Photo by Pensacola Bay Area CVB.

Pensacola holiday lettings

We found 2,833 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Pensacola by choosing from 206 houses, 180 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

Showing deals for:7 Aug - 14 Aug

Image gallery for 🌴 Emerald Heart Cottage – Private Pool, Sleeps 13, 5 Min to Pensacola Beach!

Private backyard pool.
9.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)

🌴 Emerald Heart Cottage – Private Pool, Sleeps 13, 5 Min to Pensacola Beach!

Gulf Breeze

8% off
Price is £3,543
for 7 nights, 1 home
£506 per night
includes taxes & fees
🌴 Emerald Heart Cottage – Private Pool, Sleeps 13, 5 Min to Pensacola Beach!

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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)
  • Tiger Point Golf and Country Club (8.6 mi / 13.8 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)
  • Orange Beach Golf Center (25 mi / 40.2 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)
  • 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)
  • Park East On-Leash Dog Beach (10.3 mi / 16.6 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?
One of the best areas to stay in Pensacola when booking a holiday rental is the historic district, particularly around downtown. This charming neighbourhood is rich in history and offers a vibrant setting with its beautifully preserved architecture and a lively arts scene. Visitors can explore attractions such as the Pensacola Museum of Art, which showcases a diverse collection of contemporary and traditional works, and the iconic Saenger Theatre, known for its stunning performances and cultural events.

Another excellent option is the area near Pensacola Beach, which offers stunning views and easy access to the beautiful sandy shores. This location is superb for those looking to enjoy outdoor activities, with the Gulf of Mexico providing opportunities for swimming, fishing, and water sports. The Pensacola Beach Pier is a popular spot for both locals and tourists, offering a picturesque place to relax or take in the sunset.

In terms of accommodation, the downtown area features a mix of historic homes and modern apartments, while the beach area boasts a variety of condos and holiday homes, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Pensacola?
Prices for holiday rentals in Pensacola vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pensacola to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pensacola holiday house rentals?
You can find great discounts on house rentals in Pensacola on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Pensacola?
For renting a beach house in Pensacola, the idyllic stretch along Perdido Key is highly recommended. This area is renowned for its pristine white sand beaches and emerald green waters. Many properties here come with amenities such as private balconies, outdoor grilling areas, and direct beach access, making them great for families or groups seeking a relaxing seaside retreat.

Another popular area is the Gulf Breeze neighbourhood, which offers a quieter atmosphere while still being close to the beach. Rentals in this area often feature spacious living areas, fully equipped kitchens, and sometimes even private pools. The proximity to local shops and restaurants adds to the convenience, allowing visitors to easily stock up on supplies or enjoy dining out.

Additionally, the Pensacola Beach area itself is a fantastic choice, with a vibrant setting and plenty of activities nearby. Many beach houses here boast beachfront views, outdoor showers, and community amenities such as pools and tennis courts. Visitors can also take advantage of the local attractions, including the iconic Pensacola Lighthouse and the National Naval Aviation Museum, ensuring a full itinerary of fun both on and off the beach.
Are there any houseboat rentals in Pensacola?
In Pensacola, there are several houseboat holiday rentals available, providing a great experience for travellers looking to enjoy the waterfront. These rentals are typically located close to the marina and scenic areas, allowing easy access to local attractions such as the Pensacola Beach and the historic district.

Guests can expect amenities including comfortable sleeping arrangements, fully equipped kitchens, and outdoor decks great for relaxing and taking in the views of the water. Many houseboats also come with additional features like BBQ grills and seating areas for enjoying meals outdoors.
What is the most popular type of holiday rental accomodation in Pensacola?
In Pensacola, the most popular type of holiday rental accommodation is condos, with approximately 6,660 available throughout the city. These condos are often situated in lively neighbourhoods close to the beach, offering amenities like fully equipped kitchens, spacious living areas, and many include balconies with stunning views of the Gulf of Mexico.

For those seeking more space, there are around 4,360 holiday houses that cater well to families or larger groups. These houses typically feature multiple bedrooms, private gardens, and outdoor seating areas great for barbecues or relaxing under the sun. Additionally, there are about 632 apartments and 524 cottages for those who prefer a cozier or more compact option.
Are there any family house rentals in Pensacola?
In Pensacola, Florida, there is a wealth of family-friendly house rentals available, with approximately 1,886 options to choose from. Neighbourhoods such as Gulf Breeze and Pensacola Beach are particularly popular among families seeking spacious rooms. Many of these homes boast multiple bedrooms, large living areas, and fully equipped kitchens, making them ideal for family gatherings and home-cooked meals.

Visitors can enjoy amenities like private pools, outdoor patios for barbecues, and easy access to nearby beaches, ensuring plenty of opportunities for fun in the sun. Additionally, Gulf Breeze is close to the Gulf Islands National Seashore, where families can explore nature trails and pristine beaches.

In Pensacola Beach, the vibrant boardwalk offers a variety of shops and dining options, superb for a day out.
Can I rent a holiday home with a pool or hot tub in Pensacola?
In Pensacola, there are numerous holiday homes available for rent that feature pools and hot tubs, with approximately 2,093 options to choose from. This charming city, known for its beautiful beaches and rich history, offers a variety of neighbourhoods where these properties can be found, including the popular Pensacola Beach area, which boasts stunning waterfront views and easy beach access.

Travellers can expect many amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious outdoor areas for gatherings, and fully equipped kitchens, which are superb for self-catering during their stay.
Can I find long-stay holiday rentals in Pensacola?
A long-stay holiday rental in Pensacola is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Pensacola?
In Pensacola, there are numerous pet-friendly house rentals available, with around 540 options for travellers looking to bring their furry companions along. The area features a variety of properties, from charming beach cottages to spacious family homes, many of which come equipped with modern amenities such as fully stocked kitchens, outdoor spaces, and sometimes even private pools.

The neighbourhoods along the coastline, such as Pensacola Beach, are particularly appealing, offering easy access to sandy shores and lively boardwalks. Nearby, the scenic Gulf Islands National Seashore provides ample opportunities for outdoor adventures, including pet-friendly walking trails and beaches where dogs can frolic in the sand. Additionally, local parks, such as the picturesque Bayview Park, are great for leisurely strolls with pets, ideal for those travelling with animals.
Are there any remote work holiday rentals in Pensacola?
In Pensacola, there is a substantial selection of remote work holiday rentals, with approximately 11,180 available throughout the area. This city offers a range of properties that cater to those looking to work remotely, featuring amenities such as dedicated desks, comfortable desk chairs, and complimentary Wi-Fi, ensuring a conducive work environment.

Travellers can find rentals in various neighbourhoods, including the lively downtown area, which boasts easy access to local cafes and restaurants, superb for a quick coffee break or a meal after work. The beachfront properties along Pensacola Beach are also popular, providing a serene atmosphere and stunning views, ideal for unwinding after a day of productivity.

In addition to the essential work amenities, many properties come equipped with full kitchens, making it easy to prepare meals, and some even feature outdoor spaces for relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pensacola holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pensacola with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Pensacola?
In Pensacola, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking for convenience. For those who enjoy a morning brew, rentals often come with coffee and tea makers. Additionally, having a balcony or a deck or patio is common, providing spaces to relax outdoors and enjoy the pleasant Florida weather.
When is the best time to visit Pensacola for a holiday rental?
The best time to visit Pensacola for a holiday rental is during the peak season from May to July, with July being particularly popular. This vibrant period attracts beachgoers and families eager to soak up the sun on the beautiful white sandy shores. The warm temperatures, typically ranging from 24 to 33 degrees Celsius, create great conditions for outdoor activities such as swimming, fishing, and exploring the local attractions.

During these months, Pensacola buzzes with energy, offering a variety of events, festivals, and outdoor adventures, making it an ideal time for those seeking a lively holiday atmosphere. The stunning beaches along the Gulf Coast provide ample opportunities for relaxation and fun, while the local culture and historical sites add a unique charm to your visit.

For those looking to save a bit on their holiday rental, consider planning your trip in November. While the weather may be cooler, averaging around 15 to 23 degrees Celsius, you can still enjoy pleasant days and fewer crowds. This quieter month allows for a more relaxed exploration of Pensacola's beautiful coastline and historical landmarks, without the hustle and bustle of peak tourist season.
How early should I book a Pensacola holiday rental?
Book your Pensacola holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pensacola?
In Pensacola, visitors can explore a variety of attractions that showcase the area's rich history and natural beauty. The historic district features the charming streets of the downtown area, where you can visit the Pensacola Museum of Art and the nearby Historic Pensacola Village, which offers a glimpse into the region's past with its preserved buildings and exhibits.

The stunning coastline is a major draw, particularly at Pensacola Beach, where visitors can enjoy white sandy shores and crystal-clear waters. The beach is not only great for sunbathing but also offers water sports and recreational activities.

For those interested in military history, the National Naval Aviation Museum is a must-visit, providing an impressive collection of aircraft and engaging exhibits about naval aviation. Located near the museum, the Pensacola Lighthouse and Museum offers panoramic views of the Gulf Coast from its historic tower.
Can I change or cancel my Pensacola home rental booking on Vrbo?
To find Pensacola holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pensacola holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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