Sarasota Holiday Rentals

We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Villas, Resorts, & Rentals in Sarasota

25,845 villas and rentals
Sort by
See More Properties

Luxury Holiday Rentals in Sarasota

Over 10000+ Luxury Holiday Rentals in or Near Sarasota
See More Properties

Top-Rated Holiday Rentals with a Pool in Sarasota

Over 10000+ The Best Private Villas and Holiday Rentals in Sarasota with a Pool
See More Properties

Pet-Friendly Holiday Rentals in Sarasota

Over 7844+ Pet-Friendly Holiday Rentals in or Near Sarasota
See More Properties

Large Holiday Rentals and Private Villas in Sarasota

Over 4192+ Large Holiday Rentals and Private Villas in or Near Sarasota
See More Properties

Wheelchair Accessible Holiday Homes in Sarasota

Over 4160+ Wheelchair Accessible Holiday Homes in or Near Sarasota
See More Properties

Sarasota Private Villas and Holiday Homes Under $200

Over 4960+ Sarasota Private Villas and Holiday Homes Under $200
See More Properties

Instantly Bookable Holiday Homes in Sarasota

Over 16469+ Instantly Bookable Holiday Homes in or Near Sarasota
See More Properties

Book a Last Minute Place to Stay in Sarasota

About Casai's Private Villas and Holiday Rentals in Sarasota

Discover more than 25845 vacation rentals available in Sarasota. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sarasota.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sarasota, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sarasota. On average, places to stay near Sarasota offer 1071.09 ft², with nightly prices averaging US $447.

With Casai, finding and comparing holiday rentals in Sarasota is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other places to stay near the Sarasota, FL


Sarasota County 9,457 Properties
Manatee County 5,895 Properties
Siesta Key 3,781 Properties
Siesta Key Village 3,643 Properties
Holmes Beach 1,639 Properties
Bradenton 1,581 Properties
Bradenton Beach 1,175 Properties
Anna Maria 1,071 Properties
Venice 981 Properties
Central Sarasota 966 Properties
Downtown 905 Properties
Main Street Merchants 844 Properties

There are 25845 Sarasota, FL Holiday Rentals

Recently Booked Holiday Rentals in Sarasota

Frequently Asked Questions About Sarasota?

What are the top holiday rentals in Sarasota?

With numerous options available in Sarasota, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sarasota:

How many holiday rentals have private pools in Sarasota?

Discover a selection of holiday rentals with private pools near Sarasota with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

How many Casai.com holiday rentals are available in Sarasota?

As of 2026, Casai boasts over 25845 properties listed in the Sarasota area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sarasota.

Nearby Neighborhood (16)

NeighborhoodProperty Count
Siesta Key Village Vacation Rentals in Sarasota, Florida 3643
Central Sarasota Vacation Rentals in Sarasota, Florida 966
Downtown Vacation Rentals in Sarasota, Florida 905
South Venice Vacation Rentals in Sarasota, Florida 373
Gulf Gate Estates Vacation Rentals in Sarasota, Florida 303
Palma Sola Vacation Rentals in Sarasota, Florida 154
Sarasota Springs Vacation Rentals in Sarasota, Florida 121
South Sarasota Vacation Rentals in Sarasota, Florida 119
South Bradenton Vacation Rentals in Sarasota, Florida 105
Warm Mineral Springs Vacation Rentals in Sarasota, Florida 72
Saint Armands Key Vacation Rentals in Sarasota, Florida 72
Laurel Park Vacation Rentals in Sarasota, Florida 60
The Meadows Vacation Rentals in Sarasota, Florida 57
Vamo Vacation Rentals in Sarasota, Florida 50
Fruitville Vacation Rentals in Sarasota, Florida 50
Bee Ridge Vacation Rentals in Sarasota, Florida 25