of a simple, beautiful life. It also happens to be the town motto and one can see why. Seaside is a place where everything is just a short walk away and where the beautiful weather and beach are just right outside your door.
History
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