Siesta Key Village vacation rentals

We found 1,124 vacation rentals — enter your dates for availability

Discover a selection of 121 homes, 35 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.

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Find out more about Siesta Key Village

Why visit Siesta Key Village

  • Stunning Beaches: Siesta Key Beach is renowned for its powdery white sand and crystal-clear waters, perfect for sunbathing and swimming.
  • Vibrant Village Atmosphere: Siesta Key Village offers lively shops, restaurants, and entertainment, creating a bustling community vibe.
  • Outdoor Adventures: Engage in activities like kayak tours and water sports, ideal for adventure seekers and nature lovers.
  • Family-Friendly Activities: With parks and various attractions, there's plenty to keep families entertained.
  • Diverse Accommodations: Choose from luxurious villas to budget-friendly condos, catering to every traveler's needs.

Popular types of accommodation around Siesta Key Village

Planning your getaway to Siesta Key Village? You're in for a treat. Explore a variety of popular accommodations, including houses, cozy condos, and stylish apartments. Whether you're seeking luxurious villa rentals or budget-friendly options, Siesta Key has something for everyone. From the best hotels in Siesta Key to charming vacation villas, you'll find the perfect spot to unwind and enjoy everything this beautiful destination has to offer.

  • Houses: These are the top choice for visitors, offering spacious and comfortable accommodations ideal for families and groups looking to enjoy a home-like atmosphere in Siesta Key Village.
  • Condos: A popular option for travelers, condos provide convenient amenities and often stunning views, perfect for couples or small families.
  • Apartments: Ideal for solo travelers or couples, apartments offer a cozy and affordable home base for exploring Siesta Key Village.
  • Cottages: Charming and quaint, cottages provide a unique and intimate stay, perfect for those seeking a cozy retreat.
  • Villas: Luxurious and spacious, villas are great for those wanting an upscale experience with added privacy and comfort.**

Top attractions near Siesta Key Village

Siesta Key Village offers a perfect blend of beach, family, and city-themed vacations. Explore the stunning Siesta Key Beach, enjoy the vibrant atmosphere of Siesta Village, or take part in kayak tours for an adventurous day. With attractions like urban parks and marinas, there’s something for everyone, making it an ideal destination for families and outdoor enthusiasts alike.

  • Siesta Key Beach: Renowned for its powdery white sands and crystal-clear waters, Siesta Key Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach activities. Just 0.9 miles from Siesta Key Village, it’s a must-visit for beach lovers.
  • St. Armands Circle: Located 3 miles from Siesta Key Village, St. Armands Circle is a vibrant shopping and dining destination. Its charming streets are lined with boutiques, cafes, and galleries, making it an ideal spot for leisurely strolls.
  • Marina Jack: Situated 4 miles away, Marina Jack is a hub for outdoor adventures, offering boat rentals, dining, and stunning waterfront views. Experience the thrill of water sports or relax by the marina with beautiful sunsets.

Things to do recommended for couples

For a romantic getaway in Siesta Key Village, consider a visit to The Oaks Club, only 7 miles away, for luxury vibes. Alternatively, enjoy a day at Sarasota Polo or Sarasota Trap Skeet and Clays, both 12 miles away, offering exclusive experiences perfect for couples.

Things to do recommended for families

Families will have a blast at Siesta Key Village, where they can explore the beautiful beaches, visit the playful dolphins at the nearby marine center, and enjoy delicious ice cream shops. The vibrant atmosphere and local shops make for a perfect family day out.

Things to do recommended for groups

Groups visiting Siesta Key Village can enjoy a day at the pristine Siesta Beach, indulge in fresh seafood at local eateries, and explore the vibrant shops and art galleries. Don't miss a sunset boat tour for stunning views of the Gulf of Mexico.

*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 traveling with a group, family, pets, or planning an extended stay, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Siesta Key Village with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many 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 providing suitable amenities like a private swimming pool. 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, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pet feel 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 rental options. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Siesta Key Village

Siesta Key Village offers a vibrant atmosphere perfect for a dream beach getaway. This charming neighborhood is ideal for families and beach lovers alike, providing easy access to stunning shores and lively local shops and eateries. Explore the friendly community, soak up the tropical vibes, and enjoy a Florida beach vacation that feels like an island retreat. Experience the best of relaxation and adventure in this delightful village.

  • Siesta Key: Siesta Key is an idyllic island destination known for its stunning beaches and laid-back atmosphere. Siesta Key Village, the heart of this charming locale, offers a blend of shopping, dining, and entertainment just a stone's throw from the powdery white sands of Siesta Beach. The area is perfect for families looking to enjoy outdoor activities, from beach volleyball to paddleboarding. With its vibrant atmosphere, Siesta Key is a haven for those seeking relaxation and fun in the sun, making it an ideal starting point for your vacation.
  • Sarasota: Located a mere 5 miles from Siesta Key Village, Sarasota is a bustling city that boasts a rich cultural scene and beautiful beaches. Visitors flock to Sarasota for its family-friendly attractions and urban vibe. Stroll through the local shopping centers for unique finds or enjoy a meal at one of the many renowned restaurants. Highlights include the stunning beaches, like Lido Beach, and cultural landmarks such as the Ringling Museum of Art, providing a perfect mix of relaxation and exploration.
  • Lido Key: Just 3 miles away from Siesta Key Village, Lido Key is another beautiful island that offers a charming mix of beach and city experiences. Known for its family-friendly atmosphere, this destination features lovely beaches, urban parks, and a variety of shopping options. Lido Key is perfect for those who enjoy a more tranquil beach setting, while still being close to the vibrant Sarasota area. With its scenic views and recreational areas, Lido Key is a must-visit for those looking to unwind and explore.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary. Additionally, opting for 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.

Unlock savings with One Key

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

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or manage and organize your travel itinerary. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Siesta Key Village?
In Siesta Key Village, vacation houses are the most popular type of rental accommodation, with around 160 available. These houses are often situated near the beach and provide ample space for families or larger groups, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas like patios or decks for enjoying the tropical weather. Condos follow closely behind, with about 81 options that typically offer amenities such as pools, fitness centers, and close proximity to local shops and dining. Apartments, numbering around 45, provide a more compact and convenient choice, often including kitchen facilities and easy access to the village's vibrant setting.
Are there any beach house rentals in Siesta Key Village?
In Siesta Key Village, there are approximately 667 beach house rentals available, suiting a variety of vacation needs. These properties are predominantly located near the picturesque Siesta Beach, known for its powdery white sand and vibrant setting. Most beach houses offer amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or decks, ideal for enjoying the coastal breeze. Many properties also include features like private pools, BBQ grills, and direct beach access, making them superb for families or groups looking to relax and make the most of their beach vacation.
How much does it cost to rent a vacation home in Siesta Key Village?
Prices for vacation rentals in Siesta Key Village vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Siesta Key Village to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Siesta Key Village vacation house rentals?
You can find great discounts on house rentals in Siesta Key Village on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Siesta Key Village?
In Siesta Key Village, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare meals and enjoy dining in a home-like setting. Many rentals also offer onsite parking for convenience, making it easier for travelers with vehicles. Additionally, most properties feature coffee and tea makers, great for enjoying a warm beverage in the morning. Outdoor spaces such as decks or patios are common, providing a nice area to relax and soak in the Florida sunshine. Many accommodations also include sofa beds, offering extra sleeping arrangements for larger groups or families.
Can I find family house rentals in Siesta Key Village?
In Siesta Key Village, there are around 225 family-friendly house rentals available, making it an excellent choice for families seeking a getaway. This vibrant area is known for its stunning beaches and a lively option, great for group gatherings. Many of these homes feature spacious living areas, full kitchens ideal for preparing family meals, and outdoor patios where children can play and adults can relax.

Visitors will appreciate the proximity to local attractions such as Siesta Beach, renowned for its soft quartz sand, and the charming shops and restaurants that line the village. The amenities offered often include essentials like Wi-Fi, air conditioning, and sometimes even private pools or game rooms, ensuring a comfortable stay for everyone.
Can I rent a vacation home with a pool or hot tub in Siesta Key Village?
In Siesta Key Village, there are plenty of vacation homes available for rent that feature both pools and hot tubs, with around 214 options boasting pools and 49 offering hot tubs. This charming village, known for its stunning beaches and vibrant setting, provides a variety of rental properties, including beach cottages and larger family homes. Travelers can expect amenities such as private pools, relaxing hot tubs, outdoor dining areas, and fully equipped kitchens, great for enjoying the beautiful Florida weather.
Are there any Siesta Key Village vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Siesta Key Village with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Siesta Key Village?
Yes, you can book pet-friendly vacation rentals in Siesta Key Village, with a variety of options available for travelers with pets. This charming area offers a range of vacation rentals, including beachfront condos and cozy cottages, many of which come equipped with amenities such as full kitchens, outdoor seating areas, and easy access to the beach.

Siesta Key Village is known for its beautiful beaches and vibrant setting, making it an ideal destination for pet owners. The nearby Siesta Key Beach is not only renowned for its soft, white sands but also allows pets on a leash at certain times of the day, providing an excellent opportunity for you and your furry friend to enjoy the sun and surf together.

Additionally, the village boasts pet-friendly dining options, allowing you to relax and enjoy meals with your pet by your side.
Can I find long-stay vacation rentals in Siesta Key Village?
A long-stay vacation rental in Siesta Key Village is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Siesta Key Village for a vacation rental?
The most popular time to visit Siesta Key Village is from January to March, when travelers flock to this sun-soaked destination to escape colder climates. This peak season offers ideal conditions for outdoor activities, with average temperatures ranging from the upper 50s to mid-70s Fahrenheit, great for beach lounging, water sports, and exploring the vibrant local scene.

During these months, the village buzzes with life, featuring lively events, delicious dining options, and beautiful sunsets along the famous Siesta Key Beach. The warm weather allows for a plethora of activities, from paddleboarding and kayaking to enjoying leisurely strolls on the powdery white sand.

If you're looking for a more budget-friendly experience, consider visiting in November. While this month sees fewer crowds, it still boasts pleasant temperatures and a charming atmosphere. You can enjoy quieter beaches and local attractions without the hustle and bustle of peak season, making it a great time for relaxation and exploration.

Ultimately, your ideal time to visit Siesta Key Village hinges on whether you prefer the vibrant energy of winter travelers or the peaceful charm of the shoulder months.
Are there any remote work vacation rentals in Siesta Key Village?
In Siesta Key Village, Florida, travelers looking for remote work vacation rentals will find a robust selection, with approximately 278 options available. The village is known for its stunning beaches and vibrant setting, making it an appealing destination for those combining work and leisure. Many of these rentals come equipped with essential amenities for remote work, including free Wi-Fi, dedicated desk spaces, and comfortable work areas within the units.

Staying in Siesta Key Village not only provides a conducive environment for productivity but also places you close to the area's attractions, such as the famous Siesta Beach and local shops, restaurants, and nightlife. After work hours, you can unwind by the beach or explore the charming streets filled with boutiques and eateries. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Siesta Key Village vacation rental?
Book your Siesta Key Village vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Siesta Key Village, Florida, United States of America?
In Siesta Key Village, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The village itself is known for its vibrant setting, featuring boutique shops, restaurants, and cafes that line the streets, making it great for leisurely strolls. The iconic Siesta Beach, renowned for its powdery white sand and clear azure waters, is just a short walk away, providing a stunning setting for sunbathing, swimming, and beach sports.

Nearby, the Siesta Key Crystal Classic, a renowned sand sculpting festival, draws crowds and showcases incredible artistry, typically held in November. The village also offers easy access to the beautiful Siesta Key Village Historic District, where visitors can explore local art galleries and cultural experiences. For outdoor enthusiasts, kayaking and paddleboarding in the nearby waters are popular activities, with rental options available right within the village.
Can I change or cancel my Siesta Key Village home rental booking on Vrbo?
To find Siesta Key Village vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Siesta Key Village vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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