Siesta Key Village holiday rentals

We found 1,091 holiday rentals — enter your dates for availability

Discover a selection of 174 homes, 48 apartments and other holiday rentals in Siesta Key Village that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include parking and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Siesta Key Village

Showing deals for:7 Nov - 14 Nov

Image gallery for Cozy Coastal Getaway - 2 min Walk to Beach & Village, Shops & Restaurants

Living area
10 out of 10 rating
Exceptional
(13 reviews)

Cozy Coastal Getaway - 2 min Walk to Beach & Village, Shops & Restaurants

Siesta Key, FL

19% off
Price is AU$3,654
AU$522 per night
includes taxes & fees
Cozy Coastal Getaway - 2 min Walk to Beach & Village, Shops & Restaurants

Image gallery for Charming Chic Getaway - 2 min. Walk to Beach, Restaurants, & Shops

Living area
10 out of 10 rating
Exceptional
(11 reviews)

Charming Chic Getaway - 2 min. Walk to Beach, Restaurants, & Shops

Siesta Key, FL

19% off
Price is AU$3,553
AU$508 per night
includes taxes & fees
Charming Chic Getaway - 2 min. Walk to Beach, Restaurants, & Shops

Image gallery for Siesta Key Retreat Sarasota Florida

Exterior
10 out of 10 rating
Exceptional
(41 reviews)

Siesta Key Retreat Sarasota Florida

Siesta Key, FL

8% off
Price is AU$17,944
AU$2,563 per night
includes taxes & fees
Siesta Key Retreat Sarasota Florida

Image gallery for Private Siesta Key Home with Great Location walk to Village and Beach!

Pool
10 out of 10 rating
Exceptional
(21 reviews)

Private Siesta Key Home with Great Location walk to Village and Beach!

Siesta Key, FL

8% off
Price is AU$11,835
AU$1,691 per night
includes taxes & fees
Private Siesta Key Home with Great Location walk to Village and Beach!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Siesta Key Village?
Houses are the most popular type of holiday home in Siesta Key Village, according to our data. Even if you've got something bigger or smaller in mind, Stayz has properties in many shapes and sizes. Filter our options to find your perfect pad.
How much does it cost to rent a holiday home in Siesta Key Village?
Different factors can affect what you'll pay for a holiday home in Siesta Key Village, such as the time of year, length of stay and property type. Still, all Stayz homes have something in common — exceptional value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Siesta Key Village?
The average price for a holiday home near the beach in Siesta Key Village depends on when you're visiting the area and the size and style of property you're searching for. Find prices quickly and easily on Stayz by entering your travel dates. Then use our handy filter tool to pick the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Siesta Key Village?
Yes, there are. You'll have a choice of 408 stays that roll out the welcome mat in Siesta Key Village on Stayz. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly holiday homes to book a pad where your puppy dog can share in the good times.
Can I rent a house with a pool in Siesta Key Village?
Check the "pool" box in our filter tool and take your pick of 261 houses with private pools in Siesta Key Village on Stayz. Morning swim, sunset soak or midnight dip? How you spend your leisure time is up to you when your holiday property comes with a swimming pool.
What are popular home amenities in Siesta Key Village?
Some of the most popular home amenities guests are looking for in Siesta Key Village include mountain views, an ocean view and a barbecue grill. Whether you're on the road with family, your besties or even pets, Stayz holiday homes feature the best amenities for making epic memories with the people who matter most.
Are there large group holiday homes in Siesta Key Village?
With 90 properties that can sleep 10 people or more in Siesta Key Village, there's no need to leave anyone off your guest list. From fun family get-togethers to special events like anniversary parties and weddings, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Siesta Key Village that welcome kids?
Siesta Key Village has 408 family-friendly holiday homes to choose from. And finding a stay that welcomes youngsters is a breeze with our "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get perks and conveniences like multiple bedrooms, full kitchens and private pools.
What are the top attractions for families in Siesta Key Village?
Keep the kids amused at these popular family-friendly attractions in Siesta Key Village:

  • Siesta Key Beach
  • Crescent Beach
  • Shell Beach

Are there one-bedroom holiday homes in Siesta Key Village?
You'll find 70 one-bedroom properties in Siesta Key Village to pick from. A one-bedroom holiday home is a wonderful choice if it's only the two of you or if you're travelling on your own. Toss in more privacy, convenience and space than a regular hotel, and you're sure to have a memorable trip.
Can I find two-bedroom holiday homes in Siesta Key Village?
You can select from 138 two-bedroom homes in Siesta Key Village. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Siesta Key Village?
Take your pick of 115 holiday homes with WiFi in Siesta Key Village. If you'd like to disconnect from the world on your holiday, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Siesta Key Village?
Decide on your travel dates and then use our filters to view holiday homes with ac in Siesta Key Village on Stayz. With 403 air-conditioned properties available, you can enjoy a cool and comfortable stay.
How old do you have to be to rent a holiday home in Siesta Key Village?
The age limit can differ across properties on Stayz, so look at the rules of the holiday home in Siesta Key Village you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Siesta Key Village for?
The amount of time you can book a Siesta Key Village holiday home for is down to the property. Just tap in your dates of travel to browse available options offering longer term stays. They include everything you need to make your extended getaway more comfortable like kitchens and backyards. Some holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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