Gulfport Holidays

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Top Flight + Hotel Deals in Gulfport

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
per person
10 Apr - 13 Apr
found 13 hours ago
Return direct flight included
New York (JFK) to Tampa (TPA)
8.4/10 Very Good! (1,669 reviews)
Not a bad hotel Kind if a trendy looking room with a 60s vibe, has had a mediocre renovation at some time. Room was clean other than a few small bugs stuck to the wall in places. bed was comfortable TV worked. Didn’t have time to use it, but they did have a nice pool area, lobby was clean and the staff were friendly

Reviewed on 20 Feb 2025

Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
per person
10 Apr - 13 Apr
found 13 hours ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9/10 Wonderful! (1,111 reviews)
The staff was outstanding—welcoming, attentive, and so friendly. The atmosphere was lively and inviting, creating an unforgettable experience. The live music by the water each evening was a beautiful touch, adding to the charm. The pool was gorgeous, and the view of the Gulf of America was absolutely breathtaking. We will be back for sure!

Reviewed on 15 Feb 2025

Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
per person
10 Apr - 13 Apr
found 13 hours ago
Return direct flight included
New York (JFK) to Tampa (TPA)
8.8/10 Excellent! (1,124 reviews)
Love it! Really love the pool side rooms! There are only 4. All the pool side amd pool view rooms are fabulous.

Reviewed on 19 Feb 2025

Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
per person
10 Apr - 13 Apr
found 13 hours ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9/10 Wonderful! (1,493 reviews)
Beautiful property and great staff

Reviewed on 19 Feb 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
per person
10 Apr - 13 Apr
found 13 hours ago
Return direct flight included
New York (JFK) to Tampa (TPA)
9.4/10 Exceptional! (1,942 reviews)
Excellent place to stay! So beautiful and great service!

Reviewed on 19 Feb 2025

Gulfport Beach Holiday

Get set to live out those beachy daydreams on your Gulfport holiday. Set off on a refreshing walk, admire the spectacular ocean vistas and pick up pretty seashells on your trip to Gulfport. Located just 2 kilometres from the city centre, Gulfport Beach Recreation Area is the place to be for many visitors. Check out our Gulfport packages and watch your travel budget go further!

Things You Should Know About Gulfport

  • If you want that beachside lifestyle, consider our Gulfport beach hotels. Stunning water views and cool sea air — what more could anyone ask for?
  • Have a look at Mediterranean Style Mansion, Pool, Close To Beach Holiday home 4 BestStayz.1 and Starfish Cottage - Two Bedroom Home. These popular private holiday homes could just be perfect for your holiday in Gulfport.
  • Gulfport has a population of approximately 12,300 people. Why not get out and strike up a conversation with some of them? It's a terrific way to pick up some inside info on the place! Also look up our Gulfport things to do page.
  • Don't return home without exploring Gulfport Beach, Gulfport Tuesday Fresh Market and Island Community Theatre. With the money you save through our Gulfport holiday deals, you can see more impressive sights like these.

Top hotels in Gulfport

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 €542 per night from 23 Feb to 24 Feb
€542
includes taxes & fees
23 Feb - 24 Feb
9.2/10 Wonderful! (1,971 reviews)
"The view from my room was excellent"

Reviewed on 17 Feb 2025

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 €312 per night from 24 Feb to 25 Feb
€312
includes taxes & fees
24 Feb - 25 Feb
8.2/10 Very Good! (1,202 reviews)
"great customer service!"

Reviewed on 18 Feb 2025

RumFish Beach at TradeWinds
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 €322 per night from 3 Mar to 4 Mar
€322
includes taxes & fees
3 Mar - 4 Mar
7.8/10 Good! (1,726 reviews)
"wasn’t the cleanest . Bar personnel was great!"

Reviewed on 16 Feb 2025

Hilton Clearwater Beach Resort & Spa
See all 17,867 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.

Frequently asked questions

How much does a Gulfport holiday package cost?
You’ll find cheap prices from €507 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.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4/5(33 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum showing modern architecture and night scenes

Salvador Dali Museum

5/5(20 reviews)

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

What to do in Gulfport

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

€31
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Shell Key Island bird's eye view

Shell Key Island Excursion -3hrs.and 30min. trip

€62
per adult
80% of travellers recommend
Shell Key Island Excursion -3hrs.and 30min. trip
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€36
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Gulfport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.