Pleasure Isles Holidays

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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.
  • View from property
    Jul 6 - Jul 16

    Pelican Pointe Clearwater Beach Hotel + Flight

    Clearwater Beach
    10 nights
    2.5 star property
    9.0/10 - Wonderful (1,008 reviews)
    "We have stayed here many times. Close to beach, restaurants and many amenities. Can go anywhere on the trolleys. Aquarium is a must see."
    Reviewed May 24, 2026
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    £1,442
    £1,098
    per traveller
    found 1 day ago
    Pelican Pointe Clearwater Beach Hotel
  • Grand Suite, 3 Bedrooms, Ocean View | Terrace/patio
    Jul 6 - Jul 16

    The Avalon Club + Flight

    Clearwater Beach
    10 nights
    4.0 star property
    9.4/10 - Exceptional (546 reviews)
    "Definitely I go same place next time"
    Reviewed May 24, 2026
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    Save 100% on your flight
    £3,829
    £2,513
    per traveller
    found 1 day ago
    The Avalon Club
  • Outdoor pool
    Aug 8 - Aug 22

    Landing Tampa Westshore + Flight

    Port Tampa City
    14 nights
    4.5 star property
    9.0/10 - Wonderful (192 reviews)
    "Very nice and clean. We didn’t want to leave. Felt very at home. Fully furnished but if you’re a cook, bring seasonings. "
    Reviewed May 5, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    Save 100% on your flight
    £2,343
    £1,605
    per traveller
    found 1 day ago
    Landing Tampa Westshore
  • Presidential Suite, 3 Bedrooms, Bay View | Water view
    Jul 6 - Jul 16

    FUSION Resort Waterfront Suites + Flight

    Treasure Island
    10 nights
    3.5 star property
    9.2/10 - Wonderful (1,179 reviews)
    "Great! Very friendly staff! Thank you very much, amazing experience"
    Reviewed May 26, 2026
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    £1,755
    £1,277
    per traveller
    found 1 day ago
    FUSION Resort Waterfront Suites
  • Terrace/patio
    Aug 8 - Aug 22

    DoubleTree by Hilton Tampa Rocky Point Waterfront + Flight

    Rocky Point
    14 nights
    4.0 star property
    8.2/10 - Very good (1,010 reviews)
    "The Double Tree standards continue to be high! The gym and pool were just perfect and the space was private and quiet! Everything you need when on vacation. I was surprised that breakfast wasn’t free but I failed to read small print. Restaurant food was as tasteful as I expected but it forces me to venture out more to taste the local restaurant scene."
    Reviewed May 25, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    £1,648
    £1,239
    per traveller
    found 1 day ago
    DoubleTree by Hilton Tampa Rocky Point Waterfront

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 Cow Creek.

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 £45 per night from 31 May to 1 Jun
£45
31 May - 1 Jun
includes taxes & fees
7.4/10 Good! (1,505 reviews)
"Not good at all"

Reviewed on 25 May 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! (316 reviews)
"Property is amazing. Weeki Wachee River is clear. Lots of action on the river, humans and otherwise. Close to WW Springs and shopping. We were happy staying at the house all day. Kids (old and young) had a blast. Plenty of space on the screened-in patio or literally on the river on two large decks. ..."

Reviewed on 25 May 2026

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Fully refundableReserve now, pay when you stay
The price is £64 per night from 27 May to 28 May
£64
27 May - 28 May
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"We didn’t stay there because as soon as we opened the door there were roaches crawling all over the place"

Reviewed on 25 May 2026

Rodeway Inn Port Richey North
See all 1,847 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pleasure Isles travel package cost?
Perhaps less than you imagined — from a tempting , 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

£66
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
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.