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A gulf-front condo across from Pier Park, and two large beach houses on the quiet Sunnyside end of PCB.

Family Owned and Operated

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Book Direct & SAVE

Save up to 20% instantly.

Third-party platforms add service fees that go to the platform — not to your stay. Booking direct on a week-long reservation typically saves $200–$400.

Priority for returning guests.

Peak summer weeks are offered to returning direct guests before they're released to the public calendar. Book direct once, and you're on the list.

Last-minute deals.

When dates open inside 30 days, we offer them to our contact list. Be the first to know about open week deals.

Living room with beige sofa, decorative pillows, wall art of a seahorse, a white fireplace, a TV showing a beach scene, nautical sailboat and palm trees, and kitchen area with white cabinets and bar stools.

The Grey House

Beach Gear Provided | 5 BR / 4.5 BA | Sleeps 12 | 3 stories, 2,800 sq ft Neighbors with Sunnyside. Book them together and put the whole reunion (24 people) on one street.

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A bedroom with a large bed, ornate headboard, and multiple pillows. Next to the bed is a mirrored nightstand with drawers, a lamp, and decor. An oval tufted bench is at the foot of the bed. There is a large, intricately framed mirror on the wall, a chair with fabric upholstery, a small table with a lamp, and windows with curtains. The ceiling has a fan with wooden blades and a central light fixture. The room has wood flooring and light-colored walls.

Sunnyside Beach House

Pool & Beach Access | 5 BR / 4.5 BA | Sleeps 12 | 3 stories, 2,800 sq ft Gulf out front, lake out back, and a private bathroom for every bedroom.

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Living room with beige walls, wooden dining table with six chairs, decorative wall art, and large sliding glass door leading to balcony with ocean view.

Calypso Condo

Gulf-front | 3 BR / 2 BA | Sleeps 7 | 14th floor, Tower West Pier Park is literally across the street. Beach chairs set up for you every morning, parking under the building, and a balcony you will fight your spouse for.

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  • Absolutely perfect for our family! Very clean and fully furnished even down to washing detergent. Host was very friendly and helpful. Probably the best place we have ever stayed in the area.

    WILLIAM J.

    Sunnyside Beach House Stayed 7 nights

    May 2026

  • Great place to stay! The condo was perfect for us! Great location, great communication with property manager, condo was exceptionally clean and provided everything and more that we needed. We loved the private parking spot. I highly recommend staying here. We will most definitely stay again. Also came with beach chair rentals for the week.

    Kristie W.

    Stayed 5 nights in Mar 2025

    Calypso Condo

  • Everything was great. The unit was perfect size for our family. Tonya was easy to get ahold of as needed and easy to work with. Would definitely recommend staying at this unit.

    Carl L.

    Stayed 7 nights in Jun 2026

    Calypso Condo

  • This home had everything we needed and more! It accommodated our family of 12 perfectly- allowing everyone enough room to have their own space. Tonya had absolutely everything that you could possibly need to help make staying away from home as stress free as possible. We had other family staying at other houses in the area and ours was one of the favorites! 10/10 Thank you for the hospitality!!

    Jessica W.

    Sunnyside Beach House Stayed 7 nights

    May 2025