Bay Isle holiday lettings

We found 49 holiday rentals — enter your dates for availability

Discover a selection of 19 homes and other holiday rentals in Bay Isle that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and air conditioning. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

Why visit Bay Isle

  • Stunning Beaches: Bay Isle boasts sun-soaked beaches perfect for relaxation and family fun.
  • Outdoor Activities: Enjoy a range of activities such as surfing, kayaking, and exploring the local urban park.
  • Horseshoe Bay: Visit this unique spot for a blend of cultural and recreational experiences.
  • Tranquil Atmosphere: The neighbourhood offers a peaceful setting, ideal for unwinding amidst beautiful sea views.
  • Diverse Accommodation: Choose from charming holiday homes to stylish condos, ensuring a perfect stay.

Popular types of accommodation around Bay Isle

Your journey to Bay Isle begins with selecting the perfect accommodation. From charming private holiday homes to stylish condos and apartments, there’s something for everyone. Picture yourself unwinding in a beach house with a lovely home ambiance, lounging on chaise lounges while enjoying the stunning views of the harbour. Explore the most sought-after vacation rentals and make your getaway truly unforgettable.

  • Houses: These spacious homes are the most sought-after choice, ideal for families or groups looking for a comfortable stay in Bay Isle.
  • Condos: A popular option offering modern amenities, perfect for couples or small families seeking convenience and a vibrant atmosphere.
  • Apartments: These self-contained units provide a cosy and flexible stay for solo travellers or couples exploring the area.
  • Villas: Luxurious and spacious, villas are favoured by those desiring a bit of indulgence during their holiday.
  • Cottages: Quaint and charming, cottages offer a lovely retreat for those looking for a peaceful getaway.**

Top attractions near Bay Isle

Bay Isle in Siesta Key, Florida, is perfect for beach and family holidays, offering a range of outdoor activities. Visitors can enjoy the sun-soaked beaches, explore the local urban park, or relax at the marina. For a unique experience, don't miss Horseshoe Bay, adding to the cultural and recreational charm of the area. Whether you're travelling solo or with family, Bay Isle provides delightful options for everyone.

  • Lido Beach: A beautiful, sandy beach located a mile from Bay Isle, Lido Beach boasts a relaxed atmosphere perfect for sunbathing, swimming, and enjoying stunning sunsets.
  • St. Armands Circle: A lively street two miles away, St. Armands Circle offers a delightful mix of boutique shopping, dining, and vibrant city vibes, making it an ideal spot for leisurely strolls.
  • Marie Selby Botanical Gardens: Situated two miles from Bay Isle, these enchanting gardens provide a romantic setting with lush landscapes, perfect for families and nature lovers alike.

Things to do recommended for couples

For a romantic getaway in Bay Isle, enjoy an evening at the Beatrice Friedman Symphony Center, just 1.9km away. Alternatively, indulge in luxury at The Oaks Club, 5.0km from your location, or share some fun at Evie's Golf Center, located 3.1km away, for a bit of adventure.

Things to do recommended for families

Your family will love the activities near Bay Isle, including a relaxing day at Nathan Benderson Park, a visit to Ed Smith Stadium for some sports excitement, and fun at the Robert L. Taylor Community Complex, all offering great experiences just a few miles away.

Things to do recommended for groups

Experience the vibrant arts scene at the Van Wezel Performing Arts Hall, indulge in nature on the Sarasota BayWalk, or share a laugh at McCurdy's Comedy Theatre. Each venue offers a unique atmosphere perfect for group enjoyment, all within a short distance from Bay Isle.

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

If you're travelling with a group, family, pets, or seeking extended stays, be sure to use the appropriate filters to prioritise your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Bay Isle with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Bay Isle with young kids: Taking trips with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Bay Isle: For many, a family holiday isn't truly complete without their furry companion by their side. If you can relate, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Bay Isle: If you’re in search of holiday rentals with discounts 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 accommodations. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Bay Isle

Bay Isle, nestled in Siesta Key, offers a delightful blend of sun-soaked beaches and family-friendly activities. This charming neighbourhood boasts stunning sea views and a tranquil atmosphere, perfect for a relaxing getaway. Nearby, you'll find excellent spots for surfing and vibrant beach holidays, all set against a picturesque tropical backdrop. Explore the beauty of the local scenery and enjoy the warm hospitality of friendly locals as you create unforgettable memories in this idyllic slice of paradise.

  • Siesta Key: Siesta Key is a stunning island city that promises a delightful beach experience just 1.2km from Bay Isle. Known for its powdery white sand beaches and crystal-clear waters, it's an ideal destination for families and outdoor enthusiasts. Visitors can enjoy a variety of activities, including sunbathing, swimming, and beach volleyball. The area boasts charming shops and dining options, making it perfect for leisurely strolls and family outings. Don't miss the vibrant Siesta Key Village, where you can explore local boutiques and enjoy fresh seafood at waterfront restaurants.
  • Sarasota: Located a mere 1.9km from Bay Isle, Sarasota is a lively city that blends cultural attractions with beautiful beaches. Known for its family-friendly atmosphere, visitors can explore the renowned Ringling Museum of Art and take a leisurely walk along the scenic bayfront. The city's shopping centres offer a mix of high-end boutiques and charming local shops, perfect for a day of retail therapy. With its bustling restaurants and vibrant nightlife, Sarasota provides a city-themed experience that complements its stunning coastal surroundings.
  • Lido Key: Just 621m from Bay Isle, Lido Key is another picturesque island that attracts beach lovers and families alike. The area is renowned for its tranquil beaches and lush urban parks, making it an excellent spot for picnics and outdoor activities. Visitors can enjoy a variety of water sports or simply relax on the pristine sands. Lido Key also features delightful shopping centres and recreational areas, providing ample opportunities for leisure and exploration. Whether you're seeking relaxation or adventure, Lido Key offers the perfect coastal retreat.

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 from February to April, 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 SunnyModerately 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 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 simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can differ significantly. Moreover, extending your stay often results in substantial savings. To discover the ideal Vrbo accommodation that suits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new holidays, pick up from where you last stopped, or review and manage your travel arrangements. You can easily find the properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Bay Isle?
Prices for holiday 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 holiday 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.
Are there any Bay Isle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Bay Isle with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Bay Isle?
A long-stay holiday rental in Bay Isle is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Bay Isle for a holiday rental?
January marks the beginning of the peak season in Bay Isle, a time when visitors flock to this charming destination for a winter escape filled with sunshine and relaxation. From January to March, the area buzzes with activity as tourists seek to enjoy the mild climate and an abundance of outdoor experiences, including beach lounging, fishing, and exploring the scenic Gulf Coast.

During January, temperatures are typically pleasant, ranging from 10 to 20 degrees Celsius, making it an ideal time for outdoor adventures such as kayaking or cycling along the picturesque coastline. The inviting weather enhances your sightseeing experience, allowing for leisurely strolls along the beach or visits to local markets and festivals that celebrate the vibrant culture of the area.

If you're looking for more budget-friendly options, consider planning your visit in November. Although this month is less frequented, it can still offer wonderful opportunities to experience the serene beauty of Bay Isle, with fewer crowds and a more relaxed atmosphere.

Ultimately, the best time to book a holiday rental in Bay Isle depends on your preferences for lively socializings during peak season or a tranquil retreat in the quieter months.
How early should I book a Bay Isle holiday rental?
Book your Bay Isle holiday 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 holiday 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, Florida, United States of America?
In Bay Isle, Florida, visitors can enjoy a relaxed coastal atmosphere with several attractions nearby. The neighbourhood is close to the beautiful beaches of Anna Maria Island, where travellers can indulge in sunbathing, swimming, and water sports. The island's quaint shops and local eateries offer a charming experience, superb for leisurely strolls.

Additionally, the nearby city of Sarasota boasts the Marie Selby Botanical Gardens, a stunning sanctuary filled with diverse plant species and lovely walking paths. The Ringling Museum of Art, located in Sarasota, is another cultural highlight, showcasing art collections and the historic Ringling estate.

For nature enthusiasts, the nearby Myakka River State Park provides opportunities for hiking, birdwatching, and kayaking, making it an excellent spot for outdoor activities.
Can I change or cancel my Bay Isle home rental booking on Vrbo?
To find Bay Isle holiday 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 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 travellers 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 cosy cabin or a beach house, 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 Bay Isle holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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