Pleasure Isles Holidays

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Your Pleasure Isles Holiday

Make planning your travels stress-free by locking in a holiday package to Pleasure Isles. Let us handle the details, so you can concentrate on enjoying everything this neighbourhood has to offer. Get your trip to Pleasure Isles off to a flying start by checking out some of its nearby attractions, such as Hudson Beach and Cow Creek. Don't just wish for it — take action! Secure your ultimate Pleasure Isles holiday with Expedia and get to where you're going your way.

Our guide on where to stay in Pleasure Isles

Find the best Pleasure Isles areas and neighborhoods for the activities you enjoy most. Learn more about Pleasure Isles
Holmes Beach

Hudson Beach Estates

1 out of top 10 points of interest in this area

While there might not be top attractions in Hudson Beach Estates, you can explore the larger area and discover places like Hudson Beach and Cow Creek.

Find hotels in Hudson Beach Estates

Our pick of the best Pleasure Isles Hotel Deals

Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

2.5 out of 5
38724 US Highway 19 North Tarpon Springs FL
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 22 Feb to 23 Feb
AU$180
22 Feb - 23 Feb
includes taxes & fees
8/10 Very Good! (1,032 reviews)
Clean room quiet area

Reviewed on 4 Feb 2026

Quality Inn & Suites Tarpon Springs South
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 15 Feb to 16 Feb
AU$199
15 Feb - 16 Feb
includes taxes & fees
9.2/10 Wonderful! (1,169 reviews)
Everything was top notch.

Reviewed on 10 Feb 2026

Comfort Inn & Suites New Port Richey Downtown District
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is AU$80 per night from 23 Feb to 24 Feb
AU$80
23 Feb - 24 Feb
includes taxes & fees
7.2/10 Good! (1,385 reviews)
Room was clean

Reviewed on 11 Feb 2026

Motel 6 Spring Hill, FL - Weeki Wachee
See all 1,818 properties in Pleasure Isles
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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Pleasure Isles holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Pleasure Isles from just . And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Pleasure Isles?
You'll save piles of cash if you combine your hotels, flights and car rentals into a Pleasure Isles travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 airlines and 1 000 000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Pleasure Isles?
With interesting attractions like Hudson Beach and Regional Medical Centre Bayonet Point in this neighbourhood, look for a hotel located near either of them. Cow Creek is another sight in Pleasure Isles that pulls the crowds.
How far in advance should I book my Pleasure Isles holiday?
Get rewarded with the biggest variety and the lowest prices by booking your Pleasure Isles holiday nice and early. Air carriers generally sell flights around 12 months prior to departure, so secure your spot ASAP. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Pleasure Isles travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to creating your Pleasure Isles trip, the choice is all yours!
What should I know before booking a Pleasure Isles travel package?
A travel package can be customized for your budget and is a simple way to stretch your dollars further. How little or much you include is your call. Hotels, rental cars and flights — choose any combination that suits your plans.
Can I choose my airline with a Pleasure Isles Expedia holiday package?
You can. We offer more than 550 airline partners globally, so choose the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Pleasure Isles holiday package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Pleasure Isles holiday package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Pleasure Isles

Florida’s gulf coast has some of the most beautiful sunsets. This picture was taken at Hudson Beach, luckily the weather has been beautiful all weekend and we were able to enjoy blue skies these weekend. #floridasunset #hudsonbeach #gulfofmexico #floridalifestyle #beachbum

Hudson Beach

Why not spend a care-free afternoon at Hudson Beach during your travels in Hudson? Amble around the area's parks or visit its shops.

Hudson Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.