A lone Small White Boat Resting on Wet Sand with Ripples, a Shallow Pool, and Calm Beach Scene in Gulfport, FL. Low tide on damp sand next to a shallow tidal pool, creating a tranquil coastal scene wi

Gulfport Holiday Rentals

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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 AU$458
includes taxes & fees
23 July - 24 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 AU$1,026
includes taxes & fees
16 July - 17 July
Luxury Coastal Home, Gulfport Waterfront District

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
9.6 out of 10, Exceptional, (30 reviews)
"We absolutely loved this little room! It is so charming and perfect because the beach access is right across the street. Cant wait to come back and visit again "
United States
Lin K.
The price is AU$422
includes taxes & fees
15 July - 16 July
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is AU$306
includes taxes & fees
15 July - 16 July
The "Grouper"

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 AU$187
includes taxes & fees
15 July - 16 July
Green Castle Suite in Tampa

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (82 reviews)
"Looks like the pictures. Ideal for short stays and if you only need a bed and shower for the night."
United States
Dayna P.
The price is AU$251
includes taxes & fees
15 July - 16 July
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (179 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 AU$451
includes taxes & fees
15 July - 16 July
The Hideaways at Point Pleasant (Pine Side)

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 AU$206
includes taxes & fees
15 July - 16 July
Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown

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 AU$410
includes taxes & fees
9 Aug - 10 Aug
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

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

Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.4 out of 10, Exceptional, (144 reviews)
"Great location to alot of restaurants and shopping and the Airport."
United States
David G.
The price is AU$180
includes taxes & fees
15 July - 16 July
Experience the passion of hospitality, cleaning, and good location!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
River District
10.0 out of 10, Exceptional, (77 reviews)
"Charming bungalow, very clean, nice amenities, great location for neighborhood walks. "
United States
Joseph C.
The price is AU$549
includes taxes & fees
9 Aug - 10 Aug
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

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, (899 reviews)
"Love this place. Comfy, clean, and convenient to downtown St. Pete."
United States
JEFF
The price is AU$167
includes taxes & fees
20 July - 21 July
Mint House St. Petersburg Downtown by Kasa

Water View*Ideal Location*Pool

Water View*Ideal Location*Pool
Rocky Point
9.4 out of 10, Exceptional, (24 reviews)
"Overall amazing stay! "
United States
Michael B.
The price is AU$626
includes taxes & fees
15 July - 16 July
Water View*Ideal Location*Pool

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (41 reviews)
"Everything was perfect! It was clean, quiet, close to the pool, close to the beach! The hosts communicated regularly. We loved every minute of our stay! Thank you for a wonderful visit to AMI!! "
United States
Mary K.
The price is AU$1,061
includes taxes & fees
15 July - 16 July
Beach Condo with Pool Near Holmes Beach!

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, (464 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 AU$335
includes taxes & fees
19 July - 20 July
Haley's at The Anna Maria Island Inn

BBC110 Renovated Beachfront Condo W/Pool

BBC110 Renovated Beachfront Condo W/Pool
Belleair Beach
9.4 out of 10, Exceptional, (169 reviews)
"Perfect view of beach, very clean when we checked in, lots of kitchen necessities. Grounds were very well kept. "
United States
Kathy P.
The price is AU$671
includes taxes & fees
25 July - 26 July
BBC110 Renovated Beachfront Condo W/Pool

Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (60 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is AU$656
includes taxes & fees
15 July - 16 July
Backyard Oasis & Resort Style Pool

Walk to Madeira Beach: Family Resort Condo

Walk to Madeira Beach: Family Resort Condo
Madeira Beach
9.4 out of 10, Exceptional, (69 reviews)
"Great stay close to beach "
United States
Rachel N.
The price is AU$368
includes taxes & fees
20 July - 21 July
Walk to Madeira Beach: Family Resort Condo

Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (147 reviews)
"This place was fantastic my husband and i stayed 4 nights and loved every minute. We have so memories that will.last a life time. I will definitely refer this beautiful place to others."
United States
jennifer e.
The price is AU$361
includes taxes & fees
20 July - 21 July
Amazing waterfront condominium at Boca Ciega Resort
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.
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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 favourite 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 depend 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 AU$161 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Gulf Strand Resort: This holiday home rental outside of Gulfport is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a terrace, a library and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Gulfport?

Choose from 22 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.