Pleasure Isles Holidays from £1,152

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Your Pleasure Isles Holiday

Booking a tailor-made Pleasure Isles holiday package is a good way to know the ins and outs of this neighbourhood. From its hot spots to its little-known secrets, there's a lot to delve into. Hudson Beach and Cow Creek are a couple of the premier attractions nearby to include on your itinerary during a trip to Pleasure Isles. Expedia can put your plans into action. Book your ideal Pleasure Isles holiday today.

Price found within the past 48 hours. Click for updated prices.
Treasure Island Hotel and Marina

Treasure Island Hotel and Marina

3 out of 5
Price was £1,463, price is now £1,152 per person
£1,152
per person
31 May - 7 Jun
found 7 hours ago
Return flight included
London (LON) to Tampa (TPA)
8.2/10 Very Good! (1,353 reviews)
Will be staying here again for sure.

Reviewed on 9 Apr 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was £1,957, price is now £1,253 per person
£1,253
per person
31 May - 7 Jun
found 7 hours ago
Return flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (876 reviews)
The beach view was excellent and in general, the room was clean. The property left some things to be desired such as: light daily room tidying (garbages emptied, beds made, towels replenished without being asked)...I requested my sheets be changed in the primary bedroom since my duvet cover was a little dirty and they could not accommodate me until the following day - no one wants to sleep with a dirty duvet cover. The spaces were also a little tight. Overall it was ok but I would probably not go out of my way to stay there again.

Reviewed on 9 Apr 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was £1,682, price is now £1,216 per person
£1,216
per person
31 May - 7 Jun
found 7 hours ago
Return flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,005 reviews)
Beautiful beach friendly staff, rooms were perfect for a family

Reviewed on 9 Apr 2026

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

3.5 out of 5
Price was £2,079, price is now £1,511 per person
£1,511
per person
31 May - 7 Jun
found 7 hours ago
Return flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (625 reviews)
The Publix full grocery store is just down the street a few minutes walk. I love the assigned parking space that comes with the unit - no looking for an open space when you go out.

Reviewed on 7 Apr 2026

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was £1,541, price is now £1,158 per person
£1,158
per person
31 May - 7 Jun
found 7 hours ago
Return flight included
London (LON) to Tampa (TPA)
8.2/10 Very Good! (1,738 reviews)
The room was very outdated and felt dirty. The staff was very friendly and the food and bar were great. The beach is pretty far from the balconies and pretty view. But the cleanliness overall was an issue for us.

Reviewed on 9 Apr 2026

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
Pirate ship at St Andrews State Park

Gulf Shores

While there might not be top attractions in Gulf Shores, you can explore the larger area and discover places like Hudson Beach and Werner Boyce Salt Springs State Park.

Find hotels in Gulf Shores

Top hotels in Pleasure Isles

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 £43 per night from 26 Apr to 27 Apr
£43
26 Apr - 27 Apr
includes taxes & fees
7.4/10 Good! (1,456 reviews)
The people staying there are the issue

Reviewed on 9 Apr 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (313 reviews)
Living our best river life! 🛶 Between the kayaking, fishing, and tree-jumping, we didn't want the days to end. We even got lucky with the local wildlife—dolphins, otters, manatees, and turtles all made an appearance! Wish we had a few more days, but we’ll be back soon!

Reviewed on 25 Mar 2026

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Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
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 £94 per night from 19 Apr to 20 Apr
£94
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,265 reviews)
Yes, great breakfast 😋

Reviewed on 9 Apr 2026

Comfort Inn & Suites New Port Richey Downtown District
See all 1,820 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.
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Frequently asked questions

How much does a Pleasure Isles travel package cost?
Perhaps less than you imagined — from a tempting £1,152, in fact! By combining flights, hotels and car rentals into a customized travel package, your getaway to Pleasure Isles is only clicks away.
If I'm not able to travel, can I cancel my Pleasure Isles travel package?
It is possible to cancel your Pleasure Isles booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
How do I get a cheap travel package to Pleasure Isles?
Think of all the fabulous things you could do in Pleasure Isles with a pile of extra cash in your wallet. Watch your savings stack up when you combine your hotel and flights into a Pleasure Isles travel package. You have plenty of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 properties throughout the world. Whether you're heading off with the entire family or flying solo, organising a trip to Pleasure Isles is better with a package.
Does Expedia offer Book Now, Pay Later Pleasure Isles holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a dream getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment option. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Pleasure Isles?
With interesting attractions like Hudson Beach and Cow Creek in this area, see if you can find a hotel near them. Regional Medical Centre Bayonet Point is another Pleasure Isles sight that people flock to.
What are the top hotels in Pleasure Isles?
Secure a room at Inn on the Gulf. It's one of the neighbourhood's most sought-after properties. Another top-rated option in Pleasure Isles is Three Lakes Rv Resort.
How far in advance should I book my Pleasure Isles holiday?
It can be tricky to know when is the perfect time to book your holiday to Pleasure Isles. But typically the earlier you book, the better the prices. In some cases, you can secure your flights and hotels up to 12 months prior to your departure date. If you're eager to escape on a last-minute getaway, no need to worry! There are unbeatable bargains popping up on Expedia every day.
What does an Expedia Pleasure Isles travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to organising your Pleasure Isles trip, you're the boss!
What should I know before booking a Pleasure Isles travel package?
Discover deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got them all. You'll save a packet just for combining your bookings. Whether you're taking off on a winter adventure or kicking back on a warm beach, your perfect holiday is just a few clicks away.
Can I choose my airline with a Pleasure Isles Expedia travel package?
Yes, and with over 550 airlines to select from throughout the world, you've got lots of choice. Take a look at the available options and see which airline fits your budget and needs.

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

£67
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

£5
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in Hudson

* 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.