Pasadena On The Gulf Vacations from $445

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Your Pasadena On The Gulf Vacation

Immerse yourself in all this neighborhood has to offer with a customized Pasadena On The Gulf vacation package. However you see yourself spending your days here, you'll find endless opportunities for fun, adventure and relaxation. Want to explore the sights during your trip to Pasadena On The Gulf? Make sure you stop by nearby attractions like Upham Beach, Pass-a-Grille Beach and St. Petersburg Municipal Beach. Stop daydreaming and start doing. When you're ready to book your next vacation to Pasadena On The Gulf, Expedia will help you get there.

The Latest Pasadena On The Gulf Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $739, price is now $445 per person
$445
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
room was very good clean and comfortable

Reviewed on Dec 7, 2025

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $946, price is now $490 per person
$490
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
The Beachcomber

The Beachcomber

2.5 out of 5
Price was $1,769, price is now $1,024 per person
$1,024
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8/10 Very Good! (1,005 reviews)
Everything was nice. Beds could be a little higher off the floor , otherwise very nice

Reviewed on Dec 7, 2025

The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $871, price is now $510 per person
$510
per person
Jan 28 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (157 reviews)
Great property felt really safe and Tawanna in the front was very helpful as far as food recommendations. Got home late one night and lots of water in the run way so my shoes got soaked but it was a great experience overall

Reviewed on Dec 1, 2025

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,850, price is now $1,129 per person
$1,129
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 2025

Where to stay in Pasadena On The Gulf

Find the best Pasadena On The Gulf areas and neighborhoods for the activities you enjoy most. Learn more about Pasadena On The Gulf
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Pasadena On The Gulf Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $288 total per night from Jan 4 to Jan 5
$288 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.4/10 Exceptional! (2,874 reviews)
Yes

Reviewed on Dec 8, 2025

Wyndham Grand Clearwater Beach
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Dec 22 to Dec 23
$147 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (1,063 reviews)
Great staff and close proximity to many restaurants, attractions, and Raymond James Stadium.

Reviewed on Dec 9, 2025

Hilton Tampa Airport Westshore
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $196 total per night from Dec 21 to Dec 22
$196 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (2,346 reviews)
Room was small for the amount of money we paid, and need to be updated .

Reviewed on Dec 5, 2025

Hilton Clearwater Beach Resort & Spa
See all 16,980 properties in Pasadena On The Gulf
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pasadena On The Gulf

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$32
per adult
86% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$28
per adult
92% of travellers recommend
Dolphin Racer Speedboat Adventure
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.