Whispering Sands vacation rentals

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Find out more about Whispering Sands

Why visit Whispering Sands

  • Stunning Beaches: Enjoy the breathtaking shores of Whispering Shores and Crystal Sands, perfect for sunbathing and swimming.
  • Family-Friendly Atmosphere: Experience fun-filled days at Key Beach, ideal for families with children.
  • Outdoor Adventures: Explore urban parks and engage in various water activities at the nearby marina.
  • Tropical Vibe: Immerse yourself in the friendly local culture and serene sunsets that define this coastal paradise.
  • Diverse Accommodations: Choose from charming vacation homes, modern condos, or comfortable apartments catering to all needs.

Popular types of accommodation around Whispering Sands

If you're looking for the perfect getaway in Whispering Sands, you've come to the right place. Our most popular accommodations include charming Houses, modern Condos, and comfortable Apartments. Whether you're interested in Whispering Sands Condominiums or Siesta Key homes, we offer a variety of options to suit your needs. Plus, enjoy fantastic amenities to enhance your stay. Discover your ideal vacation rental today.

  • Houses: These spacious and fully-equipped homes are the top choice for travelers seeking comfort and privacy during their stay at Whispering Sands.
  • Condos: Ideal for those who enjoy resort-style amenities, condos offer a blend of luxury and convenience in a vibrant community.
  • Apartments: Perfect for couples or solo travelers, apartments provide a cozy and affordable option in the heart of Siesta Key.
  • Villas: These upscale properties offer a touch of elegance and are perfect for larger groups or families looking for a luxurious getaway.
  • Cottages: Charming and quaint, cottages provide a delightful retreat for those seeking a peaceful and intimate atmosphere.**

Top attractions near Whispering Sands

Whispering Sands in Siesta Key, Florida, offers a delightful mix of attractions for every type of traveler. Explore the stunning beaches, unwind in urban parks, or visit the nearby marina for water activities. Whether you're seeking outdoor adventures, family-friendly fun, or a vibrant city experience, there's something for everyone to enjoy in and around Whispering Sands. Plan your visit to make the most of your time in this beautiful destination.

  • Siesta Key Beach: Renowned for its powdery white sands and turquoise waters, Siesta Key Beach offers a relaxing beach vibe perfect for sunbathing, swimming, and beach volleyball. Enjoy stunning sunsets and the vibrant atmosphere of beachgoers.
  • St. Armands Circle: A charming shopping and dining destination, St. Armands Circle features boutique shops and gourmet restaurants. Experience the lively city vibe as you stroll through this picturesque area, perfect for people-watching and enjoying local cuisine.
  • Marina Jack: This marina offers outdoor adventures with boat rentals, dining, and scenic views of Sarasota Bay. Enjoy a mix of beach vibes and adventure as you explore the waterways or relax at the waterfront restaurant.

Things to do recommended for couples

For a romantic getaway in Siesta Key, explore the luxury of The Oaks Club, enjoy a captivating performance at the Beatrice Friedman Symphony Center, or challenge each other to a fun round of mini-golf at Evie's Golf Center. Perfect activities for couples seeking memorable experiences.

Things to do recommended for families

Your family will have a great time at Ed Smith Stadium, just 6 miles from Whispering Sands, where you can soak in the sports atmosphere. Alternatively, visit the Robert L. Taylor Community Complex, also 6 miles away, for wellness and relaxation activities perfect for all ages.

Things to do recommended for groups

Your group can enjoy a show at the Van Wezel Performing Arts Hall, just 5 miles away, experience the adventurous Sarasota BayWalk hiking trail 4 miles from Whispering Sands, or shop and dine at Gulf Gate Mall, located 3 miles away, offering a vibrant local atmosphere.

*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 Whispering Sands

If you’re planning a trip with a group, family, or pets, or if you're considering extended stays, be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Whispering Sands with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Whispering Sands with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Whispering Sands: For many families, a vacation wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Whispering Sands: If you're in search of vacation rentals that offer great deals 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Whispering Sands

Your vacation in Whispering Sands, Siesta Key, promises a delightful blend of relaxation and adventure. Explore the nearby Whispering Shores and Crystal Sands for their stunning beaches, or enjoy the family-friendly atmosphere at Key Beach. With friendly locals and a tropical vibe, this destination offers an ideal escape for travelers seeking sun-soaked days and serene sunsets. Experience the best of coastal living in this enchanting part of Florida.

  • Siesta Key: Siesta Key is a beautiful island city known for its stunning beaches and outdoor family-friendly activities. Located directly at Whispering Sands, visitors can immerse themselves in the soft, powdery sands that make this destination famous. Outdoor experiences abound, from sunbathing and swimming at the beach to exploring nearby recreational areas. The island also offers shopping venues and resorts, making it a perfect spot for relaxation and fun. Highlights include the picturesque family beach and charming town neighborhoods that reflect the laid-back island lifestyle.
  • Sarasota: Just 5 miles away from Whispering Sands, Sarasota is a vibrant city that combines beachside relaxation with urban excitement. Visitors flock here for its family-friendly atmosphere and city-themed experiences, which include a variety of shopping malls and cultural attractions. Explore the local beaches, enjoy a day of family fun, or indulge in vibrant dining options. Key attractions include the lovely family beaches and lively town neighborhoods that showcase the best of Florida's coastal charm and city life.
  • Siesta Key Village: Nestled within Siesta Key, Siesta Key Village is a charming neighborhood that offers a delightful mix of beach activities and city experiences. Located right at Whispering Sands, this area is perfect for families looking to enjoy recreational spaces and shopping opportunities. Stroll through the village to discover an array of shops, restaurants, and urban parks. The nearby beaches and family-friendly environments make it an ideal spot for visitors seeking relaxation and fun in a picturesque setting.

Best time to go to Whispering Sands

If you're planning a trip to Whispering Sands, 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly 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 SunnyModerately HighSlightly 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 (19.200000000000003°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your full booking. Being the planner definitely has its perks. By enrolling in our travel rewards program, One Key, you'll gain access to exclusive discounts and accumulate OneKeyCash on eligible bookings. 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 convenient place to plan new adventures, pick up right where you left off, and keep your travel arrangements organized. You can easily access properties you've previously 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 are the best vacation rentals near Whispering Sands?
The best vacation rentals near Whispering Sands are predominantly located in Siesta Key Village, which offers convenient access to the beach. You will find a wide array of options here, including airy condos with direct access to amenities and private vacation homes that provide more space. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You will easily find the best vacation rentals near Whispering Sands in this vibrant area.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as a refreshing pool for a dip, laundry facilities for extended stays, and easy access to the nearby sea. These homes are ideal for families or groups looking for a relaxing beach getaway.
Are there any cheap vacation rentals near Whispering Sands?
There are several affordable vacation rentals near Whispering Sands, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $260 per night. Some stays might offer better rates in August and October during the off-season, making them a great option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, toiletries, and free self-parking, and can range from cozy condos to regular private vacation homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Whispering Sands while keeping costs down.
What are the top vacation rentals with pools near Whispering Sands?
There are over 3,100 vacation rentals near Whispering Sands that offer access to swimming pools. Guests can choose from a variety of options, including private outdoor pools, shared community pools, and even some indoor pool facilities. These properties are concentrated in Siesta Key Village and feature amenities such as full kitchens, Wi-Fi, and often include features like sun loungers and pool toys, making them excellent choices for families or groups seeking a comfortable stay near the beach.

When selecting your rental, consider whether a private pool for exclusive use or a shared pool with potential additional facilities like exercise areas best suits your preferences. For cooler months, many properties offer heated pools, ensuring a pleasant swimming experience year-round. It's always a good idea to check for heated or indoor options if your stay is outside of peak summer.
What are the best family vacation rentals near Whispering Sands?
There are over 2,391 family-friendly vacation rentals available near Whispering Sands, primarily located in the Siesta Key Village area. These properties, which include many private vacation homes and condos, provide ample space with multiple bedrooms and bathrooms suitable for groups. Many come equipped with full kitchens, washer/dryers, and outdoor play areas like yards or gardens. For entertainment, guests can often find properties with video games, books, and even arcade game rooms.

When selecting a home for your family, consider options that offer separate living spaces for adults and children, and practical amenities such as a well-equipped kitchen for meal preparation and laundry facilities. Staying near Whispering Sands means less travel time and more opportunities to enjoy the local attractions.
Are there any luxury vacation rentals near Whispering Sands?
Near Whispering Sands, guests can find several luxury vacation rentals that offer modern comfort. These properties often feature amenities such as private outdoor hot tubs, private secured pools, designer toiletries, premium bedding with Egyptian cotton sheets, and rainfall showerheads. Many of these homes also boast private beach access and provide a private chef service for an elevated stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and access to onsite tennis and golf. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Whispering Sands?
Vacation rentals near Whispering Sands offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties, such as simple apartments, typically start around $260 per night, providing an affordable option. Mid-range rentals, including private homes with standard amenities, are generally around $420 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost $620 or more per night, especially for properties with premium locations or extensive amenities.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Whispering Sands?
When planning your stay near Whispering Sands, several areas offer distinct experiences. Siesta Key Village is a prime choice, offering easy access to the beach and a lively collection of shops and dining. Many vacation rentals here are just a short walk or quick drive from Whispering Sands, providing a convenient base for enjoying the area.

For those seeking a more tranquil setting while remaining close to Whispering Sands, the areas south of Siesta Key Village offer properties with a relaxed coastal feel. These homes often provide direct beach access or are a short stroll to the shoreline.

Another excellent option is the Crescent Beach area, known for its beautiful quartz sand and proximity to Point of Rocks, a popular spot for snorkeling. Properties in this area are a comfortable distance from Whispering Sands, and a short drive connects you to all the local attractions.
What is the cheapest month to stay near Whispering Sands?
The cheapest time to find vacation rentals near Whispering Sands is typically during the late Summer to early Autumn (August to October), excluding any major local festivals. August and October frequently offer the best deals on homes and condos, often seeing rates that are 15-25% lower than peak season. Guests can often find various savings and greater availability during these months.
Are there any lakefront vacation rentals near Whispering Sands
Lakefront vacation rentals near Whispering Sands offer a great mix of comfort, scenery, and outdoor adventure. While Whispering Sands is coastal, properties are found on nearby freshwater lakes providing a different water experience. These properties are a short drive from Whispering Sands, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and fully equipped kitchens, making them ideal for families or larger groups. Guests can enjoy lake views and unwind in peaceful surroundings after exploring local attractions.
Are there any top beachfront vacation rentals near Whispering Sands
Beachfront vacation rentals near Whispering Sands offer direct access to the sand, with many properties featuring ocean-view balconies. Guests can find properties directly on Siesta Key Beach, placing them steps from the water. Some areas are within walking distance of lively dining, shopping, and entertainment in Siesta Key Village, while other spots provide a quieter setting for relaxation.

Accommodation types range from ocean-facing rooms to multi-bedroom units with private terraces, suitable for various guest needs. Many rentals come equipped with beach chairs, umbrellas, and offer convenient access to beach activities. While oceanfront pools are not universally available, many properties provide easy access to the beach for swimming and sunbathing.
Are there any monthly vacation rentals near Whispering Sands?
Vrbo offers excellent options for monthly vacation rentals near Whispering Sands, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Whispering Sands.
Are there any last-minute vacation rentals near Whispering Sands?
Vrbo makes it simple to find last-minute vacation rentals near Whispering Sands that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
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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