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Th Gwendolyn Pensacola Vacation Rental

Discover Pensacola’s heart in a 

History-Infused + Modern-Styled
Vacation Rental

The Gwendolyn Logo

Indulge in a truly extraordinary getaway, at The Gwendolyn Vacation Rental, where you'll be treated to an exclusive experience nestled within a breathtaking bird sanctuary area of Pensacola.

  For a stay different experience, we offer you,
The Gwendolyn.

All the best, always + cheers,
Team Gwendolyn
Gwendolyn alternative logo
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Pensacola FL Mural

Our Story

Nita has transformed this ancestral home into a gracefully designed vacation rental property. Built-in circa 1913, not only does The Gwendolyn have historic bones, it also has a long history.  Built for and first owned by Nita’s great great-grandmother, Callie Prince, passed on to Nita’s great-grandmother, Della Elizabeth, then to Nita’s grandmother, Gwendolyn Emanuel, and now, Nita is the owner.

AT THE GWENDOLYN

STAY DIFFERENTLY
An unparalleled vacation rental with modern flair and historic bones, in the heart of Pensacola.
Penscola Beach

Located 1.5 miles from downtown and 9 miles from Pensacola Beach.

Pensacola Beach

Stay in Pensacola’s attractive historic Southeast neighborhood.

Historic Pensacola

Whether you’re visiting for a wedding, naval aviation, college graduation or reunion.

Team Gwendolyn is excited to offer a stay different experience by sharing their love of travel, history and unexpected design. 

Each of the 2 bedrooms were designed to have a bespoke look and feel that represents Callie (sweet) and Della (spicy) personalities distinctly. 

The Gwendolyn Front Porch

Complimentary Amenities

  • Welcome Beverages to Enjoy + Relax

  • Robe to Use + Leave

  • Slippers to Use + Take

  • Off-Street Parking

  • Wi-Fi

Living Area of the Gwendolyn vacation rental
Sitting area of the gwendolyn
Bedroom 1 at the Gwendolyn
Bedroom 2 at the Gwendolyn
Cute bench for sitting at the gwendolyn
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