House holiday rentals in Pensacola

Home in East Pensacola Heights

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

Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.96 out of 5 average rating, 117 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

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.

4.96 out of 5 average rating, 170 reviews

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

4.92 out of 5 average rating, 115 reviews

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

A serene bedroom is showcased, featuring a spacious bed with plush bedding. Soft lighting is provided by two bedside lamps. Textured curtains frame the window, and a cozy area rug adds warmth to the space. Additional linens are neatly arranged on a drawer stand.

4.94 out of 5 average rating, 241 reviews

Charming 2BR Cottage in East Hill near cafes/shops

Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

4.99 out of 5 average rating, 140 reviews

Modern, cozy, pet-friendly cottage w/king

Auer House (pronounced “our”) is a spacious, modern downtown Pensacola home steps from walkable restaurants and parks. Experience NAS Pensacola and the Blue Angels…sit on the front porch and hear their roar as you catch a glimpse as they practice! We are near the Blue Wahoos Stadium, Joe Patti’s and all the festivals! And Fido is welcome; there’s a dog park across the street! Unwind in this super clean retreat featuring fast WiFi, or sit outside around the fire pit, disconnect and reconnect!

A spacious backyard is illuminated by soft lights, featuring a central gravel area. Woven hammocks are positioned for relaxation, surrounded by a grassy lawn and a wooden fence that provides privacy. Trees stand tall, contributing to the inviting outdoor atmosphere.

4.99 out of 5 average rating, 180 reviews

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

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.

4.95 out of 5 average rating, 205 reviews

Flamingo On Fisher In The Heart Of Pensacola

Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

4.9 out of 5 average rating, 99 reviews

A spacious living area features a dark gray sectional sofa arranged around a wooden coffee table. A large flat-screen TV is mounted on the wall, while light-colored walls and a patterned area rug add warmth. Natural light filters through large windows adorned with sheer curtains.

Home in Pensacola Beach

Beautiful Coastal | 10Min from Pensacola Beach!

Welcome to your Gulf Breeze getaway ! Nestled in a quiet neighborhood, just minutes away from pristine beaches, this villa boasts spacious living areas, 3 Smart Tvs, a fully equipped kitchen, and a coffee bar. With easy access to the beautiful white sands of Pensacola Beach (6 miles) and Navarre Beach (15 miles). Enjoy a peaceful stay with a private fenced backyard with outdoor seating, a firepit and lights designed for summer nights. We look forward to hosting your vacation ! - Sonya

A charming cottage exterior is presented, featuring a welcoming front porch with two chairs. A stone pathway leads to the entrance, surrounded by a landscaped yard with greenery. The building is framed by trees, creating a serene atmosphere during twilight.

4.95 out of 5 average rating, 198 reviews

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!!

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.

4.97 out of 5 average rating, 214 reviews

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.

Home in East Pensacola Heights

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

The Perry Pool Cottage is nestled in one of the most desirable neighborhoods in Pensacola, with quick access to downtown and Pensacola Beach just 7 miles away. This charming 2 bedroom 1 bathroom cottage is ready for your visit. This home has a new 12ft x 20ft pool with a 6 foot deep end and two outdoor patios/deck as well as a separate fenced area perfect for children and pets.

Popular amenities for house rentals in Pensacola

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House 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

4.93 out of 5 average rating, 108 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

4.85 out of 5 average rating, 101 reviews

Pensacola Blue Angel Pool House

4.98 out of 5 average rating, 54 reviews

A spacious backyard is showcased, featuring a crystal-clear pool surrounded by a stone patio. Lounge chairs are arranged near the water, and a shaded seating area is present nearby. Lush greenery adds privacy, and a wood fence frames the perimeter of the yard.

Home in East Hill

5 BR house with heated pool*

5 out of 5 average rating, 36 reviews

An inground pool is surrounded by a beige patio, with landscaped greenery providing a natural backdrop. The water is clear, reflecting the blue sky above. A pool cover is visible on the deck, and ample space allows for relaxation and sunbathing.

Home in East Hill

The Carriage House: relaxing stay with pool

Home in East Pensacola Heights

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

An outdoor pool area is enclosed by a screened patio, featuring a rectangular pool and a hammock for relaxation. Comfortable seating is arranged around a coffee table, with greenery adding a touch of nature. A bar with stools is visible, enhancing the outdoor experience.

4.97 out of 5 average rating, 124 reviews

Poolside Retreat, Hot Tub, 5 min to beach

4.93 out of 5 average rating, 219 reviews

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

Good times & tan lines! Only 5 miles to the beach!

Weekly house rentals

The exterior of the house features a well-maintained front yard with a neatly trimmed lawn and a small shrub near the entryway. A welcoming front porch is visible, along with a fenced yard that provides privacy.

4.87 out of 5 average rating, 47 reviews

Lil house with fenced yard

4.98 out of 5 average rating, 43 reviews

The living area features a cozy blue sofa adorned with patterned pillows, facing a rustic brick fireplace. A sleek staircase with a metal railing leads to the upper level. A wooden coffee table rests in front, displaying decorative items, while natural light filters through nearby windows.

Home in Old East Hill

The Blue House on Belmont!

Home 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, 31 reviews

Downtown Historic Cottage

Superhost

A spacious living room is furnished with a large sectional couch, adorned with colorful accent pillows. A coffee table is centrally positioned, while large windows provide natural light and views of the outside greenery. Decorative curtains frame the windows, enhancing the room's inviting feel.

4.78 out of 5 average rating, 218 reviews

Central Comfort: Home in the Heart of the City

A spacious living area is highlighted by a large bed framed by a simple headboard. A couch and an armchair provide additional seating. Soft light from side lamps enhances the neutral color palette, while a large TV is mounted on the wall opposite the bed.

4.89 out of 5 average rating, 53 reviews

Spacious Studio Close to Everything

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.

5 out of 5 average rating, 45 reviews

After Dark Playground

A dining area showcases a rustic wooden table surrounded by colorful chairs. The space is enriched by a vintage-style refrigerator and a decorative mirror. A brick fireplace is a focal point, while soft lighting enhances the inviting atmosphere. Greenery adds a touch of nature.

4.96 out of 5 average rating, 56 reviews

Nautical Vibes! Private Yard. King Bed. Sleeps 4

Superhost

5 out of 5 average rating, 3 reviews

Hidden Gem

Private house rentals

A charming front porch is featured, with two floral-patterned chairs positioned around a small table. A blue door offers a welcoming entrance, and a landscaped area with greenery complements the light-colored siding. A pathway leads to the porch, enhancing accessibility.

4.95 out of 5 average rating, 78 reviews

Piece of Paradise

A spacious living room features two comfortable sofas adorned with decorative cushions. A low, wooden coffee table rests on a textured area rug, providing a focal point. Large windows offer natural light, complemented by light-colored curtains, while the staircase is visible in the background.

5 out of 5 average rating, 78 reviews

“Sea La Vie” Luxury Downtown Home:Winter Discounts

4.89 out of 5 average rating, 9 reviews

Sunflower Cottage Downtown

4.98 out of 5 average rating, 44 reviews

The living area features a light, airy design with soft, neutral furnishings including a spacious sofa and armchairs. Natural light enters through large windows, complemented by sheer curtains. A woven area rug adds texture, while a decorative plant brings a touch of greenery to the space.

Home in Navy Point

Navy Point Bungalow near Beaches/ Downtown/NAS

5 out of 5 average rating, 52 reviews

A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A large TV is mounted on the wall, with a white console providing additional storage. Indoor plants add greenery, while a stylish coffee table sits on the patterned rug, enhancing the welcoming ambiance.

Home in Cordova Park

Large Centrally Located near Downtown/ Beach

4.99 out of 5 average rating, 83 reviews

Home in East Hill

Simply Unwind: a retreat style stay. EV Charger

A cozy living area features a gray sectional sofa with coral pillows, complemented by a glass coffee table. A large mirror reflects natural light, while sheer curtains frame the window, enhancing the spacious feel of the room.