Island Estate Holidays

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Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
per person
10 Apr - 13 Apr
found 1 day ago
Return direct flight included
New York (JFK) to Tampa (TPA)
8.4/10 Very Good! (1,669 reviews)
It was a delightfully updated room with a retro fun vibe. Their customer service & price were both great! I got a kick out of their tiki hut bar was the oldest one in Punta Gorda.

Reviewed on 20 Feb 2025

Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
per person
10 Apr - 13 Apr
found 1 day ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9/10 Wonderful! (1,111 reviews)
Definitely recommend. Will be coming back!

Reviewed on 20 Feb 2025

Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
per person
10 Apr - 13 Apr
found 1 day ago
Return direct flight included
New York (JFK) to Tampa (TPA)
8.8/10 Excellent! (1,124 reviews)
Middle range hotel. Nice large and clean rooms. Location is super convenient, short walk to the beach, shops and restaurants. Breakfast could use some improvement. Elevators are super slow. Pool has great views.

Reviewed on 21 Feb 2025

Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
per person
10 Apr - 13 Apr
found 1 day ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9/10 Wonderful! (1,493 reviews)
The hotel was walking distance to water and all shopping. The hotel room was very clean and quiet. Bed was comfortable. Breakfast was buffet style but had everything you needed. I would stay here again if coming to Clearwater beach.

Reviewed on 21 Feb 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
per person
10 Apr - 13 Apr
found 1 day ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9.4/10 Exceptional! (1,942 reviews)
Pool and Staff was awesome! Rooms are outdated and need a newer look. Overall pleasant stay!

Reviewed on 20 Feb 2025

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
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Downtown St. Petersburg

1 out of top 10 points of interest in this area

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Jannus Live.

Find hotels in Downtown St. Petersburg

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 €538 per night from 23 Feb to 24 Feb
€538
includes taxes & fees
23 Feb - 24 Feb
9.2/10 Wonderful! (1,973 reviews)
Loved it!
"The location is centrally located in Clearwater Beach. We enjoyed the pool bar and room service. The view from our Gulf Front room was amazing! We will definitely return"

Reviewed on 19 Feb 2025

Wyndham Grand Clearwater Beach
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 €310 per night from 24 Feb to 25 Feb
€310
includes taxes & fees
24 Feb - 25 Feb
8.2/10 Very Good! (1,199 reviews)
"great customer service!"

Reviewed on 18 Feb 2025

RumFish Beach at TradeWinds
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 €323 per night from 4 Mar to 5 Mar
€323
includes taxes & fees
4 Mar - 5 Mar
7.8/10 Good! (1,729 reviews)
"We just had a great stay at the Hilton. The hotel building itself is fine; it does need some TLC & refurbishment to really be 5 star but it was clean, comfortable, and functional. Our room was on the 5th floor, and we had a balcony with nice view of the ocean, but when you looked down there was a ..."

Reviewed on 20 Feb 2025

Hilton Clearwater Beach Resort & Spa
See all 13,081 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.

Frequently asked questions

How much does an Island Estate holiday package cost?
Go from looking to booking with our Island Estate holiday packages, which start from a low €507. Choose the flights and hotels that suit your travel plans. Then, add on some sightseeing tours to round off your unique adventure.
How do I get a cheap travel package to Island Estate?
Combine your bookings with Expedia to save on your next getaway. With more than 550 airlines and 1,000,000 properties worldwide, your Island Estate holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in some awesome tours and activities? It’s an easy way to unlock even more bargains. Your dream holiday in Island Estate is much closer than you thought!
Where should I stay in Island Estate?
A journey to Island Estate isn’t complete without stopping by Clearwater Marine Aquarium and Sand Key Park. Book somewhere right nearby so you can easily access these terrific tourist attractions.
What are the top hotels in Island Estate?
Get your holiday off to a good start by reserving a room at 818 Harbour Island - 4 Bedroom Condo. It’s one of most popular properties in Island Estate. Another welcoming option is Starboard Clipper Cove #605 - 2 Bedroom Apts.
How far in advance should I book my Island Estate holiday?
Travellers are generally able to look up international fares on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it’s still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Island Estate travel package include?
Flights, car rentals and hotels — we bring you the very best bargains. All you have to do is figure out your favourite combination. After you’ve made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to create an unforgettable Island Estate escape.
What should I know before booking an Island Estate travel package?
Our prices are always low. However, you’ll enjoy even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and a great range of choice.
Can I choose my airline with an Island Estate Expedia holiday package?
Yes, and with over 550 airlines to pick from around the world, you’ve got lots of choice. Take a look at the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Island Estate holiday package?
We totally understand — life sometimes gets in the way of your plans. If you’ve booked an Island Estate holiday package and have to cancel or change it, we’re here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package within 24 hours, you may be able to change your itinerary at no cost. If it’s more than 24 hours, your airline, hotel or car rental company may charge a fee.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4/5(33 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum showing modern architecture and night scenes

Salvador Dali Museum

5/5(20 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Things to do

35 inch Snook we caught in 1 foot of water behind Clearwater Beach

Fishing Adventure in Clearwater

€581
per traveller
Fishing Adventure in Clearwater
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

€31
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€36
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
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.