Southeast Pensacola holiday homes
We found 318 holiday rentals — enter your dates for availability
Discover a selection of 83 homes, 19 apartments and other holiday rentals in Southeast Pensacola that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and hot tub. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Southeast Pensacola
Showing deals for:8 Jan - 15 Jan
Wonderful
(14 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola
NZ$4,478
for 7 nights, 1 apartment
NZ$640 per night
includes taxes & fees
Exceptional
(52 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola
NZ$2,175
for 7 nights, 1 cottage
NZ$311 per night
includes taxes & fees
Exceptional
(17 reviews)
3bed 2bath house, 10 minutes to airport, 18 minutes to the Pensacola beach.
Pensacola
NZ$2,576
for 7 nights, 1 home
NZ$368 per night
includes taxes & fees
Exceptional
(5 reviews)
Hibiscus Sunrise Cottage - Walk to local dining & Bayou Texar, Close to downtown
Pensacola
NZ$2,005
for 7 nights, 1 cottage
NZ$286 per night
includes taxes & fees
Exceptional
(53 reviews)
One of a Kind Cottage Close to Downtown Pensacola & Bay Center ~15 min to Beach!
Pensacola
NZ$2,149
for 7 nights, 1 home
NZ$307 per night
includes taxes & fees
Exceptional
(35 reviews)
Beautiful Victorian-style home - 15 min from beach
Pensacola
NZ$9,071
for 7 nights, 1 home
NZ$1,296 per night
includes taxes & fees
Wonderful
(16 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola
NZ$2,391
for 7 nights, 1 cottage
NZ$342 per night
includes taxes & fees
Excellent
(7 reviews)
Cozy tiny home in downtown Pensacola
Pensacola
NZ$2,391
for 7 nights, 1 apartment
NZ$342 per night
includes taxes & fees
Exceptional
(47 reviews)
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Pensacola
NZ$2,646
for 7 nights, 1 home
NZ$378 per night
includes taxes & fees
Exceptional
(44 reviews)
Historic Pensacola 2BR townhouse open now for Spring and Summer.Walk everywhere!
Pensacola
NZ$3,372
for 7 nights, 1 home
NZ$482 per night
includes taxes & fees
Excellent
(8 reviews)
The stay guests remember because everything—from the location to the fenced yard—simply makes the trip easier.
Pensacola
NZ$1,636
for 7 nights, 1 apartment
NZ$234 per night
includes taxes & fees
Exceptional
(65 reviews)
Huge Historical Mansion for Groups Downtown Pensacola 1 Block from Palafox St
Pensacola
NZ$6,163
for 7 nights, 1 home
NZ$880 per night
includes taxes & fees
Very good
(6 reviews)
Your dog gets a fenced yard. You get a quiet East Hill home base minutes from downtown, the beach, and everything you came to Pensacola to enjoy.
Pensacola
NZ$1,516
for 7 nights, 1 apartment
NZ$217 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Southeast Pensacola
Find the best place to stay - Southeast Pensacola
Cozy cottage just minutes to downtown Pensacola
Sleeps 6 · 2 bedrooms · 1 bathroom
Cozy Corner house with garden located 15 to 20 mins from beach
Sleeps 8 · 3 bedrooms · 1 bathroom
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
Sleeps 7 · 3 bedrooms · 2 bathrooms
NEW! Elegant White House Near Downtown
Sleeps 4 · 2 bedrooms · 1 bathroom
Charming Guest House at Live Oaks on the Bayou
Sleeps 2 · 1 bedroom · 1 bathroom
Enjoy a stylish experience at this centrally-located guest house DOWNTOWN!
Sleeps 4 · 2 bedrooms · 1 bathroom
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Southeast Pensacola for a holiday rental?
The best time to visit Southeast Pensacola for a holiday rental is during the peak season from May to July. This vibrant period draws many visitors eager to enjoy the beautiful beaches, warm weather, and a variety of outdoor activities. July, in particular, is the most popular month, as families flock to the area for sun-soaked holidays filled with beach fun and local festivities.During these summer months, you can expect average temperatures ranging from 24 to 32 degrees Celsius, making it great for water sports, beach lounging, and exploring the charming local attractions. The warm climate invites you to partake in activities like paddleboarding, fishing, and sightseeing along the stunning coastline, ensuring plenty of opportunities for relaxation and adventure.For those seeking a more budget-friendly visit, consider planning your trip in November. This month offers a quieter experience, with fewer tourists and a chance to enjoy the natural beauty of the area at a more leisurely pace. November temperatures are still mild, generally between 15 to 23 degrees Celsius, allowing for pleasant outdoor exploration without the summer crowds.
What are the top attractions in Southeast Pensacola, Florida, United States of America?
In Southeast Pensacola, visitors can enjoy a variety of attractions that showcase the area's natural beauty and historical significance. One of the highlights is the stunning Gulf Islands National Seashore, which offers pristine beaches, hiking trails, and opportunities for water sports. Holiday rentals in nearby areas provide easy access to the beach, making it ideal for sunbathing and swimming.The Pensacola Lighthouse and Museum, located on the grounds of the Naval Air Station Pensacola, is another top attraction, offering panoramic views from the top and insight into the area's maritime history. Visitors can also explore the historic district of Pensacola, where charming historic architecture and local shops can be found.For those interested in culture, the Saenger Theatre hosts a variety of performances and events throughout the year, while the Pensacola Museum of Art showcases both contemporary and historical works.
Are all fees included in the Southeast Pensacola holiday homes prices shown on Bookabach?
Bookabach 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 Southeast Pensacola holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Southeast 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 Southeast Pensacola holiday homes?
You can find great discounts on holiday homes in Southeast Pensacola on Bookabach, 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 Southeast Pensacola holiday home booking on Bookabach?
To find Southeast Pensacola holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Southeast Pensacola?
A long-stay holiday home in Southeast 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 Bookabach?
Bookabach'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 Southeast Pensacola holiday home?
Book your Southeast 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Southeast Pensacola?
Prices for holiday homes in Southeast 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. Bookabach offers something for every taste and budget, from affordable homes in Southeast Pensacola to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.