Discover a selection of 5,000 vacation rentals in Siesta Key, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and internet/wifi. Prices start at C$ 193 per night, and house rentals and condo and apartment rentals are popular options for a stay in Siesta Key. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Siesta Key
Destination guide

Siesta Key vacation rentals are anything but a snoozefest

With a name like Siesta Key, you might think this Florida island is a real snorer. But there's a wealth of shopping and dining options, as well as opportunities for outdoor adventures like snorkeling, kayaking, and fly fishing. Meanwhile, Siesta Key's white-sand beaches regularly rank among the country's best, and its turquoise waters make an excellent backdrop to any beach wedding. If you're feeling more fiesta than siesta, you can spend your evenings at a tiki bar for drinks and live music.


History buff? You're in luck – your Siesta Key vacation rental is the perfect base for travelling back in time. Siesta Key is in Sarasota County, whose past is filled with colourful stories and characters. You can start your time travel at Marie Selby Botanical Gardens, named after a much-admired Floridian woman who loved the great outdoors. Then you can head on to the Bidwell-Wood House – it's the oldest house in Sarasota, and was the site of a murder fit for an Agatha Christie plot. After that, check out the Ringling Estate, home to a massive collection of European art.

How to get around

How to get around from your Siesta Key vacation rental

Siesta Key doesn't have a public transit system, so getting from one point to the next on this island can be a challenge if you don't have your own ride. Thankfully, a number of enterprising Siesta Key citizens have answered the call and now provide a variety of options for getting around the island. These options range from trolley buses to jitneys to pedicabs reminiscent of Thailand's tuktuks. The best part? You can use many of these services for free – just remember to tip the driver who took you where you needed to go.

Food & drink

Take a culinary trip from your Siesta Key vacation rental

When you get an attack of the munchies and you don't feel like cooking at your vacation rental, all you need to do is to make your way to Siesta Key Village, the island's main commercial hub. On the way there, you'll pass by a lot of restaurants ranging from the casual to the upscale, and offering a variety of world cuisines. With so many options, you can easily find the means to satisfy your craving. Seafood is a staple in Siesta Key, and the oysters are especially popular during the cooler months.

Essential info

Fast facts for a delightful Siesta Key holiday

Siesta Key is a barrier island facing the Golf of Mexico off the southwestern coast of Florida. It has a total area of 9 square kilometres – 6.1 square kilometres are land, while water makes up the remaining portion. Siesta Key has 3 main beaches, namely Siesta Beach, Turtle Beach, and Crescent Beach. Nearly 9,000 people live on this island, and most of them speak English as their first language. As a US town, the currency used here is the US dollar, and 911 is the number to call in emergencies.

How many vacation rentals are available around Siesta Key?

Our 2022 vacation rental listings offer a large selection of 5,007 house rentals around Siesta Key. From 2,206 house rentals to 2,691 condo and apartment rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Siesta Key is on Vrbo.

Can I rent Houses in Siesta Key?

Yes, of course. Vrbo Canada has 2,206 Houses in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

  • Condos/Apartments: 2,691 lodging choices
  • Villas: 263 lodging choices
  • Cottages: 164 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Studios and more.

Can I find a vacation rental with pool in Siesta Key?

Yes, you can select your preferred vacation rental with pool among our 3,655 vacation homes with pool available in Siesta Key.