Family-friendly vacation rentals in Downtown Pensacola

Apartment 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.

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.

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 268 reviews

Apartment in Downtown Pensacola

A cozy living room features a dark leather sectional sofa with colorful cushions, centered around a coffee table. A gas fireplace is visible, with wood flooring and a patterned area rug. Natural light enters through large windows, adorned with sheer curtains.

Classic Coastal Getaway in Downtown + Free Parking

Looking for a cool place to stay while visiting Pensacola? Look no further! Our classic coastal getaway is the perfect home base for all your adventures! This one bedroom apartment has a full kitchen, super comfy queen size bed & pull down full size murphy bed, plus a cozy gas fireplace. This apartment is on the second floor of a beautiful historic home in downtown and within walking distance to restaurants, shopping, nightlife, etc. Only 10 miles to the beautiful white sands of Pensacola Beach!

Indoor spacesFamilyParking

4.98 out of 5 average rating, 117 reviews

5.0 out of 5 average rating, 107 reviews

“Sea La Vie” Luxury Downtown Home; Mins to Beaches

This new construction home is in a thriving downtown neighborhood. A perfect blend of location and safety, it's just a 17-minute drive to the beautiful Pensacola Beach, and only 3 minutes away from both Sanders Beach and Bruce Beach. One minute to Supposey Weddings. With close proximity to the renowned Joe Patti Seafood market, Wahoo stadium, the Navy base, Palafox Market, hospitals as well as a variety of restaurants, coffee shops, and grocery stores, this home offers unparalleled convenience.

FamilyIndoor spacesParking

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, 117 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!

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 133 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!

Indoor spacesFamilyGrill

A welcoming living space is framed by lush green leaves from a large potted plant. Classic hardwood flooring is complemented by a light area rug. A decorative fireplace and a wooden table with a lamp add a cozy touch. Archways lead to additional rooms, enhancing the home's flow.

4.98 out of 5 average rating, 106 reviews

A Romantic Downtown Get Away! The Gregory House

Welcome to The Gregory House, circa 1908, your Southern tropical downtown getaway! This gem of a single-family home is centrally located in the Downtown-Seville Historic District in Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, & plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests. We are family dog friendly (screening + $90 fee). We look forward to your stay!

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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.

FamilyIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 345 reviews

Guest suite in Downtown Pensacola

The exterior of a historic Victorian home is displayed, featuring intricate white railings on the balconies and large windows. Lush greenery surrounds the property, including a prominent palm plant. A wide staircase leads to the front door, framed by a welcoming pathway.

Walk To Eat & Shop, Downtown Tropical Hideaway

Lovely private hideaway, securely located on the 2nd floor of an 1890's Victorian home & only a 15 minute drive to the world's most beautiful beaches. An easy walk to restaurants, bars & museums of downtown Pensacola, named one of "10 Best Streets in America". Tropical art adorns the walls & an antique claw foot tub has treetop views. WiFi, Roku TV, fridge, microwave, toaster oven & coffee maker along with beach gear & bicycles are provided. Check in anytime with the combination lock box.

Indoor spacesFamilyShared spaces

4.85 out of 5 average rating, 364 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.

FamilyIndoor spacesAccess

A bright dining area is featured with a long wooden table surrounded by several black chairs. A decorative chandelier hangs from the ceiling, while green and white walls provide a vibrant contrast. A rustic door adds historic charm, leading to the adjacent living space.

4.97 out of 5 average rating, 116 reviews

Newly Renovated 2/2 Downtown 1933 Artist Cottage

Enjoy a peaceful stay in our completely renovated cottage with a full chef's kitchen: gas range, dishwasher and comforts of home . The main bath has a dedicated soaking tub for complete relaxation. 1.5 miles to downtown, or 2 minute drive to music venues, boutique shopping/dining, museums, and Wahoo Baseball Stadium. Don't forget our beaches! A short 15 minute drive to the iconic Pensacola Beach Ball parking and sugar sand beaches. Welcome to my hometown y'all - go make vitamin D!

KitchenFamilyGrill

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, 191 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.

KitchenFamilyLocation

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!

FamilyIndoor spacesCondition

4.95 out of 5 average rating, 283 reviews

Popular amenities for Downtown Pensacola family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 149 reviews

Downtown, Hot Tub, 2 Fire Pits, Sleeps 9

FamilyIndoor spacesOutdoor spaces

A spacious living area features a large black leather sectional sofa, accented by a bright yellow pillow. A round coffee table sits atop a vibrant, multi-colored rug. Large windows allow natural light to illuminate the room, while modern curtains frame the windows.

4.95 out of 5 average rating, 187 reviews

Beautiful Historic Downtown Pensacola Charmer

FamilyKitchenAmenities

A welcoming living space features a large wall-mounted television displaying aquatic life. Light-colored walls complement the chic decor, including framed art and a decorative plant. A comfortable seating area is arranged with a small accent table and an ottoman, creating an inviting atmosphere for relaxation.

4.9 out of 5 average rating, 183 reviews

'Coral Reef Cottage' 3BR/2BA with Hot Tub!

FamilyKitchenHospitality

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.93 out of 5 average rating, 119 reviews

Hot tub/ Pool Relaxing Getaway

KitchenFamilyCleanliness

4.96 out of 5 average rating, 229 reviews

The Gray Lady - A Beautiful Cottage in Pensacola!

KitchenFamilyParks

Superhost

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.93 out of 5 average rating, 226 reviews

Flamingo On Fisher In The Heart Of Pensacola

Indoor spacesKitchenAccuracy

4.93 out of 5 average rating, 387 reviews

Townhouse in East Hill

Townhome A w/Private Hottub, mins to the beach

Indoor spacesFamilyCheckout

A spacious two-story home is seen from the pool area, featuring a fenced yard. Red lounge chairs are arranged around the heated pool, with a dining table set nearby. A grill is positioned on the patio, enhancing the outdoor living environment.

4.94 out of 5 average rating, 113 reviews

Pensacola Near It All-4BR, Heated Pool, Hot Tub

FamilyKitchenOutdoor spaces

Family- and pet-friendly home rentals

Cottage in Downtown Pensacola

Downtown Pensacola Cottage - Romantic!

KitchenFamilyCleanliness

4.97 out of 5 average rating, 182 reviews

4.99 out of 5 average rating, 221 reviews

Casa del Sole • Downtown • 3 Ensuites • Pets OK

FamilyIndoor spacesAmenities

Bungalow in Downtown Pensacola

The exterior of a charming 1920's cottage is featured, showcasing a white façade with dark trim accents. A brick wall surrounds the front yard, and a spacious driveway is visible. Lush green trees provide shade in the background, and inviting steps lead to the front porch.

Bear's Bungalow in the Historic Heart of Pensacola

FamilyIndoor spacesCheck-in

4.81 out of 5 average rating, 144 reviews

A bright living area features two orange armchairs and a brown leather couch, arranged around a circular area rug. A blue kitchen with modern appliances is visible in the background, with bar seating for three. Natural light fills the space through large windows.

4.95 out of 5 average rating, 253 reviews

Casa Catrina • A Vibrant Mexican Art Retreat!

Indoor spacesKitchenWifi

The two-story home features a vibrant turquoise exterior, complemented by crisp white columns and railings. A small porch with two white chairs is visible, framed by green plants. The driveway is spacious, offering plenty of room for parking.

4.99 out of 5 average rating, 235 reviews

Downtown Oasis - Sunsets and Nightlife

KitchenIndoor spacesDecor

4.89 out of 5 average rating, 108 reviews

A spacious living room is furnished with a large sectional sofa and a matching ottoman, set atop a decorative area rug. Natural light is provided by windows, with ceiling fans enhancing the comfortable atmosphere.

Home in Sanders Beach

Private Pool / Two living rooms /Downtown

KitchenIndoor spacesPets

Superhost

4.85 out of 5 average rating, 110 reviews

Walk to Downtown Pensacola + Bay Beach Park

KitchenIndoor spacesLayout

A private backyard space features a circular firepit surrounded by brightly colored adirondack chairs in red and blue. A hammock is suspended between two posts, with sandy areas and low landscaping visible. The yard is enclosed by a wooden fence for added privacy.

4.96 out of 5 average rating, 187 reviews

NEW BUILD Near Downtown! Stars Stripes & Salt Life

FamilyIndoor spacesQuiet

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 225 reviews

A comfortable living area is shown with a large sectional sofa and a patterned chair. A round coffee table is centered in the space, complemented by a potted plant. Natural light enters through a window, while a wall-mounted TV displays a scenic beach image.

Townhouse in Pensacola

Stylish Modern Retreat in Downtown + Pool

Indoor spacesFamilyLocation

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.9 out of 5 average rating, 227 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Indoor spacesKitchenOutdoor spaces

A well-furnished living area is depicted, featuring two patterned armchairs and a sectional sofa. A coffee table is centered on a vibrant area rug, while a large flat-screen television is mounted on the wall. Natural light fills the space through a glass door leading to the outside.

4.94 out of 5 average rating, 124 reviews

Downtown Oasis - Pool & Parking

KitchenFamilyWalkability

Superhost

4.78 out of 5 average rating, 161 reviews

Saltwater Pool! Cottage-Mins to Downtown & Beaches

FamilyIndoor spacesComfort

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.95 out of 5 average rating, 147 reviews

Historic Pool Cottage! Dog Friendly

FamilyIndoor spacesWifi

4.86 out of 5 average rating, 118 reviews

A serene backyard features a refreshing pool surrounded by lush greenery. Comfortable lounge chairs are positioned under an umbrella, while potted plants add a touch of nature. A patterned outdoor rug connects the seating area to the pool, creating an inviting space for relaxation.

Home in West Pensacola

Pool House at Indigo Cove, Close to NAS!

Indoor spacesFamilyHeating

An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.

5.0 out of 5 average rating, 105 reviews

Beautiful 1-bedroom cottage with pool

KitchenIndoor spacesGetting around