Discover a selection of 5,000 vacation rentals in Siesta Key, FL 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 swimming pools and kitchens. Prices start at $150 per night, and houses and condos are popular options for a stay in Siesta Key. Either way, you'll find a rental for everyone's needs.
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Destination guide

Island paradise at Siesta Key vacation home rentals

Siesta Beach is regularly hailed on lists of the very best in the United States. It strings along Florida's Treasure Coast, fringing the edge of Siesta Key like a wisp of white cloud that's lapped by a sky-blue sea. But the sands aren't the only draw. This barrier isle is also a fun-loving family hotspot, laden with coffee shops and oyster bars, kayak rentals and turtle sanctuaries. Siesta Key vacation rentals cover all sorts, whether you're after a pad overlooking the waves of the Mexican Gulf or a modern apartment that takes the whole crew.

Things to do

Attractions near your Siesta Key summer rental

There's no doubt about it – the main attraction of Siesta Key is Siesta Beach. That long stretch of sand so white you might just be tempted to spoon it into your morning coffee is regularly hailed as one of the most beautiful in the whole United States. With its aquamarine waters and undulating dunes, it says, "Move over, California!" You could even bag yourself a Siesta Key vacation rental with views over the shoreline, just to make sure you're the first laying down the towel, come morning.

Activities

What to do near Siesta Key vacation rentals

Wobbling on a paddle board or blowing bubbles from a snorkeling tube, whizzing on personal watercraft or carving wakes through the Gulf – all sorts of aqua fun is on the menu in Siesta Key. Home to boating outfitters, big fishing tourers, kitesurfing guides and turtle conservationists, this Floridian island is the place to be if you love making a splash. Dolphin cruises and whale spotting usually top the menu for families. A meeting with bottlenoses and beaked whales is all but guaranteed, between December and February.

Weather

Local weather for your stay in Siesta Key vacation homes

The palms and Caribbean-esque sands of Siesta Key should be a clue to the island's tropical nature. Enjoying year-round warmth and 100s of days of sunshine, there's never really a time when the board shorts and bikinis aren't needed. Loads of people will head down during the US winter. Temperatures average around 62–74 between December and March, and there's hardly any rain at all – you'll get a tan while the snows fall in the Midwest. Summer, from June to September, is the hottest time. It also brings more chance of rain and the occasional tropical storm.

Natural features

Reefs and resplendent sands along Siesta Key

The whole coast of Siesta Key is a patchwork of cotton-white powder and turquoise seas, and a playground for lovers of the beach. You can laze on the brilliant white sands or snorkel through crystal-clear Gulf waters. Talking of the Gulf, there are coral reefs and multicolored fish waiting just off the shore, not to mention pods of whales and dolphins. You can also encounter rare turtles on the appropriately-named Turtle Beach. Alternatively, book your Siesta Key vacation rentals inland, to kayak through Floridian mangroves and creeks.

Beaches

Best beaches near Siesta Key vacation homes

The beaches of Siesta Key are its biggest draw. Vacation homes are available near beautiful beaches like Siesta Key Beach, a beach of white quartz sand with clear water, playgrounds, and tennis courts, and Crescent Beach, a wide, sandy beach on the Gulf of Mexico with picturesque views. You’ll also enjoy Sarasota Beach, a quiet beach with calm waters perfect for families.

How to get there

Transportation to and around Siesta Key

The nearest airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), located 7.8 mi (12.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 44.3 mi (71.3 km) away.

Family friendly

Family activities near Siesta Key vacation rentals

Siesta Key is filled with unique attractions for kids of all ages. Vacation rentals are available near places like South Lido County Park, a waterfront park with swimming, kayaking, bird watching, and trails, and Turtle Beach, a sandy beach with a native population of sea turtles. You’ll also like Livingston’s Amusement Center, a colossal family-friendly activity space with go-karts, billiards, and games, as well as a bar for adults.

How many vacation rentals are available around Siesta Key, FL?

Our 2020 property listings offer a large selection of 4,682 vacation rentals around Siesta Key. From 1,267 house rentals to 2,687 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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

Whether you're traveling 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:

  • Bay Isle: 45 vacation rentals
  • Aloha Kai: 1,158 vacation rentals
  • Lido Key: 1,890 vacation rentals
  • Ilexhurst: 1,558 vacation rentals
  • Casey Key: 4,291 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Siesta Key?

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

  • Point of Rocks: 6,735 vacation rentals
  • Crescent Beach: 6,859 vacation rentals
  • St. Boniface Episcopal Church Labyrinth: 7,329 vacation rentals
  • Siesta Key Marina: 6,864 vacation rentals
  • Jim Neville Marine Preserve: 5,693 vacation rentals

But there are many other points of interest around Siesta Key listed on Vrbo 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. Vrbo has 1,267 Houses in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

  • Condos/Apartments: 2,687 rentals available
  • Villas: 292 rentals available
  • Cottages: 136 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows 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 3,546 vacation rentals with pool available in Siesta Key. Please use our search bar to access the selection of vacation rentals available.

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