Siesta Key Village holiday homes

We found 1,104 holiday rentals — enter your dates for availability

Discover a selection of 172 homes, 53 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:19 Dec - 26 Dec
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Why visit Siesta Key Village

  • Stunning Beaches: Siesta Key Beach is renowned for its powdery white sand and clear waters, perfect for sunbathing and swimming.
  • Charming Village Atmosphere: Stroll through the quaint streets of Siesta Key Village, filled with unique shops and eateries.
  • Family-Friendly Activities: Enjoy a variety of activities suitable for all ages, from parks to water sports.
  • Welcoming Community: Experience the friendly locals and vibrant community spirit that make Siesta Key special.
  • Proximity to Downtown: Explore nearby downtown for scenic views and additional dining and shopping options.

Top attractions near Siesta Key Village

Siesta Key Village offers a perfect blend of beach, family, and urban experiences for holidaymakers. You can enjoy the stunning Siesta Key Beach, explore the laid-back village atmosphere, and visit local parks and marinas. Whether you're after an island getaway or family-friendly activities, Siesta Key Village has something for everyone, making it an ideal destination for your vacation in Florida.

  • Siesta Key Beach: Renowned for its powdery white sand and vibrant atmosphere, Siesta Key Beach offers a relaxing seaside experience with stunning sunsets and crystal-clear waters, perfect for swimming and sunbathing.
  • St. Armands Circle: This bustling street features a charming mix of shops, eateries, and art galleries, providing a city vibe with an inviting outdoor atmosphere ideal for leisurely strolls and dining.
  • Lido Beach: A beautiful stretch of shoreline, Lido Beach boasts a laid-back beach vibe, offering opportunities for swimming, beachcombing, and enjoying the warm Florida sun.

Things to do recommended for couples

Planning a romantic getaway in Siesta Key Village? Indulge in luxury at The Oaks Club, enjoy a captivating performance at Beatrice Friedman Symphony Center, or have some fun at Evie's Golf Center. Each experience offers a unique vibe perfect for couples looking to connect and unwind.

Things to do recommended for families

Families visiting Siesta Key Village can enjoy fun at the Robert L. Taylor Community Complex, a great spot for relaxation and wellness, located 11.3km away. For sports fans, Ed Smith Stadium, just 9.7km away, offers an exciting atmosphere for catching a game.

Things to do recommended for groups

Your group can enjoy a captivating show at the Van Wezel Performing Arts Hall, visit the vibrant Siesta Key Farmers Market for local goods, and embark on an adventure at Sarasota BayWalk for stunning outdoor scenery, all within a short drive from Siesta Key Village.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, family, or pets, or if you're seeking longer accommodation options, be sure to prioritise your filters accordingly. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Siesta Key Village with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for socialising with your group. Luckily, you can easily narrow down your options on Vrbo to find all of these and more.
  • Traveling to Siesta Key Village with young kids: Taking a trip with young kids can be quite a task. It's important to prioritize their comfort and safety, along with age-appropriate facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Siesta Key Village: For many, a family getaway isn't quite the same without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Siesta Key Village: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on long-term rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search.

Where to stay near Siesta Key Village

Siesta Key Village offers a delightful blend of beachside charm and vibrant community spirit. Stroll through the quaint streets lined with little shops and enjoy family-friendly activities. With its proximity to stunning beaches and a welcoming atmosphere, this charming village is perfect for a relaxing getaway. Don't miss exploring the nearby downtown area, where friendly locals and scenic views await you at every turn.

  • Siesta Key: Siesta Key is a beautiful island community known for its stunning beaches and relaxed atmosphere. Siesta Key Village serves as the vibrant hub, where you can find charming shops, delightful eateries, and recreational areas. The soft, powdery sands of Siesta Beach are perfect for families and sun-seekers alike. Engage in outdoor activities like paddleboarding or simply unwind by the ocean. The village’s local attractions and family-friendly beaches make it an ideal destination for those looking to enjoy a quintessential beach getaway.
  • Sarasota: Located a mere 8.0km away from Siesta Key Village, Sarasota is a bustling city that seamlessly blends urban excitement with coastal charm. Visitors flock here for its vibrant arts scene, shopping centres, and cultural experiences. Explore the beautiful beaches or visit the renowned Ringling Museum of Art for a taste of history and culture. Sarasota also offers a variety of family-friendly attractions, ensuring there’s something for everyone. Its proximity to Siesta Key makes it a perfect spot for a day trip.
  • Lido Key: Just 4.8km from Siesta Key Village, Lido Key is another picturesque island that entices visitors with its stunning beaches and lush parks. This tranquil area is well-suited for families and those seeking a laid-back atmosphere. Enjoy shopping at St. Armands Circle, where boutique stores and fine dining await. Lido Beach is an excellent locale for sunbathing and swimming, while the nearby urban park provides a perfect space for picnics and outdoor activities. Lido Key’s serene environment is an excellent complement to your Siesta Key adventure.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly Sunny
February65.1°F (18.4°C)No Rain (Dry)Mostly Sunny
March68.0°F (20.0°C)No Rain (Dry)Sunny
April73.4°F (23.0°C)Light RainMostly Sunny
May77.7°F (25.4°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.9°F (28.3°C)Light RainMostly Sunny
August83.3°F (28.5°C)Light RainMostly Sunny
September81.5°F (27.5°C)Light RainMostly Sunny
October77.2°F (25.1°C)Light RainMostly Sunny
November70.7°F (21.5°C)No Rain (Dry)Mostly Sunny
December66.6°F (19.2°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ quite a bit. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental. Happy planning.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is a handy tool for planning your getaways, allowing you to create new trips, refine your plans, or manage your bookings with ease. All the properties you’ve saved or reserved are conveniently sorted into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach. 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, Bookabach 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, Bookabach 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 Bookabach.
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 Bookabach. 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 Bookabach, 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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