Downtown Sarasota holiday lettings

We found 269 holiday rentals — enter your dates for availability

Discover a selection of 13 homes and other holiday rentals in Downtown Sarasota that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Why visit Downtown Sarasota

  • Stunning beaches: Relax on beautiful sandy shores and enjoy the sun along Sarasota's picturesque coastline.
  • Charming urban parks: Explore lush parks perfect for leisurely strolls, picnics, and family outings.
  • Vibrant marina: Experience the lively marina atmosphere with boating activities and waterfront dining.
  • Bustling shopping and dining: Discover delightful shops and chic cafes that showcase local cuisine and culture.
  • Varied accommodation options: Choose from stylish condos, private holiday homes, or comfortable apartments to suit your needs.

Popular types of accommodation around Downtown Sarasota

You've chosen Downtown Sarasota for your getaway, and now it's time to find the perfect accommodation. Explore our selection of popular options, including private holiday homes, stylish condos, and comfortable apartments. Whether you're looking for a spacious house rental or a chic downtown condo, we have a variety of Sarasota vacation rentals to suit your needs. Get ready to enjoy a fantastic stay in this vibrant locale!

  • Houses: The most sought-after option in Downtown Sarasota, offering ample space for families, couples, or groups seeking a home-like experience during their holiday.
  • Condos: A popular choice for those looking for modern amenities and a vibrant community atmosphere, ideal for both short and long stays.
  • Apartments: A convenient option for solo travellers or couples, providing a comfortable and self-contained space to relax.
  • Cottages: Charming and quaint, these are perfect for those wanting a cosy retreat while still being close to the action.
  • Villas: Luxurious accommodations that offer a bit more space and privacy, great for those seeking an upscale getaway.**

Top attractions near Downtown Sarasota

Downtown Sarasota is ideal for family, business, and city-themed holidays, offering a delightful mix of attractions. Visitors can enjoy the stunning beaches, scenic urban parks, and vibrant marina. Whether seeking outdoor adventures or a family-friendly atmosphere, Downtown Sarasota provides a perfect blend of experiences to suit every traveler's needs. Make sure to explore the local points of interest for a memorable visit.

  • Lido Beach: A stunning stretch of sand offering a relaxed beach atmosphere, perfect for sunbathing, swimming, and beachcombing. Enjoy picturesque sunsets and the gentle sound of the waves, just 1.9km from Downtown Sarasota.
  • St. Armands Circle: This charming street is lined with boutique shops, restaurants, and cafes, providing a vibrant city vibe. It's a delightful place to stroll, shop, and dine, also located 1.9km from Downtown Sarasota.
  • Marina Jack: A lively marina featuring boating activities, water sports, and dining options with stunning views of Sarasota Bay. At just 311m from Downtown, it’s ideal for adventure enthusiasts and outdoor lovers.

Things to do recommended for couples

For a romantic getaway in Downtown Sarasota, enjoy a concert at the Beatrice Friedman Symphony Center, 559m away, or challenge each other at Evie's Golf Center, 3.1km away. For a splash of adventure, explore the underwater sports with Blue Water Explorers, 8.1km away.

Things to do recommended for families

Families can explore the serene Nathan Benderson Park, only 3.7km from Downtown Sarasota, or enjoy the sporting atmosphere at Ed Smith Stadium, just 1.2km away. For wellness and relaxation, the Robert L. Taylor Community Complex, also 1.2km away, offers a fantastic experience for all ages.

Things to do recommended for groups

Experience the vibrant arts scene at the Van Wezel Performing Arts Hall, only 559m from Downtown Sarasota. Enjoy a scenic hike at Sarasota BayWalk, 1.9km away, or share laughs at McCurdy's Comedy Theatre, located 1.2km from the heart of the city.

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

If you're planning a trip with friends, family, pets, or seeking extended stays, be sure to use the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Downtown Sarasota with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for these options and many more on Vrbo.
  • Traveling to Downtown Sarasota with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable facilities, 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 Downtown Sarasota: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Downtown Sarasota: If you’re seeking holiday rentals with discounts for stays of a month or more, you’ve come to the perfect place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Downtown Sarasota

Downtown Sarasota offers a delightful blend of vibrant city life and family-friendly charm, making it an ideal destination for any traveller. Explore the bustling streets lined with delightful shops, chic cafes, and beautiful parks. The area’s tropical atmosphere invites relaxation, while the lively downtown lifestyle ensures there's always something to see and do. Whether you're enjoying a leisurely stroll or indulging in local cuisine, Downtown Sarasota promises a memorable experience for all.

  • Sarasota: Sarasota is a vibrant city located a mere 249m from Downtown Sarasota. Known for its stunning beaches and family-friendly atmosphere, this destination invites visitors to indulge in a variety of experiences. Explore the local shopping mall and numerous boutiques or unwind at the nearby family beach. With its picturesque town neighbourhoods and recreational resorts, Sarasota perfectly blends urban living with coastal charm, making it ideal for those seeking both relaxation and adventure.
  • Central Sarasota: Central Sarasota, situated 373m away from Downtown, is a delightful neighbourhood that offers a harmonious blend of city and beach experiences. Visitors will find a variety of shopping centres and a recreational area that cater to families and outdoor enthusiasts alike. The proximity to beautiful beaches and urban parks creates a perfect setting for leisurely strolls and picnics. Central Sarasota is a fantastic choice for those looking to enjoy family time while still having the vibrancy of city life at their fingertips.
  • Laurel Park: Only 124m from Downtown Sarasota, Laurel Park is a charming neighbourhood renowned for its family-oriented, city-themed, and business-friendly atmosphere. The area offers convenient access to shopping centres and golf facilities, making it an excellent choice for those looking to unwind or conduct business. With beautiful beaches and urban parks nearby, Laurel Park provides a serene escape without straying far from the urban excitement of Sarasota. This neighbourhood is perfect for families and professionals seeking a well-rounded experience.

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

Are you hoping to save on your next getaway? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue from where you last left off, or manage and review your travel arrangements. You’ll find your saved or booked properties neatly organised under the categories of Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Downtown Sarasota?
In Downtown Sarasota, holiday houses are the most popular type of rental, with around 13 available throughout the area. These properties typically offer spacious living arrangements, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for enjoying the warm Florida weather. Additionally, several cottages can be found in this vibrant district, providing a cozier and more intimate atmosphere for couples or small families.
Are there any beach house rentals in Downtown Sarasota?
In Downtown Sarasota, there are about 16 beach house holiday rentals available, offering a delightful mix of proximity to the vibrant city life and the stunning coastline. These rentals typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups looking to enjoy a relaxed beach holiday. Many properties also come with outdoor patios or decks, great for soaking up the Florida sun after a day of exploring nearby attractions such as the Ringling Museum of Art or the beautiful Sarasota Bay.
How much does it cost to rent a holiday home in Downtown Sarasota?
Prices for holiday 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 holiday 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.
Are there any Downtown Sarasota holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Downtown 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 Downtown Sarasota?
A long-stay holiday rental in Downtown 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 Downtown Sarasota for a holiday rental?
March is the most popular time to visit Downtown Sarasota, as it falls within the peak season from January to March. This vibrant period attracts holidaymakers eager to soak up the sun, enjoy outdoor activities, and take advantage of the lively atmosphere that Sarasota offers. With warm temperatures averaging around 24 to 27 degrees Celsius, the weather is great for beach outings, exploring the local arts scene, or dining al fresco at the numerous waterfront restaurants.

During these months, you'll find a bustling calendar of events, including music festivals and art fairs, which add to the charm of the area. The beautiful beaches, such as Siesta Key, are ideal for sunbathing and water sports, making it a haven for those seeking both relaxation and adventure.

If you are looking for a more budget-friendly option, consider visiting in October. This month presents a wonderful opportunity to enjoy a quieter experience while still benefiting from pleasant weather, with temperatures averaging around 26 degrees Celsius. You can explore the local attractions without the crowds and enjoy the beautiful autumn scenery along the coastline.
Are there any remote work holiday rentals in Downtown Sarasota?
In Downtown Sarasota, there are remote work holiday rentals available, with around 14 options to choose from. This vibrant area is known for its cultural attractions, including the Ringling Museum of Art and the beautiful Marie Selby Botanical Gardens, making it an appealing destination for both work and leisure. Many of the properties come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated office spaces, desk chairs, and even computer monitors, ensuring that you can stay productive while enjoying your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Sarasota holiday rental?
Book your Downtown 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.
What are the top attractions in Downtown Sarasota?
In Downtown Sarasota, visitors are treated to a variety of attractions that showcase the area's vibrant culture and natural beauty. The Ringling Museum of Art, located nearby, offers an impressive collection of artwork and the stunning Ca' d'Zan mansion, reflecting the opulent lifestyle of its former owner, John Ringling. Rental properties in this area often provide easy access to the museum and the picturesque grounds surrounding it.

St. Armands Circle is another popular destination, known for its upscale shopping and dining options. The circle features a delightful mix of boutiques, cafes, and restaurants, making it a great spot for leisurely strolls. Properties near this area often combine convenience with luxury, allowing guests to enjoy both the local cuisine and shopping experiences.
Can I change or cancel my Downtown Sarasota home rental booking on Vrbo?
To find Downtown 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 Downtown 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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