Pasadena On The Gulf Vacations from $328

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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.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (12 reviews)
The property is spacious, beds are comfortable, staff are friendly. Located just a block away from the beach. Guest service desk provided a welcome snack basket. The one downside is that the bathroom could be cleaned better. Overall it’s a great place to stay in.

Reviewed on Aug 16, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.2/10 Wonderful! (1,007 reviews)
The staff was very nice and helpful. The shuttle would take you anywhere within 3 miles. Pool was nice and the hotel was quiet.

Reviewed on Aug 12, 2025

GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Save 100% on your flight
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (326 reviews)
Except the parking I would come again

Reviewed on Aug 15, 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,057 reviews)
Great stay! They have a complimentary shuttle that will take you to Lido Beach and the surrounding areas.

Reviewed on Aug 13, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (574 reviews)
The room was great: looked updated recently, quiet, plenty of room, very well maintained and included small things like washing machine soap. The pool was nice and included some pool toys. The restaurant/bar was convenient but wished it had more food options. The lobby was a hallway with a small desk as the check-in counter. We did have some "fear" once we came into the check-in area.. like what did we get ourselves into but the property was very clean, friendly staff and the room did not disappoint. The property is more of suite/vacation rental than a hotel but in a great way.

Reviewed on Aug 16, 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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Pasadena On The Gulf Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
$156 nightly
The price is $178 total per night from Aug 31 to Sep 1
$178 total
Aug 31 - Sep 1
Total includes taxes and fees
8.2/10 Very Good! (1,008 reviews)
"Nice clean hotel, good value."

Reviewed on Aug 17, 2025

The Westin Tampa Bay
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $227 total per night from Aug 24 to Aug 25
$227 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (1,019 reviews)
"Great time"

Reviewed on Aug 14, 2025

Grand Hyatt Tampa Bay
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $215 total per night from Aug 24 to Aug 25
$215 total
Aug 24 - Aug 25
Total includes taxes and fees
8.2/10 Very Good! (1,353 reviews)
"Cleaning staff did not do their job, nor did maintenance around the property."

Reviewed on Aug 15, 2025

RumFish Beach at TradeWinds
See all 16,403 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

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
The sunset behind the lifeguard tower in combination with a bit of filtering made this image quite unique. #LifeAtExpedia

Clearwater Beach

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
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

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

St. Petersburg - Clearwater Beaches

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

$37
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

$119
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
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.