Carrollwood Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Carrollwood

Find the best Carrollwood areas and neighborhoods for the activities you enjoy most. Learn more about Carrollwood
Downtown Tampa

Downtown Tampa

4 out of top 10 points of interest in this area
4.5/5(13 area reviews)

Find much that’s new and exciting here, with investment and energy revitalizing the waterfront into somewhere to see, be seen and experience.

Find hotels in Downtown Tampa

Top hotels in Carrollwood

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is S$378 per night from 23 Jul to 24 Jul
S$378
23 Jul - 24 Jul
includes taxes & fees
9.4/10 Exceptional! (3,405 reviews)
"We had an amazing time"

Reviewed on 23 Jun, 2026

Wyndham Grand Clearwater Beach
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
The price is S$332 per night from 8 Jul to 9 Jul
S$332
8 Jul - 9 Jul
includes taxes & fees
8.2/10 Very Good! (2,710 reviews)
"First the term "Gulf View" as advertised is very deceiving, I paid specifically a "Gulf View", not an obstructed view or a partial view but a "Gulf View". What we got was a partial view along with the roof top of about 10 AC units that were extremely noisy and could not sit out on the balcony for ..."

Reviewed on 22 Jun, 2026

Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 13 Jul to 14 Jul
S$198
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (1,824 reviews)
"Nice place"

Reviewed on 22 Jun, 2026

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 8,955 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.

Frequently asked questions

How much does a Carrollwood holiday package cost?
Custom make your Carrollwood holiday package from just . Pick from any combination of rental cars, flights and hotels to build the getaway of your dreams. Be sure to add on a few activities!
How do I get a cheap travel package to Carrollwood?
Book everything in the one place with our Carrollwood holiday packages. You'll find deals on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to choose from, you'll have the flexibility to mix and match.
Where should I stay in Carrollwood?
A holiday in Carrollwood isn't complete without checking out Carrolwood Golf Country Club, AdventHealth Carrollwood and Babe Zaharias Golf Course. Stay close to these tourist attractions and make sightseeing a breeze.
What are the top hotels in Carrollwood?
Get your holiday off to a fantastic start by staying at Tampa Holiday Home Close To Everything. It's one of most popular properties in Carrollwood. Another top option is Emerald Greens Hotel Condo Resort.
How far in advance should I book my Carrollwood holiday?
Smart travellers will likely want to book early. You can generally compare international fares on Expedia up to 12 months before your flight. If you're late to book, don't stress. Cheap prices sometimes occur in the last weeks before departure dates.
What does an Expedia Carrollwood travel package include?
Flights, car rentals and hotels — we bring you the very best bargains. All you'll have to do is pick and choose your favourite combination. Once you've made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it simple to put together an exciting Carrollwood getaway.
What should I know before booking a Carrollwood travel package?
A package can be more affordable than separately booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a tidy sum. Whatever kind of holiday you're planning, you're sure to find a package that's perfect for you.
Can I choose my airline with a Carrollwood Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Just select the airline you want and create your ideal Carrollwood getaway.
If I'm not able to travel, can I cancel my Carrollwood holiday package?
Because we know life can be unpredictable, the answer is yes. To learn more, visit our Customer Service Portal. But generally speaking, if you've booked your Carrollwood holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Things to do

The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

S$58
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
Small Group Tampa Sightseeing City Bus Tour

Small Group Tampa Sightseeing City Bus Tour

S$58
per adult
100% of travellers recommend
Small Group Tampa Sightseeing City Bus Tour
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

S$39
per adult
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR
See all activities in Tampa

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.