Carrollwood Holidays from £540

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Your Carrollwood Holiday

Book a Carrollwood holiday package and get ready to experience all this city has to offer. Consider basing yourself in the neighbourhood 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 holiday to Carrollwood now.

Price found within the past 48 hours. Click for updated prices.
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Rocky Point
Price was £731, price is now £540 per person
£540
per person
24 Jul - 30 Jul
found 22 hours ago
Return flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (5,026 reviews)
Room was great, but advertised as having an in unit washer/dryer. This was not the case. Had we known this we would have booked our stay elsewhere and saved some money and frustration.

Reviewed on 12 May 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was £1,013, price is now £664 per person
£664
per person
24 Jul - 31 Jul
found 22 hours ago
Return flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,602 reviews)
Property is nice. Location is close to a lot of things. Beds were extremely comfortable. Rugs in the hallway definitely need upgrading. Overall very nice stay.

Reviewed on 12 May 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was £2,173, price is now £1,569 per person
£1,569
per person
28 Jun - 5 Jul
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (3,211 reviews)
We had a fabulous Mother’s Day weekend at Wyndham Grand Clearwater Beach. It also happened to be Country Weekend, which made the experience even more fun and memorable. The entertainment was a huge plus and created such an amazing atmosphere throughout the weekend. The lobby bar staff and pool staff were absolutely amazing. Everyone was so attentive, friendly, and welcoming, especially on Mother’s Day. They truly went above and beyond to make all the moms feel special and taken care of. From the beautiful property to the great energy and outstanding customer service, the entire experience exceeded our expectations. Thank you to the whole team for making our Mother’s Day celebration so enjoyable and unforgettable. We will definitely be back!

Reviewed on 12 May 2026

Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
Price was £974, price is now £724 per person
£724
per person
24 Jul - 30 Jul
found 22 hours ago
Return flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (27 reviews)
Is great property but be very careful on location of unit. The external doors are very loud when they open and close and if you are close it will disturb you thru night. Everything else was so great though. That was really our only complaint. I highly recommend it, just pay attention to location of unit.

Reviewed on 29 Apr 2026

The Hemingway

The Hemingway

4 out of 5
Rocky Point
Price was £816, price is now £616 per person
£616
per person
24 Jul - 30 Jul
found 22 hours ago
Return flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (24 reviews)
Was a nice stay. Enjoyed the pool and the view. Could’ve used more necessities such as cups, and towels.

Reviewed on 10 Apr 2026

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

5 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
Fully refundableReserve now, pay when you stay
The price is £317 per night from 25 May to 26 May
£317
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (3,221 reviews)
Amazing

Reviewed on 12 May 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 refundable
The price is £142 per night from 24 May to 25 May
£142
24 May - 25 May
includes taxes & fees
8.6/10 Excellent! (1,295 reviews)
Pool was under construction, Bathroom has no fan. We ordered breakfast from the menu 1 day and got the buffet another morning and it was delicious. Aj and staff were very helpful and friendly!

Reviewed on 12 May 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
The price is £197 per night from 26 May to 27 May
£197
26 May - 27 May
includes taxes & fees
8.2/10 Very Good! (2,602 reviews)
Room had food and womens hair scrunchies on the floor. Needed a better cleaning and vacuuming. Limited view was air conditioning units!

Reviewed on 12 May 2026

Hilton Clearwater Beach Resort & Spa
See all 8,927 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Carrollwood travel package cost?
Perhaps less than you might think — from just £540, as a matter of fact! By bundling hotels, flights and car rentals into your own custom-made travel package, your Carrollwood escape is just clicks away.
If I'm not able to travel, can I cancel my Carrollwood travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Carrollwood travel package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
How do I get a cheap travel package to Carrollwood?
If you love amazing deals, combine your bookings into a Carrollwood travel package. Whether you need hotels, flights, rental cars or day tours, you can browse and book them all in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotels around the world to choose from. Fly with who you want, stay in a place you like and save a tidy sum — now that's the perfect getaway!
Does Expedia offer Book Now, Pay Later Carrollwood holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to jump on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Carrollwood?
With loads to discover in Carrollwood, it'd be handy for you to stay close to its attractions. Carrolwood Golf Country Club, Babe Zaharias Golf Course and Carrolwood Village Golf & Tennis Club - Meadows/ Pines Course are some interesting ones to add to your itinerary.
What are the top hotels in Carrollwood?
Get your holiday off to a fantastic start by staying at The Barrymore Hotel Tampa Riverwalk. It's one of most sought-after hotels in Carrollwood. Another comfortable option is Grand Hyatt Tampa Bay.
How far in advance should I book my Carrollwood holiday?
Your safest bet is to book early. Air carriers generally advertise flight tickets nearly 12 months prior to departure, and this is a perfect opportunity to pick up some of the lowest prices. Boss just told you to use up some holiday time next week? Don't fret. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Carrollwood travel package include?
That depends on what you're after. If you're travelling alone, you might decide to bundle flights and hotels. Bringing the entire family to Carrollwood? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Carrollwood travel package?
Whether it's adventure or relaxation you're after, a Carrollwood travel package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Carrollwood Expedia travel package?
Most definitely. Expedia has over 550 partner airlines to select from worldwide. With all that choice, finding the right carrier to bring you to Carrollwood will be a snap.

Popular places to visit

Natures Boot Camp

Catch an event at Natures Boot Camp during your trip to Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Natures Boot Camp

Things to do

The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

£33
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
Small Group Tampa Sightseeing City Bus Tour

Small Group Tampa Sightseeing City Bus Tour

£34
per adult
100% of travellers recommend
Small Group Tampa Sightseeing City Bus Tour
Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

£26
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
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. Flight-inclusive packages are ATOL protected.