Old Southeast holiday lettings

We found 51 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Old Southeast to find one that's perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and parking. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Old Southeast?
Prices for holiday rentals in Old Southeast 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 Old Southeast 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 Old Southeast holiday house rentals?
You can find great discounts on house rentals in Old Southeast 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 Old Southeast holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Southeast 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 Old Southeast?
A long-stay holiday rental in Old Southeast 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 Old Southeast for a holiday rental?
April marks the most popular time to visit Old Southeast, Florida, as the region comes alive with vibrant spring colours and pleasant weather. This month signals the beginning of the peak season, which extends through June, attracting many holidaymakers eager to enjoy the area's beautiful beaches, rich cultural experiences, and outdoor activities. The climate during this period is typically warm, with temperatures ranging from 20 to 30 degrees Celsius, making it ideal for sunbathing, strolling along the waterfront, or exploring nearby parks.

As you immerse yourself in the local scene, you'll find that April offers a great balance of lively tourist activity without the overwhelming crowds often experienced in the height of summer. This makes it an excellent time for those seeking comfortable outdoor adventures, whether that's relaxing on the beach, visiting local markets, or enjoying the vibrant nightlife.

For travellers looking for a more budget-friendly option, consider visiting in October. This month, while quieter, provides a unique charm with fewer tourists and the chance to experience local events and festivals in a more intimate setting. The weather remains warm, allowing for enjoyable outings and exploration without the summer rush.

Ultimately, the best time to book your holiday rental in Old Southeast hinges on your preferences for atmosphere and activities, whether you crave the bustling energy of spring or the peaceful vibe of autumn.
How early should I book a Old Southeast holiday rental?
Book your Old Southeast 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 Old Southeast, Florida, United States of America?
In Old Southeast, Florida, visitors can enjoy a mix of natural beauty and local culture. The area is known for its proximity to the stunning waters of Tampa Bay, making it ideal for those who appreciate waterfront activities. The scenic waterfront parks, such as Lassing Park and the nearby Clam Bayou Nature Park, offer opportunities for leisurely strolls, bird watching, and picnicking amidst lush greenery.

For a taste of local history and arts, the nearby downtown St. Petersburg is home to the Salvador Dalí Museum, which showcases an impressive collection of the artist's works. Additionally, the vibrant Central Avenue, lined with lively shops, restaurants, and art galleries, is superb for those looking to immerse themselves in the local scene.

The Old Southeast neighbourhood also provides easy access to the charming Gulfport area, known for its quaint shops and the beautiful Gulfport Beach, where visitors can relax by the sea.
Can I change or cancel my Old Southeast home rental booking on Vrbo?
To find Old Southeast 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 Old Southeast 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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