The best rentals from the top sites, all in one place

We believe finding a villa vacation rental in Siesta Key should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Siesta Key

Villa vacation rentals in Siesta Key

Staying in one of the numerous Siesta Key Villas offers you a luxurious vacation experience you wouldn’t be able to have with other vacation rentals. Whether you want to be in the hills, on the beach, or near Siesta Key, VacationRenter has a wealth of villa options for you alone, your bachelor party, or your family vacation in Florida. While villas are considered to be the upscale vacation rental, you can still manage to find yourself a villa to rent for under $107/night. However, if you really want to impress the family and/or your guests, there are 167 villas available for rent between $401 and $10,000/night.

This is your Siesta Key vacation, why not do it in the lap of luxury with a gorgeous villa to make the Florida trip truly memorable. Search above to see the 1671 available villas for rent over the next 30 days, or take a look below at some of the trending villas in the Siesta Key, FL area. Siesta Key has been a frequently searched travel destination this year and continues to grow in popularity and it’s likely because of these beautiful villas for rent. VacationRenter offers a wide selection of vacation villas from travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Siesta Key luxury homes for your next vacation.

More Home-types in Siesta Key

Siesta Key has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Siesta Key:
- Oceanfront1,671 vacation rentals
- Beach1,671 vacation rentals
- Condo1,072 vacation rentals
- Apartment1,072 vacation rentals
- House481 vacation rentals
- Villa109 vacation rentals

Points of interests in Siesta Key

Siesta Key has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Siesta Key:
- CB's Saltwater Outfitters: 1,127 vacation rentals
- Siesta Key Watersports: 852 vacation rentals
- Siesta Key Drum Circle: 508 vacation rentals
- Siesta Key Beach: 505 vacation rentals
- Siesta Key Chamber of Commerce: 362 vacation rentals