South Sarasota holiday lettings

We found 6,620 holiday rentals — enter your dates for availability

Discover a selection of 36 homes and other holiday rentals in South Sarasota that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - South Sarasota

Showing deals for:17 Apr - 24 Apr

Image gallery for Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Pool
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Sarasota

8% off
Price is £11,343
for 7 nights, 1 villa
£1,620 per night
includes taxes & fees
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Find spaces that suit your style

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  • 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

What is the most popular type of holiday rental in South Sarasota?
In South Sarasota, holiday houses are the most popular type of rental, with around 66 available throughout the area. These houses typically offer spacious interiors, multiple bedrooms, and amenities such as fully equipped kitchens and private outdoor spaces, making them ideal for families or groups seeking a home-like environment. Additionally, there are several cottages, villas, condos, and apartments, each providing a range of comforts and conveniences. Many of these rentals are situated close to beautiful beaches and parks, allowing guests easy access to outdoor activities and local attractions.
Are there any beach house rentals in South Sarasota?
In South Sarasota, Florida, there are approximately 115 beach house rentals available, making it a popular destination for those seeking a seaside getaway. These beach houses are primarily located in charming neighbourhoods such as Siesta Key and Casey Key, both known for their beautiful beaches and vibrant atmosphere. Travellers can expect a variety of amenities, including spacious living areas, fully equipped kitchens, private pools, and outdoor BBQ facilities, superb for entertaining and enjoying the warm Florida weather. Many properties also provide easy access to local attractions, such as the stunning Siesta Key Beach and the lively shops and restaurants nearby.
How much does it cost to rent a holiday home in South Sarasota?
Prices for holiday rentals in South Sarasota 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 Sarasota 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 Sarasota holiday house rentals?
You can find great discounts on house rentals in South Sarasota 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 Sarasota holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South Sarasota 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 Sarasota?
A long-stay holiday rental in South Sarasota 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 Sarasota for a holiday rental?
The best time to visit South Sarasota for a holiday rental is during the peak season, which runs from January to March. March, in particular, is a popular month as visitors flock to the area to enjoy the warm, inviting weather and vibrant atmosphere. With average temperatures around 24°C, this time of year is great for outdoor activities such as beach lounging, water sports, and exploring the abundant local parks.

As the season unfolds, you can expect a lively environment filled with events and activities, including local festivals and markets that showcase the rich culture of the region. The proximity of stunning beaches and nature reserves makes it easy for travellers to indulge in sightseeing and leisure activities while soaking up the sun.

If you're looking for a more budget-friendly option, consider visiting in October. While this month sees fewer tourists, it still offers beautiful weather, with temperatures around 26°C. This transitional time allows for a more relaxed experience, where you can enjoy the area's natural beauty without the bustling crowds.
Are there any remote work holiday rentals in South Sarasota?
In South Sarasota, Florida, there are numerous remote work-friendly holiday rentals available, with around 74 options to choose from. This vibrant area is known for its beautiful beaches and cultural attractions, making it an excellent choice for those looking to blend work and leisure. Many properties cater specifically to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated desks, ergonomic chairs, and even laptop workspaces. Some may also offer additional conveniences like safes and computer monitors, ensuring a comfortable and productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Sarasota holiday rental?
Book your South Sarasota 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 Sarasota home rental booking on Vrbo?
To find South Sarasota 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 South Sarasota 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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