Siesta Key Village vacation rentals

We found 1,188 vacation rentals — enter your dates for availability

Discover a selection of 174 homes, 48 apartments, and other vacation rentals in Siesta Key Village that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Siesta Key Village

Showing deals for:Nov 7 - Nov 14
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Find out more about Siesta Key Village

Find out more about Siesta Key Village

Why visit Siesta Key Village

  1. Stunning Beaches: Enjoy Siesta Key's soft, white sands and inviting atmosphere, perfect for relaxation and water activities.
  2. Charming Village Atmosphere: Explore picturesque streets filled with local art, friendly faces, and vibrant culture.
  3. Family-Friendly Activities: Engage in numerous attractions catering to families, ensuring a memorable experience for all ages.
  4. Diverse Accommodation Options: Choose from beachfront rentals, cozy condos, or spacious apartments tailored to your needs.
  5. Outdoor Adventures: Embrace outdoor pursuits with urban parks and lively streets that encourage exploration.

Popular types of accommodation around Siesta Key Village

At our customer-centric vacation rental platform, we offer an array of accommodations in Siesta Key Village, perfect for every traveller. Whether you prefer a private vacation home, a cozy condo, or a spacious apartment, we've got you covered. Our Siesta Key vacation rentals provide transparency, savings, and reassurance, ensuring a memorable stay. Explore the charm of Siesta Key Village with our diverse selection of vacation homes tailored to your needs.

  • Houses: The top choice for visitors to Siesta Key Village, offering spacious and comfortable settings perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and a convenient location, ideal for couples and solo travellers.
  • Apartments: A versatile choice for visitors, providing a homely atmosphere with essential facilities for a relaxed stay.
  • Villas: These luxurious accommodations offer a touch of elegance and privacy, perfect for a lavish getaway.
  • Cottages: A delightful option for a quaint and charming experience, great for couples or small families.**

Top attractions around Siesta Key Village

Siesta Key Village is perfect for beach, family, and urban-themed vacations. Visitors can enjoy a variety of attractions, including beautiful beaches, urban parks, and lively streets that cater to outdoor enthusiasts and families seeking city experiences. For a memorable stay, consider beachfront rentals that enhance your holiday experience in this charming village.

  1. Siesta Key Beach: Renowned for its powdery white sand and vibrant beach vibes, this stunning beach is perfect for sunbathing, swimming, and enjoying breathtaking sunsets, located 1.4km from Siesta Key Village.
  2. St. Armands Circle: A lively shopping and dining destination, this charming street features upscale boutiques and cafes, offering city vibes just 4.8km away from Siesta Key Village.
  3. Marina Jack: A picturesque marina providing access to boating and outdoor adventures, it’s an ideal spot for dining with a view, located 6.4km from Siesta Key Village.

Things to do recommended for couples

Looking for a romantic getaway in Siesta Key Village? Indulge in luxury at The Oaks Club, enjoy captivating performances at Beatrice Friedman Symphony Center, or have fun together at Evie's Golf Center. Each experience offers a unique vibe for couples seeking adventure and relaxation.

Things to do recommended for families

Families exploring Siesta Key Village can enjoy a thrilling day at Ed Smith Stadium, just 9.7km away, soak up wellness vibes at the Robert L. Taylor Community Complex 11.3km away, and venture into nature on the Canopy Walkway and Boylston Nature Trail, located 19.7km from the village.

Things to do recommended for groups

Experience the arts at Van Wezel Performing Arts Hall, explore nature on the Sarasota BayWalk hiking trail, or enjoy a round of golf at Stoneybrook Golf & Country Club. These activities offer a blend of culture, adventure, and outdoor fun for your group in Siesta Key Village.

What do I need to keep in mind when booking a vacation around Siesta Key Village

When you're planning your trip, whether it's with a group, family, pets, or for an extended stay, it's important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Siesta Key Village with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for these options and much more on Vrbo.
  • Traveling to Siesta Key Village with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, as well as access to suitable amenities like private swimming pools. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siesta Key Village: For many families, a trip wouldn’t feel whole without their furry companions. If you can relate, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Siesta Key Village: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Siesta Key Village

Siesta Key Village offers a delightful blend of sun-soaked beaches and vibrant local culture, making it an ideal getaway for families and beach lovers alike. Explore the charming streets filled with art, friendly faces, and picturesque scenery. Just a stone's throw away, beautiful Siesta Key beckons with its soft, white sands and inviting atmosphere. Whether you're seeking relaxation or adventure, this Florida destination has something special for everyone.

  • Sarasota: Located a mere 8.0km from Siesta Key Village, Sarasota is a vibrant city known for its mix of beach relaxation and urban excitement. Visitors flock to Sarasota for its beautiful beaches, family-friendly activities, and cultural experiences. The downtown area features a variety of shopping centres and a lively arts scene, including galleries and theatres. Notable landmarks nearby include the stunning Lido Key Beach and the scenic family beach, making it an ideal base for both leisure and adventure.
  • Lido Key: This picturesque island, just 4.8km from Siesta Key Village, is a haven for beach lovers and families alike. Lido Key is renowned for its pristine beaches and urban parks, offering a tranquil escape with plenty of recreational opportunities. Visitors can enjoy shopping at local malls and explore vibrant dining options. The family-friendly environment makes it perfect for those looking to unwind while soaking in the sun and enjoying the company of loved ones.
  • South Sarasota: Situated 3.2km from Siesta Key Village, South Sarasota is a charming neighbourhood that combines the best of beach life with urban amenities. This area is known for its recreational spaces and family-friendly atmosphere, making it a great spot for a day of outdoor fun. Visitors can explore shopping centres and local parks, with the nearby beaches providing an idyllic setting for relaxation. South Sarasota offers a laid-back vibe, perfect for families seeking a blend of recreation and leisure.

Best time to go to Siesta Key Village

If you're planning a trip to Siesta Key Village, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.6°F (17.0°C)Light RainMostly SunnyModerately HighSlightly Low
February65.1°F (18.4°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.0°F (20.0°C)No Rain (Dry)SunnyModerately HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyAverageSlightly High
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December66.6°F (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, and easily manage your travel arrangements. You can conveniently access properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Siesta Key Village?
Houses are the most popular type of vacation 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 vacation rental in Siesta Key Village?
Different factors can affect what you'll pay for a vacation 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 vacation 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 vacation 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 vacation 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 vacation 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 vacation rentals feature the best amenities for making epic memories with the people who matter most.
Are there large group vacation 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 vacation rentals in Siesta Key Village that welcome kids?
Siesta Key Village has 408 family-friendly vacation 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 vacation rentals in Siesta Key Village?
You'll find 70 one-bedroom properties in Siesta Key Village to pick from. A one-bedroom vacation rental is a wonderful choice if it's only the two of you or if you're traveling 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 vacation 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 vacation rentals with WiFi in Siesta Key Village?
Take your pick of 115 vacation rentals with WiFi in Siesta Key Village. If you'd like to disconnect from the world on your vacation, 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 vacation rentals with air conditioning in Siesta Key Village?
Decide on your travel dates and then use our filters to view vacation 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 vacation rental in Siesta Key Village?
The age limit can differ across properties on Vrbo, so look at the rules of the vacation home in Siesta Key Village you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Siesta Key Village for?
The amount of time you can book a Siesta Key Village vacation 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 vacation rentals may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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