Gulfport holiday rentals

We found 6,574 holiday rentals — enter your dates for availability
Discover a selection of 23 homes and other holiday rentals in Gulfport that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as Wi-Fi and cable TV. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Gulfport

Showing deals for:18 Dec - 25 Dec

Private kitchen
Dining
Living area
Outdoor dining
Exceptional
(41 reviews)

Gorgeous private heated pool house, short drive to the beach!

Largo

8% off
AU$3,121
for 7 nights, 1 home
AU$446 per night
includes taxes & fees
Gorgeous private heated pool house, short drive to the beach!
Living area
Private kitchen
Room
Living area
Exceptional
(21 reviews)

Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre

Seminole

8% off
AU$2,809
for 7 nights, 1 home
AU$401 per night
includes taxes & fees
Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre
Sunset along the bay yacht club
Waterfall to enjoy In small property Lagoon salt pool
Full kitchen with Dishwasher
Living area
Exceptional
(44 reviews)

Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays

St. Petersburg

8% off
AU$2,797
for 7 nights, 1 room
AU$400 per night
includes taxes & fees
Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays
Entrance To Peacock
Downtown water views just a bike ride away
Smart TV to use in Livingroom with any apps you may need like Netflix or amazon or apple
The house
Exceptional
(61 reviews)

Close to all with a King-bed! Bikes included

St. Petersburg

8% off
AU$2,639
for 7 nights, 1 home
AU$377 per night
includes taxes & fees
Close to all with a King-bed! Bikes included
Utensils and plates and glasses for your stay
Kitchen looking into dining area and exit
Dining area
Office area for work or dining for 2
Wonderful
(10 reviews)

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

St. Pete Beach

8% off
AU$2,951
for 7 nights, 1 room
AU$422 per night
includes taxes & fees
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Dining area off Livingroom
Living and dining area
Livingroom with pull out queen couch
Patio on the 2nd floor sit out for coffee on the porch
Exceptional
(31 reviews)

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

St. Pete Beach

8% off
AU$2,876
for 7 nights, 1 cottage
AU$411 per night
includes taxes & fees
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Dining
Interior
Living area
Pool
Wonderful
(56 reviews)

🏖️Sleeps 10🏖️ MINUTES to BEACHES, 💦Heated Saltwater Pool Included!

Seminole

6% off
AU$3,778
for 7 nights, 1 home
AU$540 per night
includes taxes & fees
🏖️Sleeps 10🏖️ MINUTES to BEACHES, 💦Heated Saltwater Pool Included!
Dining Room
Bar looking into kitchen area
Stairs going into 2nd level from kitchen
Front Porch Patio seating
Exceptional
(22 reviews)

4BR Historic Home Near Downtown | Pool & Courtyard

St. Petersburg

8% off
AU$9,931
for 7 nights, 1 home
AU$1,419 per night
includes taxes & fees
4BR Historic Home Near Downtown | Pool & Courtyard
Property grounds
Living area
Living area
Room
Wonderful
(24 reviews)

Aqua Vista Studio-VIEW VIEW VIEW Water-front

St. Petersburg

8% off
AU$1,536
for 7 nights, 1 apartment
AU$219 per night
includes taxes & fees
Aqua Vista Studio-VIEW VIEW VIEW Water-front
Interior
Terrace/patio
Property grounds
Private kitchen
Exceptional
(7 reviews)

A-Frame Escape at Gulfport Garden Oasis!

Gulfport

12% off
AU$2,741
for 7 nights, 1 home
AU$392 per night
includes taxes & fees
A-Frame Escape at Gulfport Garden Oasis!
Open area full kitchen and breakfast bar
Peg's Cantina has Mexican fusion type food, just 2 blocks from the cottage.
Entrance to Gulfport Marina.
El Chapo restaurant - great tacos
Exceptional
(108 reviews)

Perfect Cottage In Art District of Gulfport

Gulfport

7% off
AU$1,668
for 7 nights, 1 cottage
AU$238 per night
includes taxes & fees
Perfect Cottage In Art District of Gulfport
Living area
Pool
Private kitchen
Room
Exceptional
(5 reviews)

St Pete Beach house | Private Pool + Walk to Beach

Treasure Island

9% off
AU$6,887
for 7 nights, 1 home
AU$984 per night
includes taxes & fees
St Pete Beach house | Private Pool + Walk to Beach
Living area
Living area
Pool
Private kitchen
Exceptional
(97 reviews)

Beautiful condo on the Award-Winning St. Pete Beach. Vistas on the Gulf #309

St. Pete Beach

14% off
AU$3,373
for 7 nights, 1 apartment
AU$482 per night
includes taxes & fees
Beautiful condo on the Award-Winning St. Pete Beach. Vistas on the Gulf #309
The couch pulls out into a pretty comfy bed for one or for two kids.
Common balcony for sunset viewing and electric barbecue.
View of condominium building from the beach. Originally a fifties motel.
Room
Exceptional
(93 reviews)

Live Like A Local On The Beach In The Heart Of Pass-a-Grille In Two Br Condo.

St. Pete Beach

8% off
AU$2,678
for 7 nights, 1 apartment
AU$383 per night
includes taxes & fees
Live Like A Local On The Beach In The Heart Of Pass-a-Grille In Two Br Condo.
Terrace/patio
Beach
Dining nook seating for 4
Exterior
Exceptional
(51 reviews)

Steps 2 Beach- Cottage w/king bd +2bikes +parking

St. Pete Beach

8% off
AU$3,893
for 7 nights, 1 cottage
AU$556 per night
includes taxes & fees
Steps 2 Beach- Cottage w/king bd +2bikes +parking
The Sunray Suite
Visit the pier just a quick bike ride or drive away!
XL Twin Bed with room at base of bed
downtown waterfront great for cycling walking or just enjoying st pete
Wonderful
(40 reviews)

Tiny rental +patio+BBQ+2bikes+Parking- great area!

St. Petersburg

8% off
AU$1,606
for 7 nights, 1 apartment
AU$229 per night
includes taxes & fees
Tiny rental +patio+BBQ+2bikes+Parking- great area!
Private kitchen
Interior
Dining in Style
Living area
Exceptional
(138 reviews)

Beachfront-Directly on the Sand - Sunset Beach, Treasure Island, Florida

Treasure Island

8% off
AU$6,167
for 7 nights, 1 home
AU$881 per night
includes taxes & fees
Beachfront-Directly on the Sand - Sunset Beach, Treasure Island, Florida
Cook meals from the kitchen and sit at our dining room table during your stay.
Our king bed is the best spot to relax after a long day at the beach.
Seating area to eat and spend time hanging out.
Watch TV from bed, relax in the cozy chair, or get some work done at the desk.
Wonderful
(58 reviews)

Cozy Gulfport Studio with King Bed + Full Kitchen walkable to Beach Blvd

Gulfport

7% off
AU$1,124
for 7 nights, 1 apartment
AU$161 per night
includes taxes & fees
Cozy Gulfport Studio with King Bed + Full Kitchen walkable to Beach Blvd
Kitchen
Balcony
Anglers Cove - #503
Pool
Exceptional
(156 reviews)

Beautiful Beach! Spectacular Sunsets!

Redington Shores

8% off
AU$6,152
for 7 nights, 1 apartment
AU$879 per night
includes taxes & fees
Beautiful Beach! Spectacular Sunsets!
Living area
Pool
Private kitchen
Interior
Exceptional
(162 reviews)

Bay Front Property with Amazing View

St. Petersburg

11% off
AU$1,768
for 7 nights, 1 apartment
AU$253 per night
includes taxes & fees
Bay Front Property with Amazing View
Property grounds
Exterior
Interior
Private kitchen
Exceptional
(53 reviews)

Beautiful condo across the street from the beach. Pet/kids friendly

Indian Shores

7% off
AU$1,481
for 7 nights, 1 apartment
AU$212 per night
includes taxes & fees
Beautiful condo across the street from the beach. Pet/kids friendly
Dining area
Dock area for your boat.
Olympic swimming pool.
Grill and picnic table right outside your backdoor. Shuffleboard anyone?
Exceptional
(67 reviews)

Cozy Coastal Condo, renovated 2025, quiet family friendly, fishing from seawall

Indian Shores

12% off
AU$1,708
for 7 nights, 1 apartment
AU$244 per night
includes taxes & fees
Cozy Coastal Condo, renovated 2025, quiet family friendly, fishing from seawall
Interior
Living area
Interior
Private kitchen
Very good
(11 reviews)

Beach Vibes 2-bedroom house 1 bath. with AC, WiFi in delightful St. Petersburg

St. Petersburg

8% off
AU$1,463
for 7 nights, 1 home
AU$209 per night
includes taxes & fees
Beach Vibes 2-bedroom house 1 bath. with AC, WiFi in delightful St. Petersburg
Lagoon Cocktail Pool in Courtyard
Take a sailboat cruise on the bay to watch the sunset
Private kitchen
King Bedroom
Exceptional
(46 reviews)

Pool+Treehouse Apt+Kg Bd 2bikes/close DT

St. Petersburg

8% off
AU$2,553
for 7 nights, 1 apartment
AU$365 per night
includes taxes & fees
Pool+Treehouse Apt+Kg Bd 2bikes/close DT

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to lively Gulfport

Take a holiday to Gulfport and enjoy the area's live music, art galleries and festivals. Well known for its beaches, restaurants and theatres, this romantic city won't disappoint. John's Pass Village & Boardwalk and Tampa Bay are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Gulfport

Are you searching for attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Gulfport a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Splash Island Water Park (2.8 mi / 4.6 km)
  • Renaissance Vinoy Golf Club (5.1 mi / 8.2 km)
  • Tampa Bay Grand Prix (9.4 mi / 15.2 km)
  • Feather Sound Country Club (10.6 mi / 17.1 km)
  • Splash Harbour Water Park (12.8 mi / 20.6 km)
  • Smugglers Cove Adventure Golf (11.1 mi / 17.9 km)

Exploring the natural features in Gulfport

Whether you're an outdoor enthusiast or just want to take in the scenery, Gulfport is a great place to spend some time outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (9.8 mi / 15.8 km)
  • Pass-a-Grille Beach (2.9 mi / 4.7 km)
  • Upham Beach (3.1 mi / 5 km)
  • Upham Beach Park (3.1 mi / 5 km)
  • Sunset Beach (3.5 mi / 5.7 km)
  • St. Petersburg Municipal Beach at Treasure Island (4.4 mi / 7 km)

Seasonal weather averages in Gulfport

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Travelling to and around Gulfport

The nearest airport is in St. Petersburg, FL (SPG-Albert Whitted), located 4.4 mi (7.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 11 mi (17.6 km) away.

Frequently asked questions

What is the best area to stay in Gulfport when booking a holiday rental?
When considering a holiday rental in Gulfport, Florida, a popular area to stay is near the waterfront. This charming neighbourhood offers a delightful blend of relaxation and activity, with a picturesque view of the bay. You'll find a variety of properties that cater to different tastes, from quaint cottages to modern condos, providing ample options for visitors.Staying close to the waterfront not only allows easy access to the beach but also places you within walking distance of top attractions such as the Gulfport Beach and the lively Gulfport Arts District. The beach is superb for sunbathing, swimming, and enjoying water sports, while the Arts District is a vibrant hub featuring local galleries, shops, and restaurants that showcase the creativity of the community.Additionally, you can explore the nearby Clam Bayou Nature Park, which offers lovely trails for walking and birdwatching, making it a great spot for nature enthusiasts.
Where are the best areas for renting a beach house in Gulfport?
For renting a beach house in Gulfport, Florida, the waterfront area along Beach Boulevard is a prime location. This stretch is known for its picturesque views of the Gulf of Mexico and features several charming beach houses that offer amenities such as private decks, outdoor grills, and easy access to sandy shores. Many properties in this area are equipped with modern kitchens, making it convenient for families or groups to prepare meals while enjoying the seaside atmosphere.Another appealing area is the vicinity of Gulfport Marina, where visitors can find rentals with proximity to both the beach and various water activities. Properties here often include features like boat docks, making them ideal for those looking to engage in fishing or boating. Additionally, the marina area is close to local shops and restaurants, providing a vibrant community feel.For those seeking a quieter experience, the residential neighbourhoods further inland offer beautiful homes with lush gardens and swimming pools, great for relaxation after a day at the beach. These rentals typically come with family-friendly amenities such as spacious living areas and game rooms.
What is the most popular type of holiday rental accomodation in Gulfport?
In Gulfport, holiday houses are the most popular type of holiday rental, with around 320 available in the area. These homes often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them superb for families or groups seeking comfort and convenience. Many also include outdoor spaces such as patios or gardens, ideal for enjoying the warm Florida weather.Apartments follow in popularity, with about 80 options scattered throughout the town. These typically offer a more compact living space, alongside essential amenities like kitchens and comfortable seating areas. Additionally, there are around 56 condos and 52 cottages, providing various choices for travellers looking for a unique stay.
Are there any family house rentals in Gulfport?
In Gulfport, Florida, there are numerous family-friendly house rentals available, with around 76 options to choose from. This charming coastal town offers a variety of properties that cater to families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy themselves. You'll often find amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.The neighbourhoods here provide easy access to local attractions, including the lovely Gulfport Beach, where families can enjoy sun-soaked days by the water. Additionally, the nearby Gulfport Art District boasts unique shops and galleries, great for those looking to explore local culture.
Can I rent a holiday home with a pool or hot tub in Gulfport?
In Gulfport, Florida, there are many holiday homes available for rent that feature pools and hot tubs, with around 21 options to choose from. This charming coastal town offers a delightful mix of waterfront views and vibrant local culture. Many of these properties are located near the picturesque Gulfport Beach and the lively downtown area, making them ideal for those looking to enjoy both relaxation and entertainment.Travellers can expect a range of amenities in these rentals, including private pools, hot tubs, and spacious outdoor areas great for lounging or entertaining. Fully equipped kitchens are common, allowing for convenient meal preparation, while air conditioning and Wi-Fi add to the comfort of your stay.
Are there pet-friendly house rentals in Gulfport?
In Gulfport, there are numerous pet-friendly house rentals available, with around 74 options to choose from. This charming coastal town, located near St. Petersburg, offers a variety of amenities in its holiday rentals, such as spacious yards, fully equipped kitchens, and often outdoor areas like patios or decks, superb for enjoying the warm Florida weather. Many properties are designed with families in mind, featuring multiple bedrooms and comfortable living spaces.Gulfport is also home to several pet-friendly points of interest, including the scenic Gulfport Beach, where pets are welcome in designated areas, making it an excellent spot for leisurely walks and beach outings. The nearby Clam Bayou Nature Park offers lovely trails for exploration, where you and your pet can take in the natural beauty of the area. See all pet-friendly rentals in Gulfport.
Are there any remote work holiday rentals in Gulfport?
In Gulfport, Florida, there is a substantial selection of remote work-friendly holiday rentals, with around 496 options available. This charming coastal town offers a variety of properties well-suited for those looking to combine work and leisure. Many rentals come equipped with essential amenities such as free Wi-Fi and designated workspaces, including desk and chair setups, ensuring a comfortable environment for productivity.The area boasts a vibrant arts scene and beautiful beaches, making it an inviting place to unwind after working hours. Properties often feature well-equipped kitchens, spacious living areas, and outdoor spaces, allowing guests to enjoy the sunny Florida weather. Gulfport's proximity to local cafes and restaurants also provides convenient options for meals or a change of scenery during work breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Gulfport?
In Gulfport, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals conveniently. Many properties also offer onsite parking, making it easy for travellers with vehicles. For those who enjoy a warm beverage, coffee and tea makers are commonly available. Additionally, rentals often feature decks or patios, providing outdoor spaces to relax and enjoy the pleasant Florida weather. Many accommodations are also pet-friendly, suiting travellers who wish to bring their furry companions along.
When is the best time to visit Gulfport for a holiday rental?
The best time to visit Gulfport for a holiday rental is during the peak season from February to April, when the weather is pleasantly warm and the area buzzes with activity. This period attracts sun-seekers and outdoor enthusiasts eager to enjoy the stunning beaches and vibrant local culture. With temperatures ranging from 15 to 25 degrees Celsius, it's superb for beach days, water sports, and exploring the charming waterfront.July is also a popular month, drawing families and tourists ready to soak up the sun and partake in various local festivals. While it can be busier during this time, the lively option and abundance of events provide plenty of opportunities for fun and relaxation.If you're looking for a more budget-friendly option, consider planning your trip in November. This month offers a peaceful escape, allowing you to enjoy Gulfport's natural beauty with fewer crowds. The weather remains mild, making it ideal for leisurely strolls along the beach, enjoying local eateries, and exploring the picturesque parks.Ultimately, your choice will depend on whether you prefer the energetic vibe of peak season or the tranquil charm of the quieter months.
What are the top attractions in Gulfport?
In Gulfport, visitors can enjoy a variety of attractions that highlight the area's charming coastal vibe. The waterfront district is a hub of activity, featuring the picturesque Gulfport Beach, where sunbathers can relax on the sandy shores and enjoy the views of the sparkling Gulf of Mexico. Nearby, the Gulfport Marina offers opportunities for boating and fishing, making it a favourite spot for water enthusiasts.The historic Gulfport Casino is another great attraction, not only for its dance hall but also for the various events and entertainment it hosts throughout the year. The Arts District is a must-visit for those interested in local art and culture, with numerous galleries and quaint shops showcasing the work of local artists.Additionally, the nearby Clam Bayou Nature Park provides a tranquil escape with its walking trails and beautiful natural scenery, superb for birdwatching and picnicking.*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
Are all fees included in the Gulfport holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Gulfport holiday homes with parking?
Stayz offers a wide selection of holiday homes in Gulfport with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Gulfport holiday homes?
You can find great discounts on holiday homes in Gulfport on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Gulfport holiday home booking on Stayz?
To find Gulfport holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Gulfport?
A long-stay holiday home in Gulfport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Gulfport holiday home?
Book your Gulfport holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Gulfport?
Prices for holiday homes in Gulfport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Gulfport to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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