South Pensacola holiday lettings

We found 340 holiday rentals — enter your dates for availability

Select from 126 homes, 31 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:6 Feb - 13 Feb

Image gallery for ~Gem on G St~Downtown Pensacola~Bring your Pet~Walk to Restaurants & Supposey~

Terrace/patio
10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

~Gem on G St~Downtown Pensacola~Bring your Pet~Walk to Restaurants & Supposey~

Pensacola, FL

7% off
Price is £867
for 7 nights, 1 cottage
£124 per night
includes taxes & fees
~Gem on G St~Downtown Pensacola~Bring your Pet~Walk to Restaurants & Supposey~

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Frequently asked questions

What is the most popular type of holiday rental in South Pensacola?
In South Pensacola, holiday houses are the most popular rental choice, with around 110 available throughout the area. These properties typically feature spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or patios, making them ideal for families or larger groups. Additionally, there are about 23 cottages that offer a more quaint and rustic charm, often set in quieter neighbourhoods. Cottages usually come with cosy living areas and may include outdoor seating for enjoying the pleasant Florida weather. For those seeking a more compact option, there are approximately 10 apartments, which generally provide a comfortable living space with essential amenities.
Are there any beach house rentals in South Pensacola?
In South Pensacola, Florida, there are approximately 160 beach house rentals available, making it a popular destination for holidaymakers seeking a coastal retreat. These rentals are primarily located near the stunning beaches and vibrant local attractions, including the Pensacola Lighthouse and Fort Pickens. Most beach houses come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor decks or patios that provide beautiful views of the Gulf of Mexico. Many properties also feature private pools, BBQ grills, and easy beach access, suiting families and groups looking for a relaxing getaway by the sea.
How much does it cost to rent a holiday home in South Pensacola?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South 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 South Pensacola holiday house rentals?
You can find great discounts on house rentals in South 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.
Are there any South Pensacola holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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.
Can I find long-stay holiday rentals in South Pensacola?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit South Pensacola for a holiday rental?
March is the most popular time to visit South Pensacola, as it marks the beginning of peak season, which runs from March to May. During these months, travellers flock to this sunny destination, eager to soak up the vibrant atmosphere and enjoy the stunning beaches. The warm temperatures, typically in the mid to high 20s Celsius, create an ideal setting for outdoor activities, from sunbathing on the sandy shores to exploring nearby historic sites and parks.

If you're interested in water sports or simply relaxing by the sea, this peak season offers a wealth of opportunities. The bustling beachfront is filled with like-minded adventurers, making it a superb time to connect with others while enjoying a variety of local events and attractions.

However, for those looking for a more budget-friendly option, consider visiting in January. This month, while quieter, still offers a chance to experience the beauty of South Pensacola without the crowds. The temperatures, typically in the mid-teens Celsius, are still comfortable for enjoying leisurely strolls along the beach or sampling local cuisine in a relaxed atmosphere.
Are there any remote work holiday rentals in South Pensacola?
In South Pensacola, there are numerous remote work holiday rentals available, with around 122 options to choose from. This area is well-suited for those looking to blend work and leisure, offering a variety of properties equipped with essential amenities for productivity. Many rentals feature dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for remote tasks. Additionally, you'll often find high-speed Wi-Fi, computer monitors, and safe storage options, making it easy to stay connected and secure while working away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Pensacola holiday rental?
Book your South 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.
Can I change or cancel my South Pensacola home rental booking on Vrbo?
To find South 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the South 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.

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