Gulfport holiday rentals

We found 6,552 holiday rentals — enter your dates for availability
Discover a selection of 22 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:13 Nov - 20 Nov

Dining area with Tv
Pool
Private kitchen
Living area
Exceptional
(30 reviews)

Family Friendly Pool House near Beach

Largo

7% off
S$3,307
for 7 nights, 1 home
S$472 per night
includes taxes & fees
Family Friendly Pool House near Beach
Private kitchen
Dining
Outdoor dining
Living area
Exceptional
(41 reviews)

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

Largo

7% off
S$2,408
for 7 nights, 1 home
S$344 per night
includes taxes & fees
Gorgeous private heated pool house, short drive to the beach!
Master #2 w/ King Bed/Private Bathroom/Walk-in Closet/Smart TV
Spacious Kitchen and Dining Area
Living Room and Kitchen
Elevator Access on Every Floor
Exceptional
(9 reviews)

All You Need|Across Beach|Heated Pool|Elevator|Games

Madeira Beach

7% off
S$4,951
for 7 nights, 1 home
S$707 per night
includes taxes & fees
All You Need|Across Beach|Heated Pool|Elevator|Games
Room
Private kitchen
Living area
Dining
Exceptional
(21 reviews)

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

Seminole

7% off
S$1,614
for 7 nights, 1 home
S$231 per night
includes taxes & fees
Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre
Living area
Private kitchen
Room
Dining
Exceptional
(24 reviews)

Family Heated Pool ☆ Pet & Kid Friendly ☆ By the Beaches!

Pinellas Park

7% off
S$3,271
for 7 nights, 1 home
S$467 per night
includes taxes & fees
Family Heated Pool ☆ Pet & Kid Friendly ☆ By the Beaches!
Patio table seating for 6
Private kitchen
Dining
Living area
Exceptional
(13 reviews)

Few Mins to Madeira Beach, Comfortable, Dog Friendly

Seminole

7% off
S$1,935
for 7 nights, 1 home
S$276 per night
includes taxes & fees
Few Mins to Madeira Beach, Comfortable, Dog Friendly
Interior
Pool
Private kitchen
living room
Exceptional
(244 reviews)

Handicap accessible house one minute from a beach with a heated pool.

Redington Beach

8% off
S$4,416
for 7 nights, 1 home
S$631 per night
includes taxes & fees
Handicap accessible house one minute from a beach with a heated pool.
Sunlight looking over to patio outside
Downtown water views just a bike ride away
The house
Smart TV to use in Livingroom with any apps you may need like Netflix or amazon or apple
Exceptional
(60 reviews)

Close to all with a King-bed! Bikes included

St. Petersburg

7% off
S$1,666
for 7 nights, 1 home
S$238 per night
includes taxes & fees
Close to all with a King-bed! Bikes included
Full kitchen with Dishwasher
Waterfall to enjoy In small property Lagoon salt pool
Living area
Living area
Exceptional
(42 reviews)

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

St. Petersburg

8% off
S$1,767
for 7 nights, 1 room
S$252 per night
includes taxes & fees
Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays
Room
Terrace/patio
Property grounds
Full kitchen with dishwasher.
Exceptional
(100 reviews)

Riley's Retreat, 1 Bedroom Waterfront with Private Boat Dock and Beach Access

Treasure Island

8% off
S$2,355
for 7 nights, 1 apartment
S$336 per night
includes taxes & fees
Riley's Retreat, 1 Bedroom Waterfront with Private Boat Dock and Beach Access
Private kitchen
Dining
Terrace/patio
Interior
Exceptional
(72 reviews)

Home away from home!

St. Petersburg

7% off
S$3,575
for 7 nights, 1 home
S$511 per night
includes taxes & fees
Home away from home!
Front Porch Patio seating
Bar looking into kitchen area
On a main road, but the fenced yard/courtyard feels tucked away
Stairs going into 2nd level from kitchen
Exceptional
(22 reviews)

4BR Historic Home Near Downtown | Pool & Courtyard

St. Petersburg

8% off
S$4,992
for 7 nights, 1 home
S$713 per night
includes taxes & fees
4BR Historic Home Near Downtown | Pool & Courtyard
Beach view of our Property
Comfortable Living room with new furniture in 2023 & new Smart TV 2023
Living Room view completely updated in 2023 . Really bright and comfortable
Drone View of our Property looking South on St Pete Beach
Exceptional
(99 reviews)

TOP FLOORGULF FRONT PREMIUM CONDO 5 STAR RATED JULY - SEPTEMBER AVAILABLE NOW

St. Pete Beach

8% off
S$4,753
for 7 nights, 1 apartment
S$679 per night
includes taxes & fees
TOP FLOORGULF FRONT PREMIUM CONDO 5 STAR RATED JULY - SEPTEMBER AVAILABLE NOW
Kitchen
Balcony
Dining/Living
Pool
Exceptional
(156 reviews)

Beautiful Beach! Spectacular Sunsets!

Redington Shores

8% off
S$5,452
for 7 nights, 1 apartment
S$779 per night
includes taxes & fees
Beautiful Beach! Spectacular Sunsets!
Room
Common balcony for sunset viewing and electric barbecue.
When you walk in.
View of condominium building from the beach. Originally a fifties motel.
Exceptional
(92 reviews)

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

St. Pete Beach

8% off
S$2,491
for 7 nights, 1 apartment
S$356 per night
includes taxes & fees
Live Like A Local On The Beach In The Heart Of Pass-a-Grille In Two Br Condo.
Private kitchen
Exterior
Property grounds
Interior
Exceptional
(48 reviews)

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

Indian Shores

7% off
S$1,135
for 7 nights, 1 apartment
S$162 per night
includes taxes & fees
Beautiful condo across the street from the beach. Pet/kids friendly
Living area
Living area
Pool
Room
Exceptional
(96 reviews)

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

St. Pete Beach

14% off
S$3,166
for 7 nights, 1 apartment
S$452 per night
includes taxes & fees
Beautiful condo on the Award-Winning St. Pete Beach. Vistas on the Gulf #309
The tiny bedroom boasts the coziest queen size bed and fluffiest comforter!
The newly renovated home features a cozy sitting area in the living room.
Enjoy sunrise and sunset from the private rooftop of the Pink Cottage.  Watch the neighborhood walk by or listen to local music from the bar next door.
The cozy living room comfortably accommodates up to 4 people.  Walk out of the front door to explore the adorable neighborhood.
Relax and watch TV on the ROKU to see a variety of your favorite shows.
Exceptional
(27 reviews)

Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, just 2 min walk! Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or a lively getaway.

Indian Shores

11% off
S$2,195
for 7 nights, 1 home
S$314 per night
includes taxes & fees
Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, just 2 min walk! Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or a lively getaway.
Dining area
Kitchen looking into dining area and exit
King bed with smart TV and mini couch
Office area for work or dining for 2
Wonderful
(10 reviews)

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

St. Pete Beach

8% off
S$2,007
for 7 nights, 1 room
S$287 per night
includes taxes & fees
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Private kitchen
Pool
Interior
Living area
Exceptional
(75 reviews)

Condo on the beach! 2/2 with two pools, cafe and tiki bar! Sunset Vista Resort

Treasure Island

7% off
S$2,776
for 7 nights, 1 apartment
S$397 per night
includes taxes & fees
Condo on the beach! 2/2 with two pools, cafe and tiki bar! Sunset Vista Resort
Interior
Pool
Fitness facility
Private kitchen
Exceptional
(161 reviews)

Bay Front Property with Amazing View

St. Petersburg

10% off
S$1,445
for 7 nights, 1 apartment
S$206 per night
includes taxes & fees
Bay Front Property with Amazing View
Sunset at the pool
Johns Pass-Take a FUN Tiki Hut Cruise!
Living Room with Private Balcony, Queen sofa bed and 65"  smart TV
Beautiful Gulf/Water Front complex and Condo
Exceptional
(211 reviews)

Sunset Vistas-Beach/Gulf FRONT unit, 2 bed/2 bath, Free Wi-Fi + Covered Parking

Treasure Island

5% off
S$5,247
for 7 nights, 1 apartment
S$750 per night
includes taxes & fees
Sunset Vistas-Beach/Gulf FRONT unit, 2 bed/2 bath, Free Wi-Fi + Covered Parking
Renovated kitchen is fully equipped.  See the Gulf when you are at the sink.
Property grounds
Living area
Exterior
Exceptional
(169 reviews)

Fantastic Gulf View! On the beach! 3 Bdrms, 3 Baths, Great Pool and Hot Tub

Redington Shores

7% off
S$3,985
for 7 nights, 1 apartment
S$569 per night
includes taxes & fees
Fantastic Gulf View! On the beach! 3 Bdrms, 3 Baths, Great Pool and Hot Tub
Living area
Beach
Beach
Private Beach Access
Exceptional
(213 reviews)

Paradise Awaits! Directly the sands of TripAdvisor’s 2021 #1 Beach in Country!

St. Pete Beach

7% off
S$2,547
for 7 nights, 1 apartment
S$364 per night
includes taxes & fees
Paradise Awaits! Directly the sands of TripAdvisor’s 2021 #1 Beach in Country!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • 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 Fort De Soto Park 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)
  • Polynesian Putter (2.8 mi / 4.6 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:

  • Fort De Soto Park (7.9 mi / 12.7 km)
  • St. Petersburg - Clearwater Beaches (9 mi / 14.4 km)
  • Tampa Bay (9.8 mi / 15.8 km)
  • Gulfport Beach (0.9 mi / 1.4 km)
  • Pass-a-Grille Beach (2.9 mi / 4.7 km)
  • Upham Beach (3.1 mi / 5 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 most popular type of holiday rental accommodation in Gulfport?
Houses are the most popular type of holiday rental in Gulfport, according to our data. Even if you have a different vision in mind, Vrbo has holiday homes in a variety of sizes and shapes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday rental in Gulfport?
The average price for a holiday rental in Gulfport depends on several factors, like length of stay, property type and season. Whether you'd like a sprawling villa with room to move around or a quaint cottage that's perfect for two, just add your dates of travel to find stays with unbeatable value.
How much does it cost to rent a beach house in Gulfport?
When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Put in your Gulfport travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the features and amenities you want.
Are there pet-friendly holiday rentals in Gulfport?
Good news. There are. You can pick from 66 holiday rentals that welcome pets in Gulfport on Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly holiday rentals to find a property where Rover can lap up the good times.
Can I rent a house with a pool in Gulfport?
Dig out your swimwear and goggles, because there are 12 houses with a private pool in Gulfport. Make a booking at one of these superb holiday homes and make every day a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Gulfport?
Some of the most popular rental amenities people are searching for in Gulfport are a swimming pool, a firepit and an ocean view. Whether you're on the road with family, buddies or even pets, Vrbo holiday homes include the best amenities for making new memories with the people closest to you.
Are there large group holiday rentals in Gulfport?
With two holiday rentals that can host 10 guests or more in Gulfport, you won't have to keep anyone off the invite list. From family get-togethers to special events like Christmas or New Year's Eve parties, Vrbo will help you find a large group rental to suit the occasion.
Are there holiday rentals in Gulfport that welcome kids?
Gather the whole crew for an adventure in Gulfport at one of our 65 family-friendly holiday homes. These stays offer conveniences that are suitable for trips with youngsters, like laundries, extra bedrooms and entertainment units. Just click on the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Gulfport?
Keep your kids busy at these fantastic family-friendly attractions in Gulfport:
  • Fort De Soto Park
  • Upham Beach
  • Pass-a-Grille Beach
Are there one-bedroom holiday rentals in Gulfport?
Gulfport has 20 one-bedroom rentals on offer. Often positioned in well-regarded areas due to their smaller size, a one-bedroom holiday rental is ideal if you're getting away with your partner or a buddy. And with home comforts such as full kitchens and more privacy than a standard hotel, you'll be able to relax while sightseeing around this awesome destination.
Can I find two-bedroom holiday rentals in Gulfport?
Select from 28 two-bedroom holiday properties in Gulfport. Give your little ones the second room or maybe fill it with a couple of your nearest and dearest friends. There's space for whoever's fortunate enough to come along for the ride.
Are there holiday rentals with WiFi in Gulfport?
Whether you want to keep up with the news, write a few emails or post a pic to social media, there are 30 holiday homes with WiFi in Gulfport. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Gulfport?
Pick from 65 Vrbo holiday rentals with air conditioning in Gulfport providing that gentle, cool breeze and extra bit of comfort. Simply enter your preferred travel dates and then make use of our filters to help you locate stays with air conditioning.
How old do you have to be to rent a holiday rental in Gulfport?
The minimum age is normally 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your chosen Gulfport holiday home before booking your escape.
How long can I rent a holiday rental in Gulfport for?
The length of time you can rent a holiday rental in Gulfport depends on the property. Simply enter your preferred dates to display a list of options offering extended stays. With plenty of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to find somewhere just right to call your home away from home in Gulfport.

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