Pleasure Isles Holidays from £643

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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.
Clearwater Suites

Clearwater Suites

2.5 out of 5
per person
16 Sept - 23 Sept
found 4 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.8/10 Excellent! (12 reviews)
Nice very spacious room. Close tobthe beach and restaurants.

Reviewed on 11 Aug 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
1 Oct - 7 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
Nice place...near the beach, would've rated it a 5 but I was denied a later checkout. Other than that a very nice place convenient to all the sites.

Reviewed on 8 Aug 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
1 Oct - 7 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.4/10 Exceptional! (2,470 reviews)
Hotel was amazing , comfortable everyone friendly and they valet your car .

Reviewed on 14 Aug 2025

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
1 Oct - 7 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.2/10 Very Good! (1,345 reviews)
Needs some upgrades on current rooms, but we had a great stay there

Reviewed on 11 Aug 2025

The Hotel Zamora

The Hotel Zamora

4 out of 5
per person
1 Oct - 7 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.2/10 Very Good! (134 reviews)
Great experience. Friendly staff. Clean. Wish we could have stayed longer.

Reviewed on 13 Aug 2025

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
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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 hotels in Bayonet Point

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 £33 per night from 28 Aug to 29 Aug
£33
28 Aug - 29 Aug
includes taxes & fees
7.2/10 Good! (1,133 reviews)
"Second time staying here. Any concerns I had were addressed by management. Will Be back again…"

Reviewed on 14 Aug 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 £166 per night from 17 Aug to 18 Aug
£166
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Room was already best possible. No upgrade necessary"

Reviewed on 11 Aug 2025

Innisbrook Resort
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
9.8/10 Exceptional! (289 reviews)
"Everything was perfect about this stay! The kitchen is well stocked for cooking and entertaining. Dogs allowed."

Reviewed on 3 Aug 2025

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
See all 1,678 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 £643, 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.

* 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.