Discover Your Ideal Sarasota Square Vacation Rentals for an unforgettable Florida getaway
Discover Your Perfect Sarasota Square Vacation Homes
Best Vacation Homes in Sarasota Square
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Why Choose Rent By Owner for your Sarasota Square Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Sarasota Square Vacation Rentals
Where are the best neighborhoods to stay in Sarasota Square?
When considering neighborhoods to stay in Sarasota Square, Sarasota, Florida, you’ll find a variety of charming areas that offer convenient access to local attractions and beautiful natural surroundings. This region is ideal for travelers seeking comfortable and reliable vacation rentals that serve as a perfect base for exploring nearby beaches, parks, and cultural sites. Whether you're looking for a lively neighborhood with plenty of amenities or a peaceful retreat close to the water, Sarasota Square provides a desirable location to meet your travel needs. Booking your stay here ensures a seamless experience, combining trustworthy accommodations with easy accessibility to everything this vibrant area has to offer.
Siesta Key Village
Located close to the region’s stunning beaches, this lively neighborhood offers a charming atmosphere with boutique shops and local eateries, making it an ideal spot for a relaxed getaway.
View 3919+ Rentals in Siesta Key VillageSaint Armands Key
Situated just off the coast, the area is renowned for its upscale shopping and dining options, offering a sophisticated backdrop for your stay near Sarasota’s vibrant attractions.
View 62+ Rentals in Saint Armands KeySouth Venice
This peaceful community provides easy access to pristine beaches and outdoor activities, perfect for travelers seeking a tranquil retreat within reach of the region’s natural beauty.
View 402+ Rentals in South VeniceThe Meadows
Known for its lush parks and golf courses, this neighborhood offers a blend of outdoor recreation and comfort, making it a great choice for active visitors.
View 52+ Rentals in The MeadowsCentral Sarasota
The heart of the city features convenient access to cultural venues, dining establishments, and retail outlets, ideal for those wanting to explore the bustling local scene.
View 1125+ Rentals in Central SarasotaSarasota Springs
A family-friendly area with beautiful parks and community amenities, providing a welcoming environment for all age groups during your visit.
View 119+ Rentals in Sarasota SpringsDowntown
The vibrant core of the region is filled with theaters, galleries, and eclectic dining options, perfect for immersing yourself in Sarasota’s dynamic culture.
View 1065+ Rentals in DowntownFruitville
Offering a mix of residential and commercial spaces, this neighborhood provides convenient access to local markets and parks, catering to those seeking comfort and practicality.
View 35+ Rentals in FruitvilleBest Times to Visit Sarasota Square
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures you make the most of your getaway, whether you’re seeking pleasant weather or fewer crowds in this vibrant area known for its stunning coastal scenery and lively community events.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences warm temperatures and plenty of sunshine, making it an ideal time for outdoor activities and enjoying the coastal scenery.
Winter (December to February)
In winter, the region offers mild weather with cooler evenings, attracting visitors seeking a sunny escape from colder climates.
Off-Season Highlights
Summer (June to August)
Summertime brings higher temperatures and humidity, but also fewer crowds, allowing you to enjoy more relaxed beach outings and local attractions.
Fall (September to November)
In fall, the weather remains warm yet gradually cools, providing a quieter atmosphere ideal for exploring the area's natural beauty without high season crowds.
Weekly Weather Forecast for Sarasota Square
How to Book Your Sarasota Square Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Sarasota Square
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor swimming pool for relaxation after your day of exploring.
- Take advantage of outdoor grilling areas to dine al fresco in the pleasant climate.
- Make the most of spacious patios or decks for lounging and entertaining outdoors.
- Benefit from lush landscaped gardens that provide a peaceful setting during your stay.
- Utilize dedicated outdoor parking spaces for convenient and secure vehicle storage.
- Relax in comfortable outdoor furniture designed for enjoying the sunshine and fresh air.
- Access nearby recreational facilities such as tennis courts or jogging paths, common in this region.
Top Attractions Around Sarasota Square
What attractions are nearby?
Within this vibrant area, you can enjoy a variety of activities nearby, from relaxing on beautiful beaches to exploring local parks and engaging in water sports, all easily accessible from your Sarasota Square vacation rental in Sarasota.

Family Activities
- airs and Wildlife Viewing: Discover the diverse native species at the local parks and nature reserves to introduce your family to the region's natural beauty.
- Beach Activities: Spend quality time together on the sandy shores, where swimming, building sandcastles, and relaxing under the sun are always popular options.
- Museum Exploration: Engage with the region's history and culture through interactive exhibits that captivate children and adults alike.
- Shopping and Dining Excursions: Experience family-friendly retail centers and eateries that showcase the area's vibrant local scene while providing fun for everyone.
Adult Activities
- Visit the Mote Marine Laboratory & Aquarium: Engage with fascinating marine life exhibits and learn about conservation efforts right here in the region.
- Enjoy a round of golf at a premier course: Relax and unwind on beautifully maintained courses that offer stunning views and challenging holes in this destination's scenic surroundings.
- Explore local art and culture at nearby galleries: Discover vibrant art scenes and cultural displays that showcase the region’s creative spirit and community talents.
- Relax at pristine beaches close to this area: Unwind on soft sands and enjoy the sparkling waters, perfect for soaking up the Florida sunshine just moments away from your stay.
Sarasota Square Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Take advantage of the area's popular spots by scheduling your activities ahead of time to maximize your experience without missing out.
- Explore Local Dining Options: Discover the region's culinary delights by trying nearby restaurants and cafes that showcase local flavors during your stay.
- Utilize Transportation Services: Make the most of easy transit options or rental services in this destination to conveniently explore all parts of the area.
- Choose the Right Vacation Rental: Select a well-located property in Sarasota, Florida, to enjoy quick access to beaches, attractions, and amenities here for a more relaxing visit.
Transportation Options
- Rental Car Services: In this area, major rental car providers offer convenient pick-up and drop-off options to explore Sarasota comfortably at your own pace.
- Public Transit: The region's bus system provides an affordable and reliable way to navigate Sarasota without the need for personal transportation.
- Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber and Lyft are readily available here, ensuring quick access to local attractions and nearby destinations.
- Bicycle Rentals: Cycling is a popular option in this destination, with various bike rental shops offering easy ways to enjoy the area's scenic routes.
Local Customs Options
- Holidays and Festivals: Participating in local celebrations like the region’s seasonal festivals allows you to experience the vibrant community spirit of Sarasota, Florida.
- Dining Etiquette: When enjoying the area's culinary scene, it’s customary to share meals family-style, reflecting the region’s warm and convivial hospitality.
- Beach Protocols: Respect for the natural environment is key here, with visitors encouraged to follow designated paths and dispose of trash responsibly on the region’s renowned beaches.
- Art and Cultural Respect: Appreciating Sarasota’s rich arts scene involves engaging respectfully with local artists and attending community-led cultural events that celebrate regional creativity.
Frequently Asked Questions About Sarasota Square?
1. What are the top vacation rentals in Sarasota Square?
There are a lot of options in Sarasota Square. If you plan on staying in the Sarasota Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sarasota Square:
- A Bayside Treasure - Outstanding Waterfront Views!
- On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
- 🦩Bayview Beauty at Siesta Key 🦩
- Spacious Penthouse 3bd/3bath, nOn the Beach, Great Views!
- Siesta Breeze Villa: Relax by the Pool, stroll to the Beach or Village
- Great location on the Beach!nrenovated 2bd,2bth, Christmas week available!
- ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
- Just a three minute walk from the white sand of the world renowned Siesta Beach
- Exceptional Beachfront condo on Crescent Beach
- Fisherman's Cove A113 - The Dominican - Gulf Beach front steps from Lanai
2. How many Rentbyowner vacation rentals are available in Sarasota Square?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2909 in the Sarasota Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sarasota Square.
3. What is the cancellation policy for vacation rentals in Sarasota Square?
4. How do I ensure my booking in Sarasota Square is secure?
5. Are there any additional fees associated with booking a vacation rental here?
6. What amenities can I expect in vacation rentals around Sarasota Square?
7. How do I contact the property owner if I have questions about my stay?
Best Vacation Homes in Sarasota Square
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