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2 BR
1 BA
5 Guests

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WELCOME TO DREAMSICLE IN SEASIDE, FLORIDA!ADJACENT FRONT PORCH ROCKERS AND BENCH SWINGOPEN, AIRY LIVING WITH HIGH CEILINGS AND SEATING FOR ALLQUEEN ROOM ON FIRST LEVEL SECOND BEDROOM DOWN, ONE BUNK BED FOR 2DINING AREA W/FUN DISCO BALLJUST 240 STEPS FROM HOME TO TUPELO BEACH ACCESSUPDATED RENOVATED KITCHEN & HOME THROUGHOUTTUCKED AWAY IN SERENE ROSEWALK IN SEASIDE PROPERLOCATED JUST 270 FEET TO BEACH ACCESS AND ON ROSEWALK PARKDINING AL FRESCO FOR SIX!OPEN AIR FRONT PORCH OVERLOOKS ROSEWALKROSEWALK PARK, A MAGICAL SPOT FOR YOUNG KIDS TO EXPLOREENTRY FOYER TO OPEN LIVING, DINING, & KITCHENENTRY FOYER VIEW TO DINING AREARENOVATED KITCHEN W/QUARTZ COUNTERS & CUSTOM CABINETSFOUR BURNER ITALIAN BERTAZONI STOVE & OVENFUN SMEG RETRO FRIDGE & SONOS SPEAKER IN KITCHENADJACENT LIVING AREA OFF OF KITCHENLIVING W/BENCH SOFA AND CHAIR SEATING FOR TWO MORELIVING ROOM ALTERNATE VIEW TO KITCHEN - NO TV IN LIVINGCUSTOM BUILT IN DINING AREA ADJACENT TO LIVING AREADINING AREA ACCOMMODATES 6 COMFORTABLYDINING AREA ALTERNATE VIEWQUEEN ROOM WITH FLATSCREEN TVQUEEN ROOM WITH CLOSET STORAGEQUEEN ROOM ALTERNATE VIEW BUNK ROOM ALTERNATE VIEWBUNK ROOM ALTERNATE VIEW BUNK ROOM WITH CLOSET STORAGEFULL SHARED BATH W/SINGLE VANITYFULL BATH W/TUB & SHOWER COMBO; ACCESS TO OUTDOOR SHOWROUTDOOR ENCLOSED SHOWER OFF BATHROOM, PERFECT FOR BEACH DAYSSHIP LADDER TO BONUS LOFT W/ADDITIONAL TWIN BEDBONUS, SPACIOUS UPPER LOFT AREA WITH TWIN DAY BEDCOMPLETE WITH CHARCOAL GRILL OFF FRONT PORCHENCLOSED OUTDOOR SHOWER OFF THE REAR OF HOMEREAR VIEW OF HOMETUCKED AWAY ON PICTURESQUE ROBERT'S WAYGUEST WELCOME COOLER SET UP UPON ARRIVALSEASIDE PRIVATE RESIDENTIAL BEACH ACCESS AT TUPELO PAVILIONWALK TO OVER 40 SHOPS & LOCAL EATS IN TOWNSEASIDE, FL, LARGEST PRIVATE BEACH ON 30AWALK TO RUSKIN SHOPS AND OTHER LOCAL FAVORITESSEASIDE FARMER'S MARKET EVERY SATURDAYENJOY A BEACH SUNSETLARGEST STRETCH OF PRIVATE RESIDENTIAL BEACHES ON 30AWALK TO MODICA MARKETSTUNNING PRIVATE BEACH VIEWS5 MINUTE WALK TO AIR STREAM ROW, GOURMET TO GOACCESS TO 3 SWIMMING POOLS, HEATED IN WINTERTAKE A SUNRISE STROLL
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Description

48 TUPELO STREET

1 QUEEN, 1 BUNKBED, 1 TWIN - Sleeps 5

As Featured in Southern Living! 

Dreamsicle is a charming two-bedroom Seaside beach bungalow located on iconic Tupelo Street, just 270 feet from the private Tupelo Pavilion beach access—a quick one-minute walk to the sugar-white sands and only five minutes to downtown Seaside. Tucked along a quiet sandy footpath in the beloved Rosewalk neighborhood, this cottage is surrounded by shaded trees, classic architecture, and timeless coastal character. As the original beach cottage of Rosewalk, Dreamsicle offers a storybook setting that feels both nostalgic and wonderfully welcoming—an ideal retreat for young families seeking an authentic Seaside, Florida vacation.

A Storybook Setting in the Heart of Seaside

Upon arrival, enjoy designated parking directly in front of the home before stepping onto the inviting open-air front porch. This spacious porch features outdoor dining for six, additional rocker seating, and a charming bench swing—perfect for slow mornings with coffee or relaxed evenings with cocktails. Overlooking the shaded paths of Robert’s Walk, the porch offers a peaceful escape just moments from the beach and town center.

Bright, Playful Interiors with Retro Charm

Inside, Dreamsicle welcomes you with an open-concept living space that blends thoughtful renovation with playful personality. The fully renovated kitchen is both stylish and functional, featuring a retro SMEG refrigerator, an Italian Bertazzoni four-burner gas range and oven, a compact dishwasher, and all the essentials needed for easy meals at home. The adjacent living area offers comfortable seating, creating a cozy space to unwind after beach days. (Please note: the living room does not include a TV.)

One of the cottage’s standout features is the custom built-in dining nook, complete with cushioned booth-style seating for six or more—anchored by a whimsical disco ball overhead that adds a fun, unexpected touch to family meals and late-night conversations.

Comfortable Sleeping Spaces for the Whole Family

Just off the living area, the primary bedroom features a queen bed, a large mounted flat-screen TV, and a closet for storage. The second bedroom includes twin bunk beds, a built-in closet, and a laundry closet with a stackable washer and dryer. These bedrooms share a beautifully renovated full bathroom with a single vanity and a tub/shower combination.

For additional sleeping space, a ship’s ladder leads to a bonus loft with a twin bed—bringing total sleeping accommodations to five guests.

Outdoor Living Made Easy

After long days at the beach, rinse off in the private enclosed outdoor shower, conveniently accessed from inside the home. Just off the front porch, you’ll also find a charcoal grill, perfect for casual family dinners under the trees.

A Magical Rosewalk Retreat Steps from It All

With its unbeatable location just one minute from the beach and five minutes from Central Square, Dreamsicle places you within easy walking distance of the Seaside Amphitheater, live entertainment, and more than 35 shops and restaurants. Whether you’re building sandcastles, strolling shaded footpaths, or soaking up Seaside’s timeless charm, Dreamsicle offers a joyful, relaxed escape—perfect for creating unforgettable family memories in Seaside, Florida.

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

FEATURES

  • Features 671 square feet
  • Private Seaside residential beach access at Tupelo Pavilion, the largest stretch of private beaches on 30A
  • 240 feet or a 1-minute walk to beach access
  • Gas grill
  • Stackable washer & dryer
  • Access to 3 swimming pools, 5 clay tennis courts, 3 pickleball courts (court fees apply), and a fitness center
  • Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes for pickup at the Seaside Transit Authority
  • Personalized service throughout your stay with starter amenities provided
  • 2 parking passes issued for two-bedroom and larger homes. 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

STR24-000097

Amenities

Activities

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

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided

Outdoor

  • outdoor shower
  • Outdoor Grill
  • Porch

Beds and Baths

  • combination tub/shower
  • tub

Geographic

  • East Side
  • Park View

Availability

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

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Reviews

Adorable property!

Reviewed on2024-04-16 by
Updated on 2024-04-16
5
Our family of 4 stayed at Dreamsicle for Spring Break and loved everything about it! The house is adorable and nicely updated with fun decor. The location on lovely Tupelo St. is perfect and minutes from the beach and town center. Dreamsicle is located on The Rosewalk which is charming and serene. Highly recommend!

Cozy Spring Break vacation

Reviewed on2024-04-15 by from Orange, TX United States
Updated on 2024-04-15
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a lovely time at Dreamsicle for our daughter's Spring Break with her friends. Very clean. Excellent location.
Chris, thank you so much for taking the time to write this positive review of Dreamsicle 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!

Cute cottage in Seaside

Reviewed on2024-03-11 by
Updated on 2024-03-11
5
Our family stayed in Dreamsicle cottage in March and loved every bit of it. We had plenty of space, loved the decor and were very comfortable staying here. The location was great - we were very close to the heart of Seaside and the beach. We would recommend this property to anyone looking for a two bedroom that's close to the beach and updated nicely!

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