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5 BR
3.5 BA
13 Guests

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WELCOME TO HAPPILY EVER AFTER IN SEASIDE, FL. FURNISHED FRONT PORCH WITH SOFA AND ROCKERSOPEN AIR TOWER DECK W/ADIRONDACK CHAIRS FOR TWOOPEN COMBINED LIVING, KITCHEN, AND DINING ROOM AT ENTRANCEFIRST BEDROOM, KING PRIMARY DOWN W/ENSUITE BATHROOMTUPELO STREET LOCATION WITH PRIVATE PARKING & FRESH RENOVATIONGENEROUS LARGE OPEN AIR FRONT PORCH AT ENTRANCEOPEN AIR PORCH W/LARGE LOUNGE SEATING AREAENLARGED LIVING AREA RENOVATION, ALTERNATE VIEWLIVING AREA W/ SOFA & CLUB CHAIRSLARGE MOUNTED FLAT SCREEN TV, PERFECT FOR MOVIE NIGHTS ADJACENT LIVING AREA, SEATING FOR FOUR OFF KITCHENLIVING AREAS ALTERNATE VIEWNEW ADD ON, DINING ROOM 2023, SEATS 12 COMFORTABLY!DINING ROOM ALTERNATE VIEWRENOVATED KITCHEN W/BAR SEATING FOR THREEGAS BURNER STOVE AND LARGE SUB ZERO FRIDGEKITCHEN ALTERNATE VIEW FACING PORCH ACCESSKITCHEN W/BUILT IN SHELVING AND SIDE PORCH ACCESSHALF BATH ON FIRST FLOOR FOR LIVING AREASKING W/FLATSCREEN TV & SEATINGPRIVATE MASTER BATH W/GLASS ENCLOSED WALK IN SHOWERSECOND BEDROOM UP, QUEEN BEDROOM W/SHARED HALL BATHQUEEN ROOM WITH WINDOW SEAT QUEEN ALTERNATE VIEWSHARED FULL BATH, SINGLE VANITY W/TUB & SHOWER COMBO GLASS ENCLOSED TUB & SHOWER COMBOTHIRD BEDROOM UPSTAIRS, TWO FULLS & TWIN DAYBEDTHIRD BEDROOM SLEEPS 5; 2 FULLS & DAYBEDLARGE MOUNTED FLAT SCREEN TV, GREAT KIDS BEDROOM!FOURTH BEDROOM IN BONUS DETACHED TOWER COTTAGELIVING SPACE ON 1ST LEVEL W/SOFA & EFFICIENCY KITCHENETTEKITCHENETTE AREA WITH MICROWAVE, SINK, FRIDGE DRAWERFOURTH BEDROOM KING W/LARGE FLAT SCREEN TVFOURTH BEDROOM KING, ALTERNATE VIEWFULL RENOVATED BATH W/GLASS ENCLOSED SHOWERFIFTH BEDROOM, ON 2ND FLOOR, BUILT IN BUNK ROOMBUNK ROOM W/CABINET W/FLAT SCREEN TVFIFTH BEDROOM VIEW TO STAIRS TO OPEN AIR TOWERTOWER ALTERNATE VIEWBUILT IN SURROUND SEATING, INCREDIBLE GULF & SUNSET VIEWSSTUNNING 360 DEGREE PANORAMIC TOWN & GULF VIEWSAMAZING SUNSET VIEWS OVER TOWN FROM THE TOWERENCLOSED OUTDOOR SHOWER OFF OF HOMEOUTDOOR DINING FOR TWO OVERLOOKING BACKYARD & GRILL AREAGAS GRILL GARDEN AREA OFF THE REAR OF THE TOWERSEASIDE RESIDENTIAL BEACH ACCESS AT TUPELO PAVILIONSEASIDE BEACH VIEWS FROM TUPELO PAVILION ACCESSENJOY A BEACH SUNSET
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Description

56 TUPELO STREET

2 KINGS, 1 QUEEN, 2 FULLS, 1 DAYBED, 1 BUNKBED

 Welcome to your Happily Ever After vacation home a recently renovated and impeccably maintained home only 300 feet to the beach access in Seaside proper! This home is perfect for family reunions, girls’ trips, and multi-generational or multi-family vacations. This home has been completely renovated with additional enhancements expanding the home to a larger size and many new designer furnishings in the living and dining areas! With a coveted location on Tupelo Street and only five houses in from the beach, this house features a private driveway, large front porch, amazing tower views and gulf views, multiple living areas, and plenty of space for everyone.

The large L-shaped wraparound porch has rocking chairs and comfortable sofa seating to relax and watch the world go by. Step through the mahogany front door with New Orleans-style gas lantern, and enter a charming, spacious, open floor plan. The living room has a soaring 22-foot cathedral ceiling with bespoke furniture in two separate seating areas. The first contains four slipcovered chairs flanking a white marble coffee table. The second features a plush white sofa, club chairs, custom coffee table, and a large mounted flat screen TV perfect for family movie nights. The adjacent dining room has walls of windows flooding the room with natural light and providing views into a peaceful pocket park nearby. The new dining table accommodates 12 for memorable meals. Fun paintings and original art can be found throughout the home. The well- appointed kitchen is straight out of a magazine with its quartz countertops, designer tile, open shelving, Sub-Zero refrigerator, and chef’s appliances. A spacious island provides seating for three. Off the central living area is a half bath which opens onto an elegant spa-like outdoor space with Calazzo shower and ipe flooring and built-in bench. This can easily function as another full bathroom.

In the first-floor primary suite, there is king bed, a wall-mounted TV, and an ensuite private bathroom featuring a large glass walk-in shower with built-in bench and glass block window. The vanity is a lively shade of turquoise. Upstairs, at either end of a hall overlooking the great room, there are bedrooms that share an adorable hall bath with tub/ shower combination. The front bedroom has a queen bed, two closets, and views over Tupelo Street. The oversized third bedroom offers two full beds, a daybed, a large mounted flat screen TV, a seating area, closet, and room to spare. Out the side door, down a short, covered porch, and past the laundry closet with stacked washer/ dryer, is the “tower cottage” with its own private entry, providing the best of both worlds – privacy and togetherness. This fully appointed guest house features a king bedroom downstairs with an adjoining living room and efficiency kitchen with bar sink, microwave, refrigerator and freezer drawers, open shelving, coffee maker, and more. The bathroom has a shower and built-in drawers to store clothing. A door off the living room leads to a wood deck with bistro seating and an outdoor gas grill. The fifth bedroom on the window-filled second floor contains custom built-in bunk beds to sleep two, a seating area with sofa, and custom built-in cabinet with large flat screen TV and hanging space for clothes.

Another wonderful feature of this house is the covered, open-air tower with incredible panoramic views of Seaside, the gulf, and the sunset. Two Adirondack chairs provide the perfect place to slow down and enjoy the moment.

*   5 night minimum Summer 2025; 5 night minimum Spring & Spring Break; 3 night minimum Fall; 2-night minimum Winter. Must be 25 years of age to rent and sign registration. Only Five bedroom home available during peak demand times of Summer and Spring Break.  Sat to Sat minimum for summer 2026.

Durning the off season Happily Ever After 3 and Happily Ever After Tower can be rented separately for Fall, Fall Break, Winter, and Spring. 

FEATURES:

  • Features 2,405 square feet updated and recently renovated
  • 308 feet or 1 minute walk to beach access
  • Seaside Private Beach at Tupelo Pavilion, largest private beaches on 30A
  • Generous open-air front porch & outdoor lounge seating
  • Private driveway with parking for one car
  • Washer & Dryer
  • Gas grill 
  • Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
  • Beach Towels available
  • Access to 3 swimming pools, 5 Clay tennis & 3 Pickle ball courts (court fees apply), and a fitness center
  • Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes included for pickup at Seaside Transit Authority
  • Personalized service throughout your stay with starter amenities provided
  • Three parking passes are issued for this home.  A golf cart is considered a car. Golf carts for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit
  • No pets allowed

STR23-002372

Amenities

Activities

  • Church
  • live theater
  • playground
  • restaurants
  • fitness center
  • Bicycles
  • Communal Pool
  • Heated Pool
  • basketball court
  • cycling
  • fishing
  • golf
  • swimming
  • tennis
  • Massage
  • Paddle Boarding
  • Shuffleboard
  • Shopping

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided

Outdoor

  • outdoor shower
  • Parking
  • Deck / Patio
  • Outdoor Grill
  • Porch
  • Tower

Beds and Baths

  • combination tub/shower
  • king bed
  • sleep sofa /futon
  • tub

Geographic

  • Water View
  • East Side

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Location

Get Directions

Reviews

Happy Vacay in HEA

Reviewed on2025-06-29 by from Tulsa, OK United States
Updated on 2025-06-29
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We always love staying in Seaside, and this trip was no exception. Being on the end of the Seaside beach made it seem a little quieter, which was welcome to us. The house comfortably slept our party of 8. The layout between the main house and tower worked well. We loved the location- close to the beach and an easy walk or bike ride in to the center of town. The porch was excellent for leaving sandy toys and wet suits. We had issues with the refrigerator, which was frustrating, but it didnt ruin our stay. They sent maintenance out right away.
Hi Maggie, wonderful to hear Happy Ever After Cottage & Homeowners Collection was again, memorable.
We thank you for your loyalty to us and Seaside Village. We are terribly sorry for the inconvenience & frustration with the refrigerator..
Glad it was a quick fix. We look forward to welcoming you next time. Happy Summer!

Great location!

Reviewed on2024-06-30 by from AUSTIN, TX United States
Updated on 2024-06-30
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Loved the location. Beds were very comfy.Nice bathrooms. Great open living room. My only suggestion is that the blinds in the bedrooms were not great...I would bring paper black out shades if you don't want it lit up at 5 am. Other than that, we enjoyed our stay.
Hi Melisa, Thank you very much for taking the time to write a positive review for Happily Ever After & Homeowners Collection team! We are pleased to hear you enjoyed your stay and hope to welcome you back on your next future visit to Seaside. I will mention your comment about the bedroom blinds to the owner. Take care!

Great Thanksgiving trip

Reviewed on2023-11-27 by from Tuscaloosa, AL United States
Updated on 2023-11-27
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Wonderful property
David, thank you so much for taking the time to write this positive review of Happily Ever After and the Homeowner’s Collection team. We are so pleased you enjoyed your stay, and we hope to welcome you back on your next visit to Seaside!

Happily Ever After

Reviewed on2023-10-13 by from N/A, CO United States
Updated on 2023-10-13
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great stay with a beautiful house! No major issues to report. Was close to the beach and city and everything was as described. Only considerations would be to have wash cloths available in addition to towels, and more hooks near guest house/outdoor shower for clothes or swimsuits would be nice. Homeowners stopped by to use laundry machine which was unexpected but they were very friendly and nice to meet them. Able to shop and go to many restaurants nearby. I did confirm via email we would have have four parking passes total for both house and guesthouse but only had three upon arrival- had to call HOCO but they were able to resolve by letting us park in driveway or bringing fourth pass the next day. Maybe it could be clearly noted per reservation instead of in policy to make sure everyone is aware. Overall great stay and we will be back again.
Thank you so much for taking the time to write this positive review of Happily Ever After and the Homeowner’s Collection team. We always appreciate feedback and will absolutely pass yours on to our owners and operations team. We are so pleased you enjoyed your stay, and we hope to welcome you back on your next visit to Seaside!

A great week in Seaside

Reviewed on2022-06-14 by from Houston, TX United States
Updated on 2022-06-14
5
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4
Overall, we had a great stay at this house! We booked the house and tower. When we arrived at 6 p.m. the tower had not been cleaned. Initally we were told no one could come until the next day. Needless to say, we were not happy. But, a cleaning crew came and we were able to stay the night in the tower.
Thank you so much for taking the time to write this positive review of Happily Ever After and the Homeowner's Collection team! We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

A great week in Seaside

Reviewed on2022-06-14 by from Houston, TX United States
Updated on 2022-06-14
5
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4
Overall, we had a great stay at this house! We booked the house and tower. When we arrived at 6 p.m. the tower had not been cleaned. Initally we were told no one could come until the next day. Needless to say, we were not happy. But, a cleaning crew came and we were able to stay the night in the tower.
Thank you so much for taking the time to write this positive review of Happily Ever After and the Homeowner's Collection team! We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

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