Book Holiday Homes in Gulfport

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Featured Holiday Homes in Gulfport

🏝 LOCAL LANDMARK.         The BLUE HOUSE on PINE 🐬Casa Caliente🐬

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Anna Maria
With a stay at this vacation home, you'll be centrally located in Anna Maria, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria
When you stay at this vacation home in Anna Maria, you'll be by the sea, within a 5-minute drive of Anna Maria Beach and Bean Point Beach.
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

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

Bradenton
The price is AU$233 per night from 29 July to 30 July
AU$233
29 July - 30 July
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bradenton, within a 15-minute drive of IMG Academy and Coquina Beach.
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
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Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

Anna Maria
When you stay at this vacation home in Anna Maria, you'll be by the sea, within a 10-minute walk of Bean Point Beach and Anna Maria Beach.
Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach
Beach Side Cottage 20 / Walk to the beach!

Beach Side Cottage 20 / Walk to the beach!

Clearwater
When you stay at this vacation home in Clearwater Beach, you'll be by the sea, just steps from St. Petersburg - Clearwater Beaches and 3 minutes by foot from ...
Beach Side Cottage 20 / Walk to the beach!
Walk to beach/Hot Tub/Heated Pool/New Remodel

Walk to beach/Hot Tub/Heated Pool/New Remodel

Clearwater
With a stay at this vacation home, you'll be centrally located in Clearwater Beach, just a 5-minute walk from St. Petersburg - Clearwater Beaches and 5 minutes ...
Walk to beach/Hot Tub/Heated Pool/New Remodel
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets

Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets

Palmetto
Located in Palmetto, this vacation home is by the ocean, a 1-minute drive from Emerson Point Preserve and 6 minutes from Palmetto Historical Park.
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
Newly renovated Cottage! 1 mile from Downtown & St. Pete Pier

Newly renovated Cottage! 1 mile from Downtown & St. Pete Pier

St. Petersburg
The price is AU$417 per night from 27 July to 28 July
AU$417
27 July - 28 July
includes taxes & fees
Located in St. Petersburg (Historic Old Northeast), this vacation home is within a 15-minute walk of Tampa Bay and Vinoy Park.
Newly renovated Cottage! 1 mile from Downtown & St. Pete Pier
Wonderful and updated 2 bedroom/2 bath direct beach front.  Panoramic views!

Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!

BRADENTON BEACH
With a stay at this vacation home in Bradenton Beach, you'll be within a 15-minute drive of Coquina Beach and Anna Maria Beach.
Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!
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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.

Gulfport Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gulfport vacation homes are the perfect way for you to wing it.

Holiday houses in Gulfport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gulfport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gulfport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gulfport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gulfport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gulfport Holiday Homes essential information

Accommodation
7135 Holiday Homes
Lowest Price
AU$233
Highest Price
AU$538
Popular accommodation
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬, Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!, 1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite, Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach, Beach Side Cottage 20 / Walk to the beach!, Walk to beach/Hot Tub/Heated Pool/New Remodel, Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets, Newly renovated Cottage! 1 mile from Downtown & St. Pete Pier, Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!

Top trending hotels in Gulfport

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is AU$384 per night from 11 Aug to 12 Aug
AU$384
11 Aug - 12 Aug
includes taxes & fees
When you stay at Hilton Clearwater Beach Resort & Spa in Clearwater Beach, you'll be on the beach, just steps from Beach Walk and Pier 60 Park.
Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 7 Aug to 8 Aug
AU$263
7 Aug - 8 Aug
includes taxes & fees
With a stay at The Westshore Grand, A Tribute Portfolio Hotel, Tampa in Tampa (Beach Park), you'll be a 5-minute drive from Raymond James Stadium and 6 minutes ...
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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 AU$538 per night from 5 Aug to 6 Aug
AU$538
5 Aug - 6 Aug
includes taxes & fees
With a stay at Wyndham Grand Clearwater Beach in Clearwater Beach, you'll be on the beach, a 3-minute walk from St. Petersburg - Clearwater Beaches and 10 minutes ...
Wyndham Grand Clearwater Beach
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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 AU$358 per night from 3 Aug to 4 Aug
AU$358
3 Aug - 4 Aug
includes taxes & fees
Located in St. Pete Beach, RumFish Beach at TradeWinds is by the ocean, within a 15-minute walk of Upham Beach and Dolphin Landings Charter Boat Center.
RumFish Beach at TradeWinds
Don't see what you're looking for?
See all available properties in Gulfport
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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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^Subject to availability and chosen travel dates.