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We found 4,762 vacation rentals — enter your dates for availability
Discover a selection of 5,000 vacation rentals in Siesta Key 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 private pools. Prices start at $109 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
Find beach rentals in Siesta Key
Siesta Key is a top spot for Sarasota beach rentals. The barrier island is found within the Gulf of Mexico near Sarasota and boasts gorgeous beaches and a charming seaside village, Siesta Key Village. In town, you’ll find a playground and athletic courts for the kids to play, along with quaint shops and cafés for a relaxing afternoon. The beaches are superb in Siesta Key as well, especially Crescent Beach and its surrounding tidal pools and colorful coral reefs. You can experience a range of watersports in Siesta Key, including snorkeling, diving, boating, fishing, and waterskiing.
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?
Our 2021 property listings offer a large selection of 4,762 vacation rentals around Siesta Key. From 1,923 house rentals to 2,725 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.