Gandy Vacations from $581

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Your Gandy Vacation

Book a Gandy vacation package and prepare to experience everything this city has to offer. Consider basing yourself in the neighborhood of Downtown Tampa, which is great for nightlife, shopping and families. Fill your schedule with visits to Sunken Gardens, Great Explorations Childrens Museum and Vinoy Park, some of the attractions you should see during your trip to Gandy. Stop dreaming and start traveling. Explore the multitude of options on Expedia today and put your Gandy vacation plans into action!

The Latest Gandy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $829, price is now $581 per person
$581
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Centrally located and within walking distance of Downtown Sarasota. Room was clean and comfortable. Dinner in the lobby lounge was excellent for both the service and food. I would stay there again.

Reviewed on May 2, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,050, price is now $677 per person
$677
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
8.6/10 Excellent! (78 reviews)
Great for older people who want an easily accessible room in a quiet setting. We will be back!

Reviewed on May 7, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,698, price is now $1,114 per person
$1,114
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $857, price is now $596 per person
$596
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,196 reviews)
Loved the location and the roof top pool and bar!!

Reviewed on May 6, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,170, price is now $841 per person
$841
per person
Jul 13 - Jul 18
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.

Reviewed on May 8, 2026

Where to stay in Gandy

Find the best Gandy areas and neighborhoods for the activities you enjoy most. Learn more about Gandy
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
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

Gandy 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
$331 nightly
The price is $374 total per night from May 14 to May 15
$374 total
May 14 - May 15
Total with taxes and fees
9.4/10 Exceptional! (3,231 reviews)
Great location next to the beach, very friendly staff and wonderful amenities. Highly recommend

Reviewed on May 10, 2026

Wyndham Grand Clearwater Beach
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
$143 nightly
The price is $163 total per night from May 25 to May 26
$163 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,295 reviews)
Lovely room and hotel. Just wish the pool was complete.

Reviewed on May 10, 2026

The Westin Tampa Bay
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
$211 nightly
The price is $239 total per night from Jun 7 to Jun 8
$239 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (2,616 reviews)
We arrived, our room had not been cleaned, there were cans and bottles from the previous guests, we found mold in the shower, the toilet stopped flushing, the AC unit sounded like it was on life support. The slider door to the balcony needed two hands to open and getting it to latch and lock was ...

Reviewed on May 10, 2026

Hilton Clearwater Beach Resort & Spa
See all 17,721 properties in Gandy
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 Gandy

Weedon Island Preserve

Weedon Island Preserve

This huge Tampa Bay preserve is an important archeological site and offers plenty of outdoor activities.

Weedon Island Preserve
StPetersburg_DerbyLane_6277204_01

Derby Lane

Catch an event at Derby Lane during your trip to St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Derby Lane
Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

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 lively bars.

John's Pass Village & Boardwalk

Things to do

1.5-hour Dolphin Sightseeing Cruise from Tampa

1.5-hour Dolphin Sightseeing Cruise from Tampa

$31
per adult
80% of travellers recommend
1.5-hour Dolphin Sightseeing Cruise from Tampa
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

$67
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
St. Pete Winter Booze Cruise

St. Pete Booze Cruise 21+ (All You Can Drink Pass Available)

$32
per adult
St. Pete Booze Cruise 21+ (All You Can Drink Pass Available)
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.