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Siesta Key Condos & Vacation Rentals

Our Favorite Vacation Rentals in Siesta Key

Siesta Key Vacation Rentals with a Pool

Siesta Key Vacation Rentals with Wi-Fi

Siesta Key Pet-Friendly Vacation Rentals

Siesta Key Travel Guide

Just off the coast of Sarasota, Florida, Siesta Key boasts sandy beaches, exotic marine life and family-friendly activities. Enjoy outdoor dining, shopping and kayaking while being immersed at one of America’s best beach locations.

Things to Do in Siesta Key

Hop on a boat tour around Siesta Beach and take your chances seeing a dolphin or manatee. For something with a little more adrenaline, take a parasailing tour for great views of the bustling coastline.

Elsewhere, Point of Rocks -- shallow waters with over 100 yards of limestone ledges -- is accessible via Crescent Beach and ideal for snorkeling. Tidal pools and coral reefs fill the area and are sure to bring out the marine biologist in any visitor.

Best Time to Visit Siesta Key

Perfect for a romantic holiday or for an adventurous sports getaway, Siesta Key is popular in March for spring break or over the summer months, where temperatures can top 90.

Condos in Siesta Key

Siesta Key Florida should be on everyone's bucket list when it comes to a beach vacation. Siesta Key Beach is known for having the whitest sand in the Key area, and with the Gulf of Mexico stretching out into the distance, you'll feel like you're are in paradise. Just a short drive from Sarasota Florida, the town enjoys its reputation as one of Traveler's Choice 'Best Beaches in America'. The white quartz sand is known as the Sand of Siesta, and stretches over the public beach of Cresent Beach, creating a postcard-worthy scene.

Other fun activities include playing on the tennis court, enjoying the cafes and shops in Siesta Key Village and exploring Beach Bazaar.

Siesta Key Vacation Rentals come in all shapes and sizes to suit all budgets. Keep a look out for amazing amenities such as private heated pools, hot tubs, full kitchens, and more. Whether you want a beach house next to the white sand or a rental unit within walking distance to the town center, you’re sure to find the perfect Siesta Key condo rental.

Price and Availability in Siesta Key

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The most expensive month to stay in a vacation rental in Siesta Key is in March, while the cheapest month is in September. The most popular time to book a vacation rental in Siesta Key is in the high season in March. Siesta Key has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Siesta Key tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Siesta Key tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Siesta Key

95º 71º
94º 72º
92º 54º
89º 44º
85º 42º
80º 30º
90º 49º
86º 40º
89º 52º
92º 61º
94º 70º
93º 69º
Rainy days
This climate histogram shows you the weather patterns in Siesta Key. The warmest months in Siesta Key are May and July, when temperatures reach 95 ˚F. The coolest month is January, when temperatures drop to 30 ˚F. The wettest month in Siesta Key is December with 8.1 inches of rain, while the driest month is February with 0.44 inches of rain.

What Expert Travelers Think

Vacation Rentals in Siesta Key

Browse vacation rentals from all the leading providers including Airbnb, RedAwning, Priceline and many more at Siesta Key has 8,042 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. If you are trying to save money, the cheapest place to stay in Siesta Key is only $10 per night. The average price of a vacation rental is generally $324 per night.

Those needing to get some work finished during their trip to Siesta Key can choose from 3,384 places to stay that provide WiFi. 30 of our accommodations include a breakfast in the price. Choose from 803 places to stay that provide gym facilities, so you won't miss a single workout. Driving to Siesta Key? Then choose one of the 3,148 places to stay that comes with a parking spot included. 1,600 places to stay come with a pool or jacuzzi

AllTheRooms has 444 pet-friendly places to stay in Siesta Key, so if you're traveling with your cat or dog you won't have any trouble.

In Siesta Key AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 5 providers, including 1,662 places to stay from Airbnb, 6 accommodations from RedAwning and 6 places to stay from Priceline.

2,868 of our accommodations in Siesta Key have been reviewed and rated. 33% are rated great. You can instantly book any of 2,947 places to stay right now.

Destinations near Siesta Key