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 $110 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.
AsyncDestinationUrgency
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
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 4,563 vacation rentals around Siesta Key. From 1,237 house rentals to 2,621 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a seaside property in Siesta Key?

Crystalline waters, smooth sands and spectacular sunsets as your canvas. If this sounds like your idea of the perfect getaway, now's your chance to get your bliss on. Vrbo has 1,417 beachside vacation rentals to pick from. Alternatively, you might prefer trying a different setting. Vrbo has a great range of options to choose from, including:

  • 1,176 beach vacation rentals.
  • 988 beachfront vacation rentals.
  • 914 water-view vacation rentals.

Can I rent a condo in Siesta Key?

If the thought of bunking up with eight strangers in one room with a shared bathroom doesn't excite you, you'll have plenty of space to unwind and do your thing in a condo. In this destination, Vrbo has 2,327 to browse through. Book now and you could be spending as little as $33 per night. Or maybe you'd rather pick one of the area's other popular rental options, like:

  • House: 1,340 vacation homes. Prices start from $45 per night.
  • Villa: 314 vacation homes. Prices start from $45 per night.
  • Apartment: 296 vacation homes. Prices start from $42 per night.

Can I stay in Siesta Key in a large group?

Whether you're heading off on a trip with the extended family or spending a week away with your old school friends, it's a whole lot of fun being under the one roof! And the great news is that Vrbo has options to suit you. 1,006 condo vacation homes are listed. At the moment, they're the top choice here for sizeable groups. If you are hoping to stay with a large group, the properties for rent that are suitable for you include:

  • If yours is a group of 6, we offer 1,777 vacation homes ideal for that size. Book a night from just $40.
  • Need a vacation property for 8 people? We have 348 that will serve you well. You can get one for as low as $70 per night.
  • Hunting down rental properties to suit 5 people? You'll be happy to hear we have 229 that'll be ideal. You can grab one from just $50 per night.

You and your posse will be well catered to when you arrange your Siesta Key getaway through us!

Where are the cheapest rentals in Siesta Key?

Show the door to soulless hotel chains! Cherish the freedom of staying like a local in a value-for-money rental instead. Have a look at the fabulous options that can be booked now on Vrbo. Gran Paradiso is a great area to look at if you want to keep a handle on your budget. Vrbo has 54 rentals, and the average price is a modest $97 per night. Another 35 Vrbo rentals are available in or around Tara Golf & Country Club. With an average price of $103 per night, you're sure to snatch a deal worth bragging to your friends about.

Explore destinations around Siesta Key

Holmes Beach
3,794 vacation rentals
Bradenton Beach
3,962 vacation rentals
Anna Maria
3,627 vacation rentals
Bradenton
6,534 vacation rentals
Sarasota
7,134 vacation rentals
Longboat Key
7,723 vacation rentals
Englewood
2,299 vacation rentals
Venice
3,273 vacation rentals
Port Charlotte
2,061 vacation rentals
North Port
1,850 vacation rentals
Gulf Gate Estates
312 vacation rentals
South Venice
3,111 vacation rentals
Palmetto
4,468 vacation rentals
Tierra Verde
3,096 vacation rentals
Nokomis
4,724 vacation rentals
Cortez
3,973 vacation rentals
Vamo
3,977 vacation rentals
Osprey
4,418 vacation rentals
Ellenton
4,826 vacation rentals
Myakka City
345 vacation rentals