Downtown Sarasota vacation rentals

We found 276 vacation rentals — enter your dates for availability

Discover a selection of 9 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.

Vacation rentals with weekly discounts - Downtown Sarasota

Showing deals for:Jun 12 - Jun 19

Image gallery for Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!

Front of home with Carport
10 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)

Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!

Sarasota

8% off
Price is $177
$1,240 for 7 nights
All fees included
Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!

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Find out more about Downtown Sarasota

Why visit Downtown Sarasota

  • Beautiful Beaches: Enjoy pristine beaches with stunning beachfront views perfect for relaxation and fun.
  • Vibrant Arts Scene: Explore local art galleries showcasing Sarasota's rich cultural heritage.
  • Outdoor Activities: Experience urban parks and marinas ideal for outdoor enthusiasts and families.
  • Diverse Dining Options: Savor delicious culinary experiences from casual eateries to fine dining restaurants.
  • Comfortable Accommodations: Choose from private homes, stylish condos, or cozy apartments for your stay.

Popular types of accommodation around Downtown Sarasota

If you're planning a getaway to Downtown Sarasota, you're in for a treat. Our most sought-after vacation rentals include houses, stylish condos, and cozy apartments. Whether you're looking for a condo for rent in Sarasota, FL, or a condominium downtown with access to a fitness center, we have the perfect options to fit your needs. Experience the charm of Sarasota with accommodations that offer both comfort and convenience.

  • Houses: The top choice for visitors seeking a personalized stay, these homes offer comfort and privacy for families, friends, or couples exploring Downtown Sarasota.
  • Condos: A popular option for tourists, condos provide convenient amenities and a vibrant community atmosphere in the heart of the city.
  • Apartments: Ideal for those wanting a cozy, home-like experience, apartments are a great choice for extended stays in Downtown Sarasota.
  • Cottages: Charming and quaint, cottages offer a unique lodging experience for those looking to unwind in a serene setting.
  • Villas: For a touch of luxury, villas provide spacious accommodations and upscale amenities in a beautiful environment.**

Top attractions near Downtown Sarasota

Downtown Sarasota is perfect for family, city-themed, and business vacations. Visitors can enjoy a variety of attractions, including beautiful beaches, urban parks, and marinas, making it ideal for outdoor enthusiasts and families alike. Whether you're looking for a relaxing day at the beach or an urban adventure, Downtown Sarasota has something for everyone to explore and enjoy.

  • Siesta Key Beach: Renowned for its powdery white sand and stunning sunsets, Siesta Key Beach offers a perfect escape for sunbathers and water sports enthusiasts alike. Enjoy the laid-back beach vibes while swimming, sunbathing, or taking a leisurely stroll along the shore.
  • St. Armands Circle: A vibrant shopping and dining destination, St. Armands Circle features unique boutiques, art galleries, and gourmet restaurants. Experience the lively city vibes as you explore this charming area, perfect for both casual strolls and upscale dining.
  • Marina Jack: This picturesque marina provides a gateway to outdoor adventures, including boating, fishing, and dining with a waterfront view. Enjoy the relaxed beach vibes while soaking in the beautiful scenery and vibrant atmosphere.

Things to do recommended for couples

Ready for a romantic getaway in Downtown Sarasota? Enjoy a captivating concert at the Beatrice Friedman Symphony Center, just 0.9 miles away. For some fun, try mini-golf at Evie's Golf Center, 5 miles away, or dive into adventure with Blue Water Explorers, located 13 miles from downtown.

Things to do recommended for families

Families visiting Downtown Sarasota can catch a game at Ed Smith Stadium, unwind at Nathan Benderson Park, or enjoy recreational activities at the Robert L. Taylor Community Complex. Each location offers a unique experience filled with sports, wellness, and relaxation vibes perfect for all ages.

Things to do recommended for groups

Experience the vibrant arts scene at Van Wezel Performing Arts Hall, just 0.9 miles away. For outdoor adventure, hike the scenic Sarasota BayWalk, located 3 miles away. Enjoy laughter and family fun at McCurdy's Comedy Theatre, 2 miles from Downtown Sarasota.

*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

If you’re traveling with a group, family, or pets, or planning an extended stay, be sure to apply the appropriate filters to match your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Downtown Sarasota with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Downtown Sarasota with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with 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, a family vacation isn't truly finished without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. The majority of pet-friendly properties offer feeding bowls and cozy 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 rentals. 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 is a vibrant neighborhood perfect for families and business travelers alike. Experience the charm of this Florida getaway with pristine beaches and stunning beachfront views. Explore local shops, art galleries, and delicious dining options that make Downtown Sarasota your new favorite destination. Whether you're seeking relaxation or adventure, this area offers a delightful atmosphere that captures the essence of tropical living.

  • Sarasota: Nestled along Florida's Gulf Coast, Sarasota is a vibrant city known for its beautiful beaches and cultural attractions. Downtown Sarasota serves as the city's heart, where visitors can experience a mix of urban charm and coastal relaxation. The area is perfect for families and beach lovers, offering access to stunning shorelines and family-friendly activities. Indulge in shopping at local malls and centers, and explore the diverse dining options. Notable landmarks such as the iconic beaches and inviting neighborhoods make Sarasota a must-visit destination for those seeking both adventure and tranquility.
  • Central Sarasota: Located a mere 0.6 miles from Downtown Sarasota, Central Sarasota is a lively neighborhood that captures the essence of Florida living. This area is popular for its family-friendly atmosphere and recreational opportunities. Visitors can enjoy a range of activities, from shopping at local centers to unwinding in urban parks. The nearby beaches offer additional attractions for sun-seekers and water sports enthusiasts. Central Sarasota is an ideal spot for those wanting a mix of city life and outdoor fun, making it a great addition to your itinerary.
  • Laurel Park: Just 0.2 miles from Downtown Sarasota, Laurel Park is a charming neighborhood that combines a family-friendly vibe with business appeal. This area features convenient shopping centers and golf courses, catering to both leisure and recreational interests. The nearby urban parks and beautiful beaches provide ample opportunities for relaxation and outdoor activities. Laurel Park’s close proximity to Downtown ensures easy access to cultural events and dining options, making it a perfect base for exploring the broader Sarasota area while enjoying a relaxed, community-oriented atmosphere.

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 in February to March and July, 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 SunnyAverageSlightly 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 SunnyModerately HighSlightly 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 a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Also, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you make a reservation for an eligible Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. Being the organizer certainly has its perks. Become a part of our One Key rewards program to enjoy exclusive savings for members and accumulate OneKeyCash on qualifying stays. Sign up now and begin earning today.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform to help you plan your trips, resume your previous projects, or manage your travel plans effectively. You'll easily find your saved or booked properties organized under Potential, Upcoming, or Current Trips. To get started with 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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