Highpoint Holidays from AU$2,123

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Your Highpoint Holiday

Experience all the fabulous things this neighbourhood has to offer with a tailor-made Highpoint holiday package. However you imagine spending your days here, you'll find endless opportunities for relaxation, fun and adventure. Want to see the sights during your trip to Highpoint? Be sure to check out nearby attractions like Tampa Bay Grand Prix, Cove Cay Golf Club and Feather Sound Country Club. No matter what your dream Highpoint holiday may look like, you can make it a reality with Expedia.

Top Holiday Package Deals in Highpoint

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Price was AU$2,323, price is now AU$2,123 per person
AU$2,123
per person
8 May - 15 May
found 2 hours ago
Return flight included
Sydney (SYD) to Tampa (TPA)
9.2/10 Wonderful! (1,004 reviews)
Todo muy limpio, tranquilo, el personal atento. El desayuno muy bueno, lo recomiendo mucho.

Reviewed on 16 Mar 2026

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
Price was AU$2,867, price is now AU$2,605 per person
AU$2,605
per person
8 May - 15 May
found 2 hours ago
Return flight included
Sydney (SYD) to Tampa (TPA)
9.8/10 Exceptional! (726 reviews)
The staff was very very friendly, the Monday, Tuesday, Wednesday happy hour was lovely.

Reviewed on 21 Mar 2026

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
Price was AU$2,481, price is now AU$2,307 per person
AU$2,307
per person
8 May - 15 May
found 2 hours ago
Return flight included
Sydney (SYD) to Tampa (TPA)
9/10 Wonderful! (1,005 reviews)
The staff was friendly and the rooms were clean. Wi-fi was good. We would definetly stay here again.

Reviewed on 4 Mar 2026

Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
Price was AU$2,537, price is now AU$2,447 per person
AU$2,447
per person
8 May - 15 May
found 2 hours ago
Return flight included
Sydney (SYD) to Tampa (TPA)
9/10 Wonderful! (1,007 reviews)
Staff were professional and friendly. Restaurant, Dutch Bros & Walmart within walking distance.

Reviewed on 19 Mar 2026

Our guide on where to stay in Highpoint

Find the best Highpoint areas and neighborhoods for the activities you enjoy most. Learn more about Highpoint
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Our pick of the best Highpoint 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 AU$629 per night from 12 Apr to 13 Apr
AU$629
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (3,078 reviews)
Great hotel with great location and amenities

Reviewed on 20 Mar 2026

Wyndham Grand Clearwater Beach
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
The price is AU$435 per night from 19 Apr to 20 Apr
AU$435
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (1,707 reviews)
To be honest, our room view was poor. We overlooked the garbage area, and old, stacked tvs, which was bad and odd. We also saw construction sites and not the resort. We booked a resort view. The room was a bit worn and the floors were a bit dirty. We also did not get our champagne greeting, which ...

Reviewed on 22 Mar 2026

RumFish Beach at TradeWinds
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is AU$319 per night from 29 Mar to 30 Mar
AU$319
29 Mar - 30 Mar
includes taxes & fees
7/10 Good! (1,804 reviews)
The hotel is partially updated but bathrooms need renovation. The bed is comfy. Everything was clean.

Reviewed on 22 Mar 2026

Hotel Tampa Riverwalk
See all 16,607 properties in Highpoint
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Highpoint holiday package cost?
Our Highpoint packages, which start at just AU$2,123, are the easiest way to save precious money. Select your favourite hotels, flights and more to create your dream escape.
How do I get a cheap travel package to Highpoint?
Combining your flight and hotel with Expedia won't just save you time — it'll save you a few dollars too. A Highpoint holiday package makes it simple to arrange the ideal trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be hard. In addition to that, we've got over 1 000 000 hotels globally to select from. Now that's choice! No matter who you are, Expedia will help show you the world.
Where should I stay in Highpoint?
With fascinating attractions like Tampa Bay Grand Prix and Cove Cay Golf Club in this area, look for a hotel located near them. Feather Sound Country Club is another sight that visitors flock to.
What are the top hotels in Highpoint?
If it's your very first time in Highpoint, make a reservation at Holiday Inn Express Clearwater East - Icot Centre, an IHG Hotel or Intown Suites Extended Stay Clearwater Fl. Both offer comfortable beds and are popular options with many savvy travellers.
How far in advance should I book my Highpoint holiday?
It's always wise to book early. Airlines generally release flights nearly 12 months in advance, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to take all your holiday days next week? That's fine too — Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Highpoint travel package include?
Flights, hotels and car rentals — we connect you to all the best deals. All you have to do is pick and choose your ideal combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to create an awesome Highpoint escape.
What should I know before booking a Highpoint travel package?
Bundling your bookings into a Highpoint holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Highpoint Expedia holiday package?
Yes, of course. We have more than 550 partner airlines worldwide, so select the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Highpoint holiday package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Highpoint holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Highpoint

White sand and palm trees in Clearwater beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Vinoy Park

Vinoy Park

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park
Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Activities

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

AU$53
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

AU$51
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

AU$64
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.