Wailea Vacation Rentals - Vacation Rentals in South Sarasota
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Luxury Places to Stay in South Sarasota
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Top-Rated Vacation Rentals with a Pool in South Sarasota
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Pet-Friendly Vacation Rentals in South Sarasota
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Large Vacation Homes & Villas in South Sarasota
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Wheelchair Accessible Vacation Homes in South Sarasota
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South Sarasota Varoom and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in South Sarasota
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About South Sarasota Vacation Rentals
With more than 191 South Sarasota vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Waileavacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Sarasota.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Waileavacationrentals South Sarasota, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Sarasota. Places to stay near South Sarasota are 997.46 ft² on average, with prices averaging $375 a night.
Waileavacationrentals makes it easy and safe to find and compare vacation rentals in South Sarasota with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in South Sarasota
| Type | Count |
|---|---|
| Vacation Homes | 161 |
| Villas | 10 |
| Cottages | 9 |
| Holiday Apartments | 5 |
Use these Quick Filters to Find a Vacation Rental in South Sarasota
★ Pro Tip: Waileavacationrentals makes it easy to compare the best listings on Waileavacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Waileavacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Sarasota.
Weather in South Sarasota
View the weather forecast for South Sarasota before booking your South Sarasota Vacation Rentals to confirm your best time to go.
Other Places to Stay Near South Sarasota, FL
Complexes around South Sarasota, FL
South Sarasota Vacation Rental Frequently Asked Questions
What are the top vacation rentals in South Sarasota?
There are a lot of options in South Sarasota. If you plan on staying in the South 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 South Sarasota:
- Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
- Coastal Cottage: Renovation Sleep 6 Hot tub, Pool
- Amazing Waterfront Home with Private Dock & Large Pool w 4 Ensuites
- Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
- Experience "Old Florida" at the Coral Cottage
- Tropical Oasis Heated Pool Hot Tub Near Siesta Key
- Private Cozy Sarasota Home by RedAwning
- Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Cozy house near Siesta Key Beach
- Specious and renovated 2 bed 2 bath house
How many vacation rentals have private pools in South Sarasota?
There are 44 vacation rentals with private pools near South Sarasota. Top-rated homes that have access to a swimming pool include:
Which vacation homes in South Sarasota are best for families?
If you are looking for a family-friendly vacation home in South 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 South Sarasota:
How many vacation rentals are available in South Sarasota?
Currently, the total number of properties listed in 2026 is over 191 in the South Sarasota area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Sarasota.
