Pensacola holiday rentals

We found 2,862 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Pensacola by choosing from 214 houses, 209 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:13 Nov - 20 Nov

Private kitchen
Pool
Dining
Interior
Exceptional
(22 reviews)

An Invitation to OASIS Lavallet in Beautiful Pensacola w/ covered POOL

Pensacola

5% off
AU$5,074
for 7 nights, 1 home
AU$725 per night
includes taxes & fees
An Invitation to OASIS Lavallet in Beautiful Pensacola w/ covered POOL
Room
Property grounds
Living area
Interior
Exceptional
(27 reviews)

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Pensacola

8% off
AU$1,308
for 7 nights, 1 cottage
AU$187 per night
includes taxes & fees
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
Bathroom
Private kitchen
Private kitchen
Room
Wonderful
(16 reviews)

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Pensacola

8% off
AU$1,934
for 7 nights, 1 cottage
AU$276 per night
includes taxes & fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Master Bath / Master Bedroom
Private kitchen
Front Porch - Side 1
Family Room/Kitchen
Exceptional
(34 reviews)

Beautiful Victorian-style home - 15 min from beach

Pensacola

8% off
AU$7,143
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Beautiful Victorian-style home - 15 min from beach
View of the Gulf from the family room.
Beach
Kitchen - Open concept from front to back.
Walk across to the Gulf
Exceptional
(75 reviews)

Easy access to Gulf, pool and pier. Looking for people who want to relax.

Pensacola Beach

8% off
AU$5,314
for 7 nights, 1 home
AU$759 per night
includes taxes & fees
Easy access to Gulf, pool and pier. Looking for people who want to relax.
Unobstructed views from our property to the beach
Marina
Private kitchen
Exterior
Exceptional
(77 reviews)

Beautifully renovated 3BR townhome with boat slip just steps from the beach!

Pensacola Beach

7% off
AU$3,687
for 7 nights, 1 home
AU$527 per night
includes taxes & fees
Beautifully renovated 3BR townhome with boat slip just steps from the beach!
Exterior
Interior
Room
Private kitchen
Exceptional
(46 reviews)

Pet Friendly 2/1.5 in the Heart of Historic Pensacola

Pensacola

7% off
AU$2,164
for 7 nights, 1 home
AU$309 per night
includes taxes & fees
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Dining and Living Areas
Kitchen Sink
Entry of Home
Queen Bedroom
Exceptional
(36 reviews)

Renovated Bungalow near Downtown Pensacola with King Bed!

Pensacola

11% off
AU$1,675
for 7 nights, 1 home
AU$239 per night
includes taxes & fees
Renovated Bungalow near Downtown Pensacola with King Bed!
Room
Private kitchen
Interior
Exterior detail
Excellent
(7 reviews)

Cozy tiny home in downtown Pensacola

Pensacola

8% off
AU$1,934
for 7 nights, 1 apartment
AU$276 per night
includes taxes & fees
Cozy tiny home in downtown Pensacola
Living area
Living area
Private kitchen
Pool
Exceptional
(34 reviews)

Tristan Towers 13B • Corner Unit 2/2 • Best Views

Pensacola Beach

7% off
AU$3,317
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
Tristan Towers 13B • Corner Unit 2/2 • Best Views
View Across Great Room
Unit offers plenty of space to gather with your group in a meaningful way.
Room
Dining
Wonderful
(14 reviews)

Amazing Loft in Historic Waterworks Building, near Downtown Pensacola

Pensacola

8% off
AU$3,546
for 7 nights, 1 apartment
AU$507 per night
includes taxes & fees
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Living area
Beach
Private kitchen
Property grounds
Exceptional
(90 reviews)

Sabine 4D Waterfront Condo Sleeps 6, Corner Unit - Pool

Pensacola Beach

7% off
AU$3,547
for 7 nights, 1 apartment
AU$507 per night
includes taxes & fees
Sabine 4D Waterfront Condo Sleeps 6, Corner Unit - Pool
Private kitchen
Room
Exterior detail
Living area
Exceptional
(43 reviews)

Historic Pensacola 2BR townhouse open now for Spring and Summer.Walk everywhere!

Pensacola

8% off
AU$2,681
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Historic Pensacola 2BR townhouse open now for Spring and Summer.Walk everywhere!
Marina
Living area
Exterior
Private kitchen
Exceptional
(128 reviews)

Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!

Pensacola Beach

7% off
AU$2,558
for 7 nights, 1 apartment
AU$365 per night
includes taxes & fees
Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!
Outdoor shower with hot water
Sunroom, table & chairs, chalkboard w/chalk, beach blanket,umbrella,sand buckets
Kitchen
Picture from living room looking towards sunroom/dining/coffee bar
Exceptional
(16 reviews)

3bed 2bath house, 10 minutes to airport, 18 minutes to the Pensacola beach.

Pensacola

8% off
AU$2,081
for 7 nights, 1 home
AU$297 per night
includes taxes & fees
3bed 2bath house, 10 minutes to airport, 18 minutes to the Pensacola beach.
Exterior
Beach
Living area
Interior
Exceptional
(130 reviews)

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach

7% off
AU$2,185
for 7 nights, 1 home
AU$312 per night
includes taxes & fees
3 Bedroom Updated Town House Just Steps Away From The Beach
Beach
Property grounds
Room
Pool
Exceptional
(108 reviews)

Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo

Pensacola Beach

7% off
AU$3,564
for 7 nights, 1 apartment
AU$509 per night
includes taxes & fees
Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo
Upgraded kitchen
Exterior
Exterior
Formal living room with pull out Queen sofa
Exceptional
(69 reviews)

Steps from the Sugar White Sand Beaches!

Pensacola Beach

7% off
AU$3,863
for 7 nights, 1 home
AU$552 per night
includes taxes & fees
Steps from the Sugar White Sand Beaches!
Exterior
Living area
Property grounds
Private kitchen
Exceptional
(124 reviews)

Sand Dollar W208 Affordable Bayfront Getaway!

Pensacola Beach

7% off
AU$2,438
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Sand Dollar W208 Affordable Bayfront Getaway!
Private kitchen
Interior
Living area
Outdoor dining
Exceptional
(51 reviews)

Pensacola Beach Cottage- Bikes included, Easy Beach Access!

Pensacola Beach

7% off
AU$3,274
for 7 nights, 1 home
AU$468 per night
includes taxes & fees
Pensacola Beach Cottage- Bikes included, Easy Beach Access!
Enjoy this great kitchen.
Open living room.
You will have the whole house to yourself.
Enjoy the private outdoor space.
Exceptional
(26 reviews)

Historic Pensacola, a new warehouse inspired home.

Pensacola

7% off
AU$2,387
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
Historic Pensacola, a new warehouse inspired home.
Property grounds
Living area
Property grounds
Room
Very good
(21 reviews)

Cozy vintage airstream downtown Pensacola, pet friendly

Pensacola

8% off
AU$1,078
for 7 nights, 1 home
AU$154 per night
includes taxes & fees
Cozy vintage airstream downtown Pensacola, pet friendly
Book today and let us welcome you home!
Wake up to a fresh pot at our coffee bar.
Enjoy our cozy kitchen fully stocked for your enjoyment.
Consider sleeping in a little longer this morning!
Very good
(6 reviews)

Your dog gets a private fenced yard. You get a quiet East Hill home base minutes from downtown, the beach, and everything you came to Pensacola to enjoy.

Pensacola

14% off
AU$1,259
for 7 nights, 1 apartment
AU$180 per night
includes taxes & fees
Your dog gets a private fenced yard. You get a quiet East Hill home base minutes from downtown, the beach, and everything you came to Pensacola to enjoy.
Private kitchen
Beach
Exterior
Living area
Wonderful
(29 reviews)

🌟 New 🌟 Fun Mid-Century Modern Beachside Condo🏝🐠

Pensacola Beach

7% off
AU$1,588
for 7 nights, 1 apartment
AU$227 per night
includes taxes & fees
🌟 New 🌟 Fun Mid-Century Modern Beachside Condo🏝🐠
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Pensacola

  • Beautiful Beaches: Enjoy the stunning sandy shores of Pensacola Beach, perfect for sunbathing and water activities.
  • Rich History: Discover the historic charm of Pensacola, with its well-preserved architecture and cultural sites.
  • Outdoor Activities: Explore scenic national and state parks, offering hiking, biking, and wildlife observation.
  • Vibrant Urban Life: Experience the lively atmosphere of the Pensacola Bay Area, featuring shops, restaurants, and local events.
  • Family-Friendly Attractions: Enjoy a variety of activities suitable for all ages, ensuring a memorable holiday for everyone.

Popular types of accommodation in Pensacola

Welcome to Pensacola, Florida – a vibrant city offering a blend of historical charm and modern pleasures. Enjoy comfortable holiday rentals, including cosy condos, private holiday homes, and charming cottages. Experience convenient amenities and fun accommodations, perfect for creating unforgettable memories. Discover the ideal base for exploring Pensacola's local attractions, landmarks, and unique experiences.

  • Condos: These modern residences offer a blend of comfort and convenience, making them the top choice for visitors seeking a stylish holiday stay.
  • Private Holiday Homes: Ideal for families or groups, these homes provide a homely atmosphere with ample space and privacy.
  • Cottages: Quaint and charming, these smaller dwellings offer a cosy retreat, often set in picturesque locations.
  • Apartments: Perfect for those who prefer a more urban experience, these self-contained units are centrally located.
  • Cabins: Nestled in nature, cabins provide a rustic escape, perfect for those looking to unwind in serene surroundings.**

Top attractions in Pensacola

Pensacola offers a delightful mix of city charm and coastal beauty, ideal for beach and outdoor enthusiasts. Visitors can enjoy urban parks, scenic national and state parks, and a variety of cultural attractions that capture the spirit of this historic city. Whether exploring its sandy shores or vibrant urban areas, Pensacola provides a rich blend of experiences perfect for those seeking a balanced holiday filled with both leisure and adventure.

  • Perdido Key Beach: Bask in the seaside charm of this Pensacola gem, where soft sands meet gentle waves, creating a quintessential beach vibe experience.
  • Pensacola Lighthouse Museum: Explore history and culture at this iconic Pensacola landmark, where maritime tales and scenic views from the historic lighthouse await.
  • Robertson Island: Enjoy outdoor adventures on this picturesque island, featuring expansive shores and natural beauty, perfect for immersing in the local beach atmosphere.

Things to do recommended for couples

Discover romance in Pensacola, Florida. Enjoy serene beach walks, intimate seaside dinners, and charming local markets. Experience a perfect blend of relaxation and adventure, ideal for couples seeking a unique holiday escape.

Things to do recommended for families

In Pensacola, families can explore the fascinating maritime history at the National Naval Aviation Museum, enjoy thrilling rides at Pensacola Beach, or visit the vibrant Gulf Islands National Seashore for stunning scenery and wildlife. These activities promise unforgettable experiences for all ages.

Things to do recommended for groups

Groups visiting Pensacola can experience the thrill of motor racing at Five Flags Speedway, located conveniently in the area, offering a blend of sports and adventure vibes for an unforgettable group holiday.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're travelling with a group, as a family, with your pets, or planning an extended stay, ensure you apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Pensacola with a group: Consider how many bedrooms you require, along with facilities such as a complete kitchen or an outdoor area suitable for group gatherings. Fortunately, you can refine your search on Stayz to include all these features and more.
  • Traveling to Pensacola with young kids: Traveling with young children can be demanding. It is important to prioritise their comfort and safety, as well as ensure the availability of age-appropriate facilities, such as a private swimming pool. Additionally, it is wise to consider your closeness to family-oriented attractions.
  • Taking your pets with you to Pensacola: For many, a family holiday isn’t complete without their four-legged companion by their side. If this resonates with you, then have a look at Stayz properties that welcome pets. The majority of these pet-friendly accommodations provide feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Pensacola: If you're seeking holiday lets offering discounts for month-long stays or more, you've come to the right place. By using the appropriate filter, you can effortlessly locate and save on monthly rentals. Do consider including extras such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Pensacola

Pensacola offers a delightful blend of beach and city vibes, where history meets modern relaxation. Enjoy the sun on Pensacola Beach, explore the vibrant Pensacola Bay Area, and discover a range of family-friendly and budget stays. The city's atmosphere is welcoming and perfect for a holiday filled with both adventure and tranquillity, ensuring an enriching experience for every traveller.

  • Perdido Key: Perdido Key is a charming village nestled near Pensacola, offering an inviting blend of beachside beauty and vibrant outdoor activities. Visitors can enjoy scenic coastal walks and a range of water-based pursuits along its family-friendly beaches. The area is well-known for its accessible shopping centre and well-maintained golf course, making it an ideal destination for those seeking both leisure and active pursuits. The village atmosphere, combined with its proximity to key town neighbourhoods, enriches the experience with a subtle city-themed allure.
  • Warrington: Warrington is a quaint village near Pensacola that presents a harmonious fusion of outdoor and family experiences. With its inviting beach settings and recreational areas, it is perfect for leisurely strolls and lively family outings. A range of local attractions, including a bustling shopping centre and arena entertainment facility, ensures that there is always something to do. Its easy access to scenic beaches and the well-loved town neighbourhood create a delightful and authentic experience for visitors.
  • South Pensacola: South Pensacola, a distinctive neighbourhood in the Pensacola region, offers an eclectic mix of beachside leisure and urban vibrancy. It is renowned for its family-friendly coastal attractions and dynamic city-themed experiences. With offerings that include a popular shopping centre and a motor racing venue, this area caters to both relaxation and high-energy pursuits. The neighbourhood’s close proximity to pristine beaches and charming town areas makes it a versatile destination for a memorable holiday.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

Here's the paraphrased text in a reliable and supportive tone of voice with British English phrases: Planning to save on your upcoming journey? Try being flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often results in significant savings. To locate the ideal Stayz property for your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a user-friendly platform to plan new trips, continue from where you last stopped, or manage your travel arrangements. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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:

  • Tiger Point Golf and Country Club (8.6 mi / 13.8 km)
  • Oops Alley (12.4 mi / 19.9 km)
  • Big Lagoon State Park (13.8 mi / 22.2 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:

  • 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)
  • Perdido Key Beach (13.1 mi / 21.1 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 Gulf Shores, AL (GUF-Jack Edwards), which is 29.1 mi (46.8 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 home?
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 home 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. Stayz has holiday homes of all sizes, shapes and budgets, so you're sure to discover your ideal match.
How much does it cost to rent a holiday home 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 Stayz. 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 homes 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 homes on Stayz. 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 Stayz, then spend leisurely days playing and splashing in a swimming pool that's for your use only.
What are popular home amenities in Pensacola?
Some of the most popular home 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, Stayz holiday homes have the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday homes 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 homes 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 homes 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 homes in Pensacola?
Take off with your loved ones and experience complete comfort and privacy in one of the 552 two-bedroom holiday homes Pensacola has to offer.
Are there holiday homes 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 Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Pensacola?
Pensacola has 1 ,413 holiday homes where you can chill out in air-conditioned comfort. To find a property on Stayz 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 home in Pensacola?
The minimum age is usually 16, 18 or 21. It can change across properties on Stayz, so look at the rules of your chosen Pensacola stay before booking.
How long can I rent a holiday home 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 Stayz. 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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