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Downtown Sarasota vacation rentals

We found 275 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Downtown Sarasota that are perfect for your trip. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, like parking and a TV. At the end of the day, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Downtown Sarasota

Showing deals for:Sep 25 - Oct 2

Image gallery for Private Heated Pool Home Near Downtown & Legacy Trail

Pool
9.2 out of 10, Wonderful, (57 reviews)
Wonderful
(57 reviews)

Private Heated Pool Home Near Downtown & Legacy Trail

Sarasota

5% off
Price is $192
$1,342 for 7 nights
All fees included
Private Heated Pool Home Near Downtown & Legacy Trail

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Find out more about Downtown Sarasota

Why visit Downtown Sarasota

  • Beautiful Bayfront: Enjoy stunning views and outdoor activities along the picturesque Sarasota Bayfront.
  • Vibrant Downtown Atmosphere: Experience a lively scene filled with shops, restaurants, and cultural attractions.
  • Stroll through Urban Parks: Relax in charming parks that offer a tranquil escape from the city bustle.
  • Family-Friendly Activities: Discover a range of activities and attractions suitable for visitors of all ages.
  • Variety of Accommodations: Choose from diverse vacation rentals, including cozy apartments and stylish condos.

Popular types of accommodation around Downtown Sarasota

Discover the charm of Downtown Sarasota with a variety of vacation rentals perfect for your getaway. Whether you’re looking for a spacious private vacation home, a stylish condo, or a cozy apartment, our selection has something for everyone. Explore the vibrant streets and enjoy easy access to local attractions from your Downtown Sarasota condo or apartment rental. Choose the ideal space that caters to your needs and make your trip unforgettable.

  • Houses: The top choice for travelers in Downtown Sarasota, these homes provide spacious and comfortable accommodations, perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations, condos offer a blend of comfort and style.
  • Apartments: Ideal for solo travelers or couples, apartments provide a cozy and private space to unwind after exploring the city.
  • Cottages: These charming, smaller homes offer a quaint and cozy atmosphere, perfect for a romantic getaway.
  • Villas: Luxurious and spacious, villas are perfect for those looking for upscale accommodations with plenty of amenities.**

Top attractions near Downtown Sarasota

Downtown Sarasota is the perfect destination for family-friendly, city-themed, and beach vacations. Explore the beautiful Sarasota Bayfront, enjoy the vibrant downtown area, and relax at the marina. With plenty of outdoor activities and cultural experiences, this charming locale offers something for everyone. Don’t miss the chance to soak in the sun at the beach or take a leisurely stroll through urban parks, making your trip a memorable one.

  • Siesta Key Beach: Renowned for its powdery white sand and crystal-clear waters, Siesta Key Beach is perfect for sunbathing, swimming, and beach sports. Its relaxed atmosphere creates a quintessential beach vibe, making it an ideal spot for unwinding and enjoying stunning sunsets.
  • St. Armands Circle: A charming shopping and dining destination, St. Armands Circle features unique boutiques, art galleries, and gourmet restaurants. The lively city vibe, combined with lush landscaping, makes it a delightful place to stroll and indulge in Florida's culinary scene.
  • Marina Jack: This vibrant marina offers boating, dining, and outdoor activities with beautiful views of Sarasota Bay. With opportunities for adventure, including boat rentals and sunset cruises, Marina Jack is the perfect spot for those seeking excitement and relaxation by the water.

Things to do recommended for couples

For a romantic getaway in Downtown Sarasota, indulge in luxury at Sarasota Polo at Lakewood Ranch or The Oaks Club, both nearby. For something unique, try your hand at shooting at Sarasota Trap Skeet and Clays. Each offers a charming atmosphere perfect for couples.

Things to do recommended for families

Families visiting Downtown Sarasota can explore the interactive exhibits at the Mote Marine Laboratory & Aquarium, discover the lush landscapes at the Marie Selby Botanical Gardens, and enjoy a fun-filled day at the Sarasota Jungle Gardens, where kids can interact with exotic animals and enjoy the playground.

Things to do recommended for groups

Explore the vibrant Sarasota Farmers Market for fresh produce and local crafts, or take a scenic boat tour to see the beautiful coastline and marine life. Don't miss the Ringling Museum for art and history, perfect for group exploration and appreciation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, it’s important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Downtown Sarasota with a group: Think about how many bedrooms you require, as well as any specific amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Downtown Sarasota with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Downtown Sarasota: For many families, a vacation isn't truly fulfilling without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Downtown Sarasota: If you're in search of vacation rentals that offer 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 rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Downtown Sarasota

Downtown Sarasota offers a vibrant atmosphere perfect for family-friendly vacations and beach enthusiasts alike. Stroll through charming neighborhoods, browse beautiful Sarasota homes, and enjoy the nearby tropical scenery. With key destinations just a short walk away, you can easily explore the local culture, dining, and shopping. Nearby cities enhance your experience, making Downtown Sarasota a fantastic base for a relaxing getaway filled with diverse activities.

  • Sarasota: Sarasota is a vibrant city located on Florida's Gulf Coast, renowned for its stunning beaches and cultural attractions. Downtown Sarasota serves as the heart of the city, offering a diverse array of shopping, dining, and entertainment options. Visitors can explore the beautiful waterfront, attend performances at the Sarasota Opera, or relax at the scenic beaches. With a mix of family-friendly activities and urban charm, Sarasota is perfect for those seeking a city-themed vacation experience.
  • Central Sarasota: Central Sarasota is a charming neighborhood situated just 0.6 miles from Downtown Sarasota. This area is popular among families and beach enthusiasts alike, providing easy access to local shopping centers and recreational spaces. Central Sarasota offers a blend of urban parks and beautiful beaches, making it an ideal spot for outdoor activities and relaxation. Whether you're strolling through the parks or enjoying the local dining scene, Central Sarasota is a welcoming neighborhood for visitors of all ages.
  • Laurel Park: Laurel Park is a quaint neighborhood located 0.2 miles from Downtown Sarasota, known for its cozy, residential feel and convenient access to city amenities. This area attracts tourists for its family-friendly atmosphere and business-themed experiences. With nearby shopping centers and recreational areas, Laurel Park is perfect for those looking to enjoy a leisurely day out. Additionally, its proximity to beaches and urban parks enhances the overall travel experience, making it a delightful stop during your Sarasota vacation.

Best time to go to Downtown Sarasota

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.4°F (20.2°C)Light RainMostly SunnyModerately HighSlightly High
April73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyAverageSlightly High
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Moderate RainMostly SunnyModerately LowSlightly Low
October77.0°F (25.0°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

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

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage ongoing plans, and review your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Downtown Sarasota?
In Downtown Sarasota, vacation houses are a popular choice, with about 15 available in the area. These properties often come with spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many houses also feature outdoor spaces such as patios or gardens, superb for enjoying the warm Florida weather. Additionally, several apartments can be found throughout Downtown, offering a more compact and convenient option for travelers. These apartments typically include amenities like modern kitchens, cozy living areas, and sometimes access to communal facilities like pools or fitness centers.
Are there any beach house rentals in Downtown Sarasota?
In Downtown Sarasota, there are about 18 beach house rentals available, offering travelers a great experience close to the vibrant cultural scene of the city. These properties typically feature spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or balconies, superb for enjoying the warm Florida weather. Many rentals are located near points of interest like the Ringling Museum, Sarasota Bay, and Lido Key, providing easy access to both cultural attractions and beautiful beaches.
How much does it cost to rent a vacation home in Downtown Sarasota?
Prices for vacation rentals in Downtown 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 Downtown 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 Downtown Sarasota vacation house rentals?
You can find great discounts on house rentals in Downtown 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 Downtown Sarasota?
In Downtown Sarasota, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy a home-like dining experience. Many rentals also feature garages for convenient parking, making it easier for travelers with vehicles. Additionally, some properties are pet-friendly, accommodating guests traveling with pets, and service animals are permitted as well. For those who enjoy their morning coffee or tea, rentals often come equipped with coffee and tea makers, ensuring guests can start their day off right.
Can I find family house rentals in Downtown Sarasota?
In Downtown Sarasota, there are numerous family-friendly house rentals available, with around 15 options to choose from. This vibrant area is known for its cultural attractions and beautiful waterfront, making it an excellent choice for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play or families can gather.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and sometimes even private pools or game rooms for entertainment. Nearby, families can explore attractions like the Ringling Museum of Art, the Mote Marine Laboratory, and the picturesque Sarasota Bay, all contributing to a memorable experience.
Can I rent a vacation home with a pool or hot tub in Downtown Sarasota?
In Downtown Sarasota, travelers can find several vacation homes available for rent that feature pools and hot tubs, with around 10 options specifically offering hot tubs. This vibrant area is known for its arts scene, beautiful waterfront, and proximity to stunning beaches. Many of the vacation rentals in Downtown Sarasota provide desirable amenities such as private pools, relaxing hot tubs, outdoor seating areas, and fully equipped kitchens, making them great for families or groups looking to unwind after a day of exploring the local attractions.
Are there any Downtown Sarasota vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Downtown 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 Downtown Sarasota?
Yes, you can book pet-friendly vacation rentals in Downtown Sarasota, where there are about 11 options available. This vibrant area offers a mix of accommodations, including cozy apartments and spacious houses that often feature modern amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces like patios or balconies. Many rentals are designed for comfort, making them suitable for families or groups traveling with pets.

Downtown Sarasota is also close to several parks and pet-friendly points of interest. The beautiful Bayfront Park is an excellent spot for leisurely walks with your furry friends, providing scenic views of the water and plenty of green space to explore. Additionally, the area is dotted with dog-friendly cafes and shops, ensuring that both you and your pets will have a delightful experience while enjoying the city's vibrant setting.
Can I find long-stay vacation rentals in Downtown Sarasota?
A long-stay vacation rental in Downtown 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 Downtown Sarasota for a vacation rental?
The best time to visit Downtown Sarasota for a vacation rental is during the peak season from January to March, with March being particularly popular. This vibrant period attracts travelers seeking sun-soaked beaches and a rich cultural scene. You'll find a lot of outdoor activities, from relaxing on the white sands of Siesta Key to exploring art galleries and theaters that showcase the city's lively arts community.

During these months, the weather is delightful, with temperatures ranging from the mid-60s to the low 80s Fahrenheit, creating superb conditions for sightseeing and enjoying the area's many parks and waterfronts. The bustling atmosphere, combined with numerous festivals and events, makes it an ideal time for those looking to immerse themselves in local culture and connect with fellow adventurers.

For travelers looking to save a bit, October offers a great alternative. This month is quieter, allowing you to enjoy a more relaxed pace as you explore Sarasota's charming neighborhoods and waterfront dining options. The temperatures in October are still pleasant, typically in the mid-70s to low 80s Fahrenheit, superb for enjoying outdoor strolls and local attractions without the crowds.
Are there any remote work vacation rentals in Downtown Sarasota?
In Downtown Sarasota, there are numerous vacation rentals specifically suited for remote work, with around 16 options available. Travelers can expect accommodations equipped with essential remote work amenities, including dedicated office spaces, desks, and comfortable desk chairs. Many rentals also provide free Wi-Fi, ensuring a reliable internet connection for productivity.

The vibrant downtown area offers a mix of cultural attractions, including art galleries, theaters, and restaurants, making it an ideal location for those balancing work and leisure. Close by, you'll find beautiful parks and waterfront views, superb for taking breaks or enjoying some fresh air after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Sarasota vacation rental?
Book your Downtown 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 Downtown Sarasota, Florida, United States of America?
In Downtown Sarasota, visitors can explore a variety of attractions that highlight the area's cultural and natural beauty. The John and Mable Ringling Museum of Art is a standout, featuring an impressive collection of European paintings, circus memorabilia, and beautiful gardens. Just a short stroll away, the historic Sarasota Opera House offers a glimpse into the city's vibrant performing arts scene.

For those interested in outdoor activities, the Sarasota Bayfront Park provides scenic views of the water and is great for picnicking, walking, or enjoying water sports. The nearby Marina Jack is a popular spot where visitors can find dining options with waterfront views and opportunities for boat rentals or sunset cruises.

Additionally, the area boasts a lively arts district, with galleries and studios showcasing local artists. The Sarasota Farmers Market, held weekly, offers fresh produce and handmade goods, adding to the local charm of Downtown Sarasota.
Can I change or cancel my Downtown Sarasota home rental booking on Vrbo?
To find Downtown 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 Downtown 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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