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3 BR
3 BA
12 Guests

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WELCOME TO TUPELO HONEY IN SEASIDE, FLORIDA!PRIVATE TOWER WITH PANORAMIC GULF AND TOWN VIEWS!LOCATED DIRECTLY ACROSS FROM THE BEACH ON TUPELO ST.INCREDIBLE 3RD FLOOR TOWER DECK W/AMAZING GULF VIEWSFOUR OUTDOOR PORCHES & TOWER W/GULF VIEWS!PRIME LOCATION ONLY 69 FT TO BEACH, AND PARKING IN FRONTFRONT PORCH W BED SWING & 2 ROCKERS, PERFECT MORNING SPOTCOMBINED OPEN LIVING SPACES DOWN, KITCHEN, DINING & LIVING ROOMBREAKFAST BAR W/SEATING FOR FOUROPEN KITCHEN ALTERNATE VIEW FACING STAIRCASEELECTRIC STOVE TOP, FOUR BURNER, AMPLE COOKING SET UPKITCHEN VIEW TO DINING, LIVING, AND BONUS SLEEPING DENKITCHEN NEXT TO BONUS BUNK SPACE SLEEPING 4BONUS BUNK SPACE, OFF KITCHENBONUS SPACE IS SEPARATED BY CURTAINSADJACENT DINING AREA FROM KITCHEN; SEATS 8DINING AND KITCHEN VIEW FROM LIVINGOPEN LIVING NEXT TO PORCH AND BACKYARD ACCESSLIVING WITH NATURAL LIGHT COVERED PORCH OFF OF LIVING ROOMS COMPLETE W/BENCH, CHAISE LOUNGERS, & CLUB CHAIRSHALLWAY OFF PORCH, LEADS TO SECONDARY LIVING AREASECONDARY PRIMARY LIVING ROOM DOWN FROM KITCHEN, OFF SUN ROOMLARGE SOFA, 2 CLUB CHAIRS, AND LARGE FLAT SCREEN TVLARGE FLAT SCREEN TV & ADDITIONAL REAR PORCHPORCH OFF OF LIVING ROOM IN REAR, SEATING FOR TWOREAR PORCH ALTERNATE VIEWSUN ROOM W/BONUS SLEEPING SPACE, DAYBED W/TRUNDLESUNROOM VIEW TO SHARED CENTRAL PORCHSUNROOM VIEW TO ADJACENT LIVING ROOM SECOND LEVEL LANDING WITH HALLWAY BALCONY CENTRAL OPEN AIR SUNDECK PORCH OFF HALLWAYCENTRAL OPEN AIR SUNDECK PORCH ALTERNATE VIEWFIRST BEDROOM UP, KING W/ENSUITE BATHROOMKING ALTERNATE VIEW, PRIVATE FLATSCREEN TVKING VIEW TO ENSUITE BATH & CLOSETLARGE ROOM, POWDER SPACE BETWEEN BED AND ENSUITE BATHFULL BATH WITH WINDOW SEAT AND SINGLE VANITYSECOND KING BEDROOM UP W/ENSUITE BATH & CLOSETGENEROUS KING ROOM WITH SEATING AREA AND DESK SPACEKING ENSUITE BATH, DUAL VANITIES & TUB/SHOWER COMBOTRUE STAIRCASE LEADS TO THIRD FLOOR TOWER & OPEN AIR TOWER DECKOPEN AIR TOWER DECK W/ADIRONDACK SEATING FOR 5INCREDIBLE GULF & SUNSET VIEWS OVER SEASIDEGULF VIEWS TO THE EAST & WESTSTUNNING GULF VIEWS OVER THE GULF DIRECTLY ACROSS STREETWATCH INCREDIBLE SUNSETS OVER THE GULF & SEASIDEWASHER AND DRYER ON FIRST LEVELCOMPLETE W/OUTDOOR SHOWER69 FEET TO TUPELO PAVILION PRIVATE SEASIDE BEACH ACCESSSEASIDE BEACH ACCESS AT TUPELO PAVILION, EARLY MORNING5 MINUTE WALK TO DOWNTOWN SEASIDE, OVER 40 SHOPS & RESTAURANTS3 PRIVATE COMMUNITY POOLS, HEATED IN OFF SEASONSLARGEST PRIVATE BEACH ON 30A
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Description

14 TUPELO STREET

3 KINGS, 2 SETS OF BUNKS (full/full in den), 1 DAYBED/TRUNDLE  - SLEEPS 12. (* Jan. 2026 home will be renovated to 4BD home with four king bedrooms and the bonus bunk room - sleeps 12) New Pics to Come Jan. 2026! 

Perfectly positioned just 69 feet from Seaside’s iconic Tupelo Pavilion beach access, Tupelo Honey features a prime location perched directly across from the beach and only one block from the vibrant heart of town. Guests enjoy the rare combination of true Gulf proximity and effortless walkability, with more than 40 charming boutiques, gourmet eateries, and Seaside’s beloved landmarks all just a five-minute stroll away. From sunrise beach walks to evening concerts under the stars, every quintessential Seaside experience is at your fingertips.

This home exudes charm at every turn, offering four breezy porches, a lushly landscaped fenced yard, and a spectacular open-air rooftop tower deck with panoramic Gulf views that stretch all the way to the horizon. Private parking sits directly in front of the home, making arrivals seamless. Step onto the inviting front screened porch, where two timeless rocking chairs and a bench swing create the perfect setting for morning coffee, gentle sea breezes, and the distant sound of waves breaking just across the street.

Inside, the cottage opens into a bright and spacious open-concept living, dining, and kitchen area designed for relaxed coastal living. The fully equipped kitchen includes a center island with a four-burner cooktop, breakfast-bar seating for four, a full-size refrigerator, microwave, and all the cookware and serve ware needed for effortless meals at home. The adjoining dining area comfortably seats eight, making it an ideal gathering space for family dinners, game nights, or lingering conversations after long sun-drenched beach days. The adjacent living room features a sofa, swivel chairs, and direct access to the covered side porch—complete with two chaise loungers and a bench overlooking the yard—perfect for evening glasses of wine while listening to the Gulf just steps away.

Just off the kitchen, a bonus bunk room with a privacy curtains features two double bunk beds (sleeping four), offering a fun and functional retreat for children or extra guests. Down the hall, the second primary living area provides an additional lounging space with a plush sofa, club chairs, and a large flat-screen TV—ideal for movie nights or rainy-day relaxing. This room flows seamlessly onto a third covered porch with seating for two and access to an outdoor shower, making cleanup after the beach a breeze. A charming sunroom with a daybed and sofa offers yet another cozy nook for reading, afternoon naps, or accommodating additional guests.

Upstairs, three beautifully appointed king bedrooms provide comfort, privacy, and a peaceful retreat at day’s end. The first king suite includes a flat-screen TV, dresser, small closet, and an en-suite bathroom with a tub/shower combination. A newly added second king bedroom offers fresh, serene style and plenty of space to unwind. The third king suite, tucked at the rear of the home, features a flat-screen TV, dresser, small closet, and a private bathroom with dual vanities and a tub/shower combination. Between these rooms, an open-air upper porch with cushioned loungers creates a dreamy sun-deck setting, framed by treetop views and soft coastal breezes.

A full staircase leads to the crown jewel of Tupelo Honey: a generous third-floor rooftop tower, trellis-covered and furnished with Adirondack seating for five. From here, guests can savor some of the most breathtaking Gulf views in Seaside, with sweeping vistas, cooling breezes, and unforgettable sunset moments that paint the sky in gold and coral hues. Whether enjoyed with a morning coffee or evening cocktail, this elevated perch captures the true essence of Seaside’s coastal magic.

* 5 night minimum Spring, Spring Break and Summer; 3 night minimum Fall; 2 night minimum Winter. Must be 25 years of age to rent and sign registration.

FEATURES:

  • Features 2,431 square feet
  • 69 feet or 1 min walk to beach access
  • Private Seaside residential beach at Tupelo Pavilion; the largest private beaches on 30A
  • Outdoor shower
  • Laundry room w/full size washer and dryer
  • Access to 3 swimming pools, 5 clay & 3 Pickleball courts (court fees apply) and a fitness center.
  • Welcome tote with 2 beach towels, a bottle of wine, and 2 complimentary rental bikes for pickup at Seaside Transit Authority
  • Personalized service throughout your stay with starter amenities provided
  • 2 parking passes are issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit
  • No pets allowed

Amenities

Activities

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

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Fireplace
  • Iron & Board
  • Linens Provided

Outdoor

  • outdoor shower
  • Parking
  • Balcony
  • Deck / Patio
  • Porch
  • Tower

Beds and Baths

  • combination tub/shower
  • king bed

Geographic

  • Water View
  • East Side

Availability

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

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Reviews

Fantastic Fall Break

Reviewed on2025-10-10 by from Thompsons Station, TN United States
Updated on 2025-10-10
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We have stayed in rentals all over 30A, but this was our first time in Seaside. Tupelo Honey quickly became our favorite home and location! We were greeted upon arrival, which was an extra special touch of hospitality. The house was stocked with everything needed and offered plenty of spaces to gather or just sneak away to read. The front porch swing and the tower deck were our favorites! The Tupelo Pavilion beach access was directly across the street, and it's just a few minutes walk into Central Square. I can't say enough great things about the cottage and location. We will definitely return!
Hi there and thank you for taking the time to share a positive review of Tupelo Honey Cottage and Homeowners Collection.
We are so pleased your visit with us was a "fantastic fall break" and now you have found a favorite to come back to.
We look forward to welcoming you again, each and every time you yearn for more of our beautiful Emerald Coast. Take care!

Excellent locations with lots of space!

Reviewed on2025-10-06 by from Atlanta, GA United States
Updated on 2025-10-06
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house is in the best location! If you have a few adults and lots of kids - this is the ideal set up. There are a lot of stairs- but the climb to the 3rd floor view is worth the effort!
Hello! Thank you for sharing an overall positive review of Tupelo Honey Cottage and Homeowners Collection.
We sincerely appreciate your time and happy you loved the location and view from the top.
We hope to welcome you back again for more Seaside memories. Take care.

Location, views and comfort

Reviewed on2025-06-08 by
Updated on 2025-06-08
5
The location of Tupelo Honey is absolutely perfect on 30A but tucked behind trees, giving us a sense of total privacy as we sat out in any of the five outdoor spaces. I’m not sure what was our favorite the swinging bed on the screened in porch, drinking coffee off the kitchen porches, or admiring the view from the third floor in morning as the sun comes up over the ocean or watching the sunset at night off to the west. The bedrooms were spacious and private making the vacation about recovery and recharging our batteries by lounging on the beach or bike riding to explore the area. The Tupelo pavilion seems to be the least crowded beach access with plenty of space to park your bikes, use the shower to rinse your feet. The home was clean with a fully stocked kitchen, making preparing meals easy. This home will definitely be our go to home away from home at Seaside.

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