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

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.

Activities

Activities and attractions in and around Siesta Key

Do you want to find things to do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Siesta Key a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Mote Marine Aquarium (4.1 mi / 6.6 km)
  • Coconuts Family Entertainment Center (2.9 mi / 4.7 km)
  • Gulf Gate Golf Club (3.8 mi / 6.2 km)
  • Evie's Golf Center (5.8 mi / 9.3 km)
  • Stoneybrook Golf & Country Club (6.5 mi / 10.5 km)
  • Bobby Jones Golf Complex (6.8 mi / 10.9 km)
Weather

Seasonal weather averages in Siesta Key

If you're hoping to enjoy some warm-weather activities on your vacation, August, July, June and September are the hottest months to visit, when temperatures average 91°F.

Natural features

Exploring the beaches and other natural features in Siesta Key

Siesta Key is famous for its breathtaking sunsets, beautiful ocean views and tropical locale. Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Siesta Key is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Venice Beach (14.1 mi / 22.7 km)
  • Siesta Key Public Beach (0.9 mi / 1.5 km)
  • Marie Selby Botanical Gardens (4 mi / 6.4 km)
  • Sarasota Jungle Gardens (6.4 mi / 10.3 km)
  • Crescent Beach (2.4 mi / 3.8 km)
  • South Lido Park (2.4 mi / 3.9 km)
Transport

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.

Where to stay near Siesta Key?

Our 2019 vacation rental listings offer a large selection of 4,199 house rentals near Siesta Key. From 1,193 Houses to 2,361 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Siesta Key is on HomeAway.

What is the best area to stay when travelling to Siesta Key?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Siesta Key:

  • Aloha Kai: 1,067 vacation rentals
  • Tivoli by the Sea: 476 vacation rentals
  • Lido Key: 1,687 vacation rentals
  • Greenfield Plantation: 18 vacation rentals
  • Tara Golf & Country Club: 19 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Siesta Key?

HomeAway offers a large selection of lodging choices near lovely places in Siesta Key. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Siesta Key Marina: 6,193 home rentals
  • Point of Rocks: 6,056 home rentals
  • Jim Neville Marine Preserve: 5,156 home rentals
  • St. Boniface Episcopal Church Labyrinth: 6,640 home rentals
  • Sandpiper Beach Club: 3,368 home rentals

But there are many other points of interest around Siesta Key listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Siesta Key?

Yes, of course. HomeAway has 1,193 Houses in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

  • Condos/Apartments: 2,361 lodging choices
  • Cottages: 143 lodging choices
  • Bungalows: 143 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Villas 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 3,156 vacation homes with pool available in Siesta Key.

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