Harbor Hills Vacations from $440

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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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $733, price is now $440 per person
$440
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
room was very good clean and comfortable

Reviewed on Dec 7, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,729, price is now $2,130 per person
$2,130
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Great spacious room with updated amenities as well as a great white beach and amazing staff!

Reviewed on Dec 7, 2025

The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,399, price is now $804 per person
$804
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8/10 Very Good! (1,005 reviews)
Everything was nice. Beds could be a little higher off the floor , otherwise very nice

Reviewed on Dec 7, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,525, price is now $906 per person
$906
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.

Reviewed on Nov 21, 2025

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,845, price is now $1,124 per person
$1,124
per person
Feb 21 - Feb 27
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
Amazing property and the great amenities. Staff was friendly and helpful.

Reviewed on Dec 7, 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
$90 nightly
The price is $102 total per night from Dec 9 to Dec 10
$102 total
Dec 9 - Dec 10
Total with taxes and fees
9/10 Wonderful! (4,748 reviews)
Beautiful hotel with well kept rooms. Immaculate pool and hot tub area with ping pong, fire, and other activities. Great breakfast, friendly staff. WELL worth your money.

Reviewed on Dec 2, 2025

Kompose Boutique Hotel
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $201 total per night from Dec 14 to Dec 15
$201 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,533 reviews)
Location overall and lanai with view of pool and ocean.

Reviewed on Dec 2, 2025

RumFish Beach at TradeWinds
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Dec 21 to Dec 22
$134 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Room was clean, bed was comfortable and the staff was knowledgeable and friendly.

Reviewed on Dec 7, 2025

Hilton St. Petersburg Bayfront
See all 16,195 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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
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

4.5/5(17 reviews)

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

4.5/5(219 reviews)

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

4.5/5(3 reviews)

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

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
St. Pete Dolphin Watching and Shelling Adventure

St. Pete Dolphin Watching and Shelling Adventure

$43
per adult
100% of travellers recommend
St. Pete Dolphin Watching and Shelling Adventure
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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.