Pleasure Isles Vacation Packages for 2026

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Top 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
22.56 km from Pleasure Isles
Stay at this motel in Spring Hill. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
25.51 km from Pleasure Isles
Book a stay at this business-friendly hotel in Tarpon Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful ...
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
11.59 km from Pleasure Isles
Book a stay at this business-friendly hotel in New Port Richey. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast ...
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
36750 Us Highway 19 N Palm Harbor FL
27.18 km from Pleasure Isles
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Quality Inn & Suites Conference Center

Quality Inn & Suites Conference Center

3 out of 5
5316 Us Highway 19 New Port Richey FL
12.93 km from Pleasure Isles
Book a stay at this business-friendly hotel in New Port Richey. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity

2.5 out of 5
11780 SR 54 Odessa FL
19.79 km from Pleasure Isles
Book a stay at this business-friendly hotel in Odessa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Trinity by IHG

Holiday Inn Express & Suites Trinity by IHG

2.5 out of 5
2125 Corporate Center Dr Odessa FL
19.57 km from Pleasure Isles
Book a stay at this business-friendly hotel in Odessa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn & Suites Tarpon Springs

Hampton Inn & Suites Tarpon Springs

2.5 out of 5
39284 Us Highway 19 N Tarpon Springs FL
25.04 km from Pleasure Isles
Book a stay at this golf hotel in Tarpon Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

2 out of 5
4881 Commercial Way Spring Hill FL
20.19 km from Pleasure Isles
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hilton Garden Inn Tampa Suncoast Parkway

Hilton Garden Inn Tampa Suncoast Parkway

3 out of 5
2155 Northpointe Pkwy Lutz FL
24.25 km from Pleasure Isles
Stay at this hotel in Lutz. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
2.66 km from Pleasure Isles
Stay at this motel in Port Richey. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Homewood Suites by Hilton Tampa - Port Richey

Homewood Suites by Hilton Tampa - Port Richey

3 out of 5
11115 Us Highway 19 Port Richey FL
3.72 km from Pleasure Isles
Book a stay at this business-friendly hotel in Port Richey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Hacienda

The Hacienda

3 out of 5
5621 Main St New Port Richey FL
11.35 km from Pleasure Isles
Stay at this hotel in New Port Richey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
SpringHill Suites by Marriott Tampa Suncoast Parkway

SpringHill Suites by Marriott Tampa Suncoast Parkway

2.5 out of 5
16615 Crosspointe Run Land O' Lakes FL
23.85 km from Pleasure Isles
Book a stay at this business-friendly hotel in Land O' Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
La Vista Inn

La Vista Inn

2 out of 5
11736 US HIGHWAY 19 Port Richey FL
2.73 km from Pleasure Isles
Stay at this motel in Port Richey. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Feb 17 - Fri, Feb 20
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Feb 17 from Philadelphia Intl. to Tampa Intl., returning Fri, Feb 20, priced at $68 found 4 hours ago
Spirit Airlines
Wed, Jan 14 - Wed, Feb 18
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 14 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Feb 18, priced at $84 found 2 days ago
Delta
Thu, Jan 29 - Fri, Jan 30
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 20 hours ago
$117
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Jan 29 from John F. Kennedy Intl. to Tampa Intl., returning Fri, Jan 30, priced at $117 found 20 hours ago
American Airlines
Sat, Jan 24 - Wed, Jan 28
ORD
O'Hare Intl.
TPA
Tampa Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 24 from O'Hare Intl. to Tampa Intl., returning Wed, Jan 28, priced at $154 found 1 day ago
United
Sat, Jan 24 - Wed, Jan 28
ORD
O'Hare Intl.
TPA
Tampa Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jan 24 from O'Hare Intl. to Tampa Intl., returning Wed, Jan 28, priced at $154 found 1 day ago