Best Vacation Homes in Sarasota
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10.0- Balcony/Terrace
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Parking
10.0- Fireplace/Heating
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Ocean View- Balcony/Terrace
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10.0- Oceanfront
Hot Tub- Fireplace/Heating
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10.0- Private Pool
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Spa
Sarasota Luxury Rentals
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Child Friendly
- Private Pool
- Oceanfront
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- Private Pool
- Oceanfront
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- Private Pool
- Oceanfront
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- Internet
- Child Friendly
Laundry
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- Parking
- Private Pool
- Oceanfront
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Sarasota Pet Friendly Vacation Rentals
10.0- Hot Tub
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10.0- Pool
- Pet Friendly
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- Parking
10.0- Fireplace/Heating
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10.0- Private Pool
- Oceanfront
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10.0- Oceanfront
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10.0- Private Pool
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10.0- Private Pool
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10.0- Oceanfront
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Sarasota Large Vacation Homes
10.0- Private Pool
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10.0- Fireplace/Heating
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9.0- Fireplace/Heating
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10.0- Oceanfront
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6.0- Private Pool
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4.0- Private Pool
- Oceanfront
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- Private Pool
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Why Choose Rent By Owner for your Sarasota Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Sarasota Vacation Rentals
Where are the best neighborhoods to stay in Sarasota?
When planning your stay in Sarasota, Florida, choosing the right neighborhood can enhance your overall experience. Whether you're seeking a vibrant area close to cultural attractions or a peaceful retreat near stunning beaches, Sarasota offers a variety of neighborhoods to suit your preferences. By selecting a suitable location within Sarasota, you can enjoy easy access to local amenities, beautiful waterfront views, and authentic community vibes. Discover the perfect place to stay that aligns with your vacation goals and makes your visit to Sarasota truly memorable.
Siesta Key Village
Staying near Siesta Key Village puts you close to the lively local scene with easy access to beautiful beaches and charming dining spots, making it a popular choice for those seeking a vibrant atmosphere and scenic views.
View 3947+ Rentals in Siesta Key VillageSaint Armands Key
This area offers an upscale ambiance with exquisite shopping and dining experiences, perfect for travelers looking to indulge in a luxurious and convenient location within Sarasota's renowned cultural district.
View 66+ Rentals in Saint Armands KeySouth Venice
Here, you can enjoy peaceful surroundings and easy access to nearby waterways, ideal for travelers who want a quiet retreat while still being close to Sarasota’s attractions.
View 369+ Rentals in South VeniceThe Meadows
The Meadows provides a lush, residential setting with parks and golf courses, making it suitable for visitors seeking a tranquil environment near Sarasota’s outdoor recreational options.
View 59+ Rentals in The MeadowsCentral Sarasota
Choosing to stay in Central Sarasota means you're at the heart of the region’s vibrant community, with quick access to local shops, eateries, and cultural venues.
View 1015+ Rentals in Central SarasotaSarasota Springs
Known for its family-friendly atmosphere and natural beauty, this neighborhood offers a relaxing base for exploring the area's parks and outdoor activities.
View 117+ Rentals in Sarasota SpringsDowntown
A stay downtown places you amid Sarasota's lively arts scene, galleries, and entertainment options, providing a cosmopolitan vibe with easy access to city conveniences.
View 963+ Rentals in DowntownFruitville
Located conveniently close to major highways and shopping centers, Fruitville is ideal for travelers wanting practical access to the region's attractions while enjoying a comfortable, suburban setting.
View 42+ Rentals in FruitvilleBest Times to Visit Sarasota
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can greatly enhance your experience, as the region offers different attractions and climates throughout the year that are perfect for planning your ideal getaway.
Peak Season Highlights
Spring (March to May)
During this period, you can enjoy warm weather and vibrant local events, making it an ideal time for outdoor activities. The area tends to be lively with visitors seeking to escape colder climates, so booking well in advance is recommended.
Winter (December to February)
This season attracts travelers looking for mild winter weather and ample sunshine. It’s a popular time to explore the region's scenic beauty while avoiding peak summer crowds, perfect for a relaxed coastal getaway.
Off-Season Highlights
Summer (June to August)
While warmer temperatures prevail, fewer visitors mean more availability and better rates on vacation rentals. It’s a good time to enjoy quieter beaches and take advantage of lower prices during the off-peak months.
Fall (September to November)
As the hurricane season subsides, this period offers pleasant weather and less crowded attractions. It’s perfect for exploring the region comfortably without the high-season crowds, often at more affordable rates.
Weekly Weather Forecast for Sarasota
How to Book Your Sarasota 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
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 a private outdoor pool to relax and unwind under the Florida sun.
- Take advantage of lush landscaped gardens perfect for strolling and outdoor dining.
- Make the most of spacious patios or decks ideal for entertaining friends and family.
- Benefit from outdoor grilling areas to savor delicious barbecues in the warm weather.
- Relax in shaded cabanas or lounging areas designed for comfort and leisure.
- Experience direct access to nearby beaches or waterfront views for scenic outings.
- Utilize outdoor sports facilities such as tennis courts or walking trails available on-site.
Top Attractions Around Sarasota
What attractions are nearby?
During your stay, you'll have the opportunity to explore beautiful beaches, enjoy vibrant arts and cultural events, or indulge in the region’s renowned outdoor activities right nearby.
Family Activities
- Myakka River State Park: Explore the natural beauty through family-friendly boat tours and scenic walks along the waterways.
- Sarasota Jungle Gardens: Enjoy an interactive experience with exotic animals and lush gardens perfect for a fun family outing.
- Marie Selby Botanical Gardens: Discover vibrant plant collections and participate in educational programs suitable for all ages.
- Siesta Key Beach: Relax and build sandcastles on the soft white sands while enjoying the calm Gulf waters.
Adult Activities
- Visit the Marie Selby Botanical Gardens: Immerse yourself in lush tropical gardens and stunning waterfront views that highlight the region’s natural beauty.
- Explore the Sarasota Jungle Gardens: Discover exotic animals and vibrant plant displays perfect for engaging outdoor experiences in this scenic setting.
- Enjoy a day at Siesta Key Beach: Relax on powdery white sands and swim in clear blue waters, experiencing one of the area’s most renowned coastal spots.
- Discover downtown Sarasota’s arts and culture scene: Stroll through galleries, theaters, and local shops that showcase the region’s vibrant creative community.
Other Places to Stay in Sarasota, FL
Sarasota Travel Tips
How Can You Make the Most of Your Stay?
- Explore local beaches: Take advantage of the stunning shoreline to enjoy sunbathing, swimming, or water sports, making your stay truly relaxing and memorable.
- Discover regional cuisine: Savor fresh seafood and regional flavors at nearby eateries to experience the authentic taste of this coastal destination.
- Plan outdoor activities: Engage in activities like kayaking, paddleboarding, or nature walks to immerse yourself in the scenic beauty of the area.
- Visit nearby cultural sites: Immerse yourself in local arts and history by exploring nearby galleries or museums for a well-rounded stay.
Transportation Options
- Rental Car Services: You can conveniently explore the area by renting a vehicle, giving you flexibility to visit Sarasota's beaches and attractions at your own pace.
- Public Transportation: The region’s bus system offers an affordable and eco-friendly way to navigate around Sarasota without the hassle of parking.
- Taxi and Ride-Sharing: Options like taxis and ride-sharing services provide quick, reliable transportation directly to your vacation rental in this destination.
- Bicycle Rentals: For an active and scenic way to experience the region, bike rentals are widely available for exploring here’s vibrant neighborhoods and natural parks.
Local Customs Options
- Gulf Coast Hospitality: Embrace the warm and welcoming attitude that locals here extend to visitors, reflecting the region’s friendly coastal culture.
- Stamped Sand Dollar Tipping: Tipping practices often involve small gestures of appreciation to service workers, aligning with the area's emphasis on courteous hospitality.
- Seafood Dining Etiquette: Enjoy fresh, local seafood with an understanding that casual dining here is part of the laid-back yet vibrant local customs.
- Preservation of Nature: Participate in eco-friendly initiatives and respect conservation efforts, as protecting the region’s natural beauty is a key aspect of local tradition.
Sarasota Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Sarasota?
There are a lot of options in Sarasota. If you plan on staying in the Sarasota 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:
- Carlisle Inn
- Across The Street From #1 Beach
- Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
- Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
- Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!
- Kon Tiki Inn
- Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
- Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
- Addys Villas
- Beautiful, Gulf-Front Home on Bean Point-Halcyon House
2. How many vacation rentals have private pools in Sarasota?
There are 6308 vacation rentals with private pools near Sarasota. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sarasota are best for families?
If you are looking for a family-friendly vacation home in Sarasota, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sarasota:
4. How many Rentbyowner vacation rentals are available in Sarasota?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 24611 in the Sarasota 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.
5. What is the cancellation policy for vacation rentals in Sarasota, Florida?
6. How do I confirm my booking at a vacation rental in this destination?
7. Are there any special requirements or restrictions when staying at a vacation rental here?
8. What amenities are typically included in vacation rentals around here?
9. Is it possible to extend my stay or modify my reservation once booked?
Sarasota Top Rated Vacation Rentals
10.0- Private Pool
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10.0- Private Pool
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10.0- Private Pool
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10.0- Pool
- Pet Friendly
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10.0- Oceanfront
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10.0- Oceanfront
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