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Holiday houses in Pensacola

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Quick stats about holiday rentals in Pensacola

  • Total holiday rentals

    Explore 1,220 holiday rentals in Pensacola

  • Nightly prices starting at

    Pensacola holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 81,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    770 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    690 properties have a dedicated workspace

  • Wi-Fi availability

    1,220 of Pensacola holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Pet friendly and Beachfront across Pensacola rentals

  • 4.8 Average rating

    Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach

Top-rated holiday rentals in Pensacola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.
Home in Pensacola
4.89 out of 5 average rating, 278 reviews

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

ValueFamilyBackyard

Top Guest favourite
A charming cottage exterior is framed by a mixture of brick and stucco, featuring a covered front porch with seating options. Colorful flower pots are positioned beside the entrance, which is adorned with an arched doorway, large windows, and a prominent chimney.
Home in Pensacola
4.98 out of 5 average rating, 309 reviews

Pensacola Lighthouse Retreat

The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

LocationValueKitchen

Top Guest favourite
Home in Pensacola
4.98 out of 5 average rating, 329 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s pristine, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

ValueLocationNearby

Top Guest favourite
A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.
Guesthouse in Downtown Pensacola
5.0 out of 5 average rating, 197 reviews

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

LocationValueDecor

Superhost
Condo in Pensacola
4.96 out of 5 average rating, 281 reviews

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

FamilyValueDecor

Guest favourite
The exterior of a charming house is featured, surrounded by well-maintained grass and bordered by a wooden fence. A small front porch is enhanced by a railing, while large windows create a bright and inviting entrance. Lush landscaping complements the façade.
Home in Pensacola
4.93 out of 5 average rating, 74 reviews

St. John's House

Looking for a spacious and conveniently located getaway in Pensacola? Saint John's House is the ideal choice, featuring a cozy two-bedroom, two-bath home perfect for families or small groups. Just a thirty-second walk from a city park grants access to amenities like a splash pad, playground, and community center. Key destinations such as the Baseball Stadium and vibrant downtown are only minutes away, while the beautiful beaches and Pensacola International Airport are within a short drive.

ValueFamilyAccuracy

Top Guest favourite
Loft in Downtown Pensacola
4.96 out of 5 average rating, 344 reviews

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.

FamilyLocationKitchen

Superhost
Home in Pensacola
4.92 out of 5 average rating, 128 reviews

Lemmington Retreat House

Welcome to Lemmington retreat home located beside Pensacola Scenic Bluffs ✦Close to park by 1 min walk ✦3 mins to Bay Bluffs Park, 42-acre natural preserve ✦7 mins to Pensacola International Airport ✦9 mins to Cordova Mall, shopping and restaurants ✦18 mins to Pensacola beach ✦12 mins to downtown with restaurants, museums ✦26 mins to Naval Air Station Pensacola ✦9 mins to Pensacola State College ✦14 mins to Pensacola Christian College ✦12 mins to University of West Florida

LocationFamilyComfort

Guest favourite
A spacious bedroom features a king-size bed with light-colored bedding. A cozy sofa is positioned nearby, complemented by a small table and two windows allowing natural light. A gentle blue wall art piece enhances the airy atmosphere, and wooden floors add warmth to the space.
Guest suite in Pensacola
4.98 out of 5 average rating, 408 reviews

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

LocationFamilyNearby

Top Guest favourite
A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.
Guesthouse in Pensacola
4.97 out of 5 average rating, 220 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

FamilyValueKitchen

Top Guest favourite
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.
Loft in Downtown Pensacola
4.95 out of 5 average rating, 282 reviews

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!

FamilyValueParking

Top Guest favourite
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 West Pensacola
4.99 out of 5 average rating, 607 reviews

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.

ValueFamilyBreakfast

Popular amenities for Pensacola holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Pensacola's top sights

Joe Patti's Seafood Company

460 locals recommend

Pensacola International Airport

56 locals recommend

Pensacola Bay Center

87 locals recommend

Palafox Market

308 locals recommend

Pensacola Museum of Art

221 locals recommend

The Oar House

203 locals recommend

Other great holiday rentals in Pensacola

Superhost
Home in Downtown Pensacola
4.97 out of 5 average rating, 78 reviews

The Pensacola Retreat-Luxurious, pet-friendly home

FamilyLocationCondition

Top Guest favourite
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.
Home in Downtown Pensacola
4.97 out of 5 average rating, 63 reviews

Downtown Historic Cottage

FamilyLocationHospitality

Superhost
The quaint cottage features a white exterior complemented by blue shutters. A covered entry is adorned with climbing plants. Surrounding greenery includes a flowerbed and trees, providing a natural and inviting setting. The curved pathway leads to the entrance, enhancing accessibility.
Home in Pensacola
5.0 out of 5 average rating, 61 reviews

Shady Oaks Cottage

FamilyLocationCheckout

Guest favourite
Home in Pensacola
5.0 out of 5 average rating, 8 reviews

Golf Course House w/ Pool, Near Pensacola Beach

LocationFamilyQuiet

Superhost
Home in Downtown Pensacola
4.92 out of 5 average rating, 62 reviews

The Wright House: New home in East Hill/Downtown

ValueLocationQuiet

Top Guest favourite
Home in Pensacola
5.0 out of 5 average rating, 7 reviews

Bayou Breeze - Pool, Views & 8 Min to Downtown

FamilyLocationKitchen

Superhost
A spacious living room features a modern modular sofa in dark fabric, complemented by a brown leather accent chair. A wooden coffee table holds decorative items, and a colorful wall art piece adds visual interest. Natural light enters through nearby windows, illuminating the space.
Home in Pensacola
4.99 out of 5 average rating, 90 reviews

Midtown Modern Masterpiece

LocationFamilyGetting around

Top Guest favourite
Home in Gulf Breeze
5.0 out of 5 average rating, 7 reviews

Coastal Family Retreat | Pool, Fire Pit & Playset

FamilyLocationCleanliness

When is the best time to visit Pensacola?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$178 NZD$188 NZD$210 NZD$202 NZD$222 NZD$251 NZD$232 NZD$198 NZD$180 NZD$177 NZD$183 NZD$185 NZD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Frequently Asked Questions

  • What are the best places to stay in Pensacola?

    Explore Downtown Pensacola for walkable city life, the Pensacola Beach area for waterfront access, or East Hill for a relaxed residential vibe. These neighborhoods are frequently suggested for their dining, cultural sites, and unique atmosphere.

  • What are the best things to do in Pensacola with kids?

    Families often explore the National Naval Aviation Museum for interactive exhibits, spend time at Gulf Islands National Seashore enjoying the beach, or discover city parks with play areas. The area also has mini golf and waterfront activities for kids.

  • What are some of the best things to do in Pensacola?

    Explore white sand beaches at Gulf Islands National Seashore, stroll Downtown, or visit the National Naval Aviation Museum. Historic forts, lively local markets, and beachside trails are often recommended experiences.

  • How is the weather in Pensacola?

    Pensacola has mild winters around 44–65°F (7–18°C) and warm, humid summers that reach 75–92°F (24–33°C), with rainfall spread throughout the year. Lightweight clothing is comfortable for most seasons, and summer brings higher humidity.

  • What are the best places to visit in Pensacola?

    Gulf Islands National Seashore, Historic Pensacola Village, and the National Naval Aviation Museum are frequently suggested. You can also explore Fort Pickens and the lively downtown district for a mix of history, arts, and beaches.

  • What are some hiking trails in Pensacola?

    Explore scenic trails at Gulf Islands National Seashore, Big Lagoon State Park, or Tarkiln Bayou Preserve State Park. Bricker trails in these parks feature coastal views, native plants, and diverse wildlife.

  • What are some family activities we can do in Pensacola?

    Families can enjoy interactive displays at the National Naval Aviation Museum, play at waterfront parks, or spend the day at Gulf Islands National Seashore. Outdoor spaces and playful spots are found throughout Pensacola.

  • What are some of the best day trip ideas from Pensacola?

    You can explore the beaches and nature trails at Gulf Islands National Seashore, visit state parks around the region, or tour local art galleries and historical sites. Barrier islands and unique coastal communities are also accessible nearby.

  • Are there any pet friendly accommodations available in Pensacola?

    Many vacation rentals in Pensacola welcome pets, especially around East Hill, Downtown, and Pensacola Beach. Parks and outdoor spaces make it easy to enjoy time with your pet near the coast.

  • What are some local tips for visiting Pensacola?

    Consider exploring the historic neighborhoods on foot and checking local calendars for festivals or farmers’ markets. Light clothing works well year-round, and sun protection is always helpful near the water.

  • What is Pensacola known for?

    Pensacola is known for its white sand beaches, deep naval aviation history, and vibrant downtown filled with galleries, live music, and regional cuisine. The city’s roots blend Spanish, French, and African American cultural influences.

  • What are the best hidden gems to explore in Pensacola?

    You can wander the trails at Tarkiln Bayou Preserve State Park, explore the murals and alleyways downtown, or visit the coastal marshes around Bay Bluffs Park. Local art spaces and small historic sites often offer a quieter experience.

  • What are the best foods to try in Pensacola?

    Pensacola has Gulf shrimp, oysters, and grouper prepared with regional twists, as well as Creole and Southern-inspired dishes. Local food spots also highlight fresh catch sandwiches, hushpuppies, and house-made desserts.

  • What should I bring for a trip to Pensacola?

    Pack lightweight clothing, a hat, and sun protection for most seasons, plus comfortable shoes for exploring downtown and coastal parks. Consider a light rain jacket during the summer and spring months.

  • What is the nightlife in Pensacola like?

    Downtown Pensacola has live music venues, local pubs, and relaxed cocktail lounges, many with outdoor patios. Around the beach, you’ll find waterfront establishments, sunset spots, and casual late-night eateries.

  • What are the most popular events or festivals in Pensacola?

    Pensacola hosts the Blue Angels air shows in the summer and fall, parades and celebrations around Mardi Gras, and lively seafood and music festivals through the year. The Foo Foo Festival and Great Gulfcoast Arts Festival are also frequently suggested.

  • Are there family friendly vacation rentals in Pensacola?

    You can find family-friendly rentals throughout Pensacola, especially in areas like Downtown, East Hill, and near Pensacola Beach. Many offer features such as equipped kitchens, multiple bedrooms, and easy access to parks or beaches.

  • When is the best time to visit Pensacola?

    Late spring and early fall are often recommended for warm temperatures and fewer crowds. Summer is popular for beaches and events, while winter has mild weather for historic and indoor activities.

Destinations to explore