Country Estates Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Country Estates

Price found within the past 48 hours. Click for updated prices.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Price was CA $2,058, price is now CA $1,256 per person
CA $1,256
per person
Apr 7 - Apr 14
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff

Reviewed on Feb 19, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,675, price is now CA $1,610 per person
CA $1,610
per person
May 2 - May 9
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
The room was positively spotless and beds and bathrooms so clean. Very well stocked with dishes and cookware too!

Reviewed on Feb 23, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $2,523, price is now CA $1,553 per person
CA $1,553
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9/10 Wonderful! (1,131 reviews)
Clean rooms great staff smells great

Reviewed on Feb 8, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,450, price is now CA $1,543 per person
CA $1,543
per person
May 2 - May 9
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Overall it was a good

Reviewed on Feb 17, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $3,453, price is now CA $2,209 per person
CA $2,209
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Everything was great except having to carry beach chairs to the beach. Awkward and heavy.. They need a cabana person to set up for a fee.

Reviewed on Feb 23, 2026

Where to stay in Country Estates

Find the best Country Estates areas and neighborhoods for the activities you enjoy most. Learn more about Country Estates
Dramatic cloudy sunrise viewed on a tropical sandy beach at the Atlantic Ocean Shore. Plantation Key, Florida Keys, Florida, United States.

Key Vista

If you're looking for some top things to see and do in Key Vista and surrounding area, you can visit Anclote River Park and Tarpon Springs Sponge Docks.

Find hotels in Key Vista

Country Estates Hotel Deals

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 CA $512 per night from Mar 2 to Mar 3
CA $512
CA $633 total
Mar 2 - Mar 3
includes taxes & fees
9.4/10 Exceptional! (3,034 reviews)
Hotel restaurant employee was so rude, and room wasn’t cleaned for a few days!

Reviewed on Feb 26, 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 refundableReserve now, pay when you stay
The price is CA $266 per night from Mar 29 to Mar 30
CA $266
CA $302 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,141 reviews)
Very clean and updated

Reviewed on Feb 27, 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 CA $360 per night from Mar 2 to Mar 3
CA $360
CA $461 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (2,462 reviews)
Small room. Old hotel. Common area were updated but room was definitely below expectations. Inclement weather was also an unepected issue.

Reviewed on Feb 26, 2026

Hilton Clearwater Beach Resort & Spa
See all 5,470 properties in Country Estates
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Country Estates vacation package cost?
Discover the best of Country Estates from as low as CA $1,256. Choose from a wonderful selection of rental cars, hotels and flights to suit your travel style. You can pick up even more discounts when you add a few sightseeing tours to your vacation package.
How do I get a cheap travel package to Country Estates?
Our Country Estates vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply combine your hotel, flights and activities into a convenient package. But cheap prices are just the beginning of your next big adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 properties all over the world to pick from. No matter your budget or style, there's a vacation package here just for you.
Where should I stay in Country Estates?
There's lots to explore in Country Estates, so spend your evenings near its attractions and allow yourself more time sightseeing. Anclote River Park is one spot to put on your must-see list.
How far in advance should I book my Country Estates vacation?
To land rock-bottom prices, book as soon as you can. Air carriers generally advertise flights, along with some of the lowest fares, up to a year prior to departure. Hotels, activities and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Country Estates, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Country Estates travel package include?
From hotels and flights to car rentals, Expedia can help you craft a Country Estates package that suits you. Heading off for a week or two? Give some thought to a flight, hotel and rental car bundle. If you can only manage a quick getaway, an airfare and hotel deal could suit you better. Activities can also be added after you've booked. Our packages make it simple to plan and save.
What should I know before booking a Country Estates travel package?
When you book your flights, hotels and car rentals together, you'll land great discounts. Whether you're organizing a rural escape in a cottage or prefer to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Country Estates Expedia vacation package?
You certainly can. We have more than 550 airline partners worldwide, so go with the carrier that matches your budget and traveling style.
If I'm not able to travel, can I cancel my Country Estates vacation package?
Plans can change in a flash, so yes, you can. You may be able to cancel and rebook your Country Estates vacation package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your hotel, car rental company or airline may impose a charge. Need more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $134
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Ghost Tour guests at Spring Bayou

Tarpon Springs Ghost Tour

CA $55
per adult
Tarpon Springs Ghost Tour
Welcome aboard.

Florida's Beautiful Beaches and Waterways Private Tour

CA $662
per traveller
Florida's Beautiful Beaches and Waterways Private Tour
See all activities in Holiday
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.