Gulfport Holidays

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Gulfport Holiday

Gulfport Beach Holiday

Listen to the waves lapping at the shore and stroll by the glistening waters on your Gulfport holiday. If you just need to get away, a trip to Gulfport is just what the doctor ordered. We have a great range of Gulfport holiday deals to select from. Snap one up near Gulfport Beach, just 2 kilometres from the city centre, and live out your holiday fantasies without hurting your budget.

Our pick of the best Gulfport 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 NZ$514 per night from 16 July to 17 July
NZ$514
16 July - 17 July
includes taxes & fees
9.4/10 Exceptional! (3,454 reviews)
"Tout était parfait !"

Reviewed on 2 July 2026

Wyndham Grand Clearwater Beach
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 NZ$477 per night from 14 July to 15 July
NZ$477
14 July - 15 July
includes taxes & fees
8.2/10 Very good! (2,740 reviews)
"Great view from our room, staff are great"

Reviewed on 1 July 2026

Hilton Clearwater Beach Resort & Spa
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 NZ$466 per night from 7 July to 8 July
NZ$466
7 July - 8 July
includes taxes & fees
8.2/10 Very good! (2,097 reviews)
"All in all, we had a great stay! the location of the property is perfect and the beach was so nice. The staff was very kind and helpful (contrary to their sister property next door)! We especially loved the lady who does breakfast and coffee in the morning by the front desk, she definitely put a ..."

Reviewed on 2 July 2026

RumFish Beach at TradeWinds
See all 19,476 properties in Gulfport
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.

Stay near popular Gulfport attractions

A heron standing by a marina with boats and palm trees in the background.

Gulfport Beach

9.0/10 (21 reviews)
This tranquil waterfront along Boca Ciega Bay offers a peaceful alternative to Florida's busier beaches. Extend your visit with a stroll down Williams Pier or explore the vibrant local arts scene nearby.
See properties

What to do in Gulfport

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

NZ$63
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

NZ$77
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

NZ$63
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Gulfport

Frequently asked questions

How much does a Gulfport holiday package cost?
You'll find cheap prices on Expedia for your Gulfport escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your holiday to Gulfport costs.
What are the cheapest months to go to Gulfport?
If you'd like to snag a cheap Gulfport holiday package, consider travelling in September, October and November. You'll generally find better prices on flights and accommodation during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Gulfport?
Gulfport holidays come in various shapes and sizes, but to get a real feel for this destination, we'd suggest 3 days is a good ballpark. With this timeframe, you can fit in top sights like Gulfport Beach and Gulfport Tuesday Fresh Market and track down some underrated gems. Don't skip neighbourhoods such as Downtown St. Petersburg and United Central either. If you're smart with your time, you can even schedule a day trip or two from Gulfport too.
Is it worth booking a holiday package to Gulfport?
During your Gulfport holiday, you can count on experiencing some excellent culture and dining. Leave enough room in your schedule to visit major attractions like Gulfport Beach and Gulfport Tuesday Fresh Market.
How to find the best Gulfport package deals?
Start your search for a Gulfport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Gulfport package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gulfport adventure underway.
Is it cheaper to book a Gulfport holiday as a package?
You can enjoy significant savings on your next Gulfport break by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Gulfport?
If you have your Gulfport travel dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Gulfport?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to holiday in Gulfport.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Gulfport. Then, pick a property that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Gulfport, you can work out the perfect length of your holiday. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Gulfport holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.