Harbor Hills Vacations from $756

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Your Harbor Hills Vacation

Organizing your next escape just got simpler with a vacation package to Harbor Hills. Immerse yourself in everything this neighborhood has to offer while creating beautiful memories along the way. Eager to see the sights during your trip to Harbor Hills? Pencil in a visit to nearby attractions such as The Bishop Museum of Science and Nature, Robinson Preserve and Palma Sola Botanical Park. Don't just imagine it — turn it into a reality! Reserve your ultimate Harbor Hills vacation with Expedia and enjoy traveling your way.

The Latest Harbor Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,215, price is now $756 per person
$756
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
It was nice to have a gym available and it was always empty. Shower was my favorite park, really big and open, bed was super comfy. The elevators were outnof order though and the coffee machine in the room didnt work, but over all it was a pretty nice hotel. One of the nicest ive been too.

Reviewed on Oct 4, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was $3,548, price is now $1,861 per person
$1,861
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (456 reviews)
Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen!

Reviewed on Oct 11, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,737, price is now $972 per person
$972
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club.

Reviewed on Oct 13, 2025

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $1,573, price is now $977 per person
$977
per person
Jan 4 - Jan 11
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sarasota (SRQ)
2/10 (3 reviews)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,640, price is now $1,021 per person
$1,021
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,080 reviews)
A wonderful compact property right near the water. Close to downtown and Marina Jack's. Spa is great. Roof top pool is very nice, views are insane. Would recommend this property.

Reviewed on Oct 13, 2025

Where to stay in Harbor Hills

Find the best Harbor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Hills
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South Bradenton

4/5(105 area reviews)

If you're spending some time in South Bradenton, Smugglers Cove Adventure Golf and DeSoto Square are top sights worth seeing.

Find hotels in South Bradenton

Harbor Hills Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 16 to Oct 17
$81 total
Oct 16 - Oct 17
Total with taxes and fees
9/10 Wonderful! (4,440 reviews)
"Beautiful hotel especially for the price."

Reviewed on Oct 9, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Oct 15 to Oct 16
$166 total
Oct 15 - Oct 16
Total with taxes and fees
9.2/10 Wonderful! (5,021 reviews)
"Everything was great. It was the cutest bungalow style studio. It has everything you needed, awesome little kitchenette, little indoor atrium, comfy bed, etc... The bathroom was tiny but clean. I would def stay here again."

Reviewed on Oct 9, 2025

Tropical Beach Resorts
The Don CeSar

The Don CeSar

4 out of 5
3400 Gulf Boulevard, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
$323 nightly
The price is $366 total per night from Oct 27 to Oct 28
$366 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (1,014 reviews)
"I loved our stay here, The property is lovely. Our room was small but ok. The bathroom was too tiny to be fully comfortable. I would make sure the we got a different room at our next visit"

Reviewed on Oct 7, 2025

The Don CeSar
See all 15,890 properties in Harbor Hills
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
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Kid Friendly Vacations

Discover the most popular places to visit in Harbor Hills

The Fish Hole at Lakewood Ranch is a fun and challenging 18 hole mini golf course with turtles, koi and informational signs about tropical plants and ocean fish.

Main Street at Lakewood Ranch

You can do some window-shopping at Main Street at Lakewood Ranch during your visit to Lakewood Ranch. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Main Street at Lakewood Ranch
Miss this place so many memories good & bad.

Riverwalk

Riverwalk is just one of the places to see in Bradenton, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches or discover the area's beautiful sunsets.

Riverwalk
South Florida Museum featuring interior views

The Bishop Museum of Science and Nature

This museum features informative displays that detail prehistoric sea life, local maritime culture and traditions, and the area’s complex tropical ecosystems.

The Bishop Museum of Science and Nature

Things to do

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
See all activities in Bradenton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.