Wintersvacationsrentals - Vacation Rentals in Sarasota

Property Image From $252
         

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9.3 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $220
         

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6.7 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $405
         

New
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From $249
         

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10.0 (185 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $189
         

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New
House
  • Pet Friendly
  • View
  • Ocean View

Luxury Places to Stay in Sarasota

Over 3575+ Luxury Places to Stay in or Near Sarasota
Property Image From $5,627
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From $5,381
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $5,000
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $4,838
         

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New
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From $4,710
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $4,662
         

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New
House
  • Parking
  • Pet Friendly
  • Pool

Top-Rated Vacation Rentals with a Pool in Sarasota

Over 2554+ Top-Rated Vacation Rentals with a Pool in or Near Sarasota
Property Image From $162
         

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10.0 (2068 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $150
         

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10.0 (247 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $157
         

10.0 (237 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Property Image From $621
         

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10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $302
         

Property Image From $729
         

Pet-Friendly Vacation Rentals in Sarasota

Over 1188+ Pet-Friendly Vacation Rentals in or Near Sarasota
Property Image From $299
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $460
         

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10.0 (2 Reviews)
Condo
  • Parking
  • Pet Friendly
  • Pool
Property Image From $90
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $492
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $195
         

8.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $230
         

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9.2 (309 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $375
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Sarasota on PetFriendly.io

Large Vacation Homes & Villas in Sarasota

Over 731+ Large Vacation Homes & Villas in or Near Sarasota
Property Image From $324
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • Child Friendly
Property Image From $378
         

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New
Villa
  • Air Conditioner
  • Pool
  • Child Friendly
Property Image From $525
         

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10.0 (1 Review)
House
  • Pet Friendly
  • Pool
  • Child Friendly
Property Image From $222
         

Property Image From $325
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From $795
         

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9.0 (2 Reviews)
House
  • Parking
  • Pool
  • Private Pool

Wheelchair Accessible Vacation Homes in Sarasota

Over 326+ Wheelchair Accessible Vacation Homes in or Near Sarasota
Property Image From $173
         

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New
House
  • Parking
  • Pool
  • Wheelchair Accessible
Property Image From $701
         

Property Image From $222
         

Property Image From $445
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • View
Property Image From $987
         

Property Image From $2,395
         

New
House
  • Pet Friendly
  • View
  • Wheelchair Accessible
Property Image From $995
         

Sarasota Varoom and Airbnb Places to Stay Under $200

Over 592+ Sarasota Varoom and Airbnb Places to Stay Under $200
Property Image From $115
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $134
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $187
         

8.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Internet
Property Image From $92
         

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10.0 (1 Review)
House
  • Balcony/Terrace
  • Wellness Facilities
  • Barbecue/Outdoor Cooking
Property Image From $146
         

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New
House
  • Child Friendly
  • Internet
Property Image From $155
         

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9.6 (239 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $132
         

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7.9 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $125
         

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New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Sarasota

Over 61+ Instantly Bookable Vacation Homes in or Near Sarasota
Property Image From $265
         

10.0 (161 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,504
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $251
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,014
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $360
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Sarasota Vacation Rentals

With more than 3584 Sarasota vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals 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 Sarasota.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals 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 Sarasota. Places to stay near Sarasota are 1371.07 ft² on average, with prices averaging $601 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in 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 Sarasota

Type Count
Vacation Homes 2488
Holiday Apartments 564
Hotels with Suites 233
Villas 149
Resorts 30
Cottages 20
Ski Chalet Rentals 8
B&B 1

Use these Quick Filters to Find a Vacation Rental in Sarasota

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals 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 Sarasota.

Weather in Sarasota

View the weather forecast for Sarasota before booking your Sarasota Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F