Whitfield Estates Vacation Packages

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Your Whitfield Estates Vacation

Lock in a Whitfield Estates vacation package and get ready to experience the best of this city. Think about staying in the neighborhood of Village of the Arts, which is good for cafes, shopping and history. If your trip to Whitfield Estates includes some sightseeing, drop by well-known attractions like Mote Marine Laboratory & Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. Stop dreaming and start doing. Browse the broad range of options on Expedia today and put your Whitfield Estates vacation plans into gear!

Top Holiday Package Deals in Whitfield Estates

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,579, price is now CA $979 per person
CA $979
per person
Jan 10 - Jan 16
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (2,471 reviews)
Property had a grateful kitchen with just enough utensils, frying pans things that you would need if you prepare your own food during your stay. The property does not have a lot of amenities, but if you’re not into amenities, it doesn’t matter. It’s in a great location central to all things Sarasota and Siesta key.

Reviewed on Oct 29, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,258, price is now CA $1,333 per person
CA $1,333
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
Everything about the resort is great! I highly recommend to people considering a stay there.

Reviewed on Oct 31, 2026

CW Resort

CW Resort

4 out of 5
Price was CA $2,294, price is now CA $1,384 per person
CA $1,384
per person
Jan 8 - Jan 15
found 1 hour ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $2,136, price is now CA $1,390 per person
CA $1,390
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.6/10 Exceptional! (1,532 reviews)
Overall great place to stay

Reviewed on Nov 1, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was CA $2,740, price is now CA $1,797 per person
CA $1,797
per person
Jan 10 - Jan 16
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (614 reviews)

Where to stay in Whitfield Estates

Find the best Whitfield Estates areas and neighborhoods for the activities you enjoy most. Learn more about Whitfield Estates
A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

Find hotels in Lido Key
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Frequently asked questions

How much does a Whitfield Estates vacation package cost?
Go from looking to booking with our Whitfield Estates vacation packages, which start from only CA $979. Select the hotels and flights that suit your travel style. Then, add on some activities or tours to round off your unique escape.
How do I get a cheap travel package to Whitfield Estates?
You'll save tons of cash if you bundle your hotels, flights and car rentals into a Whitfield Estates vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels globally, so you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Whitfield Estates?
Most visitors who travel to Whitfield Estates include both St. Armands Circle and Mote Marine Laboratory & Aquarium on their must-see lists. Why not reserve a hotel close to one of these iconic attractions?
What are the top hotels in Whitfield Estates?
Modern Sarasota Home With Private Pool And Grill and Royal Palms - 4br/4 Ba Luxury Home W are two of the most sought-after hotels in Whitfield Estates. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Whitfield Estates vacation?
It all depends on the air carrier, but you can usually compare international airfares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers occasionally score a cheaper seat only weeks before the date of departure.
What does an Expedia Whitfield Estates travel package include?
Travel packages include rental cars, flights and hotels, but you can combine any of them to create your ideal Whitfield Estates getaway. You can also add on fun things like activities and tours once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Whitfield Estates travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've created your package, you can add on day tours or experiences. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Whitfield Estates Expedia vacation package?
You can, and with over 550 airlines to select from throughout the world, you're spoiled for choice. Search the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Whitfield Estates vacation package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Whitfield Estates vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Stay near popular Whitfield Estates attractions

Tarpon Bay Grill and Tiki Bar

Tarpon Bay Grill and Tiki Bar is just one of the places to see in Sarasota, so why not enjoy the other things to explore during your travels?
See properties

Things to do

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $83
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

CA $78
per adult
Manatee Discovery Anna Maria Island
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

CA $154
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.