Siesta Key Village holiday rentals

We found 1,141 holiday rentals — enter your dates for availability
Discover a selection of 123 homes, 28 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:27 Nov - 4 Dec

Exterior
Private kitchen
Dining
Room
Exceptional
(11 reviews)

Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!

Siesta Key

6% off
S$11,509
for 7 nights, 1 home
S$1,644 per night
includes taxes & fees
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Interior
Beach
Living area
Arial view of the building - right on the beach!
Exceptional
(23 reviews)

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key

7% off
S$3,916
for 7 nights, 1 apartment
S$559 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Private kitchen
Dining
Interior
Living area
Exceptional
(53 reviews)

400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

Siesta Key

8% off
S$7,197
for 7 nights, 1 home
S$1,028 per night
includes taxes & fees
400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.
Front of building
Front door and porch area
New king bed
Beach
Exceptional
(15 reviews)

Siesta Key Village • Pool • Walk to Beach • Pets

Siesta Key

8% off
S$2,453
for 7 nights, 1 apartment
S$350 per night
includes taxes & fees
Siesta Key Village • Pool • Walk to Beach • Pets
Interior
Sunset Royale Condominiums
Room
Interior
Exceptional
(52 reviews)

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Siesta Key

7% off
S$2,734
for 7 nights, 1 apartment
S$391 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Interior
Beach
both duplexes belong together
Children’s area
Exceptional
(88 reviews)

🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

Siesta Key

8% off
S$3,229
for 7 nights, 1 apartment
S$461 per night
includes taxes & fees
🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

  • 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 rental accommodation in Siesta Key Village?
Houses are the most popular type of holiday rental in Siesta Key Village, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has properties in many shapes and sizes. Filter our options to find your perfect pad.
How much does it cost to rent a holiday rental in Siesta Key Village?
Different factors can affect what you'll pay for a holiday rental in Siesta Key Village, such as the time of year, length of stay and property type. Still, all Vrbo 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 rental 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 Vrbo 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 rentals 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 Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly holiday rentals 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 Vrbo. 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 rental amenities in Siesta Key Village?
Some of the most popular rental 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, Vrbo holiday rentals feature the best amenities for making epic memories with the people who matter most.
Are there large group holiday rentals 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, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals 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 rentals in Siesta Key Village?
You'll find 70 one-bedroom properties in Siesta Key Village to pick from. A one-bedroom holiday rental 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 rentals in Siesta Key Village?
You can select from 138 two-bedroom rentals 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 rentals with WiFi in Siesta Key Village?
Take your pick of 115 holiday rentals 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 Vrbo.
How can I find holiday rentals with air conditioning in Siesta Key Village?
Decide on your travel dates and then use our filters to view holiday rentals with ac in Siesta Key Village on Vrbo. 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 rental in Siesta Key Village?
The age limit can differ across properties on Vrbo, 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 rental in Siesta Key Village for?
The amount of time you can book a Siesta Key Village holiday rental 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 rentals may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

More holiday ideas