Island Estate Holidays from £862

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Your Island Estate Holiday

From its watersports to its nature, there are so many things to like about Island Estate. Book an Island Estate holiday package and get ready to experience the delights of this neighbourhood. Kick start your trip to Island Estate with a visit to nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. No matter your travel goals or budget, booking the ultimate Island Estate holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was £1,153, price is now £862 per person
£862
per person
9 Sept - 16 Sept
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
8/10 Very good! (127 reviews)
We spent great time celebrating the 4th of July with live music and pool entertainment. This place is very relax far from metropolitan area.

Reviewed on 10 Jul 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was £2,186, price is now £1,279 per person
£1,279
per person
30 Aug - 6 Sept
found 2 days ago
Return direct flight included
Edinburgh (EDI) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)
Easy check in and out and staff was awesome. Love this place

Reviewed on 8 Jul 2026

CW Hotel

CW Hotel

4 out of 5
Price was £1,906, price is now £1,324 per person
£1,324
per person
30 Aug - 6 Sept
found 2 days ago
Return direct flight included
Edinburgh (EDI) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on 8 Jul 2026

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Price was £1,732, price is now £1,283 per person
£1,283
per person
30 Aug - 6 Sept
found 2 days ago
Return direct flight included
Edinburgh (EDI) to Tampa (TPA)
9/10 Wonderful! (1,005 reviews)
Everything was nice except check in and check out times . 4pm and 10am. Not even 20 hrs for an overnight stay .

Reviewed on 10 Jul 2026

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
Price was £2,314, price is now £1,745 per person
£1,745
per person
30 Aug - 6 Sept
found 2 days ago
Return direct flight included
Edinburgh (EDI) to Tampa (TPA)
8.6/10 Excellent! (721 reviews)
Loved it!

Reviewed on 5 Jul 2026

Where to stay in Island Estate

Find the best Island Estate areas and neighborhoods for the activities you enjoy most. Learn more about Island Estate
A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

5/5(3 area reviews)

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille

Top hotels in Island Estate

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is £212 per night from 9 Aug to 10 Aug
£212
9 Aug - 10 Aug
includes taxes & fees
9.4/10 Exceptional! (3,510 reviews)
"Beautiful hotel, great location"

Reviewed on 10 Jul 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is £180 per night from 9 Aug to 10 Aug
£180
9 Aug - 10 Aug
includes taxes & fees
8.2/10 Very good! (2,803 reviews)
"Went for two days with my son and we had a blast! Room was comfortable and clean. We rented beach chairs a bit expensive but worth it and relaxed in the clean white sand. The hotel had a liquor cart that drove around and made delicious drinks. Lots of dining options across the street and the starbucks ..."

Reviewed on 10 Jul 2026

Hilton Clearwater Beach Resort & Spa
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is £182 per night from 9 Aug to 10 Aug
£182
9 Aug - 10 Aug
includes taxes & fees
8.2/10 Very good! (2,132 reviews)
"The first time my family and I visited the property we enjoyed it. However this visit wasn’t as appealing. We checked into the hotel with a polite front desk staff member but then when sent to the Mobile Check In counter we were rudely made to feel bad about not attending a morning sales pitch breakfast. ..."

Reviewed on 10 Jul 2026

RumFish Beach at TradeWinds
See all 14,326 properties in Island Estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Island Estate travel package cost?
Custom build your Island Estate travel package from a low £862. Pick from any combination of rental cars, flights and hotels to pull together the trip you've been dreaming about for ages. Don't forget to add on a few experiences or tours!
If I'm not able to travel, can I cancel my Island Estate travel package?
Plans can change without warning, so yes. You may be able to change or cancel your Island Estate travel package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Island Estate?
You'll save big if you combine your car rentals, flights and hotels into an Island Estate travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Island Estate holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all types of budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Island Estate?
Take the leg work out of sightseeing by staying someplace right around the corner from Island Estate's fantastic attractions. Clearwater Marine Aquarium and Sand Key Park are two which top many visitors' bucket lists.
What are the top hotels in Island Estate?
Reserve a room at Wyndham Grand Clearwater Beach. It's one of the neighbourhood's most popular properties. Another reputable option in Island Estate is Edge Hotel Clearwater Beach.
How far in advance should I book my Island Estate holiday?
It can be hard to know when is the perfect time to book your holiday to Island Estate. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly a year before departure. If you're considering a last-minute getaway, no need to stress! There are fabulous deals popping up on Expedia every single day.
What does an Expedia Island Estate travel package include?
Expedia has everything you need to arrange your Island Estate getaway, but what goes into your package is totally up to you. Pick from a combination of flights, rental cars and hotels. Searching for some tours or experiences to keep you on the go? Once you've made your booking, you can add them on too. No matter your style, there's a travel package to meet your needs.
What should I know before booking an Island Estate travel package?
Bundling your bookings into an Island Estate travel package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Island Estate Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

Things to do

Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

£28
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

£28
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

£21
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in St. Petersburg - Clearwater

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.