Island Estate holiday rentals

We found 858 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

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

Emerald One Bedroom Apartment By The Beach

Clearwater Beach

7% off
AU$2,112
for 7 nights, 1 apartment
AU$302 per night
includes taxes & fees
Emerald One Bedroom Apartment By The Beach
Terrace/patio
Room
Exterior detail
Pool
Exceptional
(16 reviews)

Family Beach Escape Apartment By The Beach

Clearwater Beach

8% off
AU$2,873
for 7 nights, 1 apartment
AU$410 per night
includes taxes & fees
Family Beach Escape Apartment By The Beach
Outdoor dining
Exterior
Room
Exterior detail
Exceptional
(12 reviews)

Mandalay Bay Front Studio

Clearwater Beach

7% off
AU$2,238
for 7 nights, 1 apartment
AU$320 per night
includes taxes & fees
Mandalay Bay Front Studio
Exterior detail
Beach Balcony - furniture view
Primary Bedroom - view towards the bath
Great Room - looking towards the Gulf
Exceptional
(12 reviews)

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

Clearwater Beach

6% off
AU$10,370
for 7 nights, 1 apartment
AU$1,481 per night
includes taxes & fees
Clearwater Vista: Beachfront Penthouse. Walk everywhere. 3 bedrooms 4 balconies
Dining
Living area
Private kitchen
Exterior
Very good
(5 reviews)

Family beach stay at the Manatee!

Clearwater Beach

7% off
AU$3,302
for 7 nights, 1 room
AU$472 per night
includes taxes & fees
Family beach stay at the Manatee!
Sports court
Private Rooftop Terrace with hot tub and views of the beach and bay
Bunk Room off Master Suite with full over full bunk beds
Interior
Exceptional
(202 reviews)

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

Clearwater Beach

8% off
AU$5,254
for 7 nights, 1 home
AU$751 per night
includes taxes & fees
Luxurious, Family Friendly House, Rooftop Terrace, Hot Tub & Breathtaking Views!
Fully stocked kitchen
Outdoor spa tub
Living area to socialize and relax
Brand new pickleball courts right across the street
Exceptional
(231 reviews)

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

Clearwater Beach

8% off
AU$4,879
for 7 nights, 1 home
AU$697 per night
includes taxes & fees
Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views
Interior
Beach
Exterior detail
Interior
Exceptional
(5 reviews)

Clearwater Bliss Apartments 3

Clearwater Beach

8% off
AU$5,357
for 7 nights, 1 apartment
AU$765 per night
includes taxes & fees
Clearwater Bliss Apartments 3
Master BR
Exterior
Living / Dining Room
Pool
Exceptional
(320 reviews)

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

Clearwater Beach

8% off
AU$4,848
for 7 nights, 1 apartment
AU$693 per night
includes taxes & fees
Updated condo just steps to the white sand beaches of Clearwater Beach
Marina
Property grounds
First floor living space with Air hockey, dart board, and XL scrabble board!
 CHEFS DREAM KITCHEN EQUIPPED WITH ALL ESSENTIALS FOR CREATING FABULOUS MEALS!
Exceptional
(30 reviews)

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

Clearwater Beach

5% off
AU$6,072
for 7 nights, 1 home
AU$867 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

8% off
AU$7,222
for 7 nights, 1 home
AU$1,032 per night
includes taxes & fees
Luxe townhouse 2 blk walk to Clearwater Beach, Pier 60, Rooftop patio sunsets
Terrace/patio
Room
Exterior
Property grounds
Exceptional
(11 reviews)

2106 · 3 Min Walk -> Beach / Heated Pool / Free Parking

Clearwater Beach

8% off
AU$2,658
for 7 nights, 1 apartment
AU$380 per night
includes taxes & fees
2106 · 3 Min Walk -> Beach / Heated Pool / Free Parking
Living area
Beach
Private kitchen
Marina
Exceptional
(7 reviews)

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

Clearwater Beach

8% off
AU$8,719
for 7 nights, 1 home
AU$1,246 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
The kitchen comes stocked with everything you will need to enjoy your stay
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

8% off
AU$4,886
for 7 nights, 1 home
AU$698 per night
includes taxes & fees
Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Waterfront master bedroom with king size bed
Living area
Dining
Exterior
Exceptional
(26 reviews)

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

Clearwater Beach

8% off
AU$8,154
for 7 nights, 1 home
AU$1,165 per night
includes taxes & fees
Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock
Beachside Modern Apartment5
Beach
Beachside Modern Apartment15
Interior
Exceptional
(5 reviews)

Renovated Apartment By The Beach With Parking

Clearwater Beach

8% off
AU$3,328
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
Renovated Apartment By The Beach With Parking
Private kitchen
Property grounds
Room
Living area
Exceptional
(15 reviews)

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

Clearwater Beach

7% off
AU$3,535
for 7 nights, 1 apartment
AU$505 per night
includes taxes & fees
Modern 2 bedroom/2 bath Apartment • 5 Minute Walk to Beach • Great Views
Bedroom one
Living area
Backyard area.
Beach
Exceptional
(12 reviews)

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

Clearwater Beach

8% off
AU$3,056
for 7 nights, 1 apartment
AU$437 per night
includes taxes & fees
Tangerine dream newly renovated unit September 2025 with Pool and central AC.
Pool
Living area
Room
Property grounds
Wonderful
(12 reviews)

Spacious 2BR Apt with 3 Beds By The Beach

Clearwater Beach

8% off
AU$2,495
for 7 nights, 1 apartment
AU$356 per night
includes taxes & fees
Spacious 2BR Apt with 3 Beds By The Beach
Private kitchen
Exterior
Clearwater Beach
Living area
Exceptional
(46 reviews)

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

Clearwater Beach

8% off
AU$8,733
for 7 nights, 1 home
AU$1,248 per night
includes taxes & fees
New & Luxurious 4/3 Townhouse with boat slip- 2,800 Square Feet
Property grounds
Pool
Room
Exterior
Exceptional
(8 reviews)

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

Clearwater Beach

7% off
AU$3,113
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Exterior detail
Beach
Property grounds
Room
Exceptional
(10 reviews)

Sunset Hideaway One Bedroom Apartment By The Beach

Clearwater Beach

8% off
AU$2,707
for 7 nights, 1 apartment
AU$387 per night
includes taxes & fees
Sunset Hideaway One Bedroom Apartment By The Beach
Private kitchen
New Air Conditioning has been installed. Wall unit is obsolete and removed.
A.C./Heating Unit takes care of business
The new loveseat is a  recliner
Exceptional
(163 reviews)

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

Clearwater Beach

8% off
AU$2,316
for 7 nights, 1 apartment
AU$331 per night
includes taxes & fees
Great Studio - Under 2 minute walk to beach where dogs are welcome
Interior
Room
Property grounds
Exterior detail
Exceptional
(29 reviews)

Palm Royale Double Bed Suite By The Beach

Clearwater Beach

8% off
AU$2,412
for 7 nights, 1 apartment
AU$345 per night
includes taxes & fees
Palm Royale Double Bed Suite By The Beach
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

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

    More space, more privacy, more amenities — more value

Frequently asked questions

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.
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.
Are all fees included in the Island Estate holiday homes prices shown on Stayz?
Stayz 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.
Are there any Island Estate holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 any discounts for Island Estate holiday homes?
You can find great discounts on holiday homes in Island Estate on Stayz, 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.
Can I change or cancel my Island Estate holiday home booking on Stayz?
To find Island Estate holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Island Estate?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Island Estate holiday home?
Book your Island Estate holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Island Estate?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Island Estate to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.