Bay Isle vacation rentals

We found 46 vacation rentals — enter your dates for availability

Discover a selection of 24 homes and other vacation rentals in Bay Isle that are perfect for your trip. Vacation homes provide the amenities you need and want for your family, friends, or furry companion, such as parking and a pool. At the end of the day, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find out more about Bay Isle

Find out more about Bay Isle

Why visit Bay Isle

  1. Beautiful Beaches: Enjoy pristine, sun-soaked beaches perfect for relaxation and family fun.
  2. Outdoor Activities: Engage in a variety of outdoor experiences like biking, boating, and picnicking in urban parks.
  3. Charming Neighborhoods: Explore friendly local communities and vibrant atmospheres in nearby Longboat Key and North Naples.
  4. Culinary Delights: Savor delicious local cuisine and fresh seafood at various dining spots.
  5. Stylish Accommodations: Choose from a range of comfortable vacation rentals, ensuring a memorable stay.

Popular types of accommodation around Bay Isle

Discover the perfect vacation rental in Bay Isle with Vrbo, where you can choose from stylish condos, houses, and cozy apartments. Whether you prefer relaxing on outdoor furniture or enjoying the scenic views from a Fairway Bay home, our diverse room collections cater to all tastes. No matter who you're traveling with, Bay Isle offers accommodations that ensure a memorable and comfortable stay.

  • Condos: The top choice for vacation rentals in Bay Isle, offering modern amenities and stunning views.
  • Houses: A popular option for families and groups seeking spacious and comfortable accommodations.
  • Apartments: Ideal for solo travelers or couples looking for a cozy and convenient place to stay.
  • Cottages: Charming and quaint, these rentals provide a unique and relaxing atmosphere.
  • Villas: Luxurious and spacious, perfect for those desiring a high-end getaway.**

Top attractions around Bay Isle

Bay Isle in Siesta Key, Florida, is perfect for beach, family, and outdoor vacations. Visitors can enjoy beautiful beaches, urban parks, and nearby state parks. It's an ideal destination for families seeking outdoor experiences, with activities like boat launches, picnic shelters, beach shops, and biking opportunities. Whether you're looking for a day getaway or a relaxing beach day, Bay Isle has something for everyone to create lasting memories.

  1. Siesta Key Beach: Renowned for its powdery white sand and stunning sunsets, Siesta Key Beach offers a perfect blend of relaxation and beach vibes. Enjoy swimming, sunbathing, and beach activities just 2 miles away from Bay Isle.
  2. St. Armands Circle: This vibrant shopping and dining destination 2 miles from Bay Isle features unique boutiques, art galleries, and a variety of restaurants. Experience city vibes while strolling through this charming circular street.
  3. IMG Academy: Located 10 miles away, IMG Academy is a prestigious sports training facility. It's known for its elite athletic programs and world-class facilities, offering a glimpse into the future of sports training.

Things to do recommended for couples

For a romantic getaway in Bay Isle, consider a luxurious day at University Park Country Club, just 9 miles away. Enjoy an evening concert at Beatrice Friedman Symphony Center, only 3 miles from your stay, or have fun playing mini-golf at Fish Hole, located 10 miles away.

Things to do recommended for families

Your family will have a fantastic time at Ed Smith Stadium, just 4 miles from Bay Isle, soaking in the sports atmosphere. Enjoy wellness activities at Nathan Benderson Park, 8 miles away, or relax at the Robert L. Taylor Community Complex, located 5 miles from your stay.

Things to do recommended for groups

Groups visiting Bay Isle can enjoy shopping at the Mall at University Town Center, catch a show at the Van Wezel Performing Arts Hall, and hike the scenic Sarasota BayWalk for outdoor adventure and breathtaking views.

What do I need to keep in mind when booking a vacation around Bay Isle

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

  • Traveling to Bay Isle with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Bay Isle with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with access to suitable amenities, like a private swimming pool. Additionally, keeping in mind how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Bay Isle: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bay Isle: 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 filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Bay Isle

Bay Isle in Siesta Key is a hidden gem perfect for families and outdoor enthusiasts. Enjoy beautiful, unblemished views while exploring nearby Longboat Key and North Naples, where friendly neighborhoods and a welcoming atmosphere await. Relax on the stunning beaches, indulge in local art, and savor delicious cuisine, all while experiencing the charm of this vibrant destination. Your vacation here promises unforgettable memories and a true taste of Florida's coastal lifestyle.

  • Sarasota: Located a mere 3 miles from Bay Isle, Sarasota is a vibrant coastal city known for its stunning beaches and family-friendly outdoor experiences. Visitors can enjoy a variety of attractions, including the popular Siesta Key Beach, renowned for its powdery white sand. The city boasts a thriving shopping scene with mall centers and local boutiques, perfect for those looking to indulge in some retail therapy. Sarasota is also home to beautiful parks, providing ample opportunities for picnics, walking, and outdoor activities, making it an ideal destination for families and nature lovers alike.
  • Bradenton: Situated 14 miles from Bay Isle, Bradenton is a charming city that offers a delightful blend of beach relaxation and outdoor fun. Known for its family-friendly atmosphere, visitors can explore various educational attractions, including the South Florida Museum, or enjoy a round of golf at one of the many local courses. Bradenton is also home to beautiful beaches and a sports facility stadium, making it a great spot for sports enthusiasts. With its warm climate and welcoming community, Bradenton is perfect for families looking to create memorable vacation experiences.
  • Longboat Key: Located 10 miles from Bay Isle, Longboat Key is a picturesque barrier island that attracts visitors seeking a tranquil beach escape. This destination is known for its pristine beaches and family-friendly activities, offering a peaceful atmosphere for relaxation. Travelers can explore local shopping malls and recreational areas, ensuring fun for all ages. Longboat Key’s charming neighborhoods are perfect for leisurely strolls, and the scenic waterfront views make it a picturesque setting for those looking to unwind by the sea.

Best time to go to Bay Isle

If you're planning a trip to Bay Isle, 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 SunnySlightly LowSlightly Low
December66.6°F (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay to take advantage of even greater savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit!

Save more with One Key

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

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travel. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked can now be accessed in the sections for Potential, Upcoming, or Current Trips. To explore 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 in Bay Isle?
In Bay Isle, vacation houses are the most popular type of vacation rental, with around 21 available in this charming coastal community. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a cozy feel. Many vacation houses also come with outdoor spaces such as patios or decks, superb for enjoying the warm Florida weather.
Are there any beach house rentals in Bay Isle?
In Bay Isle, Florida, there are about 50 beach house vacation rentals available, offering travelers a variety of options for their stay. These properties are predominantly located near the scenic waterfront, providing easy access to beautiful beaches and outdoor activities. Most beach houses come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor patios or decks superb for enjoying the coastal breeze. Many rentals also feature private swimming pools, BBQ facilities, and direct beach access, making them ideal for families or groups looking to relax and enjoy the sun.
How much does it cost to rent a vacation home in Bay Isle?
Prices for vacation rentals in Bay Isle 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 Bay Isle 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 Bay Isle vacation house rentals?
You can find great discounts on house rentals in Bay Isle 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 Bay Isle?
In Bay Isle, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and private pools for relaxation and enjoyment. Many properties also feature heated pools, ensuring a comfortable swim regardless of the season. Outdoor patios are common as well, providing a superb spot for dining al fresco or soaking up the sun.
Are there any family house rentals in Bay Isle?
In Bay Isle, Florida, families will find a variety of vacation rentals, with around 20 options available. This area is known for its beautiful beaches and family-friendly atmosphere, making it an ideal spot for group getaways. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play and adults can relax. Additionally, amenities such as Wi-Fi and air conditioning are typically included to ensure a comfortable stay.

The neighborhood's proximity to nearby attractions, including parks, waterfront activities, and local dining options, enhances the experience for visitors. Families can enjoy easy access to outdoor adventures and community events, allowing for a memorable vacation filled with fun and relaxation.
Can I rent a vacation home with a pool or hot tub in Bay Isle?
In Bay Isle, Florida, travelers can find a selection of vacation homes available for rent that include pools and hot tubs, with around 17 options featuring pools and several others equipped with hot tubs. This picturesque area is great for those looking to enjoy a relaxing getaway. Many of the properties typically offer amenities such as private pools, spacious outdoor decks, and well-appointed kitchens, ideal for both leisure and entertaining. Travelers can also expect features like comfortable living spaces, barbecue areas, and sometimes even game rooms, making these rentals suitable for families or groups seeking a fun and enjoyable stay.
Are there any Bay Isle vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Bay Isle 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.
Are there pet-friendly vacation rentals in Bay Isle?
In Bay Isle, Florida, travelers can find a variety of pet-friendly vacation rentals, with approximately 11 options available. Many of these rentals feature modern amenities such as fully equipped kitchens, spacious living areas, private patios, and sometimes even swimming pools, making them suitable for families or groups. The area is known for its proximity to beautiful beaches and parks, where pets are often welcome. Visitors can enjoy leisurely strolls along the shore or spend time at nearby parks that provide ample space for outdoor activities with their furry companions.
Can I find long-stay vacation rentals in Bay Isle?
A long-stay vacation rental in Bay Isle 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 Bay Isle for a vacation rental?
The best time to visit Bay Isle for a vacation rental is during the peak season from January to March. This period attracts travelers seeking warm weather and sun-soaked adventures, making it ideal for those looking to escape colder climates. With average temperatures ranging from the mid-60s to low 80s Fahrenheit, January offers a comfortable escape for outdoor activities, sightseeing, and beach relaxation.

During these months, you can enjoy a vibrant atmosphere with plenty of events and activities to engage in. From exploring the picturesque coastline to taking part in local festivals, the options are abundant. The pleasant climate ensures that you can comfortably enjoy everything from leisurely beach walks to exhilarating water sports.

If you're seeking a more budget-friendly option, consider planning your trip in November. This month provides a quieter experience, allowing you to enjoy the beauty of Bay Isle without the crowds. Plus, with milder weather and lower rental rates, you can savor the tranquility of the area while still indulging in the local charm.

Ultimately, the choice between peak season and the quieter November depends on your travel preferences.
Are there any remote work vacation rentals in Bay Isle?
In Bay Isle, Florida, there are numerous remote work-friendly vacation rentals available, with around 21 options for travelers seeking a conducive environment for working remotely. These rentals typically offer essential amenities designed for productivity, including dedicated workspaces with desks and comfortable chairs, high-speed Wi-Fi for seamless connectivity, and additional features like computer monitors and safes for secure storage.

The area is also known for its proximity to beautiful beaches and local attractions, which can provide a refreshing break after a day of work. Many properties might include outdoor patios or communal spaces where you can unwind and enjoy the pleasant Florida weather. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Bay Isle vacation rental?
Book your Bay Isle 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 Bay Isle?
In Bay Isle, Florida, visitors can enjoy a relaxed atmosphere with access to beautiful waterfront views. The nearby Bay Isle Park offers serene walking paths and picnic areas, ideal for outdoor leisure. Just a short drive away, the beaches of Anna Maria Island provide opportunities for sunbathing, swimming, and water sports.

For those interested in local dining, the area features charming restaurants and cafes that emphasize fresh seafood and coastal cuisine.
Can I change or cancel my Bay Isle home rental booking on Vrbo?
To find Bay Isle 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Bay Isle 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.