South Pensacola holiday rentals

We found 349 holiday rentals — enter your dates for availability
Select from 90 homes, 26 cottages and other holiday rentals in South Pensacola to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – South Pensacola

Showing deals for:20 Nov - 27 Nov

Living area
Private kitchen
Interior
Dining
Exceptional
(50 reviews)

Java the Hut: Cozy Retreat in Downtown Pensacola

Pensacola

7% off
AU$1,978
for 7 nights, 1 cottage
AU$283 per night
includes taxes & fees
Java the Hut: Cozy Retreat in Downtown Pensacola
Room
Private kitchen
Private kitchen
Bathroom
Wonderful
(16 reviews)

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

Pensacola

8% off
AU$1,920
for 7 nights, 1 cottage
AU$274 per night
includes taxes & fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior
Interior
Living area
Room
Exceptional
(46 reviews)

Pet Friendly 2/1.5 in the Heart of Historic Pensacola

Pensacola

8% off
AU$2,435
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Dining
Private kitchen
Room
Property grounds
Exceptional
(64 reviews)

Cute, Peaceful Home, Centrally Located in West Pensacola

Pensacola

11% off
AU$1,693
for 7 nights, 1 home
AU$242 per night
includes taxes & fees
Cute, Peaceful Home, Centrally Located in West Pensacola
Kitchen
Kitchen Sink
Entry of Home
Dining and Living Areas
Exceptional
(36 reviews)

Renovated Bungalow near Downtown Pensacola with King Bed!

Pensacola

11% off
AU$1,663
for 7 nights, 1 home
AU$238 per night
includes taxes & fees
Renovated Bungalow near Downtown Pensacola with King Bed!
Dining
Unit offers plenty of space to gather with your group in a meaningful way.
Room
View Across Great Room
Wonderful
(14 reviews)

Amazing Loft in Historic Waterworks Building, near Downtown Pensacola

Pensacola

8% off
AU$3,522
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Interior
Private kitchen
Exterior detail
Interior
Excellent
(7 reviews)

Cozy tiny home in downtown Pensacola

Pensacola

8% off
AU$1,920
for 7 nights, 1 apartment
AU$274 per night
includes taxes & fees
Cozy tiny home in downtown Pensacola
Living area
Private kitchen
Dining
Room
Excellent
(28 reviews)

Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi

Pensacola

7% off
AU$2,260
for 7 nights, 1 home
AU$323 per night
includes taxes & fees
Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi
Property grounds
Room
Interior
Living area
Wonderful
(6 reviews)

Welcome to Parrot Perch. Large & Comfortable Studio

Pensacola

6% off
AU$940
for 7 nights, 1 home
AU$134 per night
includes taxes & fees
Welcome to Parrot Perch. Large & Comfortable Studio
Living area
Terrace/patio
Living area
Interior
Exceptional
(83 reviews)

BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water

Pensacola

8% off
AU$4,114
for 7 nights, 1 home
AU$588 per night
includes taxes & fees
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Interior
Restaurant Iron is a can't miss for elevated dining & artisan cocktails
Bespoke bar area
Interior
Exceptional
(65 reviews)

Huge Historical Mansion for Groups Downtown Pensacola 1 Block from Palafox St

Pensacola

9% off
AU$6,226
for 7 nights, 1 home
AU$889 per night
includes taxes & fees
Huge Historical Mansion for Groups Downtown Pensacola 1 Block from Palafox St

  • 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

Frequently asked questions

When is the best time to visit South Pensacola for a holiday rental?
March marks the most popular time to visit South Pensacola, as it kicks off the peak season that continues until May. This period attracts those looking to enjoy the warm and inviting climate along the Gulf Coast, with temperatures typically ranging from 15 to 25 degrees Celsius. The pleasant weather makes it ideal for outdoor activities such as beach outings, water sports, and exploring the area's vibrant local culture.During these months, you can expect an array of events and attractions, including lively festivals and bustling markets, all set against the picturesque backdrop of sandy shores and azure waters. Early spring is particularly appealing, as the scenery is vibrant and the atmosphere is buzzing with energy from fellow holidaymakers and locals alike.If you're seeking a more budget-friendly option, consider planning your visit in January. During this time, January offers its own charm with milder temperatures, great for peaceful beach walks and discovering the local dining scene without the hustle and bustle of peak season.Ultimately, the best time for your holiday rental in South Pensacola depends on whether you prefer the lively energy of the peak season or the tranquil allure of the quieter months.
What are the top attractions in South Pensacola, Florida, United States of America?
In South Pensacola, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural heritage. The stunning beaches along the Gulf Coast, particularly those at Pensacola Beach, offer soft white sands and clear turquoise waters, great for sunbathing, swimming, and water sports. Nearby, the Pensacola Lighthouse and Museum provides a historical perspective and breathtaking views from the top.For those interested in military history, the National Naval Aviation Museum is a must-visit, showcasing aircraft and exhibits related to naval aviation. The vibrant downtown area features historic architecture, local shops, and eateries, providing a charming atmosphere to explore.In addition, the scenic Gulf Islands National Seashore offers opportunities for hiking, birdwatching, and enjoying pristine natural landscapes.
Are all fees included in the South Pensacola holiday homes prices shown on Stayz?
Stayz 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.
Are there any South Pensacola holiday homes with parking?
Stayz offers a wide selection of holiday homes in South 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 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.
Are there any discounts for South Pensacola holiday homes?
You can find great discounts on holiday homes in South Pensacola on Stayz, 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.
Can I change or cancel my South Pensacola holiday home booking on Stayz?
To find South Pensacola holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Pensacola?
A long-stay holiday home in South 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a South Pensacola holiday home?
Book your South Pensacola holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Pensacola?
Prices for holiday homes in South 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Pensacola to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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