Pensacola holiday lettings

We found 2,767 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Pensacola by choosing from 1216 houses, 1729 flats and other holiday rentals. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Pensacola

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Find out more about Pensacola

Find out more about Pensacola

Why visit Pensacola

  • Stunning Beaches: Relax on the beautiful shores of Pensacola Beach, renowned for its soft white sands and crystal-clear waters.
  • Rich History: Discover the city's vibrant past through its historic sites, including forts and museums that tell the story of its naval heritage.
  • Scenic Bay Views: Enjoy picturesque views along Pensacola Bay, perfect for leisurely strolls or sunset watching.
  • Outdoor Adventures: Engage in a variety of outdoor activities, from water sports to hiking in nearby national parks.
  • Charming Downtown: Explore the lively downtown area, filled with unique shops, restaurants, and cultural attractions.

Popular types of accommodation in Pensacola

You've chosen Pensacola for your getaway, and now it's time to find the perfect accommodation. Explore a variety of options, from charming condos and private holiday homes to stylish apartments. Whether you're after Pensacola beach properties or the best villas for a self-catering experience, our selection of holiday rentals ensures you'll have a memorable stay in this beautiful coastal city.

  • Condos: Condominiums are the top choice for holidaymakers in Pensacola, offering a blend of comfort and amenities.
  • Houses: These self-contained residences provide a homely atmosphere, making them ideal for families or groups.
  • Apartments: Cozy and convenient, apartments are a popular option for those seeking a central location.
  • Cottages: Quaint and charming, cottages offer a delightful escape for those wanting a rustic experience.
  • Villas: Luxurious villas provide an upscale retreat, perfect for indulgent getaways.**

Top attractions in Pensacola

Pensacola offers a delightful blend of beach and city experiences, making it an ideal destination for outdoor enthusiasts and families alike. Visitors can explore a variety of attractions, including stunning beaches, national parks, and the vibrant local culture. With numerous activities available, you'll find something to suit everyone's interests, ensuring a memorable holiday in this charming Florida locale.

  • Perdido Key Beach: A stunning stretch of sandy coastline, Perdido Key Beach offers a serene escape with crystal-clear waters and a relaxed atmosphere, perfect for sunbathing and swimming.
  • University of West Florida: This modern university boasts a vibrant campus life with engaging events and educational opportunities, all set against a backdrop of lush greenery and contemporary architecture.
  • Pensacola Bay Center: A hub for entertainment, the Pensacola Bay Center hosts a variety of events, from concerts to family shows, making it an ideal destination for fun and excitement.

Things to do recommended for couples

For a romantic getaway in Pensacola, consider the Pensacola Big Game Fishing Club for an adventurous day on the water. Alternatively, embark on a thrilling experience with Water Warrior, located a mere 4.3km away. Both offer an exhilarating blend of sports and outdoor vibes perfect for couples.

Things to do recommended for families

In Pensacola, families can catch a game at Blue Wahoos Ballpark, enjoy thrilling activities at Splash City Adventures, or unwind at Bayview Dog Beach Park for some relaxation. Each venue offers a unique vibe, ensuring a memorable local experience for all.

Things to do recommended for groups

Explore the vibrant Cordova Mall for shopping and entertainment, feel the adrenaline at Five Flags Speedway for a thrilling motor racing experience, and enjoy a cultural evening at the historic Saenger Theatre, perfect for family and romantic outings.

What do I need to keep in mind when booking a vacation in 'Pensacola

When travelling with a group, family, pets, or seeking extended stays, it's essential to refine your search according to your key preferences. Here are some handy booking tips for Vrbo to assist you.

  • Traveling to Pensacola with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Pensacola with young kids: Journeying with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Pensacola: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Pensacola: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Pensacola

Pensacola offers a delightful blend of beachside relaxation and rich history, making it an ideal destination for tourists. Explore the charming downtown area, soak up the sun at Pensacola Beach, or stroll along the scenic Pensacola Bay. The friendly atmosphere and family-friendly activities ensure a memorable holiday experience. Whether you’re after outdoor adventures or a leisurely getaway, Pensacola and its surrounding regions promise something for everyone.

  • Perdido Key: Nestled along the Gulf Coast, Perdido Key is a picturesque village that offers a serene escape for beach lovers and outdoor enthusiasts alike. Known for its stunning white sandy beaches and vibrant natural surroundings, visitors can indulge in a variety of activities, from golfing at local courses to shopping at nearby centres. The area's charm lies in its quaint town neighbourhoods, perfect for family outings and leisurely strolls along the coastline. With its idyllic setting, Perdido Key is a delightful destination for those seeking a relaxing beach-themed experience.
  • Downtown Pensacola: The bustling heart of Pensacola, Downtown is a dynamic neighbourhood that seamlessly blends historic charm with modern attractions. Families and tourists flock here to enjoy an array of entertainment options, including a vibrant theatre scene and an arena that hosts live events. The proximity to stunning beaches makes it an ideal spot for a day of fun in the sun, followed by exploring eclectic shops and dining establishments. Downtown Pensacola is a lively hub where visitors can immerse themselves in the local culture while enjoying family-friendly activities.
  • Southeast Pensacola: This inviting neighbourhood is renowned for its family-friendly atmosphere and access to beautiful beaches. Southeast Pensacola offers a variety of attractions, including educational facilities and shopping centres, making it a convenient choice for families looking to explore. The area's close-knit community vibe and abundant activities ensure that there is something for everyone, from engaging in local events to enjoying the coastal scenery. Southeast Pensacola is a charming destination that captures the essence of Florida's coastal lifestyle.

Best time to go to Pensacola

If you're planning a trip to Pensacola, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.7°F (11.5°C)Light RainMostly SunnyModerately LowModerately Low
February56.8°F (13.8°C)Light RainMostly SunnyAverageModerately Low
March62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
April68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyModerately HighModerately High
June81.3°F (27.4°C)Light RainMostly SunnyModerately HighModerately High
July82.6°F (28.1°C)Light RainMostly SunnyModerately HighModerately High
August82.8°F (28.2°C)Moderate RainMostly SunnyAverageAverage
September79.2°F (26.2°C)Light RainMostly SunnyAverageAverage
October70.9°F (21.6°C)Light RainSunnyAverageAverage
November60.8°F (16.0°C)Light RainMostly SunnyModerately LowAverage
December56.7°F (13.7°C)Light RainMostly SunnyModerately LowModerately Low

Booking with Vrbo is simple

Are you hoping to make your next getaway more affordable? Being flexible with your travel dates can lead to better prices, as they often fluctuate. Additionally, consider booking a longer stay, which can offer considerable savings. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a handy platform where you can plan new journeys, continue from where you last stopped, or manage your existing arrangements. You can easily access the properties you've saved or booked, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin making the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The beachside setting of Pensacola is ready to explore

Come and experience Pensacola and its live music, theatre scene and history. Renowned for its beaches, seafood restaurants and hockey games, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Pensacola

Do you want to discover attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Pensacola a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Splash City Adventures (5.3 mi / 8.6 km)
  • Oops Alley (12.4 mi / 19.9 km)
  • Big Lagoon State Park (13.8 mi / 22.2 km)
  • Perdido Bay Golf Club (13.9 mi / 22.3 km)
  • Gulf Breeze Zoo (14 mi / 22.5 km)
  • Lost Key Golf Club (15.2 mi / 24.5 km)

Exploring the beaches and other natural features in Pensacola

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Pensacola. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Park West On-Leash Dog Beach (7 mi / 11.3 km)
  • Pensacola Dog Beach West (7 mi / 11.3 km)
  • Quietwater Beach (7.3 mi / 11.7 km)
  • Casino Beach (7.7 mi / 12.4 km)
  • Pensacola Beach Beaches (8 mi / 12.9 km)
  • Johnson Beach (9 mi / 14.5 km)

Seasonal weather in Pensacola

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around Pensacola

Fly into Pensacola, FL (PNS-Pensacola Intl.), the closest airport, located 4 mi (6.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Fort Walton Beach, FL (VPS-Northwest Florida Regional), which is 40.1 mi (64.5 km) away.

If you'd prefer to travel by train, the main station serving the city is Pensacola Station.

Frequently asked questions

What is the best area to stay in Pensacola when booking a holiday rental?
Book your holiday home in South Pensacola and you'll be in the heart of one of Pensacola's most renowned areas. Pensacola Outlet Mall and Legion Field are two of the major attractions here that'll entertain you during your visit.
What is the most popular type of holiday rental accommodation in Pensacola?
Based on our data, condos are the most sought-after property type in Pensacola. But naturally, everyone's idea of an awesome trip isn't going to be the same. Vrbo has holiday rentals of all sizes, shapes and budgets, so you're sure to discover your ideal match.
How much does it cost to rent a holiday rental in Pensacola?
The average price for a holiday home in Pensacola depends on several factors, including season, property type and length of stay. Whether you're in search of a sprawling villa with space for extended family or a cosy cabin perfect for just you and the kids, just add your dates of travel to discover stays with unbeatable value.
How much does it cost to rent a beach house in Pensacola?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Type in your Pensacola travel dates to view your available options on Vrbo. Can't live without a hot tub? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday rentals in Pensacola?
Pack a travel bag for the pup in your life because Pensacola has 1,481 stays that open their doors to pets. Let your happy hound enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Pensacola?
Add a new level of fun to your holiday by booking your crew into one of the 905 houses with a private pool in Pensacola. Use our search filter to find properties with pools on Vrbo, then spend leisurely days playing and splashing in a swimming pool that's for your use only.
What are popular rental amenities in Pensacola?
Some of the most popular rental amenities guests are looking for in Pensacola are a water view, a firepit and a sauna. Whether you're holidaying with family, buddies or even pets, Vrbo holiday homes have the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday rentals in Pensacola?
Choose from 162 holiday homes in Pensacola that can host 10 or more people. Whether you're organising a family holiday or an event like an anniversary, there's plenty of room to get your favourite people together under one roof.
Are there holiday rentals in Pensacola that welcome kids?
Gather your whole family for an adventure in Pensacola at one of our 1,475 family-friendly properties. These stays provide conveniences that are ideally suited to trips with youngsters, such as full kitchens, multiple bedrooms and entertainment units. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Pensacola?
Keep your kids entertained at these fun family-friendly attractions in Pensacola:

  • Pensacola Beach Beaches
  • Pensacola Beach Pier
  • Johnson Beach

Are there one-bedroom holiday rentals in Pensacola?
Yes, there are 235 one-bedroom properties in Pensacola to pick from. A one-bedroom holiday property is a great choice if it's just you and your partner or if you're travelling alone. Toss in more convenience, space and privacy than a regular hotel, and you're bound to have a getaway to remember.
Can I find two-bedroom holiday rentals in Pensacola?
Take off with your loved ones and experience complete comfort and privacy in one of the 552 two-bedroom holiday rentals Pensacola has to offer.
Are there holiday rentals with WiFi in Pensacola?
Whether you want to keep up with the latest headlines, send some emails or surf social media, there are 729 holiday homes with WiFi in Pensacola. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Pensacola?
Pensacola has 1,413 holiday rentals where you can chill out in air-conditioned comfort. To find a property on Vrbo that has this perk, choose your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Pensacola?
The minimum age is usually 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your chosen Pensacola stay before booking.
How long can I rent a holiday rental in Pensacola for?
It's really down to the Pensacola property. To browse available options offering extended stays, simply enter your travel dates and number of guests into Vrbo. You can enjoy having the property to yourself, along with home comforts such as air conditioning, a kitchen and outdoor spaces where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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