Carrollwood Vacations from $596

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Your Carrollwood Vacation

Book a Carrollwood vacation package and get ready to experience all this city has to offer. Consider basing yourself in the neighborhood of Downtown Tampa, which is great for nightlife, shopping and families. Fill your itinerary with tours of Raymond James Stadium, ZooTampa at Lowry Park and Adventure Island, some of the top attractions you really should see during your trip to Carrollwood. Browse Expedia's wide range of travel options and start planning your dream vacation to Carrollwood now.

The Latest Carrollwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
BAY INN

BAY INN

Temple Crest
Save 100% on your flight
$596
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
6.2/10 (576 reviews)
.

Reviewed on Sep 18, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$906
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
A place to relax and enjoy the beach.

Reviewed on Sep 20, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$706
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Won’t Be Staying Here Again! Very disappointing experience. We were told over the phone around 1 PM that our room was available for early check-in and that we could go to the hotel. The man I spoke with was not particularly helpful and initially told me that the only way to find out was to come to the hotel. I specifically explained that I didn’t want to drive there just to find out that we had to wait and asked if he could simply check whether a room was available. He then told me that our room was available and that we could come. We left the beach specifically to go to the hotel (4 adults, a kid, and a dog), only to arrive around 2:15 PM and be told the room wasn’t ready yet but would be soon. No one followed up with us, and we ended up waiting for almost **2 hours** until I had to go back to the front desk at 4 PM (our official check-in time) to ask about the room. Also, we had an extra car and were told parking was completely full, forcing us to park elsewhere and pay a significant amount. However, we noticed many empty spaces throughout the night (up to 1 am), which made it feel like the front desk simply didn’t want to help. On top of that, the $80/day pet fee seemed very unreasonable. The property itself was nice, but the poor communication, parking situation, and extra fees made the stay frustrating. **We would not stay here again.**

Reviewed on Sep 20, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight
$599
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (2,434 reviews)
Clean Room, excelent location.

Reviewed on Sep 18, 2026

Resort Sixty-Six

Resort Sixty-Six

Save 100% on your flight
$942
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
9.2/10 Wonderful! (9 reviews)
Our stay was truly wonderful my husband and I stayed here for our honeymoon. The staff decorated the room with “just married” decor and a bottle of champagne for us. The pool and hot tub were great. The on site free laundry was a life saver! They have direct access to the beach which was very nice! They also had chairs you could use. The beach was not crowded as it was pretty much just the resort guests. This resort will definitely hold a special place in our hearts!!

Reviewed on Sep 6, 2026

Where to stay in Carrollwood

Find the best Carrollwood areas and neighborhoods for the activities you enjoy most. Learn more about Carrollwood
A cityscape with tall buildings, palm trees, and a fountain.

Downtown Tampa

3 out of top 10 points of interest in this area

Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.

A street lined with palm trees, vintage buildings, and parked cars.

Ybor City

Designated as a National Historic Landmark District, this Tampa neighborhood boasts the Ybor City Museum State Park and a variety of attractions like the Cigar Museum. Enjoy Florida's oldest restaurant, Columbia, and vibrant nightlife along 7th Avenue, easily accessible via TECO Line Streetcar.

A large, two-story house with a porch, surrounded by well-maintained lawns and trees.

Hyde Park

You'll enjoy the restaurants and shopping in Hyde Park. You might want to make time for a stop at Hyde Park Village or Oxford Exchange.

A coastal cityscape with a marina, beach, and high-rise buildings during sunset.

Town 'n' Country

If you're spending some time in Town 'n' Country, Tampa Bay and Rocky Point Golf Course are top sights worth seeing.

A calm lake with dense trees on both sides, a clear sky, and a distant house.

Temple Terrace

Rolling landscape, majestic trees, and Hillsborough River views define this Tree City USA, with attractions like Eureka Springs Park and Temple Terrace Golf and Country Club. The area is undergoing redevelopment for a pedestrian-oriented downtown.

Carrollwood Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$223 nightly
$253 total
Sep 24 - Sep 25
Total with taxes and fees
9.4/10 Exceptional! (3,909 reviews)
"An amazing place! Such nice people."

Reviewed on Sep 21, 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$247 nightly
$279 total
Sep 22 - Sep 23
Total with taxes and fees
9.4/10 Exceptional! (2,386 reviews)
"My wife and I had an incredible stay. The hotel was very clean, the staff was amazing, the restaurants and amenities were great. We absolutely loved the stunning pool and it even had a rooftop hot tub. We would highly recommend this hotel if you are in the Clearwater area."

Reviewed on Sep 21, 2026

Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
$111 nightly
$125 total
Oct 1 - Oct 2
Total with taxes and fees
Hilton Tampa Airport Westshore
See all 9,106 properties in Carrollwood
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.

Stay near popular Carrollwood attractions

Hindu Temple of Florida

Hindu Temple of Florida is just one of the places to see in Tampa, so why not enjoy the other things to explore during your travels?
See properties

Side Splitters Comedy Club

You can make plans for a show at Side Splitters Comedy Club during your trip to Tampa.
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Lake Carroll

Commune with nature and explore the great outdoors at Lake Carroll during your travels in Tampa.
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Things to do

The Florida Aquarium in Tampa General Admission

The Florida Aquarium in Tampa General Admission

$36
per adult
86% of travellers recommend
The Florida Aquarium in Tampa General Admission
ZooTampa at Lowry Park Admission Ticket

ZooTampa at Lowry Park Admission Ticket

$52
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
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
See all activities in Tampa

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.