Island Estate holiday lettings

We found 909 holiday rentals — enter your dates for availability

Discover a selection of 6 flats and other holiday rentals in Island Estate that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as Wi-Fi and parking. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Why visit Island Estate

  • Stunning Beaches: Island Estate boasts beautiful beaches perfect for sunbathing and swimming, ideal for beach enthusiasts.
  • Outdoor Activities: Families can enjoy a variety of outdoor adventures, from nature reserves to urban parks.
  • Charming Local Culture: Experience the friendly atmosphere and warm locals in the Clearwater area.
  • Dining and Entertainment: Nearby downtown Clearwater offers vibrant dining options for romantic evenings or family outings.
  • Diverse Accommodation: Choose from beachfront condos, private homes, and comfortable apartments for a memorable stay.

Popular types of accommodation around Island Estate

You've chosen Island Estate for your holiday, and now it's time to find the perfect place to stay. Discover the most sought-after accommodation options, including beachfront condos, houses, and comfortable apartments. With a range of Clearwater homes and house rentals, you’re sure to find the ideal holiday rental that meets your needs, providing you with a memorable getaway.

  • Condos: The top choice among visitors to Island Estate, offering modern amenities and stunning views.
  • Houses: A fantastic option for families or groups, providing space and comfort for a home-like experience.
  • Apartments: Ideal for those seeking a self-catering option with convenient access to local attractions.
  • Cottages: Perfect for a quaint getaway, offering charm and a cosy atmosphere.
  • Villas: Luxurious accommodations that provide privacy and upscale amenities for a lavish stay.**

Top attractions near Island Estate

Island Estate in Clearwater Beach, Florida, is perfect for beach lovers and families seeking outdoor adventures. Visitors can explore beautiful beaches, urban parks, and nature reserves that provide a blend of city and natural experiences. Nearby attractions include Clearwater Beach and the mainland, offering a variety of activities to enjoy during your stay. Whether you're looking to relax by the shore or engage in family-friendly outings, Island Estate has something for everyone.

  • Clearwater Beach: A stunning stretch of soft, white sand, Clearwater Beach is perfect for soaking up the sun or enjoying water sports. With vibrant beach vibes, it’s an ideal spot for relaxation and socialising.
  • Sand Key Park: This urban park offers a family-friendly atmosphere with lush greenery and picnic areas. It’s perfect for outdoor activities and enjoying the city's natural beauty, making it a great place for a day out.
  • Beach Walk: A picturesque esplanade that invites romantic strolls and family outings. Lined with palm trees, it offers breathtaking views of the sunset and easy access to the beach.

Things to do recommended for couples

For a romantic getaway at Island Estate, enjoy a fun round at Captain Bligh's Landing mini-golf, unwind with a luxurious experience at Palm Hill Country Club, or indulge in relaxation at Midori Salon and Spa. Each offers a unique atmosphere, perfect for couples.

Things to do recommended for families

Families visiting Island Estate can have a splashing good time at Splash Harbour Water Park, enjoy exciting sports at BayCare Ballpark, and have fun at Celebration Station’s arcade adventures, all within a short drive of the estate.

Things to do recommended for groups

Explore the vibrant Westfield Countryside Mall for shopping, enjoy a round of golf at the Belleview Biltmore Golf Club, or visit the charming Amish Country Store for unique finds, all within a short distance from Island Estate.

What do I need to keep in mind when booking a vacation around Island Estate

If you’re travelling with a group, family, pets, or planning an extended stay, it’s essential to filter your search according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Island Estate with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Island Estate with young kids: Travelling with young children can present its challenges. It's essential 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 family-friendly attractions.
  • Taking your pets with you to Island Estate: For many, a family holiday isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Island Estate: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By applying the appropriate filters, 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 near Island Estate

Island Estate, nestled in Clearwater Beach, Florida, offers a delightful blend of beachside relaxation and family-friendly adventures. Visitors can explore the charming Clearwater area, known for its warm atmosphere and friendly locals. Nearby, downtown Clearwater provides vibrant dining and entertainment options, making it a perfect spot for romantic evenings or family outings. With its picturesque community and outdoor activities, Island Estate promises an unforgettable holiday experience for all types of travellers.

  • Clearwater Beach: A vibrant coastal city located 373m from Island Estates, Clearwater Beach is renowned for its stunning sandy shores and family-friendly atmosphere. Visitors flock to this beach for its outdoor experiences, with a myriad of water sports and activities available. The area boasts a variety of resorts and a bustling shopping district, complete with shopping malls. Key attractions include the picturesque beach itself, a family-oriented beach area, and nearby theme parks, making it an ideal destination for holidaymakers seeking both relaxation and adventure.
  • Clearwater: Situated 621m from Island Estates, Clearwater is a charming city that offers a delightful blend of beach and outdoor activities. This locale is perfect for families looking to enjoy quality time together, with access to lovely beaches and scenic neighbourhoods. Clearwater features a range of resorts and shopping areas, ensuring that visitors have ample options for both leisure and retail therapy. The prominent beaches and inviting family beach spots are key highlights, making Clearwater a wonderful option for those seeking a laid-back yet engaging holiday experience.
  • Indian Rocks Beach: Located 3.7km from Island Estates, Indian Rocks Beach is a tranquil city known for its inviting atmosphere and picturesque shoreline. This gem attracts families and outdoor enthusiasts alike, with beautiful beaches perfect for swimming, sunbathing, and beachcombing. The area features charming shopping areas and a delightful boardwalk, perfect for leisurely strolls. Visitors can explore the scenic beach and family-friendly neighbourhoods, making Indian Rocks Beach an excellent choice for those looking to unwind while enjoying the natural beauty of Florida’s coastline.

Best time to go to Island Estate

If you're planning a trip to Island Estate, 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
January61.3°F (16.3°C)Light RainMostly SunnyAverageSlightly Low
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
April73.6°F (23.1°C)Light RainMostly SunnyModerately HighSlightly High
May78.3°F (25.7°C)Light RainSunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyAverageSlightly High
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October76.6°F (24.8°C)Light RainMostly SunnyModerately LowSlightly Low
November69.6°F (20.9°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.5°F (18.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save some pounds on your next getaway? It might be worth considering a bit of flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Island Estate?
In Island Estate, condos are the most popular type of holiday rental, with about 22 available in this picturesque area. These condos typically feature modern amenities, including fully equipped kitchens, spacious living areas, and often private balconies that provide stunning views of the surrounding waterways. Travellers can expect a comfortable and stylish design, great for relaxing after a day of exploring.
Are there any beach house rentals in Island Estate?
In Island Estate, Florida, there are approximately 56 beach house holiday rentals available, primarily situated along the scenic waterfront. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many rentals feature private outdoor spaces, such as patios or decks, which provide stunning views of the water and are superb for enjoying the warm Florida weather.
How much does it cost to rent a holiday home in Island Estate?
Prices for holiday rentals in Island Estate 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 Island Estate 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 Island Estate holiday house rentals?
You can find great discounts on house rentals in Island Estate 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 Island Estate holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Island Estate 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 Island Estate?
A long-stay holiday rental in Island Estate 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 Island Estate for a holiday rental?
March is the most popular time to visit Island Estate, attracting holidaymakers eager to soak up the sun and enjoy the stunning coastal scenery. This month falls within the peak season, which runs from February to April, when the weather is beautifully warm and ideal for outdoor activities. With temperatures averaging around 24-27 degrees Celsius, it's a superb time for beach outings, water sports, and leisurely strolls along the shoreline.

During these peak months, you'll find a vibrant atmosphere filled with both locals and visitors engaging in various activities, from fishing and boating to exploring nearby attractions. The abundance of sunshine means you can easily enjoy the natural beauty of the island while indulging in local cuisine at outdoor restaurants.

For those looking for a more budget-friendly option, November is a lovely time to visit, offering milder temperatures and a quieter experience. While the beaches are less crowded, you can still enjoy pleasant weather and take part in the unique charm of Island Estate without the hustle and bustle of peak tourist times.
Are there any remote work holiday rentals in Island Estate?
In Island Estate, Florida, there are numerous options for remote work holiday rentals, with around 23 available. This area is ideal for those looking to combine work and leisure, as many properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desk chairs, ensuring a productive environment.

The neighbourhood offers a serene atmosphere, superb for focusing on work, while also providing easy access to local attractions and outdoor activities. Many rentals feature outdoor spaces where guests can unwind after a day of work, with amenities like private balconies, pools, or gardens. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Island Estate holiday rental?
Book your Island Estate 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.
Can I change or cancel my Island Estate home rental booking on Vrbo?
To find Island Estate 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 Island Estate 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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