Vacation rentals in Siesta Key
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Top-rated vacation rentals in Siesta Key
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Popular amenities for Siesta Key vacation rentals
Other great vacation rentals in Siesta Key
Home in Bradenton
5 out of 5 average rating, 7 reviewsSunny Haven Home-Close to IMG, golfing and Beaches
Home in Nokomis
4.88 out of 5 average rating, 17 reviewsFamily, , vacation,2 miles beach home
Home in Bradenton
4.94 out of 5 average rating, 79 reviewsWaterfall spa-pool/Family Friendly Fun/Near Beach
Home in Sarasota
5 out of 5 average rating, 4 reviewsSunny Family Retreat Heated Pool
Camper/RV in Sarasota
4.99 out of 5 average rating, 78 reviewsHOME HOME ON THE RANCH. SARASOTA FL.
Cottage in Anna Maria
4.93 out of 5 average rating, 162 reviewsBlue Heron Cottage - Anna Maria Island
Home in Venice
4.76 out of 5 average rating, 131 reviewsVacation home by Shasta Rd
Guesthouse in Bradenton
4.85 out of 5 average rating, 39 reviewsRoxy’s Village 1
Quick stats about vacation rentals in Siesta Key
Total rentals
1.7K properties
Total number of reviews
30K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
340 properties allow pets
Rentals with a pool
1.3K properties have a pool
Rentals with dedicated workspaces
770 properties have a dedicated workspace
Your guide to Siesta Key
All About Siesta Key
The beaches on this barrier island in Sarasota have a luxurious feel, thanks to the pure white sand along its 13 kilometers of pristine coastline. On each of the island’s three main beaches — Siesta Beach, Crescent Beach, and Turtle Beach — the sand is almost exclusively composed of tiny quartz crystals, believed to have originated in the Appalachian Mountains millions of years ago. Digging your toes into it, you’ll notice the soft sand stays cool, even under the hot Florida sun. The beaches here fade into aquamarine surf, and as you watch the sunset over the Gulf of Mexico, you’ll come to appreciate why Siesta Key Beach is such a popular destination.
This beach town has a lively vibe, especially around its main hub, Siesta Key Village. At the core of the village on Ocean Boulevard, you’ll find a variety of local shops and open-air bars and restaurants giving you plenty to do here both on and off the sand.
The best time to stay in a vacation rental in Siesta Key
Siesta Key condo rentals can fill up in the springtime when the weather is warm and dry. This is when the area has the most festivals, too, with the Children’s Easter Party and Egg Hunt kick-starting the season in late March and the Siesta Fiesta arts and crafts festival in late April. The Amateur Sand Sculpting Contest in May invites you to try your hand at sculpting Siesta Key’s renowned quartz sand. But if you want to see the masters at work, consider visiting in November for the International Sand Sculpting Festival.
The summer months are another popular time for exploring options for Siesta Key villas for rent. The afternoons are often hot and humid, and there are typically more rain showers during this time of year. However, the long days are the main draw for many vacationers. As summer gives way to autumn, rain falls more steadily on the region until wintertime, when snowbirds arrive in search of mild winter weather.
Top things to do in Siesta Key
Siesta Beach
No trip to Siesta Key would be complete without visiting Siesta Beach, the most popular of the region’s three beaches. The white sand and warm water invite lounging and swimming, while volleyball courts offer a fun activity for groups. Concession stands with food and drink make it possible to spend the entire day at the water’s edge. There’s a longstanding tradition here on Sundays of winding down the week with a drum circle during sunset.
Siesta Village
A short walk from Siesta Beach will get you to Siesta Village, where you’ll find beach-style restaurants and tropical-themed bars. The bright-coloured shops, thatched-roof huts, and towering palm trees give the small district a vibrant atmosphere, while extra-wide sidewalks accommodate window shoppers and cyclists alike.
Point of Rocks
Point of Rocks is a beginner-friendly snorkelling area with shallow, calm water. This rocky sea wall located south of Crescent Beach hosts a myriad of sea life, including gentle manatees in the summertime. High tide is the best time to explore with a snorkel and fins, while low tide offers opportunities to examine tidal pools on land.
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