Vacation rentals in Downtown Pensacola

A modern living area features a brown leather sofa adorned with decorative pillows. A wooden dresser and a television are positioned against the wall, while a small table offers additional storage. Natural light enters through several windows with light-colored shades.

5.0 out of 5 average rating, 270 reviews

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

LocationFamilyDecor

4.97 out of 5 average rating, 135 reviews

La Petite Pineapple~Walkable to downtown Pensacola

Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

ValueLocationAccuracy

This historical Victorian home features a pale green exterior with white trim and an inviting porch that wraps around the front. Tall trees provide shade, while the structured stairs lead to the main entrance, which is adorned with decorative elements.

4.95 out of 5 average rating, 118 reviews

Large Historical Home for Groups Walk to Downtown!

Travel back in time with your lords & ladies in this fantastic historical home! Wine & dine your guests in good old fashioned style right in the heart of historical downtown Pensacola just one block off Palafox St. This beautiful historical Pensacola home boasts many of its original features such as soaring 11 foot ceilings, huge stained glass art windows and a stunning ornate grand wood staircase. Perfect space for a tasteful Bachelor or Bachelorette Weekend! Walk to Palafox Market & Downtown!

LocationFamilyKitchen

4.96 out of 5 average rating, 213 reviews

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

Home in Pensacola

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

FamilyLocationCheckout

Loft in Downtown Pensacola

Upstairs on Palafox - Downtown Pensacola

This large, family-friendly downtown Pensacola loft sits right in the heart of the rich downtown historical district. Over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

ValueLocationView

4.96 out of 5 average rating, 348 reviews

The kitchen features modern dark cabinetry paired with a large white island. Sleek appliances are included, alongside pendant lighting hanging above the island. Natural light enters through large windows, illuminating the contemporary space with a polished concrete floor.

4.99 out of 5 average rating, 137 reviews

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

FamilyLocationParking

The historic SR Moreno House displays a charming pastel exterior, featuring white railings and a welcoming front porch with rocking chairs. An American flag is prominently displayed, adding to the house's character. Lush greenery and decorative stones frame the entrance, enhancing the inviting look.

4.99 out of 5 average rating, 121 reviews

Historic SR Moreno House • Walk to Downtown

Beautiful first floor apartment in the historic 1908 SR Moreno House. Guests have the front porch with rocking chairs to enjoy the shaded Live Oak canopy or relax in the New Orleans backyard courtyard equipped with a fire pit, Kamado Joe, outdoor shower, and covered entertainment area. The house conveniently sits within blocks of downtown restaurants and the America’s First Settlement Trail. Parking is provided in the driveway with plenty of street parking for additional vehicles.

LocationFamilyNearby

Guest favorite

A two-story building features a welcoming façade adorned with festive wreaths on each balcony. Two white chairs are positioned on the front porch, surrounded by vibrant greenery and flowering plants. A concrete driveway leads to the entrance, enhancing accessibility to the front of the home.

4.95 out of 5 average rating, 192 reviews

Stylish Downtown Home- Short drive to the beach

Experience Downtown Pensacola at Maison de la Mer "House by the Sea" where you are within walking distance of the best restaurants, coffee shops and nightlife Pensacola has to offer. You are also in walking distance to Pensacola Bay, Corrine Jones Park, and a short 15 minute drive to the beautiful white sands of Pensacola Beach. Bring the whole family, recruit some friends, stay and play at this home away from home. Your enjoyment has been considered in every preparation.

ValueFamilyAmenities

Loft in Downtown Pensacola

A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

FamilyValueGetting around

4.96 out of 5 average rating, 293 reviews

Guest favorite

A spacious living area features a gray sofa adorned with decorative pillows. A multigame table is visible alongside a cozy bean bag chair. The custom mural highlighting Pensacola's attractions adds a colorful touch to the room, while a ceiling fan provides ventilation.

4.92 out of 5 average rating, 201 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Relax and recharge in this bright and stylish 3-bedroom, 2-bath coastal cottage just a short walk (0.6 miles) to downtown Pensacola's best spots—local shops, waterfront parks, restaurants, and the Blue Wahoos Stadium. Perfect for families, couples, and small groups, this newly renovated home includes fast Wi-Fi, two Smart TVs, a fully stocked kitchen, and thoughtful extras like beach gear, games, puzzles, and books for all ages.

LocationValueParks

4.99 out of 5 average rating, 136 reviews

The RED DOOR: Historic Seville & Downtown Venues

Step into history at The Hawkins House — a meticulously preserved 1880s gem in downtown Pensacola. This 2,000-sq-ft retreat blends vintage charm with modern comfort, offering a Southern ambiance on a peaceful side street. Sunlit and elegantly furnished, it highlights authentic 19th-century details. Sleeps six comfortably and welcomes screened pets (fee). Your perfect downtown getaway awaits!

LocationFamilySolo travel

A cozy living area is highlighted by a rustic brick fireplace and a stylish chandelier. Comfortable seating is arranged around a coffee table with decorative items, while a warm rug covers the hardwood floor. Natural light fills the space through tall windows with soft curtains.

4.92 out of 5 average rating, 279 reviews

Charming Fall Suite at The Kelley House - Suite 1

Experience the perfect blend of historic charm and modern luxury in our beautifully renovated Kelley House Suite 1 of 4, located on the first floor. Just blocks from the heart of downtown Pensacola, a comfortable retreat where classic architecture meets contemporary design. Whether you're here for a romantic retreat or a solo escape, this Suite offers an unforgettable Pensacola experience.

LocationFamilyOutdoor spaces

Popular amenities for Downtown, Pensacola vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Downtown Pensacola

A modern living area is highlighted by white armchairs and a wooden coffee table. A round dining table is set against a wall adorned with circular decor. The space features light wooden cabinetry and an island in the kitchen area, with natural light streaming through the windows.

4.97 out of 5 average rating, 65 reviews

Downtown Historic Cottage

LocationFamilyAmenities

Guesthouse in Downtown Pensacola

The cottage exterior displays a charming yellow facade with white trim. A front porch is visible, featuring white railing and a welcome mat. Surrounding greenery and trees provide a sense of privacy and tranquility.

Adorable cottage, hidden in downtown Pensacola!

LocationValueKitchen

5.0 out of 5 average rating, 77 reviews

Guest favorite

4.98 out of 5 average rating, 82 reviews

The Pensacola Retreat-Luxurious, pet-friendly home

FamilyLocationCleanliness

Guesthouse in Downtown Pensacola

A spacious living area features a comfortable sofa and two armchairs, complemented by a round coffee table. Natural light fills the space through multiple windows. A dining table with seating for four is situated nearby, while decorative plants enhance the welcoming environment.

The perfect Aragon guest retreat

ValueLocationAir conditioning

5.0 out of 5 average rating, 72 reviews

A display case is filled with various themed decor items. A snowy owl figure stands prominently, illuminated softly by warm light. Nearby, a decorative wand rests alongside other collectibles, including a whimsical bust and candle holder, creating an enchanting atmosphere.

5.0 out of 5 average rating, 51 reviews

The Wizard's Keep

ValueLocationAmenities

The exterior of a two-story home is displayed, featuring a blue facade complemented by red brick. A welcoming front door is framed by two large windows on either side, while a spacious porch with white railings extends across the upper level.

5.0 out of 5 average rating, 68 reviews

"Two Blocks" 3 Bdrm Home in the Historic District!

FamilyValueLaundry

4.93 out of 5 average rating, 69 reviews

The Wright House: New home in East Hill/Downtown

ValueLocationCheckout