Vacation rentals in West Pensacola

A comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.

4.99 out of 5 average rating, 159 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.

4.9 out of 5 average rating, 325 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

4.92 out of 5 average rating, 136 reviews

The charming exterior of The Cypress House is shown, featuring a light-colored facade with green accents. A front porch invites relaxation, highlighted by a swinging chair. A well-maintained lawn and palm tree add to the coastal ambiance, with a welcoming sign prominently displayed.

Home in Sanders Beach

The Cypress House

The Cypress House was built in 1908 & renovated in a coastal theme. It is very clean, cozy & offers the feeling of home away from home. The Oar House seafood restaurant is 1 block away & Bahia Mar Marina is directly across the street. The house is close to the downtown historical district, beaches, museums, restaurants/bars, the Wahoos Stadium & Pensacola NAS is 4 miles away. The house includes a FULL kitchen, fenced-in backyard with a shower and fish-cleaning area. All guests are welcome!

4.96 out of 5 average rating, 536 reviews

Guest suite in Pensacola

Eclectic Private Suite

Welcome to Pensacola!! It's ideally located for easy access to all areas of Pensacola. Tucked into a quiet neighborhood. Your guest suite has it's own entrance independent from the main house. Apple TV, Netflix, Amazon Prime. A brand new Helix mattress for your comfort. Fully equipped with everything a guest may need and furnished with all the amenities necessary to guarantee your stay is as cozy as possible. You'll feel welcome here: we celebrate racial, ethnic and gender diversity.

4.95 out of 5 average rating, 186 reviews

A covered patio area is depicted, featuring a private hot tub with bubbling water. A cozy hanging chair adds a relaxed touch next to a large window. An outdoor dining table is visible, surrounded by wooden decking and a privacy fence in the background.

Home in Pensacola

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

4.98 out of 5 average rating, 512 reviews

French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.

Guest suite in East Hill

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

4.96 out of 5 average rating, 701 reviews

A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.

Guesthouse in North Hill

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

4.88 out of 5 average rating, 162 reviews

The exterior of a charming white cottage features colorful accents on the front door and window shutters. A welcoming porch is adorned with two blue chairs overlooking a vibrant painted staircase. Lush greenery surrounds the property, enhancing its friendly neighborhood appeal.

Home in Pensacola

Fun, Quirky, Get-a-Way for Singles or Couples.

Great place for couples or singles within just a few blocks of thriving downtown Pensacola. Only a short drive to our famous sugar white beaches. This cottage is small, but the whole place is yours, and the two original rooms, which were built in 1940, have 9 1/2 foot ceilings with magnificent crown moldings. New flooring, paint, kitchen and bath upgrades have come together to make this cottage a jewel of style, comfort, and grace.

The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.

4.87 out of 5 average rating, 243 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Apartment in Downtown Pensacola

A cozy studio apartment features wooden ceiling beams and polished hardwood floors. A queen-size bed with a decorative headboard is positioned beside a wooden coffee table. A comfortable chair is situated nearby, with a decorative rug and wall clock completing the inviting ambiance of the space.

4.91 out of 5 average rating, 216 reviews

Downtown Studio w/Free Parking

Beautiful, cozy studio apartment in downtown Pensacola; this little gem is the perfect place for a quiet weekend (or longer) getaway. Nestled at the back of a historic home in downtown Pensacola, this apartment is surrounded by a beautiful garden and shared patios and is within walking distance to downtown nightlife, shops, museums, and restaurants. The beautiful white sands of Pensacola Beach are just 10 miles away.

4.97 out of 5 average rating, 155 reviews

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.

Apartment in Pensacola

Entire studio space is private, clean & relaxing.

This is an attached apartment connected to the garage’s ours house with three exit/entrances. One is the main entry with your specific code. The second door is dead bolted from your side that leads to the garage you see in the picture. The third is dead bolted on your side and gives you access to the back yard. The security and privacy is much like a hotel room. Note we rarely meet or interact with our guests.

4.98 out of 5 average rating, 544 reviews

A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.

Cottage in Pensacola

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

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Popular amenities for West Pensacola vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in West Pensacola

4.75 out of 5 average rating, 103 reviews

The exterior of a recently remodeled bungalow is showcased, featuring a covered front porch with white railings. Lush greenery, including palms, borders the entrance, while a sunny sky casts light on the well-maintained lawn and the inviting facade of the home.

Bungalow in Pensacola

A Bungalow at the Bayou

Guest suite in Pensacola Heights

A private entrance is visible, featuring double doors with multiple window panes. A small welcome mat with a decorative design is positioned at the threshold. An air conditioning unit is mounted beside the doors, providing comfort during warmer months.

5 out of 5 average rating, 3 reviews

The Robin's Nest Garage Apt/Room

4.83 out of 5 average rating, 180 reviews

A small cabin is featured with a wooden deck surrounded by greenery. Steps lead up to the entry, which has a brown door. Outdoor seating is visible, accompanied by a charcoal grill to the side. The surrounding area is well-maintained with a stone pathway.

Tiny home in Pensacola

Tiny Cabin in the Heart of Pcola! Free WIFI

A comfortable living area is furnished with two brown leather sofas positioned around a central coffee table. A flat-screen TV is mounted on the wall, and bright natural light enters through adjacent windows, illuminating the space. The kitchen is visible in the background.

4.99 out of 5 average rating, 229 reviews

Adorable 1 Bedroom Guest House

A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.

4.93 out of 5 average rating, 134 reviews

Studio 54 - a modern beach-town studio

5 out of 5 average rating, 39 reviews

A illuminated neon sign reading 'After Dark Playground' is displayed against a textured wall. The warm glow of the sign is complemented by soft orange lighting above, creating an inviting and intriguing atmosphere.

Home in Pensacola

After Dark Playground

Guesthouse in Pensacola Beach

The exterior of the cottage features a small outdoor seating area with blue chairs and a table surrounded by trees. A decorative fence outlines the yard, complemented by potted plants and seasonal flowers near the entrance. The door is painted blue, adding a pop of color.

4.91 out of 5 average rating, 650 reviews

Cottage Under the Trees