Island Estate vacation rentals

We found 911 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Island Estate that are perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, such as WiFi and a pool. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Island Estate

Showing deals for:Jul 3 - Jul 10

Image gallery for Largest 4 Bed Townhome on Clearwater Beach, Elevator, Dolphins, Walk everywhere

Indoor/Outdoor living on the water with fire pit
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Largest 4 Bed Townhome on Clearwater Beach, Elevator, Dolphins, Walk everywhere

Clearwater Beach

8% off
Price is $851
$5,954 for 7 nights
All fees included
Largest 4 Bed Townhome on Clearwater Beach, Elevator, Dolphins, Walk everywhere

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Find out more about Island Estate

Why visit Island Estate

  • Beautiful Beaches: Enjoy sun-soaked days on stunning sandy beaches, perfect for relaxation and water activities.
  • Scenic Parks: Explore urban parks and nature reserves that offer picturesque views and outdoor adventures.
  • Luxury Accommodations: Choose from cozy condos, stylish apartments, and inviting vacation homes for a comfortable stay.
  • Island Way: Stroll along the prestigious Island Way, admiring waterfront homes and the charming coastal vibe.
  • Family-Friendly Atmosphere: Experience a welcoming environment ideal for family vacations, with activities for all ages.

Popular types of accommodation around Island Estate

If you're considering a getaway to Island Estate, you'll find a variety of appealing accommodations to suit your needs. Our most popular options include cozy condos, inviting houses, and stylish apartments. Explore charming properties like Horizon House, Island Way Apartments, and our exclusive private marina, along with additional homes that promise a memorable stay. Rest assured, Island Estate has the perfect rental to make your vacation truly unforgettable.

  • Condos: The top choice for vacation rentals in Island Estate, offering luxurious amenities and beautiful views.
  • Houses: A popular option for families and groups, providing spacious accommodations and a home-like atmosphere.
  • Apartments: A convenient selection for travelers seeking a cozy and central place to stay during their visit.
  • Cottages: Charming and quaint, these rentals offer a unique getaway experience close to nature.
  • Villas: Elegant and spacious, perfect for those wanting a touch of luxury during their stay.**

Top attractions near Island Estate

Island Estate in Clearwater Beach, Florida, is perfect for family vacations and outdoor adventures. Visitors can explore beautiful beaches, enjoy urban parks, and discover nature reserves. Key attractions include scenic island parks, stunning waterfront homes, and the prestigious Island Way. With a mix of relaxation and excitement, Island Estate offers an unforgettable experience for travelers seeking both beach fun and city vibes.

  • Clearwater Beach: Renowned for its stunning white sand and crystal-clear waters, this beach offers a vibrant atmosphere perfect for sunbathing, swimming, and water sports. It's a great spot to unwind and soak in the sun.
  • Beach Walk: This picturesque esplanade is ideal for romantic strolls and family outings. Lined with palm trees and vibrant shops, it provides a scenic pathway along the beach, perfect for enjoying sunsets.
  • Sand Key Park: A beautiful urban park featuring picnic areas and nature trails, Sand Key Park is perfect for family outings. It offers a tranquil escape with opportunities for outdoor activities and wildlife viewing.

Things to do recommended for couples

Looking for a romantic getaway near Island Estate? Enjoy a fun round of mini-golf at Captain Blighs Landing, indulge in luxury at Palm Hill Country Club, or unwind together with a relaxing treatment at Midori Salon and Spa. Perfect experiences for couples await.

Things to do recommended for families

Families vacationing in Island Estate can enjoy fun-filled days at Splash Harbour Water Park, located 7 miles away, or catch a game at BayCare Ballpark, just 5 miles away. For more adventure, visit Celebration Station, also 5 miles away, offering arcade games and family entertainment.

Things to do recommended for groups

Explore the vibrant Westfield Countryside Mall for shopping and entertainment, challenge your friends at the Belleview Biltmore Golf Club for a round of golf, or visit the charming Amish Country Store for unique local goods, all within a short drive from Island Estate.

*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 Island Estate

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. 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 any additional features like a fully equipped kitchen or outdoor area for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Island Estate with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private 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 families, a vacation isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds to ensure that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Island Estate: 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 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 as well.

Where to stay near Island Estate

Island Estate in Clearwater Beach, Florida, offers a perfect blend of luxury living and coastal charm. This idyllic neighborhood is ideal for family vacations, featuring stunning beaches and a friendly atmosphere. Nearby, you'll find romantic spots and exciting excursions that make it a top vacation destination. Whether you're exploring the nautical lifestyle or relaxing in a luxurious home, Island Estate promises a memorable escape for everyone.

  • Clearwater Beach: Clearwater Beach is a vibrant city renowned for its stunning white-sand beaches and crystal-clear waters. Located right by Island Estate, this area is a family-friendly destination offering a plethora of outdoor activities. Visitors can enjoy water sports, beach volleyball, and sunbathing on the famous beach. The lively atmosphere is complemented by an array of resorts, shopping areas, and a bustling shopping mall center. Don't miss the chance to explore local landmarks like the Clearwater Marine Aquarium and the family-friendly attractions nearby, ensuring a memorable beach vacation.
  • Clearwater: Situated just a mile from Island Estate, Clearwater is a charming city that embodies the quintessential beach experience. Travelers flock to Clearwater for its inviting beaches and outdoor spaces perfect for families. The city features a variety of resorts, vibrant shopping areas, and a shopping mall center, catering to diverse tastes. Key attractions include the scenic waterfront and family-friendly neighborhoods, making it an ideal spot for relaxation and exploration. Visit the local parks or unwind at the beach to soak up the sun and enjoy the welcoming atmosphere.
  • St. Petersburg - Clearwater: This expansive metropolis encompasses both St. Petersburg and Clearwater, providing an extensive array of experiences for visitors. Island Estate is nestled within this lively area, known for its beautiful beaches and outdoor activities suitable for families. Enjoy shopping at various shopping areas and mall centers or stroll along the scenic boardwalk. The region boasts a variety of local landmarks, including breathtaking beaches and vibrant neighborhoods. Whether you're looking to shop, dine, or enjoy outdoor adventures, St. Petersburg - Clearwater promises a fulfilling vacation experience.

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 in February to March and July, 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 SunnyAverageSlightly 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 SunnyModerately HighSlightly 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 on your next vacation? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new trips, refine your existing plans, or manage your reservations. Your saved or booked properties are now categorized into Potential, Upcoming, or Current Trips for easy access. To check out 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 Island Estate?
In Island Estate, condos are the most popular type of vacation rental, with about 25 available throughout the area. These condos often feature modern amenities such as fully equipped kitchens, spacious living areas, and balconies or patios that provide lovely views. For those seeking a more private experience, there are around 14 vacation houses, which typically offer multiple bedrooms, private outdoor spaces, and often include amenities like BBQ grills and swimming pools. Additionally, there are several cottages available, providing a cozy alternative for travelers looking for a unique getaway.
Are there any beach house rentals in Island Estate?
In Island Estate, there are about 59 beach house vacation rentals available, offering travelers a variety of options for their stay. These properties are typically spacious and well-appointed, featuring multiple bedrooms, fully equipped kitchens, and inviting living areas. Many beach houses also come with outdoor amenities such as private pools, patios, and direct access to the beach, allowing guests to fully enjoy the coastal atmosphere. The area is known for its serene environment, making it an ideal destination for families or groups seeking a relaxing getaway by the water.
How much does it cost to rent a vacation home in Island Estate?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Island Estate?
In Island Estate, popular vacation rental amenities include fully equipped kitchens, making it easy for travelers to prepare their own meals. Many properties also offer onsite parking, which is a convenient feature for those traveling with vehicles. Outdoor spaces are a highlight, with numerous rentals boasting decks or patios where guests can relax and enjoy the tropical surroundings. Additionally, many accommodations include coffee and tea makers, ensuring guests can enjoy their favorite beverages at any time.
Can I find family house rentals in Island Estate?
In Island Estate, Florida, there are numerous family-friendly house rentals available, totaling around 24 options. This picturesque area is superb for families looking to enjoy a relaxing getaway. Many of these homes provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.

Visitors can often find amenities such as private pools, game rooms, and easy access to beautiful beaches and local parks, enhancing the family experience.
Can I rent a vacation home with a pool or hot tub in Island Estate?
In Island Estate, Florida, travelers can find a variety of vacation homes available for rent that feature both pools and hot tubs, with around 28 options with pools and 17 options with hot tubs. This picturesque area offers a relaxed coastal atmosphere, making it an ideal destination for a getaway.

Many of these properties come equipped with private swimming pools, outdoor lounges, and spacious backyards, great for enjoying the warm Florida weather. Additionally, rentals with hot tubs provide a great way to unwind after a day of exploring the local attractions.
Are there any Island Estate vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Island Estate 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 Island Estate?
In Island Estate, travelers can find a variety of pet-friendly vacation rentals, with around 12 options available. These rentals often feature amenities such as private pools, outdoor seating areas, and fully equipped kitchens, suiting both comfort and convenience. Many properties are designed with spacious layouts, making them suitable for families or groups traveling with pets.

The area is known for its proximity to beautiful beaches and waterfront activities, providing ample opportunities for outdoor fun with furry companions. Pet owners can enjoy nearby parks and walking paths that allow for leisurely strolls, making Island Estate a great choice for those looking to travel with pets.
Can I find long-stay vacation rentals in Island Estate?
A long-stay vacation rental in Island Estate 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 Island Estate for a vacation rental?
The most popular time to visit Island Estate is during the peak season from February to April. This period draws travelers looking for a sun-soaked escape, with the inviting warmth of temperatures ranging from the mid-60s to low 80s Fahrenheit. The pleasant climate makes it great for outdoor activities such as beach lounging, water sports, and exploring the scenic coastline.

March stands out as a particularly vibrant month, often bustling with tourists eager to enjoy the beautiful beaches and local attractions. Visitors can partake in a variety of activities, from snorkeling and paddleboarding to leisurely strolls along the waterfront. The lively option, coupled with stunning sunsets, creates an unforgettable experience for those seeking both relaxation and adventure.

For those looking for a more budget-friendly option, consider planning your visit in November. This month offers a quieter ambiance, allowing you to enjoy the natural beauty of Island Estate without the crowds. The weather remains pleasant, with temperatures still comfortable for outdoor exploration and enjoying the area's charm.

Ultimately, the ideal time to book a vacation rental in Island Estate depends on your preference for vibrant social scenes or more tranquil experiences.
Are there any remote work vacation rentals in Island Estate?
In Island Estate, Florida, there are numerous remote work-friendly vacation rentals available, with around 35 options for travelers seeking a conducive work environment. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desk and chair setups, and comfortable living areas that allow for productive work sessions.

The area is known for its beautiful waterfront views and proximity to local attractions, providing an ideal balance between work and leisure. Guests can enjoy nearby beaches, parks, and a variety of dining options after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Island Estate vacation rental?
Book your Island Estate 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 Island Estate, Florida, United States of America?
In Island Estate, Florida, visitors can enjoy a laid-back atmosphere with beautiful waterfront views. One of the main attractions is the nearby Clearwater Marine Aquarium, known for its rehabilitation of marine life and its famous resident, Winter the dolphin. The area also offers access to the scenic Clearwater Beach, just a short drive away, where travelers can relax on the sandy shores or participate in water sports.

For those interested in local dining and shopping, the vibrant downtown Clearwater area provides a range of options, including waterfront restaurants and quaint shops. The nearby Caladesi Island State Park is superb for nature enthusiasts, offering pristine beaches and trails for hiking and kayaking.
Can I change or cancel my Island Estate home rental booking on Vrbo?
To find Island Estate 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 Island Estate 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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