Family-friendly holiday 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.

5 out of 5 average rating, 245 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.

Loft in Downtown Pensacola

A spacious sleeping area features a large, upholstered headboard and comfortable bedding. Two bedside lamps provide soft lighting alongside a small circular table. Decorative accents include a teal throw blanket and a modern wall art piece, enhancing the room's welcoming atmosphere.

4.92 out of 5 average rating, 186 reviews

Perfect Secret Downtown Suite | Multiday Discounts

You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

4.98 out of 5 average rating, 259 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

Cottage in Pensacola

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower

Welcome to good vibes @ Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

4.93 out of 5 average rating, 145 reviews

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.

Guesthouse in Pensacola

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

Apartment in Downtown Pensacola

A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.

4.99 out of 5 average rating, 159 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

4.96 out of 5 average rating, 714 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.

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, 653 reviews

Cottage Under the Trees

Quiet, private, secure cottage with kitchen. For sleeping: full bed, twin bed, & sofa (not a sleeper sofa). Will accommodate 3 persons comfortably. Small outside seating area is provided. Few miles from downtown Pensacola. Naval Air Station (NAS), Naval Hospital & Pensacola State College Warrington Campus are within one mile. Fast food is readily available. Walmart is 2 blocks away. Ruby T's, Sonny's BBQ and Waffle House are a few of the nearby restaurants.

5 out of 5 average rating, 202 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

It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

4.97 out of 5 average rating, 213 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.

Home in Pensacola

Casa Catrina-North Downtown with unique art theme!

Beautiful, themed artist home located just 7 minutes from Downtown Palafox. 20 minutes from NAS Pensacola, quick access to the route to Pensacola Beach. This property is located in an old, diverse downtown neighborhood that is rapidly changing with new homes and remodeled ones appearing everywhere. This is a clean and comfortable, pet friendly house with fully equipped kitchen, WIFI, smart TVs with Netflix, Amazon, and commercial free YouTube, and more.

Superhost

A well-appointed sleeping area features a spacious bed with layered bedding, complemented by decorative pillows. Soft natural light filters through sheer white drapes. A wall-mounted television and decorative wall planters add interest, while a ceiling fan provides air circulation.

Tiny home in North Hill

4.77 out of 5 average rating, 250 reviews

Burks Bungalow, a quiet hidden place....

Beautiful Cottage (tiny home) near Historic Downtown Pensacola Studio with queen bed, TV, kitchen, coffee maker, fridge, and private bath. All new fixtures, appliances and bedding. Cozy and comfortable with chic décor. Within walking distance to the Saturday Palafox Market, Historic churches, Public Library, 5 Sisters Blues Café’, Polonza Bistro, Nomadic Eats, and only a half mile to renowned Downtown Pensacola South Palafox Street.

4.87 out of 5 average rating, 250 reviews

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.

Guesthouse in Pensacola

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.

4.98 out of 5 average rating, 551 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.

Popular amenities for Downtown Pensacola family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.92 out of 5 average rating, 106 reviews

Hot tub/ Pool at this Relaxing Getaway

4.93 out of 5 average rating, 110 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

4.93 out of 5 average rating, 363 reviews

The image depicts a two-story townhome surrounded by lush tropical landscaping. Palm trees and vibrant greenery frame the residence, leading to a paved driveway and carport. Bright blue accents on the upper level add a refreshing touch to the exterior.

Townhouse in East Hill

Townhome A w/hottub in downtown, mins to beach

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.

4.98 out of 5 average rating, 114 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.86 out of 5 average rating, 158 reviews

A welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.

Home in Pensacola Beach

Gulf Breeze getaway w/hot tub, minutes to beach

4.98 out of 5 average rating, 209 reviews

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

Condo in Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands

4.9 out of 5 average rating, 140 reviews

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.

Home in Pensacola

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

Guest suite in Gulf Breeze

A spacious hot tub is positioned on a stone patio, surrounded by a neatly maintained grassy area. The wooden fence offers privacy, while greenery adds a natural touch to the outdoor setting.

4.89 out of 5 average rating, 218 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 242 reviews

A spacious living room is displayed, featuring a light blue couch adorned with colorful throw pillows. A large ottoman sits in the center, complemented by a patterned area rug. Natural light streams through the large window, with floor lamps providing additional illumination.

Cottage in Pensacola

Charming Cottage, 2+BR (entire home, self checkin)

Superhost

A well-lit bedroom features a spacious bed with a light blue comforter and decorative pillows. Nightstands with lamps are positioned on either side of the bed. A window with beige curtains allows natural light in, and a wooden shelf stands against the wall, displaying neatly arranged towels.

Home in Pensacola Beach

4.85 out of 5 average rating, 336 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

4.99 out of 5 average rating, 236 reviews

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.

Guesthouse in Pensacola

Adorable 1 Bedroom Guest House

4.96 out of 5 average rating, 281 reviews

A comfortable living area is presented, featuring a sectional sofa and a patterned armchair. A coffee table is centered on a dark wood floor, with a fireplace flanked by decorative items. Soft natural light filters through sheer curtains, creating a welcoming ambiance.

Home in Northpointe

Casey's Corner

4.97 out of 5 average rating, 376 reviews

An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.

Tiny home in Pensacola

🌟Luxurious new build minutes from beach+downtown

Home in Downtown Pensacola

4.99 out of 5 average rating, 124 reviews

The RED DOOR: Explore Downtown Pensacola & Venues!

Apartment in East Pensacola Heights

The sleeping area features two twin beds dressed in crisp white linens, each adorned with a textured blanket. A small wooden stool is positioned beside each bed. Artwork and string lights add a gentle touch to the modern decor. A doorway provides access to the rest of the studio.

4.87 out of 5 average rating, 334 reviews

The Bayou Boutique Studio

A spacious backyard features a stone fire pit surrounded by a paved area. A porch swing is positioned nearby, complemented by lush green grass and a tall tree. The guest house is set against a backdrop of a wooden privacy fence, creating a peaceful outdoor space.

4.99 out of 5 average rating, 173 reviews

East Pensacola Heights Casita

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 117 reviews

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

Home in Perdido Key

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.87 out of 5 average rating, 141 reviews

A spacious living area is presented with a cozy sectional sofa, accent chairs, and a decorative coffee table. A large TV is mounted on a serene white console. Natural light filters through sliding glass doors, revealing views of the outdoor greenery.

Townhouse in Pensacola

Sunny Large Two Bedroom Townhouse - Pool

4.96 out of 5 average rating, 130 reviews

A dining area features a large wooden table set with white plates and blue napkins, surrounded by gray chairs. The kitchen, with gray cabinetry and stainless steel appliances, is visible in the background, while beach-themed decor accents the walls.

Townhouse in Pensacola

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Guest suite in Cordova Park

The private patio area includes a swimming pool surrounded by a paved deck and grass. Several outdoor chairs are positioned near the pool, and a fence provides privacy. Sunlight filters through the trees, highlighting the serene outdoor setting.

4.91 out of 5 average rating, 163 reviews

Hidden gem with private pool! Centrally located!

Home in Downtown Pensacola

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.

4.91 out of 5 average rating, 212 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

A heated saltwater pool is showcased in a private outdoor space, surrounded by a wooden privacy fence. The pool is framed by paved stones, with a comfortable seating area partially visible in the background, creating an inviting setting for relaxation.

4.81 out of 5 average rating, 145 reviews

Saltwater Pool! Cottage-Mins to Downtown & Beaches

4.99 out of 5 average rating, 100 reviews

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

Condo in Pensacola Beach

Pensacola Beach Condo w/ Great Views (F12)