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 $1,155, price is now CA $732 per person
CA $732
per person
May 14 - May 19
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff

Reviewed on Feb 19, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,446, price is now CA $793 per person
CA $793
per person
Apr 1 - Apr 8
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good!

Reviewed on Feb 26, 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

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,186, price is now CA $742 per person
CA $742
per person
May 14 - May 19
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff in the hotel was very nice. Breakfast was very good. We were there and they were painting the pool property does need a little work but very nice place.

Reviewed on Feb 26, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,203, price is now CA $1,402 per person
CA $1,402
per person
May 11 - May 17
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Room and view was outstanding. The guest services were very friendly.

Reviewed on Feb 27, 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 $398 per night from Mar 26 to Mar 27
CA $398
CA $504 total
Mar 26 - Mar 27
includes taxes & fees
9.4/10 Exceptional! (3,035 reviews)
Very clean. Very accommodating. Excellent experience.

Reviewed on Feb 27, 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 $301 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 $346 per night from Mar 2 to Mar 3
CA $346
CA $445 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 5,475 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
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Frequently asked questions

How much does a Country Estates vacation package cost?
Discover the best of Country Estates from as low as CA $732. 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.