Photo by Judy M

Downtown Sarasota holiday lettings

We found 283 holiday rentals — enter your dates for availability
Discover a selection of 6 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.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Downtown Sarasota

  • Picturesque waterfront: Enjoy leisurely strolls along the scenic bayfront, taking in stunning views of the water.
  • Cultural attractions: Explore numerous art galleries and local events that showcase Sarasota's vibrant arts scene.
  • Outdoor parks: Relax in lush urban parks, perfect for families and those seeking a tranquil escape.
  • Diverse dining options: Delight in waterfront dining experiences and local eateries offering a taste of regional cuisine.
  • Inviting atmosphere: Experience a charming blend of urban life and beach culture in a lively, welcoming neighbourhood.

Popular types of accommodation around Downtown Sarasota

Experience the vibrant charm of Downtown Sarasota, Florida, where cultural attractions, dining, and stunning waterfront views await. This lively neighbourhood boasts an array of houses, condos, and apartments, perfect for your stay. Explore art galleries, boutique shops, and local eateries, or enjoy a leisurely stroll along the picturesque bayfront. With options to suit every traveller, Downtown Sarasota vacation rentals offer the ideal base for your unforgettable Florida getaway.

  • Houses: The top choice for visitors, offering a home-like atmosphere with ample space and amenities.
  • Condos: A popular option for those seeking modern conveniences and shared facilities in a vibrant setting.
  • Apartments: Ideal for travellers wanting a compact, self-catering space in the heart of the city.
  • Cottages: Charming and quaint, perfect for a peaceful retreat while still being close to attractions.
  • Villas: Spacious and luxurious accommodations, often featuring private pools and stunning views.**

Top attractions near Downtown Sarasota

Downtown Sarasota, Florida, offers a delightful mix of attractions perfect for families and city-themed beach vacations. Explore picturesque beaches, vibrant urban parks, and a bustling marina, all catering to outdoor enthusiasts and city dwellers alike. With its charming atmosphere and array of activities, including leisurely strolls and waterfront dining, Downtown Sarasota promises an enjoyable experience for all visitors seeking to embrace the local culture and natural beauty.

  • Siesta Key Beach: Renowned for its powdery white sands and crystal-clear waters, this beach offers a quintessential Floridian experience, perfect for sunbathing and water activities.
  • St. Armands Circle: A vibrant hub filled with boutique shops and fine dining, it exudes a charming city atmosphere, making it an ideal spot for leisurely strolls and enjoying local cuisine.
  • Marina Jack: This picturesque marina provides opportunities for boating and dining with stunning views, embodying the adventurous spirit and outdoor lifestyle of the area.

Things to do recommended for couples

For a romantic escape in Downtown Sarasota, take a sunset stroll along St. Armands Circle, indulge in a candlelit dinner at a waterfront restaurant, or enjoy a leisurely boat ride in the bay, soaking in the stunning views and serene atmosphere together.

Things to do recommended for families

Families visiting Downtown Sarasota can explore the vibrant Marie Selby Botanical Gardens, enjoy the interactive exhibits at the Sarasota Children's Garden, and relax at the beautiful Lido Beach, perfect for sandcastle building and family picnics.

Things to do recommended for groups

Group travellers in Downtown Sarasota can enjoy the thrills of motor racing at Desoto Speedway, located 26km away, or embark on an exciting adventure at TreeUmph. Adventure Course, a zipline and ropes course just 23km from the city centre.

*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 travelling with a group, family, pets, or planning an extended stay, it's important to refine your search according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Downtown Sarasota with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Downtown Sarasota with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, alongside ensuring that there are suitable amenities available, like a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Downtown Sarasota: For many, a family holiday wouldn’t be the same without their beloved pet by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most 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 holiday 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 accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Downtown Sarasota

Downtown Sarasota, Florida, offers a delightful blend of vibrant culture and natural beauty, perfect for families and beach lovers alike. Stroll along the picturesque waterfront, explore art galleries, or unwind in lush parks. With a variety of shops, restaurants, and entertainment options, this neighbourhood provides a relaxing yet lively atmosphere. Don't miss the chance to experience local events and festivals that highlight Sarasota's unique charm while creating unforgettable holiday memories.

  • Sarasota: Sarasota is a vibrant city known for its stunning beaches and rich cultural scene. Located on Florida's Gulf Coast, it offers a delightful blend of urban amenities and natural beauty. Visitors can enjoy a variety of activities such as shopping at local centres or relaxing at family-friendly beaches. Key attractions include the picturesque coastline and the lively town neighbourhood, providing a perfect backdrop for both relaxation and entertainment. The city's charm lies in its ability to cater to families, beach lovers, and city explorers alike, making it a versatile destination for any traveller.
  • Central Sarasota: Just 966m from Downtown Sarasota, Central Sarasota is a welcoming neighbourhood that embodies the same beachy, family-friendly spirit. This area boasts a mix of recreational spaces and shopping venues, making it ideal for those looking to unwind or indulge in some retail therapy. With nearby beaches and urban parks, families can enjoy outdoor activities while soaking up the sun. Central Sarasota is a great spot for tourists seeking a blend of leisure and urban life, all within easy reach of the heart of the city.
  • Laurel Park: Located a mere 322m from Downtown Sarasota, Laurel Park is a charming neighbourhood that offers a unique blend of city and family experiences. This area is perfect for business travellers and holidaymakers alike, with access to shopping centres and recreational areas. The local attractions include beautiful beaches and lush urban parks, providing plenty of opportunities for relaxation and outdoor fun. Laurel Park's close proximity to the bustling downtown adds to its appeal, making it an excellent choice for those wanting to explore the best of Sarasota.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new trips, pick up from where you last left off, or manage and review your existing plans. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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?
The best time to visit Downtown Sarasota for a holiday rental is during the peak season from January to March, with March being particularly popular among travellers. This period attracts those looking to enjoy the beautiful beaches, vibrant arts scene, and a variety of outdoor activities in pleasant weather. Expect temperatures to hover between 15 to 25 degrees Celsius, great for sunbathing, exploring local parks, or taking leisurely strolls along the waterfront.During these months, the area buzzes with energy as visitors flock to events like the Sarasota Film Festival and enjoy the lively option at local farmers' markets. The warm weather creates an ideal backdrop for outdoor dining and enjoying the local cuisine.For those seeking a more budget-friendly experience, consider visiting in October. During this time, this month still offers a chance to enjoy the stunning beaches and cultural activities without the crowds. The weather remains pleasant, and you can take advantage of lower rental rates while still indulging in the area's charm.
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, Florida, United States of America?
In Downtown Sarasota, visitors can experience firsthand a vibrant cultural scene and enjoy beautiful waterfront views. The Ringling Museum of Art, located just a short drive away, showcases an impressive collection of European paintings and offers a glimpse into the life of the circus magnate, John Ringling. Nearby, the Marie Selby Botanical Gardens features stunning tropical plants and scenic bay views, making it a lovely spot for a leisurely stroll.The downtown area itself is lively, with a variety of shops, restaurants, and cafés lining Main Street, where you can experience the local atmosphere. For those interested in the arts, the Sarasota Opera House hosts various performances throughout the year. Additionally, the waterfront parks, such as Bayfront Park, provide a relaxing setting to enjoy the views of Sarasota Bay and the marina.
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.

More holiday ideas