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Gwendolyn Pensacola Logo

Where Elegance Meets Escape

A thoughtfully cozy short-stay retreat in Pensacola, Florida.

LEARN MORE

AT THE

Gwendolyn

STAY DIFFERENTLY

Welcome to a modern short-term rental designed for travelers who seek more than just a place to stay. Located in southeast Pensacola, this elevated vacation home blends intentional design, comfort, and simplicity, creating a stay that feels as good as it looks.

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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.

Fully furnished 2BR Home | East Pensacola | Near Downtown

Bench at The Gwendolyn Rental Property

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

front of house.at The Gwendolyn Rental Property

Stay in Pensacola’s attractive historic Southeast neighborhood.

Farm house door to kitchen at The Gwendolyn Rental Property

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

Every detail has been carefully curated to deliver a seamless and stylish experience. Clean lines, warm textures, and functional luxury come together to form a space that invites you to slow down, settle in, and truly enjoy your time away.

Whether you're visiting for a beach getaway, business travel, or a weekend reset, our Pensacola vacation rental offers the perfect balance of privacy and proximity, just minutes from local beaches, dining, shopping, and cultural attractions.

This is a stay designed to be experienced, not rushed.
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Complimentary Amenities

  • Welcome Beverages to Enjoy + Relax

  • Robe to Use + Leave

  • Slippers to Use + Take

  • Off-Street Parking

  • Wi-Fi

Bench and Clock at The Gwendolyn Rental Property
Work Desk at The Gwendolyn Rental Property
Wall decor at The Gwendolyn Rental Property
Living Room at The Gwendolyn Rental Property
Tv at The Gwendolyn Rental Property

Designed to be felt, not just booked

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Nearby Attractions + Points of Interest

  • Downtown Pensacola/Palafox Street - Dining, shopping, nightlife, and local events

  • Pensacola Bay and Waterfront - Scenic walks, marinas, and sunset views

  • Blue Wahoos Stadium - Waterfront minor league baseball and family events

  • Pensacola Beach - White sand beach and Gulf Coast access

  • National Naval Aviation Museum - World-class aviation museum (free admission)

  • NAS Pensacola - Military base and training facilities

Bedroom one The Gwendolyn Pensacola
Bedroom 2 at The Gwendolyn Rental Property
Bedroom 2 at The Gwendolyn Rental Property
Laundry at The Gwendolyn Rental Property
Robe at The Gwendolyn Rental Property

Stay Differently

BOOK THE GWENDOLYN TODAY
Our stay was perfect
 

Guest Review

The Gwendolyn is a wonderful and definitely memorable place!

Guest Review

I had an amazing time at Nita's place!

Guest Review

the gwendolyn - 3.heic

The Gwendolyn

Is a professionally renovated fully furnished 2BD 1BA single family home loacted in East Pensacola, approximately 1.5 miles from downtown Pensacola and within convenient driving distances to NAS Pensacola The home is well suited for military TDY/PCS, professionals, families, and extended stays seeking a quiet, turnkey residence.

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.

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  For a different experience, we offer you

The Gwendolyn.

All the best, always + cheers,
Team Gwendolyn

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