South Pasadena Vacations from $426

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Your South Pasadena Vacation

Skip the stress of planning your next great adventure with a South Pasadena vacation package. Whether you're here for its cuisine, history, art or something else, this city offers countless exciting experiences to delve into. Want to explore your surroundings? Tropicana Field, Johns Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are three of the leading places to visit during a trip to South Pasadena. Whatever your travel plans or the size of your budget, organizing a tailored South Pasadena vacation is a cinch with Expedia.

The Latest South Pasadena Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $625, price is now $426 per person
$426
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Clean. Very close to Sarasota airport, activities, and dinning. Very quiet even though it was close to the airport there was no noise pollution. Staff is available and knowledgeable. There was some miscommunication about when we wanted our room cleaned, but a quick stop to the desk took care of the issues. Restaurant onsite and many options for breakfast. They have a cash only mini convenient store onsite where you can purchase small toiletries, snacks, and drinks. Less than 20 min from the IMG Academy. I would recommend and stay at this place again.

Reviewed on Mar 1, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,128, price is now $669 per person
$669
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good!

Reviewed on Feb 26, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was $1,156, price is now $686 per person
$686
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff in the hotel was very nice. Breakfast was very good. We were there and they were painting the pool property does need a little work but very nice place.

Reviewed on Feb 26, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,101, price is now $755 per person
$755
per person
May 6 - May 11
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (2 reviews)
Staff was kind and accommodating

Reviewed on Feb 17, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,637, price is now $1,160 per person
$1,160
per person
Apr 23 - Apr 27
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Room was nice but small area for coffee and sink Find it insulting that they charge you $25 to park your own car- not valet. Like u have any other choice if you drove to resort. At the room price and resort fee- parking should be free!!!!!!!

Reviewed on Feb 22, 2026

Where to stay in South Pasadena

Find the best South Pasadena areas and neighborhoods for the activities you enjoy most. Learn more about South Pasadena
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

South Pasadena 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
$326 nightly
The price is $368 total per night from Mar 24 to Mar 25
$368 total
Mar 24 - Mar 25
Total with taxes and fees
9.4/10 Exceptional! (3,040 reviews)
Clean and friendly staff

Reviewed on Feb 28, 2026

Wyndham Grand Clearwater Beach
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
$352 nightly
The price is $397 total per night from Mar 4 to Mar 5
$397 total
Mar 4 - Mar 5
Total with taxes and fees
8.2/10 Very Good! (1,651 reviews)
The view from our balcony ocean view was awesome! We enjoyed the many different restaurants and activities.

Reviewed on Feb 28, 2026

RumFish Beach at TradeWinds
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $221 total per night from Mar 29 to Mar 30
$221 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,142 reviews)
10/10

Reviewed on Mar 1, 2026

The Westin Tampa Bay
See all 17,878 properties in South Pasadena
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 South Pasadena

Palms of Pasadena Hospital which includes a park

Palms of Pasadena Hospital

Though Palms of Pasadena Hospital might be what brings you to town, perhaps you'll have a chance to explore more of St. Petersburg while you are here.

Palms of Pasadena Hospital
Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

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 marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida

St. Petersburg - Clearwater Beaches

Nothing says vacation like spending a carefree day at St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.

St. Petersburg - Clearwater Beaches

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$36
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Shell Key Island bird's eye view

Shell Key Island Excursion

$64
per adult
84% of travellers recommend
Shell Key Island Excursion
View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$41
per adult
90% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
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.