Island Estate holiday rentals

We found 885 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:13 Nov - 20 Nov

Terrace/patio
Pool
Room
Interior
Very good
(6 reviews)

124 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,376
for 7 nights, 1 apartment
AU$197 per night
includes taxes & fees
124 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Exterior
Beach
Private kitchen
Dining
Exceptional
(199 reviews)

Newly remodeled Beach House Steps to the Gulf, Private Heated Pool

Clearwater Beach

8% off
AU$9,277
for 7 nights, 1 home
AU$1,325 per night
includes taxes & fees
Newly remodeled Beach House Steps to the Gulf, Private Heated Pool
Interior
Pool
Exterior detail
Room
Exceptional
(16 reviews)

102 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,625
for 7 nights, 1 apartment
AU$232 per night
includes taxes & fees
102 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Living area
Pool
shared laundry room
Need a book to read - help yourself to book stop across the street
Exceptional
(102 reviews)

Cozy Cottage, 1 minute walk to Beach

Clearwater Beach

8% off
AU$3,872
for 7 nights, 1 home
AU$553 per night
includes taxes & fees
Cozy Cottage, 1 minute walk to Beach
Living area
Indoor/Outdoor living on the water with fire pit
Interior
Marina
Exceptional
(14 reviews)

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

Clearwater Beach

8% off
AU$9,094
for 7 nights, 1 home
AU$1,299 per night
includes taxes & fees
Largest 4 Bed Townhome on Clearwater Beach, Elevator, Dolphins, Walk everywhere
Exterior detail
Pool
Interior
Room
Exceptional
(20 reviews)

142 · Time Travelers Welcome: Your 50s Style Getaway

Clearwater Beach

7% off
AU$1,698
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees
142 · Time Travelers Welcome: Your 50s Style Getaway
Laundry Room
Kitchen Area
Living Room Area
Patio with Furniture and Grill
Exceptional
(12 reviews)

2-bedroom on Clearwater Beach. One block to the beach.

Clearwater Beach

11% off
AU$2,287
for 7 nights, 1 home
AU$327 per night
includes taxes & fees
2-bedroom on Clearwater Beach. One block to the beach.
Property grounds
Room
Exterior
Interior
Exceptional
(11 reviews)

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

Clearwater Beach

7% off
AU$1,613
for 7 nights, 1 apartment
AU$230 per night
includes taxes & fees
2106 · 3 Min Walk -> Beach / Heated Pool / Free Parking
Interior
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$7,722
for 7 nights, 1 home
AU$1,103 per night
includes taxes & fees
New & Luxurious 4/3 Townhouse with boat slip- 2,800 Square Feet
 CHEFS DREAM KITCHEN EQUIPPED WITH ALL ESSENTIALS FOR CREATING FABULOUS MEALS!
Property grounds
Large open concept dining area. Plus breakfast bar with 4 barstools.
First floor living space with Air hockey, dart board, and XL scrabble board!
Exceptional
(30 reviews)

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

Clearwater Beach

5% off
AU$5,868
for 7 nights, 1 home
AU$838 per night
includes taxes & fees
Luxury Waterfront Townhome 3BR w/ Pool, Dock, Boat Slip & 4 Decks, Walk to Beach
Living area
Room
Private kitchen
Pool
Exceptional
(8 reviews)

Waterfront 2 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach

Clearwater Beach

7% off
AU$3,427
for 7 nights, 1 apartment
AU$490 per night
includes taxes & fees
Waterfront 2 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Room
Pool
Private kitchen
Exterior
Exceptional
(8 reviews)

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

Clearwater Beach

7% off
AU$3,029
for 7 nights, 1 apartment
AU$433 per night
includes taxes & fees
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Exterior detail
Pool
Property grounds
Private kitchen
Wonderful
(12 reviews)

137 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,876
for 7 nights, 1 apartment
AU$268 per night
includes taxes & fees
137 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Private kitchen
New Air Conditioning has been installed. Wall unit is obsolete and removed.
The new loveseat is a  recliner
Room
Exceptional
(162 reviews)

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

Clearwater Beach

8% off
AU$2,243
for 7 nights, 1 apartment
AU$320 per night
includes taxes & fees
Great Studio - Under 2 minute walk to beach where dogs are welcome
Interior
Living area
Exterior
Interior
Exceptional
(7 reviews)

Charming 2-Bedroom Apartment Steps From Beautiful Clearwater Beach!

Clearwater Beach

8% off
AU$3,698
for 7 nights, 1 apartment
AU$528 per night
includes taxes & fees
Charming 2-Bedroom Apartment Steps From Beautiful Clearwater Beach!
Property grounds
Sunsets galore
Private kitchen
View from property
Exceptional
(132 reviews)

Cozy and friendly. All is Well - no damage

Clearwater Beach

8% off
AU$3,541
for 7 nights, 1 home
AU$506 per night
includes taxes & fees
Cozy and friendly. All is Well - no damage
BEYOND THE LIVING ROOM IS THE ENCLOSED FLORIDA ROOM WITH GREAT WATER VIEWS
Living area
Waterfront master bedroom with king size bed
Property grounds
Exceptional
(26 reviews)

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

Clearwater Beach

8% off
AU$7,935
for 7 nights, 1 home
AU$1,134 per night
includes taxes & fees
Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock
Outdoor dining
Exterior
Private kitchen
Dining
Very good
(5 reviews)

Family beach stay at the Manatee!

Clearwater Beach

7% off
AU$3,213
for 7 nights, 1 room
AU$459 per night
includes taxes & fees
Family beach stay at the Manatee!
Kitchen will have a countertop for eating, all utensils and shelving for storage
Yours will be 1 of 3 units
Beach
Full sized refrigerator
Exceptional
(91 reviews)

Newly Remodeled Deluxe Studio-No storm damage

Clearwater Beach

8% off
AU$2,115
for 7 nights, 1 apartment
AU$302 per night
includes taxes & fees
Newly Remodeled Deluxe Studio-No storm damage
Living area
Pool
Exterior detail
Interior
Wonderful
(17 reviews)

104 · Beach Bliss Mid-Century Modern Apt Steps from Sand

Clearwater Beach

7% off
AU$1,631
for 7 nights, 1 apartment
AU$233 per night
includes taxes & fees
104 · Beach Bliss Mid-Century Modern Apt Steps from Sand
Pool
Beach
Room
Exterior detail
Exceptional
(10 reviews)

112 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,631
for 7 nights, 1 apartment
AU$233 per night
includes taxes & fees
112 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Room
Pool
Exterior detail
Terrace/patio
Exceptional
(28 reviews)

135 · Time Travelers Welcome: Your 60s Style Getaway

Clearwater Beach

7% off
AU$1,738
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
135 · Time Travelers Welcome: Your 60s Style Getaway
Private kitchen
Pool
Exterior detail
Terrace/patio
Wonderful
(29 reviews)

133 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,695
for 7 nights, 1 apartment
AU$242 per night
includes taxes & fees
133 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Room
Beach
Exterior detail
Pool
Exceptional
(8 reviews)

123 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

Clearwater Beach

7% off
AU$1,326
for 7 nights, 1 apartment
AU$189 per night
includes taxes & fees
123 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔
  • 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.