A wooden bridge over a calm river, surrounded by dense trees and greenery.

Carrollwood Vacations from $368

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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.

Dec 8 - Dec 11
Blue Wave Suites + Flight
Clearwater Beach
3 nights
2.0 star property
9.6/10 - Exceptional (54 reviews)
"The room was clean and perfect. Great location and a great place to stay!! Loved the outdoor balcony and so easy to check in and check out with the kiosk"
Reviewed November 1, 2026
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • 1 stop
~~$552~~
$368
per traveler
found 1 day ago
Blue Wave Suites
Jan 11 - Jan 16
Ocean Club Treasure Island Hotel + Flight
Sunshine Beach
5 nights
4.0 star property
9.6/10 - Exceptional (1,313 reviews)
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • Nonstop
~~$1,096~~
$654
per traveler
found 1 day ago
Ocean Club Treasure Island Hotel
Dec 7 - Dec 13
Cedar Cove Resort and Cottages + Flight
Holmes Beach
6 nights
3.0 star property
9.4/10 - Exceptional (622 reviews)
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • Nonstop
~~$1,932~~
$1,224
per traveler
found 1 day ago
Cedar Cove Resort and Cottages
Dec 7 - Dec 13
The Westin Sarasota + Flight
Central Sarasota
6 nights
4.0 star property
9.2/10 - Wonderful (1,204 reviews)
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • Nonstop
~~$1,427~~
$928
per traveler
found 1 day ago
The Westin Sarasota
Dec 6 - Dec 11
Hibiscus Suites - Gateway to Siesta Key + Flight
Sarasota
5 nights
2.5 star property
8.8/10 - Excellent (2,479 reviews)
"Great location good price clean rooms"
Reviewed November 1, 2026
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • Nonstop
Save 100% on your flight
~~$836~~
$551
per traveler
found 1 day ago
Hibiscus Suites - Gateway to Siesta Key

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

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.

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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.

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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.

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A city skyline at dusk with illuminated buildings and palm trees in the foreground.

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.

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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.

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