Pleasure Isles Vacations from ￥157,576

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The Latest Pleasure Isles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Lealman
Price was ￥205,400, price is now ￥157,576 per person
￥157,576
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
17.2/10 Exceptional! (1,002 reviews)
Yes it was and the etsy was fantastic

Reviewed on Nov 14, 2025

The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Price was ￥270,058, price is now ￥190,307 per person
￥190,307
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.4/10 Exceptional! (129 reviews)
Super clean, great location

Reviewed on Nov 9, 2025

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was ￥552,800, price is now ￥398,534 per person
￥398,534
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
18/10 Exceptional! (1,042 reviews)
The hotel lies that Joe DiMaggio and Marilyn Monroe stayed here for their honeymoon. They stayed in the Imperial Hotel in Tokyo for their honeymoon.

Reviewed on Nov 15, 2025

Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Price was ￥224,932, price is now ￥177,996 per person
￥177,996
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
14.8/10 Exceptional! (2,431 reviews)
Everything was great! The construction was a little much sometimes but overall a great experience!

Reviewed on Nov 16, 2025

The Birchwood

The Birchwood

3 out of 5
Downtown St. Petersburg
Price was ￥325,942, price is now ￥258,402 per person
￥258,402
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9/10 Wonderful! (727 reviews)
Clean and beautiful room. Staff was courteous and helpful. Location location location

Reviewed on Nov 4, 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
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 hotels in Bayonet Point

Pleasure Isles Hotel Deals

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 ￥8,074 per night from Nov 29 to Nov 30
￥8,074
￥9,001 total
Nov 29 - Nov 30
includes taxes & fees
7.2/10 Good! (1,241 reviews)
Clean and good staff

Reviewed on Nov 14, 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 ￥11,823 per night from Nov 30 to Dec 1
￥11,823
￥13,359 total
Nov 30 - Dec 1
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Only complaint is they need usb hookups.

Reviewed on Nov 11, 2025

Quality Inn & Suites Tarpon Springs South
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
36750 Us Highway 19 N Palm Harbor FL
The price is ￥23,955 per night from Nov 30 to Dec 1
￥23,955
￥34,929 total
Nov 30 - Dec 1
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
The room was perfect and very clean. We spent 3 days by the pool which was the highlight of our weekend. All of the staff were very courteous and friendly. The resort is so huge and it was our first time there so we were a bit overwhelmed the first day. However, the staff helped us situate and made ...

Reviewed on Nov 15, 2025

Innisbrook Resort
See all 1,753 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.

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 ￥157,576. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.