Pleasure Isles Holidays from £781

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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.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
per person
13 Sept - 20 Sept
found 6 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.6/10 Excellent! (2,137 reviews)
Adorable property!! A block away from the bridge to cross over to Siesta Key beach. 7-Eleven 4 minutes away to get ice, beach necessities. Didn't use the pool, but there is parking in front of the rooms. The room itself very comfortable, full kitchen you can cook and it has all items needed to make and serve a meal, full size fridge, good hvac unit to cool the room. Sleeper couch in living room and queen size bed. Super cozy, cute and very comfortable. Would love to return next time we are visiting Siesta Key.

Reviewed on 23 Jun 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
13 Sept - 20 Sept
found 6 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (493 reviews)
Property was nice and clean. Room was clean, great view, nice to have a pool and hot tub.

Reviewed on 26 Jun 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
13 Sept - 20 Sept
found 6 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (419 reviews)
The condo unit was very nice and with great views.

Reviewed on 17 Jun 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
per person
13 Sept - 20 Sept
found 6 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,010 reviews)
Everything about the hotel was great. Would definitely stay here again.

Reviewed on 26 Jun 2025

The Don CeSar

The Don CeSar

4 out of 5
per person
13 Sept - 20 Sept
found 6 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.8/10 Excellent! (1,008 reviews)
Great location and service. Best beaches in US. The food and beverage was good.

Reviewed on 26 Jun 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 £45 per night from 1 Jul to 2 Jul
£45
1 Jul - 2 Jul
includes taxes & fees
7.2/10 Good! (1,077 reviews)
"We had to extend our stay, Faith made it very easy. She was so helpful and very welcoming to me.So far I've had only good experiences with my stay.I will be coming back anytime I'm in the area."

Reviewed on 25 Jun 2025

Motel 6 Spring Hill, FL - Weeki Wachee
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 £66 per night from 3 Jul to 4 Jul
£66
3 Jul - 4 Jul
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"If you cAn get a room not facing US19, it’s a wonderful stay."

Reviewed on 22 Jun 2025

Quality Inn & Suites Tarpon Springs South
La Vista Inn
La Vista Inn
2 out of 5
11736 US HIGHWAY 19, Port Richey, FL
Fully refundableReserve now, pay when you stay
5.2/10 (1,002 reviews)
"They were great."

Reviewed on 23 Jun 2025

Get rates
La Vista Inn
See all 1,663 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 £781, 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.