A beach with a sign reading "Welcome to Gulfport" and palm trees.

Gulfport Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Gulfport holiday rentals

Zen House close to Gulfport downtown & Clam Bayou

Zen House close to Gulfport downtown & Clam Bayou
Gulfport
10.0 out of 10, Exceptional, (20 reviews)
"This property was perfect! Exactly as pictured! The host was wonderful, and the location is perfect for exploring the area! We’d definitely book again!"
United States
Michelle
The price is NZ$559
includes taxes & fees
6 July - 7 July
Zen House close to Gulfport downtown & Clam Bayou

Luxury Coastal Home, Gulfport Waterfront District

Luxury Coastal Home, Gulfport Waterfront District
Gulfport
9.6 out of 10, Exceptional, (17 reviews)
"Outstanding and beautiful! It was the idea place for us to stay. We came to celebrate the Life of my mother in law and Aunt brother. This place hit the spot for all of us. We all relax and enjoyed the beauty inside and out. Great communication with the owner. We recommend this Pink House for anyone"
United States
Richard J.
The price is NZ$1,297
includes taxes & fees
12 July - 13 July
Luxury Coastal Home, Gulfport Waterfront District

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (51 reviews)
"Great unit. Close to pool. Comfortable. "
Canada
Gary P.
The price is NZ$570
includes taxes & fees
8 July - 9 July
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (462 reviews)
"The property served it's purpose of comfort for relaxation. We enjoyed it thoroughly and will make this an annual trip."
United States
Sydney
The price is NZ$439
includes taxes & fees
5 July - 6 July
Haley's at The Anna Maria Island Inn

Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown

Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown
St. Petersburg
10.0 out of 10, Exceptional, (81 reviews)
"Perfect accommodations and location!"
United States
Cheryl S.
The price is NZ$253
includes taxes & fees
4 Aug - 5 Aug
Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is NZ$370
includes taxes & fees
15 July - 16 July
The "Grouper"

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (383 reviews)
"Love this place one of my favorite hotels!"
United States
angela
The price is NZ$196
includes taxes & fees
3 Aug - 4 Aug
John's Pass Hotel

Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.6 out of 10, Exceptional, (27 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is NZ$566
includes taxes & fees
14 July - 15 July
Cozy 1-bedroom condo with AC in Bradenton Beach

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (178 reviews)
"We had a wonderful two day stay and we would select it again when we go to Bradenton. The sounding neighbor is quiet and attractive. The unit was very clean - great kitchen, living room, bedroom and bathroom. "
United States
Edward M.
The price is NZ$543
includes taxes & fees
8 July - 9 July
The Hideaways at Point Pleasant (Pine Side)

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,096 reviews)
"Great views! Also enjoyed the food and drinks at the poolside bar."
United States
Dana
The price is NZ$214
includes taxes & fees
19 July - 20 July
Sailport Waterfront Suites

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (883 reviews)
"Loved the room And great location will be going back"
United States
Benjamin
The price is NZ$231
includes taxes & fees
16 July - 17 July
Mint House St. Petersburg Downtown by Kasa

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (106 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
The price is NZ$535
includes taxes & fees
20 July - 21 July
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (42 reviews)
"Space was perfect for our stay! Close to airport, and central to downtown/clearwater making day trips easy! Was clean and well put together. "
United States
Halie S.
The price is NZ$227
includes taxes & fees
10 July - 11 July
Escape By The Bay

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
The price is NZ$224
includes taxes & fees
4 Aug - 5 Aug
Green Castle Suite in Tampa

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (746 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is NZ$310
includes taxes & fees
7 July - 8 July
Beso Del Sol Resort

Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar
3.0 star property
Belle Vista
9.0 out of 10, Wonderful, (1,118 reviews)
"Loved how clean the ladies got the room each day. Hotel is amazing beach is beautiful."
United States
Amanda
The price is NZ$520
includes taxes & fees
8 July - 9 July
Beach House Suites by the Don CeSar

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Seminole
10.0 out of 10, Exceptional, (103 reviews)
"Lots of Fun! They think of everything you need to have a great stay."
United States
Josh
The price is NZ$557
includes taxes & fees
11 July - 12 July
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (565 reviews)
"Love the small feel and right on the beach"
United States
Danielle
The price is NZ$507
includes taxes & fees
6 July - 7 July
The Avalon Club

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,652 reviews)
"This was the perfect place for our beach getaway!"
United States
Christi
The price is NZ$399
includes taxes & fees
6 July - 7 July
Sunset Vistas Two Bedroom Beachfront Suites

Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.0 out of 10, Wonderful, (34 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
The price is NZ$241
includes taxes & fees
12 July - 13 July
Tampa Bay 1BR - Pool, Balcony & Beach Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gulfport Hotel Reviews

Find out more about Gulfport

Everything you need to know about Gulfport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gulfport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gulfport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gulfport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gulfport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gulfport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gulfport holiday rentals we have selected for you start as low as NZ$196 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gulfport rentals

At Expedia, we put the best Gulfport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gulfport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gulfport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gulfport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Gulfport?

Yes, there are holiday rentals close to the most popular sights in Gulfport, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Gulfport speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the live music and art during your trip.

What are some of the best holiday rentals that Gulfport has to offer?

The Gemma by Brightwild: This holiday home rental outside of Gulfport is located on the beach, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Gulfport?

Choose from 20 Expedia holiday rentals in Gulfport for a memorable holiday.

What’s there to see and do in Gulfport?

Cultural attractions include Island Community Theatre, whereas Gulfport Beach is a spot to enjoy nature. Other popular places to visit in the area include Tampa Bay and John's Pass Village & Boardwalk.

What’s a holiday rental in Gulfport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gulfport. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.