Pleasure Isles Holidays from AU$1,331

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Holiday Package Deals in Pleasure Isles

Price found within the past 48 hours. Click for updated prices.
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
per person
21 Feb - 23 Feb
found 3 hours ago
Return flight included
Charlotte (CLT) to Tampa (TPA)
7.4/10 Good! (1,003 reviews)
First night was a little rough, staff fixed the issue and moved us which was great. The room they moved us to was much nicer than the original room plus fit our family much better. We did buy some of the options that we didn’t get but again staff made up for that after the fact. Not sure I would return wasn’t a fan of the area but hotel for just being open for just over a month, I would say they have recovered awesome.

Reviewed on 2 Jan. 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
21 Feb - 23 Feb
found 3 hours ago
Return flight included
Charlotte (CLT) to Tampa (TPA)
9.4/10 Exceptional! (1,912 reviews)
Overall, we had a great experience at the Wyndham. Initially found some of the staff to not be very accommodating, but it improved over the course of our stay. I would definitely recommend this resort if you are heading to the Clearwater area.

Reviewed on 3 Jan. 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
21 Feb - 23 Feb
found 3 hours ago
Return flight included
Charlotte (CLT) to Tampa (TPA)
9.4/10 Exceptional! (273 reviews)
Great place, staff and location

Reviewed on 3 Jan. 2025

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
21 Feb - 23 Feb
found 3 hours ago
Return flight included
Charlotte (CLT) to Tampa (TPA)
9/10 Wonderful! (3,604 reviews)
Nice hotel. I left a review on Google

Reviewed on 1 Jan. 2025

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
21 Feb - 23 Feb
found 3 hours ago
Return flight included
Charlotte (CLT) to Tampa (TPA)
8.4/10 Very Good! (1,164 reviews)
Nice place, it’s a little old but ok.

Reviewed on 3 Jan. 2025

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
Default Image

Bayonet Point

1 out of top 10 points of interest in this area

Shopping, waterfront views and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.

Find hotel + flight trips in Bayonet Point

Our pick of the best Pleasure Isles Hotel Deals

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$144 per night from 20 Jan to 21 Jan
AU$144
includes taxes & fees
20 Jan - 21 Jan
6.8/10 (1,003 reviews)
"Room was ok, but infested with cockroach. The hotel should find a way to treat the rooms to eliminate those cockroaches. Staffs were very friendly. There were sketchy individuals loitering the area at times."

Reviewed on 1 Jan. 2025

Motel 6 Spring Hill, FL - Weeki Wachee
Innisbrook Resort
Innisbrook Resort
3.5 out of 5
36750 Us Highway 19 N, Palm Harbor, FL
The price is AU$490 per night from 5 Jan to 6 Jan
AU$490
includes taxes & fees
5 Jan - 6 Jan
8.2/10 Very Good! (1,001 reviews)
"Great place to take a vacation without leaving the property."

Reviewed on 1 Jan. 2025

Innisbrook Resort
Rodeway Inn
Rodeway Inn
2 out of 5
2337 US Highway 19, Holiday, FL
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 17 Jan to 18 Jan
AU$183
includes taxes & fees
17 Jan - 18 Jan
6/10 (56 reviews)
"Loved it"

Reviewed on 17 Oct. 2024

Rodeway Inn
See all 1,561 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 AU$1,331. 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

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.