South Sarasota vacation rentals

We found 6,652 vacation rentals — enter your dates for availability

Discover a selection of 38 homes and other vacation rentals in South Sarasota that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as parking and a pool. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - South Sarasota

Showing deals for:Jul 3 - Jul 10

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

Pool
10 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Siesta Key

9% off
Price is $1,847
$12,927 for 7 nights
All fees included
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

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Find out more about South Sarasota

Why visit South Sarasota

  1. Beautiful Beaches: South Sarasota is home to stunning beaches perfect for sunbathing and swimming.
  2. Outdoor Adventures: Explore urban parks and marinas for a variety of family-friendly outdoor activities.
  3. Charming Atmosphere: The neighborhood boasts a welcoming vibe with friendly locals and breathtaking scenery.
  4. Art and Culture: Discover a vibrant local art scene that adds to the area’s charm.
  5. Nearby Attractions: Visit nearby North Port for a relaxed family-friendly experience and beautiful homes.

Top attractions near South Sarasota

South Sarasota is perfect for a beach, family, or city-themed vacation, offering a variety of attractions to explore. Visitors can enjoy beautiful beaches, urban parks, and marinas, catering to those seeking outdoor adventures and family-friendly experiences. Whether you're traveling with loved ones or looking for a relaxing getaway, South Sarasota has something for everyone to enjoy.

  1. Siesta Key Beach: Renowned for its powdery white sand and vibrant beach atmosphere, Siesta Key Beach is perfect for sunbathing, swimming, and enjoying stunning sunsets. Its crystal-clear waters invite relaxation and fun in the sun.
  2. St. Armands Circle: A charming shopping and dining destination, St. Armands Circle offers a lively city vibe with boutique shops, art galleries, and gourmet restaurants. Enjoy a leisurely stroll or indulge in some shopping.
  3. Marina Jack: A picturesque marina featuring breathtaking views, Marina Jack is ideal for outdoor enthusiasts. Enjoy boating, dining, and waterfront adventures with a perfect blend of beach and adventure vibes.

Things to do recommended for couples

For a romantic getaway in South Sarasota, indulge in the luxury of The Oaks Club, only 7 miles away. Enjoy a fun-filled mini golf experience at Evie's Golf Center, just 4 miles distant, or immerse yourselves in the captivating performances at the Beatrice Friedman Symphony Center, also 4 miles away.

Things to do recommended for families

During your family vacation in South Sarasota, enjoy a game at Ed Smith Stadium, unwind at the Robert L. Taylor Community Complex, and explore the Canopy Walkway and Boylston Nature Trail for a thrilling outdoor adventure. Each spot offers unique experiences for kids and adults alike!

What do I need to keep in mind when booking a vacation around South Sarasota

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to South Sarasota with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to South Sarasota with young kids: Traveling with young kids can be quite demanding. It's essential to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Sarasota: For many families, a vacation wouldn’t feel complete without their furry companions. If you can relate, be sure to explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting South Sarasota: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Sarasota

South Sarasota is a charming neighborhood perfect for a beach-themed family vacation. Explore its inviting atmosphere filled with art, friendly locals, and breathtaking scenery. Don't miss nearby destinations like North Port, where you can find beautiful homes for sale and enjoy a relaxed, family-friendly vibe. Whether you're lounging on the beach or discovering local attractions, South Sarasota promises a memorable getaway.

  • Siesta Key: Siesta Key is a beautiful island city located about 2 miles from South Sarasota. Known for its stunning beaches, this destination is perfect for families and outdoor enthusiasts. Visitors can enjoy an array of activities, from relaxing on the powdery white sands of Siesta Beach to exploring local shops and resorts. Siesta Key is also home to vibrant recreational areas, making it an excellent spot for everything from beach volleyball to paddleboarding. The charming town atmosphere adds to the allure, allowing travelers to experience both relaxation and adventure in one picturesque location.
  • Siesta Key Village: Located just 2 miles from South Sarasota, Siesta Key Village is a lively neighborhood that captures the essence of coastal living. Known for its family-friendly vibe and bustling atmosphere, the village offers a delightful mix of shopping, dining, and beach access. Visitors can stroll through the quaint streets, explore local shops, and enjoy delicious meals at seaside restaurants. The nearby urban park and family beach provide ample opportunities for outdoor fun, making Siesta Key Village a perfect spot for a laid-back yet engaging vacation experience.
  • Oyster Bay: Just 0.3 miles from South Sarasota, Oyster Bay is a charming neighborhood that appeals to families and beach lovers alike. Its close proximity to the beach allows for quick access to sun-soaked shores and family-friendly activities. Oyster Bay features recreational areas and a country club, offering various options for leisure and entertainment. The local sports facility stadium adds excitement for sports enthusiasts. With its inviting community feel and abundance of nearby attractions, Oyster Bay is an ideal destination for a memorable beach getaway.

Best time to go to South Sarasota

If you're planning a trip to South Sarasota, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancy
January62.6°F (17.0°C)Light RainMostly SunnySlightly High
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnySlightly High
March68.4°F (20.2°C)Light RainMostly SunnySlightly High
April73.8°F (23.2°C)Light RainMostly SunnyAverage
May78.1°F (25.6°C)Light RainMostly SunnyAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyAverage
August83.5°F (28.6°C)Moderate RainMostly SunnySlightly Low
September81.5°F (27.5°C)Moderate RainMostly SunnyAverage
October77.0°F (25.0°C)Light RainMostly SunnySlightly Low
November70.5°F (21.4°C)Light RainMostly SunnySlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, use our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your ongoing travel arrangements, or review your existing bookings. Your saved or reserved properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

Frequently asked questions

What is the most popular type of vacation rental in South Sarasota?
In South Sarasota, vacation houses are the most popular type of rental accommodation, with about 83 available throughout the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Additionally, there are several cottages, villas, condos, and apartments scattered throughout South Sarasota, providing a variety of options to suit different preferences. Many of these rentals feature outdoor spaces, such as patios or gardens, allowing guests to enjoy the warm Florida weather while being close to local attractions and the beautiful coastline.
Are there any beach house rentals in South Sarasota?
In South Sarasota, there are approximately 121 beach house vacation rentals available, providing a range of options for travelers. These beach houses are primarily located near popular points of interest like Siesta Key Beach and the scenic Gulf Coast, making them ideal for those looking to enjoy the sun and surf. Most rentals come equipped with essential amenities, including fully stocked kitchens, spacious living areas, and outdoor patios or decks for enjoying the coastal breeze. Many properties also feature private pools, BBQ grills, and easy access to nearby beach activities, great for families or groups seeking a relaxing getaway.
How much does it cost to rent a vacation home in South Sarasota?
Prices for vacation 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 vacation 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.
What are popular rental amenities in South Sarasota?
In South Sarasota, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their own meals. Onsite parking is commonly available, making it convenient for those traveling with vehicles. Many properties also include outdoor spaces such as decks or patios, superb for enjoying the sunny Florida weather. Additionally, rentals typically come equipped with coffee and tea makers for a cozy morning routine. For those traveling with pets, it's worth noting that many rentals in the area permit pets, accommodating furry companions.
Can I find family house rentals in South Sarasota?
In South Sarasota, there is a diverse selection of family-friendly house rentals, with around 66 options available for travelers. This area is known for its beautiful beaches and parks, making it an ideal location for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play and families can gather.

Visitors can enjoy amenities like private pools, backyard barbecues, and easy access to local attractions. Nearby points of interest include the scenic Siesta Key, famous for its soft white sands, and the vibrant shopping and dining scene at Sarasota Square Mall. Parks such as the South Lido Park provide additional opportunities for outdoor fun, including playgrounds and picnic areas.
Can I rent a vacation home with a pool or hot tub in South Sarasota?
In South Sarasota, there are plenty of vacation homes available for rent that offer both pools and hot tubs, with around 51 options featuring pools and 16 with hot tubs. This picturesque area is known for its beautiful beaches and outdoor recreational activities, making it an attractive destination for travelers seeking relaxation and leisure.

Vacation rentals in South Sarasota typically come with a range of amenities, including private pools great for cooling off on warm days, hot tubs for soothing relaxation, and spacious outdoor areas ideal for family gatherings or barbecues. Many properties also include fully equipped kitchens, comfortable living spaces, and proximity to local attractions such as parks, golf courses, and the stunning Gulf Coast beaches.
Are there any South Sarasota vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Sarasota with parking available—perfect for families or travelers 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 book pet-friendly vacation rentals in South Sarasota?
Yes, you can book pet-friendly vacation rentals in South Sarasota, with a variety of options available to accommodate your needs. The area offers around 48 pet-friendly rentals, allowing travelers to find properties that suit their preferences and travel requirements. Many of these vacation homes come equipped with amenities such as spacious backyards, pet-friendly flooring, and outdoor areas for your furry friends to enjoy.

South Sarasota is known for its proximity to beautiful parks and nature reserves, such as the popular Myakka River State Park, where you can explore walking trails and enjoy the great outdoors alongside your pet. The region also features local dog-friendly beaches and parks, ideal for pet owners.
Can I find long-stay vacation rentals in South Sarasota?
A long-stay vacation rental in South Sarasota is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit South Sarasota for a vacation rental?
The most popular time to visit South Sarasota is from January to March, drawing in travelers seeking warm weather and beautiful beaches. This peak season is great for those who enjoy outdoor activities, as the mild temperatures (averaging in the mid-70s to low 80s Fahrenheit) create a friendly space for sunbathing, swimming, and exploring the stunning coastline.

March stands out as a particularly vibrant month, offering a lively mix of events and festivities, including spring break activities and local arts festivals that showcase the area's culture. Visitors can take advantage of the pleasant climate while enjoying various outdoor pursuits, like kayaking through the mangroves or strolling along the picturesque Siesta Key Beach.

For those looking to save on their vacation rental, October is a more budget-friendly month to visit South Sarasota. During this time, the area is less crowded, allowing for a more tranquil experience while still enjoying pleasant weather, typically in the low 70s to low 80s Fahrenheit. It's a great opportunity to enjoy nature trails and local parks without the hustle and bustle of peak tourist activity.

Ultimately, the best time to visit South Sarasota will depend on your preferences—whether you crave the energetic atmosphere of peak season or the serene beauty of the quieter fall months.
Are there any remote work vacation rentals in South Sarasota?
In South Sarasota, Florida, there are numerous options for remote work vacation rentals, with around 92 properties available. This area is ideal for those looking to combine work and leisure, as many rentals come equipped with essential amenities such as high-speed internet, Wi-Fi in the room, and comfortable workspaces to facilitate productivity.

Travelers can expect a variety of accommodations, including modern condos and spacious homes, often featuring open floor plans that provide a conducive environment for remote work. Many properties also offer additional amenities like pools, outdoor seating areas, and proximity to local attractions such as beautiful beaches, parks, and dining options, making it easy to unwind after a workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Sarasota vacation rental?
Book your South Sarasota vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Sarasota, Florida, United States of America?
South Sarasota, Florida, offers a variety of attractions that cater to different interests. The beautiful Siesta Key Beach, known for its powdery white sand, is a major draw for beachgoers and offers a laid-back atmosphere superb for sunbathing and swimming. Nearby, the vibrant Village of Siesta Key features local shops, restaurants, and nightlife, making it a great spot for dining and entertainment.

In the Southside Village area, visitors can find charming boutiques and cafes, along with the picturesque Sarasota Memorial Park. For art enthusiasts, the Ringling Museum of Art is located a bit further but is a must-visit, showcasing a vast collection of art and the historic Ca' d'Zan mansion.

Nature lovers can explore the Marie Selby Botanical Gardens, which feature stunning tropical displays and bayfront views. For those interested in wildlife, the nearby Myakka River State Park offers opportunities for hiking, birdwatching, and even airboat tours through the scenic wetlands.
Can I change or cancel my South Sarasota home rental booking on Vrbo?
To find South Sarasota vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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