Island Estate holiday lettings

We found 857 holiday rentals — enter your dates for availability
Discover a selection of 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.

Holiday rentals with weekly discounts – Island Estate

Showing deals for:8 Jan - 15 Jan

Room
Living area
Pool
Terrace/patio
Exceptional
(21 reviews)

Emerald One Bedroom Apartment By The Beach

Clearwater Beach

8% off
£1,079
for 7 nights, 1 apartment
£154 per night
includes taxes & fees
Emerald One Bedroom Apartment By The Beach
Pool
Room
Exterior detail
Exterior detail
Exceptional
(16 reviews)

Family Beach Escape Apartment By The Beach

Clearwater Beach

8% off
£1,485
for 7 nights, 1 apartment
£212 per night
includes taxes & fees
Family Beach Escape Apartment By The Beach
Primary Bedroom - view towards the bath
Beach Balcony - furniture view
Kitchen
Exterior detail
Exceptional
(12 reviews)

Clearwater Vista: Beachfront Penthouse. Walk everywhere. 3 bedrooms 4 balconies

Clearwater Beach

6% off
£5,727
for 7 nights, 1 apartment
£818 per night
includes taxes & fees
Clearwater Vista: Beachfront Penthouse. Walk everywhere. 3 bedrooms 4 balconies
Outdoor dining
Living area
Private kitchen
Exterior
Very good
(5 reviews)

Family beach stay at the Manatee!

Clearwater Beach

7% off
£1,750
for 7 nights, 1 room
£250 per night
includes taxes & fees
Family beach stay at the Manatee!
Exterior detail
Exterior
Property grounds
Outdoor dining
Exceptional
(12 reviews)

Mandalay Bay Front Studio

Clearwater Beach

7% off
£1,155
for 7 nights, 1 apartment
£165 per night
includes taxes & fees
Mandalay Bay Front Studio
Fully stocked kitchen
Outdoor spa tub
Living area to socialize and relax
Second bedroom on third level, queen bed
Exceptional
(231 reviews)

Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views

Clearwater Beach

8% off
£2,584
for 7 nights, 1 home
£369 per night
includes taxes & fees
Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views
Children’s area
Beach
Interior
Exterior detail
Exceptional
(5 reviews)

Clearwater Bliss Apartments 3

Clearwater Beach

8% off
£2,990
for 7 nights, 1 apartment
£427 per night
includes taxes & fees
Clearwater Bliss Apartments 3
Living / Dining Room
Exterior
Master BR
Pool
Exceptional
(320 reviews)

Updated condo just steps to the white sand beaches of Clearwater Beach

Clearwater Beach

7% off
£2,650
for 7 nights, 1 apartment
£379 per night
includes taxes & fees
Updated condo just steps to the white sand beaches of Clearwater Beach
Sports court
Private Rooftop Terrace with hot tub and views of the beach and bay
Interior
Bunk Room off Master Suite with full over full bunk beds
Exceptional
(202 reviews)

Luxurious, Family Friendly House, Rooftop Terrace, Hot Tub & Breathtaking Views!

Clearwater Beach

7% off
£2,795
for 7 nights, 1 home
£399 per night
includes taxes & fees
Luxurious, Family Friendly House, Rooftop Terrace, Hot Tub & Breathtaking Views!
Marina
Property grounds
First floor living space with Air hockey, dart board, and XL scrabble board!
Large open concept dining area. Plus breakfast bar with 4 barstools.
Exceptional
(30 reviews)

Luxury Waterfront Townhome 3BR w/ Pool, Dock, Boat Slip & 4 Decks, Walk to Beach

Clearwater Beach

5% off
£3,326
for 7 nights, 1 home
£475 per night
includes taxes & fees
Luxury Waterfront Townhome 3BR w/ Pool, Dock, Boat Slip & 4 Decks, Walk to Beach
Marina
Terrace/patio
Private kitchen
Marina
Exceptional
(28 reviews)

Luxe townhouse 2 blk walk to Clearwater Beach, Pier 60, Rooftop patio sunsets

Clearwater Beach

7% off
£3,991
for 7 nights, 1 home
£570 per night
includes taxes & fees
Luxe townhouse 2 blk walk to Clearwater Beach, Pier 60, Rooftop patio sunsets
Marina
Beach
Living area
Living area
Exceptional
(7 reviews)

Indulge in Waterfront Elegance: Stunning 4/3 Townhome - 2800 Square Feet

Clearwater Beach

7% off
£4,856
for 7 nights, 1 home
£694 per night
includes taxes & fees
Indulge in Waterfront Elegance: Stunning 4/3 Townhome - 2800 Square Feet
You have gorgeous views of the intracoastal from all 4 floors of our home.
Rooftop view from large table that sits 8.  Views of the city and intracoastal
Interior
Gorgeous views from the roof of the intracoastal
Exceptional
(101 reviews)

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!

Clearwater Beach

7% off
£2,624
for 7 nights, 1 home
£375 per night
includes taxes & fees
Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
BEYOND THE LIVING ROOM IS THE ENCLOSED FLORIDA ROOM WITH GREAT WATER VIEWS
Living area
Exterior
Waterfront master bedroom with king size bed
Exceptional
(26 reviews)

Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock

Clearwater Beach

8% off
£4,503
for 7 nights, 1 home
£643 per night
includes taxes & fees
Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock
Interior
Room
Terrace/patio
Property grounds
Exceptional
(11 reviews)

Bay View - King Studio

Clearwater Beach

8% off
£1,392
for 7 nights, 1 apartment
£199 per night
includes taxes & fees
Bay View - King Studio
Living area
Property grounds
Private kitchen
Living area
Exceptional
(15 reviews)

Modern 2 bedroom/2 bath Apartment • 5 Minute Walk to Beach • Great Views

Clearwater Beach

7% off
£1,891
for 7 nights, 1 apartment
£270 per night
includes taxes & fees
Modern 2 bedroom/2 bath Apartment • 5 Minute Walk to Beach • Great Views
Interior
Beach
Beachside Modern Apartment15
Children’s area
Exceptional
(5 reviews)

Renovated Apartment By The Beach With Parking

Clearwater Beach

8% off
£1,789
for 7 nights, 1 apartment
£256 per night
includes taxes & fees
Renovated Apartment By The Beach With Parking
Private kitchen
Exterior
Living area
Interior
Exceptional
(46 reviews)

New & Luxurious 4/3 Townhouse with boat slip- 2,800 Square Feet

Clearwater Beach

7% off
£4,816
for 7 nights, 1 home
£688 per night
includes taxes & fees
New & Luxurious 4/3 Townhouse with boat slip- 2,800 Square Feet
Backyard area.
Living area
Property grounds
Beach
Exceptional
(12 reviews)

Tangerine dream newly renovated unit September 2025 with Pool and central AC.

Clearwater Beach

8% off
£1,598
for 7 nights, 1 apartment
£228 per night
includes taxes & fees
Tangerine dream newly renovated unit September 2025 with Pool and central AC.
Private kitchen
Living area
Pool
Room
Wonderful
(12 reviews)

Spacious 2BR Apt with 3 Beds By The Beach

Clearwater Beach

7% off
£1,313
for 7 nights, 1 apartment
£188 per night
includes taxes & fees
Spacious 2BR Apt with 3 Beds By The Beach
Room
Pool
Private kitchen
Property grounds
Exceptional
(8 reviews)

Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach

Clearwater Beach

7% off
£1,624
for 7 nights, 1 apartment
£232 per night
includes taxes & fees
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Property grounds
Beach
Room
Exterior detail
Exceptional
(10 reviews)

Sunset Hideaway One Bedroom Apartment By The Beach

Clearwater Beach

8% off
£1,397
for 7 nights, 1 apartment
£200 per night
includes taxes & fees
Sunset Hideaway One Bedroom Apartment By The Beach
Pool
Beach
Interior
Room
Wonderful
(20 reviews)

Coastal Escape Studio Steps from the Beach

Clearwater Beach

8% off
£1,286
for 7 nights, 1 apartment
£184 per night
includes taxes & fees
Coastal Escape Studio Steps from the Beach
The new loveseat is a  recliner
New Air Conditioning has been installed. Wall unit is obsolete and removed.
Private kitchen
Room
Exceptional
(163 reviews)

Great Studio - Under 2 minute walk to beach where dogs are welcome

Clearwater Beach

8% off
£1,196
for 7 nights, 1 apartment
£171 per night
includes taxes & fees
Great Studio - Under 2 minute walk to beach where dogs are welcome
  • Peace of mind

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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

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?
The best time to visit Island Estate for a holiday rental is during the peak season from February to April. This period is particularly popular among travellers seeking a warm escape, as the weather is pleasantly mild, with temperatures typically ranging from 18 to 27 degrees Celsius. With the sun shining and vibrant outdoor activities beckoning, it's an ideal time for beach lovers and those eager to explore the stunning coastline.March stands out as the most popular month, drawing visitors who wish to enjoy the lively option and partake in various local events. Whether you're lounging on the beach, indulging in water sports, or enjoying delightful dining experiences, Island Estate offers plenty of opportunities to relax and make lasting memories.For budget-conscious travellers, November presents a fantastic alternative. With fewer tourists around, you can savour the peaceful surroundings while still enjoying the beautiful beaches and charming local attractions. This quieter month allows for a more intimate experience, great for those who prefer a slower pace without compromising on the beauty of the area.Ultimately, your choice of when to visit Island Estate will hinge on whether you're looking for a bustling holiday filled with activities or a tranquil retreat to unwind and explore at your leisure.
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.
What are the top attractions in Island Estate, Florida, United States of America?
In Island Estate, Florida, visitors can enjoy a range of attractions that highlight the area's natural beauty and recreational activities. The beautiful waterfront offers opportunities for boating and fishing, appealing to those looking to explore the scenic coastline and engage in water sports. The nearby Clearwater Marine Aquarium is a popular destination, where guests can interact with marine life and learn about conservation efforts, making it a great spot for families.Additionally, the picturesque beaches of Clearwater Beach are just a short drive away, providing soft sands and various beachside activities. For those interested in local dining, Island Estate features several charming restaurants along the water, serving fresh seafood and other culinary delights.
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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