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Beds/Baths

2 BR
2 BA
6 Guests
WELCOME TO BRIDGEPORT IN SEASIDE, FL.GENEROUS, SCREENED PORCH WITH DINING AND SEATINGUPDATED KITCHEN NEXT TO SCREENED PORCH ACCESS OPEN, AIRY LIVING WITH SEATING FACING KITCHEN ON FIRST STORYFIRST BEDROOM DOWN, QUEEN W/ ENSUITE BATHLOCATED IN ROSEWALK AND JUST 176 YARDS TO PRIVATE BEACH ACCESSEXTERIOR VIEW OF COTTAGE FROM YARD SPACE, PORCH DOWN & UPOPEN FLOOR PLAN ON FIRST LEVEL OF COTTAGELIVING ALTERNATE VIEW WITH FLATSCREEN TV AND HIGH CEILINGSUPDATED KITCHEN ON FIRST STORYKITCHEN WITH BARTOP SEATING FOR FOUR PEOPLESPACIOUS KITCHEN WITH PLENTY OF NATURAL LIGHTFIRST BEDROOM, QUEEN VIEW WITH LOTS OF WINDOWSQUEEN ROOM WITH SMALL FLATSCREEN TV & STORAGE QUEEN ROOM ALTERNATE VIEW QUEEN PRIVATE FULL BATH WITH SHOWER SECOND BEDROOM DOWN, 1 TWIN BUNK - SLEEPS 2BUNK ROOM WITH ADDITIONAL SEATING AREA ALTERNATE VIEW WITH CLOSET AND WINDOW SEATHALL FULL BATH NEXT TO STAIRCASESECOND SHARED BATH DOWN, FULL W/SHOWER ONLYSECOND FLOOR LOFT LIVING AREA UPLOFT LIVING AREA W/FULL BED MATTRESS ON FLOOR OPEN LOFT WITH FULL BED IN NOOK TO RIGHTLIVING FACING BONUS AREA WITH FULL BED NOOK IN CORNERPRIVATE BALCONY WITH SEATING AND VIEWS OFF LOFTBALCONY ALTERNATE VIEWSERENE TREE TOP VIEWS FROM BALCONYWASHER AND DRYER IN KITCHEN CHARCOAL GRILL OFF REAR PORCH IN YARDGUEST WELCOME COOLER SET UP UPON ARRIVALSEASIDE PRIVATE RESIDENTIAL BEACH AT TUPELO PAVILIONBEACH VIEWS FROM TUPELO PAVILION ACCESS SEASIDE WEST SIDE POOL AND GRILL SEASIDE ADULT POOL 5 CLAY & 3 PICKLE BALL COURTS (Ct. Fees Apply )2 COMPLIMENTARY RENTAL BIKES AVAILABLE FOR PICKUPLARGEST STRETCH OF PRIVATE RESIDENTIAL BEACHES ON 30ASEASIDE, FL, LARGEST PRIVATE BEACH ON 30A, VIEWSENJOY A BEACH SUNSETSEASIDE TRANSIT BIKE RENTAL IN POP UP DISTRICTAIRSTREAM ROW IN TOWN W SEVERAL FOOD TRUCK OPTIONSSEASIDE, FL POST OFFICE IN CENTRAL SQUARESUNDOG BOOKS AND CENTRAL SQUARE RECORDSGET A DRINK FROM BFF BAR NEXT TO GREAT SOUTHERN CAFEWALK TO MODICA MARKET FOR GROCERIES AND MORESEASIDE FARMERS MARKET EVERY SATURDAYVIEW OF DOWNTOWN SEASIDE, FLGET LUNCH AT THE FAMOUS PICKLESTHE SANDBAR BEACHSIDE BARBUD AND ALLEYS PIZZA BAR UNDER BUD AND ALLEYS
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Description

30 ROBERT'S WAY

1 QUEEN, 1 BUNK BED, 1 FULL - ( Sleeps 6)

Welcome to Bridgeport | A Classic Rosewalk Retreat in Seaside, Florida

Tucked into the charming Rosewalk area of Seaside, FL, Bridgeport is a cheerful pink beach bungalow that captures the spirit of original Seaside living. Sleeping up to six guests, this inviting cottage offers a prime location just 176 yards (a 3-minute walk) to the beach and an easy 7-minute stroll to Seaside’s Central Square, where more than 40 shops and restaurants await. Positioned along Robert’s Way and backing up to Rosewalk Park, Bridgeport offers a rare blend of walkability, privacy, and peaceful park views in true old Seaside style.

Outdoor Living Overlooking Rosewalk Park

One of Bridgeport’s most charming features is its screened rear porch, overlooking the sandy paths and shaded trees of Rosewalk Park—a hidden gem within Seaside. With bar-top seating for two and a porch swing, this laid-back space is perfect for morning coffee, afternoon reading, or unwinding in the evening while the kids play below. The park setting adds a quiet, tucked-away feel while still being just moments from the energy of town.

Comfortable First-Floor Living

Inside, the first level offers an easy, open living space with comfortable seating and a flat-screen TV—ideal for gathering after a day at the beach. The kitchen sits just off the living area and includes bar-top seating for four, creating a simple, functional space for casual meals and conversation. The layout encourages time spent together, whether relaxing indoors or heading out for the day.

Two Bedrooms & Flexible Sleeping Spaces

The first floor includes two bedrooms for added convenience. The queen guest bedroom features natural light, a flat-screen TV, storage space, and a private ensuite bathroom with a single vanity and walk-in shower. The second bedroom is a bunk room that sleeps two and includes a window seat, closet space, and a loft area accessed by a ship’s ladder—well-suited for kids. A nearby full bathroom with a shower serves this space.

Upstairs, a secondary living area provides an additional spot to relax, with a sofa and cushioned seating. Just off this space is a cozy sleeping nook with a full bed, accommodating two more guests. Step outside to the open-air upper balcony with Adirondack-style seating for two, where you can take in the quiet park views and coastal breeze.

A True Old Seaside Stay

With its unbeatable location, park-side setting, and classic cottage feel, Bridgeport is a great fit for families or groups looking to experience Seaside the way it’s always been. Walk to the beach, bike through town, and return to a colorful bungalow that reflects the charm and character of original Seaside living.

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:

  • 870 square feet of comfortable coastal living space
  • Private Seaside residential beach access at Tupelo Pavilion, part of the largest private residential beach on Scenic 30A
  • 176 yards (approximately a 1-minute walk) to beach access and a 7-minute walk to the Seaside Amphitheater
  • 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 rental bikes for pickup at Seaside Transit Authority
  • Personalized guest services throughout your stay with starter amenities provided
  • 2 parking passes for two bedroom and larger homes 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

STR24-001467

Amenities

Activities

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

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided

Outdoor

  • Parking
  • Balcony
  • Deck / Patio
  • Outdoor Grill
  • Porch

Availability

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

Reviews

Idyllic Getaway

Reviewed on2024-10-26 by from Baton Rouge, LA United States
Updated on 2024-10-26
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5
This cute cottage had everything we needed! A comfortable master suite with adjoining bath, a perfect second room with bunk beds and a fun loft area, a comfortable sitting area downstairs and a delightful sitting area up a half flight of stairs in a decent sized loft area that had another full mattress in a little nook to the side. Plenty of outdoor space to hang out as well in a screened porch below and open deck above. Rental agency was always at the ready to help. Would definitely rent this cottage again! As far as location, there is no bad location here. I do enjoy the quiet of Roberts Way though. As to Seaside itself, it just gets better and better and weve been coming here for 30 years. It is truly my happy place!
WOW! 30 Years.... WE are delighted you found Bridgeport cottage and all expectations were met along with our Homeowner's Collection services. We do hope to welcome your continued return to Seaside. Take care..

Just 3 min to beach!

Reviewed on2024-08-19 by from Atlanta, GA US
Updated on 2024-08-19
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Only 3 min walk to beach, 3 min walk to pool, 3 min walk to town center. Never drove the car once after arriving. Great location just off busy 30A. Not too close, not too far.
David, sounds like a perfect choice! Bridgeport gave you abundant conveniences. Thank you for taking the time to share a positive review of the property and Homeowner's Collection. We are pleased you enjoyed your time with us and do hope to welcome your return to Seaside in the future!

A Perfect Family Vacation

Reviewed on2024-07-14 by from Pensacola, FL United States
Updated on 2024-07-14
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We have been vacationing at Seaside for the past seventeen years. Our stay at Bridgeport was wonderful. We loved the location because its quiet and just a short walk to the beach. It was nice sitting on the deck in the evening. The upstairs loft is so cozy. The home was very clean. I highly recommend booking a home through the Homeowners Collection. The service and amenities are top notch. We will be back to Seaside again next year!
Charles, you are so kind to take the time for a positive review of Bridgeport and our Homeowners Collection team! We are pleased you enjoyed your stay with us and delighted you will be returning. We hope to be the ones to welcome you back!

A Perfect Family Vacation

Reviewed on2024-07-14 by from Pensacola, FL United States
Updated on 2024-07-14
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We have been vacationing at Seaside for the past seventeen years. Our stay at Bridgeport was wonderful. We loved the location because its quiet and just a short walk to the beach. It was nice sitting on the deck in the evening. The upstairs loft is so cozy. The home was very clean. I highly recommend booking a home through the Homeowners Collection. The service and amenities are top notch. We will be back to Seaside again next year!
Charles, you are so kind to take the time for a positive review of Bridgeport and our Homeowners Collection team! We are pleased you enjoyed your stay with us and delighted you will be returning. We hope to be the ones to welcome you back!

Wonderful vacation

Reviewed on2024-05-21 by
Updated on 2024-05-21
5
Our family thoroughly enjoyed Bridgeport cottage in Seaside, Florida. We loved the location - it was just steps to the beach and the main shopping/restaurant area of town. The complimentary bikes were a very nice addition - we were able to get everywhere we wanted by either walking or riding bikes. The house was clean and comfortable. Decorated very nicely and the kitchen had all of the essentials. We really appreciated the homeowners collection management company - they were very helpful! We will definitely be back and highly recommend Bridgeport!

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