Pleasure Isles Vacations

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Your Pleasure Isles Vacation

Booking a tailor-made Pleasure Isles vacation package is a good way to know the ins and outs of this neighborhood. 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 vacation today.

The Latest Pleasure Isles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
6.8/10 (1,004 reviews)
Everything in the pics looks the same. Place is very nice and clean.

Reviewed on Jun 14, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 13 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
8.8/10 Excellent! (1,000 reviews)
Excellent location,safe.clean

Reviewed on Jun 10, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
8.4/10 Very Good! (1,034 reviews)
I have been coming to this location for the past eight years. We love everything about Thunderbird Hotel and the location in Treasure island.

Reviewed on Jun 13, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul 31 - Aug 6
found 13 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 26
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
9.6/10 Exceptional! (302 reviews)
The hotel was clean and maintained and the staff was super helpful. Any question we had was promptly answered and they even communicated over text messages (which is easier for me). The pool is a bit small but the beach is so close that it's not a big deal. And they provide free beach chairs and an umbrella so it's actually better than the pool in almost every way. Highly recommended and we'll probably come back next year!

Reviewed on Jun 14, 2024

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
3.5/5(171 area reviews)

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

Pleasure Isles Hotel Deals

La Vista Inn
La Vista Inn
2 out of 5
11736 US HIGHWAY 19, Port Richey, FL
Fully refundableReserve now, pay when you stay
The price is $58 per night from Jun 23 to Jun 24
$58
$66 total
includes taxes & fees
Jun 23 - Jun 24
4.6/10 (618 reviews)
"Excellent service enjoying our room was very sad that there was no coffee maker in the room after our long trip and having to get up early in the morning that would be a nice asset thank you"

Reviewed on Jun 9, 2024

La Vista Inn
Holiday Hotel
Holiday Hotel
2.5 out of 5
2337 US Highway 19, Holiday, FL
Fully refundableReserve now, pay when you stay
The price is $62 per night from Jul 5 to Jul 6
$62
$70 total
includes taxes & fees
Jul 5 - Jul 6
6/10 (351 reviews)
"The rooms are never clean. I only go there for the convenience. I like the scenery of the pool. This hotel could be a great place if only the rooms were cleaned up better than what they are currently doing."

Reviewed on Jun 11, 2024

Holiday Hotel
Innisbrook Resort
Innisbrook Resort
3.5 out of 5
36750 Us Highway 19 N, Palm Harbor, FL
The price is $134 per night from Jul 16 to Jul 17
$134
$197 total
includes taxes & fees
Jul 16 - Jul 17
8.2/10 Very Good! (1,001 reviews)
"Great for couples and family"

Reviewed on Jun 13, 2024

Innisbrook Resort
See all 1,720 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Pleasure Isles vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Pleasure Isles from just $460. 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 Center Bayonet Point in this neighborhood, 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 vacation?
Get rewarded with the biggest variety and the lowest prices by booking your Pleasure Isles vacation 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 vacation!
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 favorite 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 vacation 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 vacation 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 vacation 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 vacation, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Pleasure Isles

Image for Hudson Beach

Hudson Beach

4/5(32 reviews)

Why not spend a carefree afternoon at Hudson Beach during your travels in Hudson? Amble around the area's parks or visit its shops.

Hudson Beach
Image for Regional Medical Center Bayonet Point

Regional Medical Center Bayonet Point

Though Regional Medical Center Bayonet Point might be what brings you to town, perhaps you'll have a chance to explore more of Hudson while you are here.

Regional Medical Center Bayonet Point
Image for Beacon Woods Golf Course

Beacon Woods Golf Course

Enjoy a round of golf in Hudson at Beacon Woods Golf Course. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Beacon Woods Golf Course

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.