Siesta Key Village vacation rentals

We found 1,157 vacation rentals — enter your dates for availability

Discover a selection of 171 homes, 46 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:Sep 5 - Sep 12
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Find out more about Siesta Key Village

Find out more about Siesta Key Village

Why visit Siesta Key Village

  1. Beautiful Beaches: Enjoy the stunning Siesta Key Beach, known for its soft, white sand and crystal-clear waters, perfect for sunbathing and swimming.
  2. Family-Friendly Activities: Engage in various outdoor adventures, from beach games to exploring nearby parks, ideal for all ages.
  3. Charming Village Atmosphere: Stroll through Siesta Key Village's quaint shops, art galleries, and vibrant local culture.
  4. Delicious Dining: Savor a diverse range of dining options, from casual beachside eateries to upscale restaurants.
  5. Stunning Sunsets: Witness breathtaking sunsets that paint the sky with vibrant colors, creating unforgettable memories.

Popular types of accommodation around Siesta Key Village

Planning a getaway to Siesta Key Village? You've made a fantastic choice! Discover the charm of this coastal paradise by exploring a variety of vacation rentals, including beautiful condos, houses, and convenient apartments. Whether you're seeking beach access, friendly private pool rentals, or a cozy spot in the heart of Siesta Key Village, you're sure to find the perfect accommodation for your unforgettable vacation.

  • Condos: The top choice for vacation rentals in Siesta Key Village, offering modern amenities and community features.
  • Houses: Ideal for families or groups, these homes provide a spacious and comfortable home-away-from-home experience.
  • Apartments: A convenient option for couples or solo travelers, with various sizes and styles available.
  • Cottages: Quaint and charming, these rentals provide a cozy atmosphere perfect for a relaxing getaway.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale vacation experience.**

Top attractions around Siesta Key Village

Siesta Key Village offers a perfect blend of beach, family, and outdoor activities. Visitors can explore beautiful beaches, urban parks, and nearby national and state parks, ideal for a memorable vacation. Whether you're interested in island hopping or simply soaking up the sun on Siesta Key Beach, there's something for everyone. Enjoy a relaxing getaway with ample opportunities for outdoor adventures and family experiences in this charming coastal destination.

  1. Siesta Key Beach: Renowned for its powdery white sand and turquoise waters, Siesta Key Beach offers a perfect setting for sunbathing, swimming, and beach activities. Its relaxed atmosphere makes it a favorite for families and couples alike, providing stunning sunsets and a vibrant beach vibe.
  2. St. Armands Circle: A charming, upscale shopping and dining district, St. Armands Circle features boutique stores, art galleries, and gourmet restaurants. With its lively city vibe, it’s an ideal spot for leisurely strolls and enjoying outdoor cafes.
  3. IMG Academy: A premier sports training facility, IMG Academy offers world-class coaching and programs for athletes of all levels. Visitors can explore the campus, attend events, or even participate in training sessions, making it a unique experience for sports enthusiasts.

Things to do recommended for couples

For a romantic getaway in Siesta Key Village, indulge in luxury at The Oaks Club, enjoy enchanting performances at the Beatrice Friedman Symphony Center, or have some fun together at Fish Hole Miniature Golf. Each spot offers a unique experience perfect for couples looking to create lasting memories.

Things to do recommended for families

Your family vacation in Siesta Key Village can include exciting visits to Ed Smith Stadium for sports thrills, Nathan Benderson Park for wellness and relaxation, and the Robert L. Taylor Community Complex, where you can enjoy various recreational activities together. Fun awaits just a short drive away!

Things to do recommended for groups

Experience the vibrant Mall at University Town Center for shopping, enjoy a show at the romantic Van Wezel Performing Arts Hall, or embark on an adventurous hike at Sarasota BayWalk, all within a short drive from Siesta Key Village. Perfect for group fun and exploration!

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

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

  • Traveling to Siesta Key Village with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Siesta Key Village with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Siesta Key Village: For many families, a vacation wouldn't feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Siesta Key Village: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around Siesta Key Village

Siesta Key Village is a perfect island getaway, boasting beautiful beaches and a family-friendly atmosphere. Visitors can enjoy relaxing days under the sun, explore charming shops and art galleries, and indulge in delicious dining options. With a welcoming community and an abundance of outdoor activities, Siesta Key is ideal for families looking to make unforgettable vacation memories in Florida. Don’t miss the stunning sunsets and the vibrant local culture that make this destination truly special.

  • Sarasota: Located approximately 5 miles from Siesta Key Village, Sarasota is a vibrant city known for its beautiful beaches and family-friendly atmosphere. Visitors can enjoy a wealth of outdoor activities, from sunbathing on the stunning shoreline to exploring the local parks. The city features a variety of shopping options, including a bustling mall and charming boutiques. Sarasota is also famous for its cultural attractions, such as the Ringling Museum of Art, which showcases impressive art collections and stunning gardens.
  • Bradenton: Situated about 15 miles from Siesta Key Village, Bradenton offers a delightful mix of beach fun and outdoor adventures. This city is perfect for families, with numerous recreational opportunities and educational venues. Golf enthusiasts will appreciate the well-maintained courses, while sports fans can catch a game at local stadiums. The area's beaches provide a relaxing atmosphere for sunbathing and water activities, making it an ideal destination for a day trip.
  • Longboat Key: Just 11 miles from Siesta Key Village, Longboat Key is a picturesque barrier island known for its upscale residential areas and pristine beaches. This destination attracts families and outdoor lovers alike, offering a range of activities from shopping at local centers to enjoying recreational facilities. Visitors can unwind on the family-friendly beaches or explore the charming town neighborhoods, which feature delightful dining options and boutique shops, ensuring a memorable experience on your vacation.

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 in February to March and July, 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 SunnySlightly LowAverage
February65.1°F (18.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March68.0°F (20.0°C)No Rain (Dry)SunnySlightly HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly 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 SunnySlightly HighAverage
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnySlightly LowSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyAverageSlightly Low
November70.7°F (21.5°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
December66.6°F (19.2°C)No Rain (Dry)Mostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Keeping your travel dates flexible can be a great way to take advantage of fluctuating prices. Additionally, choosing to book a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make informed choices and get the most out of your travel experience.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a convenient way to plan your trips, pick up where you left off, and manage your travel arrangements. You can easily find your saved and booked properties organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Siesta Key Village?
Apartments are the most popular style of vacation rental in Siesta Key Village, according to our data. Even if you have something a little different in mind, Vrbo has vacation homes in all sizes and shapes. Browse our options to find your perfect fit.
How much does it cost to rent a vacation rental in Siesta Key Village?
Property type, season and length of stay are some things that can influence the price of a vacation home. Simply enter your dates of travel to find your dream escape. From cozy chalets to expansive luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Siesta Key Village?
The average price for a vacation home near the beach in Siesta Key Village will depend on when you’re going and the type and size of property you’re searching for. You can easily and quickly find prices on Vrbo by entering the dates you’ll be traveling. Then use the filter tool to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Siesta Key Village?
Yes. You can choose from 413 vacation rentals that allow pets in Siesta Key Village. Several of our pet-friendly vacation rentals even come with a garden for your furry pal to run around in, complimentary treats, doggie beds and proximity to parks. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Siesta Key Village?
Tick the “pool” box in our handy filter tool and select from 269 houses with private pools in Siesta Key Village on Vrbo. Ball games, gentle soak or noodle joust? Downtime is up to you when your Vrbo vacation home boasts its own swimming pool.
What are popular rental amenities in Siesta Key Village?
When it comes to rental amenities that guests are on the lookout for in Siesta Key Village, a garden, a nearby waterfront and a barbecue grill are the most popular. With Vrbo vacation homes, you’ll enjoy choices to match your taste and style, whether you’re traveling with family members, friends or even pets.
Are there large group vacation rentals in Siesta Key Village?
Siesta Key Village has 106 vacation homes that can cater to 10 or more people. These properties come with the space you need to share good times with your nearest and dearest.
Are there vacation rentals in Siesta Key Village that welcome kids?
Siesta Key Village has 410 family-friendly vacation homes to pick from. And booking a stay that welcomes little ones is a cinch with Vrbo’s “Properties good for families” filter. In addition to having the whole place to yourselves, you’ll have access to perks and amenities such as dining rooms, private pools and yards.
Are there one-bedroom vacation rentals in Siesta Key Village?
Yes, Siesta Key Village has 66 one-bedroom rentals on offer. Often located in well-regarded areas due to their compact size, a one-bedroom vacation property is perfect if you’re getting away with a friend or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while enjoying this exciting destination.
Can I find two-bedroom vacation rentals in Siesta Key Village?
You can pick from 140 two-bedroom rentals in Siesta Key Village. Give your little ones the second room or fill it with a couple of your best 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?
Siesta Key Village has 180 vacation rentals with WiFi, so you’ll be able to stay connected while you’re traveling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Siesta Key Village?
Siesta Key Village has 409 vacation rentals where you can kick back in air-conditioned comfort. To locate a stay on Vrbo featuring this perk, enter your desired travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Siesta Key Village?
The minimum age allowed can differ across properties on Vrbo, so check the rules of the vacation home in Siesta Key Village you want. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Siesta Key Village for?
It’s down to the Siesta Key Village property. To look over a list of options offering extended stays, simply type your dates and number of guests into Vrbo. Enjoy having the entire place to yourself, along with home comforts such as a fully-equipped kitchen and a backyard where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Siesta Key Village?
On Vrbo, we’ve got some incredible discounts and bargains for Siesta Key Village. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or an extended stay, Vrbo has a variety of options for all styles and budgets.

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