Country Estates Vacations from $753

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Your Country Estates Vacation

Make travel planning easier by creating a vacation package to Country Estates. Let us handle all the details, so you can concentrate on enjoying everything this neighborhood can offer. Wondering where to visit during your trip to Country Estates? Anclote River Park and Key Vista Nature Park are two nearby attractions to add to your to-do list. Don't just imagine it — make it happen! Secure your ideal Country Estates vacation with Expedia and experience travel your way.

The Latest Country Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,201, price is now $753 per person
$753
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Yes, room was spotless. Breakfast was delicious and Free.

Reviewed on Feb 20, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was $1,999, price is now $1,241 per person
$1,241
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Quick check-in, helpful staff, great beach location. Room clean. But resort overall is dated prob a solid 3 star resort butt i think its supposed to be a 4 star resort..

Reviewed on Feb 18, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,023 per person
$1,023
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
The room was clean, and the staff were so nice and helpful!

Reviewed on Feb 20, 2026

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,475, price is now $970 per person
$970
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff

Reviewed on Feb 19, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,485, price is now $1,005 per person
$1,005
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
The ladies at the front desk were super! Tiffany & Julie ❣️ Housekeeping was wonderful. The hotel was nice, bed was comfortable, location was convenient. Shuttle a plus although I wish they had offered initially to pick us up from the airport we Ubered not knowing. The keys kept getting deactivated multiple times which was a bit annoying. Probably 4x and we were here less than a week. Beach items were very poorly kept, chairs rusty, broken, umbrellas the same. Wish they had a better selection and beach wagons would be amazing to put it all in. Wish there was more staff at the restaurant/bar area. Overall great stay!

Reviewed on Feb 19, 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
9.2/10 Wonderful! (3,028 reviews)
The hotel, staff, room was amazing!

Reviewed on Feb 18, 2026

Get rates
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
$203 nightly
The price is $231 total per night from Mar 8 to Mar 9
$231 total
Mar 8 - Mar 9
Total with taxes and fees
8.4/10 Very Good! (1,134 reviews)
Clean room

Reviewed on Feb 18, 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
$282 nightly
The price is $319 total per night from Mar 1 to Mar 2
$319 total
Mar 1 - Mar 2
Total with taxes and fees
8/10 Very Good! (2,456 reviews)
All good

Reviewed on Feb 17, 2026

Hilton Clearwater Beach Resort & Spa
See all 5,468 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Country Estates

The landscape photo of a boat at the Anclote River Park the ripples of the water provide a timeless feel

Anclote River Park

Why not spend a carefree afternoon at Anclote River Park during your travels in Holiday? While you're in the area, wander around the parks.

Anclote River Park
Lovely isolated spot with white sands and Gulf waters as far as the eye can see #wanderlust #Florida

Key Vista Nature Park

Commune with nature and explore the great outdoors at Key Vista Nature Park during your travels in Holiday. Stroll along the waterfront in this family-friendly area, or seek out the golf courses.

Key Vista Nature Park

Anclote Gulf Park

Anclote Gulf Park is just one of the places to see in Holiday, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's waterfront, or seek out the golf courses.

Anclote Gulf Park

Things to do

Tarpon Springs Ghost Tour guests at Spring Bayou

Tarpon Springs Ghost Tour

$40
per adult
Tarpon Springs Ghost Tour
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

$98
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

$7
per adult
Audio Guide to New Port Richey's History and Quirky People
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.