Book Holiday Homes in Gulfport

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Featured Holiday Homes in Gulfport

Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1

Bradenton Beach
With a stay at this vacation home in Bradenton Beach, you'll be within a 5-minute drive of Cortez Beach and Coquina Beach.
Anna Maria Beach Condo 1/1
House with unique style 3/2 Near Raymond Stadium

House with unique style 3/2 Near Raymond Stadium

Tampa
The price is AU$422 per night from 14 Apr to 15 Apr
AU$422
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Tampa (MacFarlane Park), you'll be within a 5-minute drive of Raymond James Stadium and Tampa Riverwalk.
House with unique style 3/2 Near Raymond Stadium
Charming Clean Studio in Downtown Clearwater

Charming Clean Studio in Downtown Clearwater

Clearwater
The price is AU$318 per night from 6 Apr to 7 Apr
AU$318
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Clearwater, you'll be within a 15-minute drive of Tampa Bay and Beach Walk.
Charming Clean Studio in Downtown Clearwater
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Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Anna Maria
The price is AU$1,330 per night from 15 Apr to 16 Apr
AU$1,330
includes taxes & fees
15 Apr - 16 Apr
When you stay at this vacation home in Anna Maria, you'll be on the waterfront, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Quiet Indian Shores Beach House one mile from the sand with Game Room.

Quiet Indian Shores Beach House one mile from the sand with Game Room.

Seminole
Located in Seminole, this vacation home is within a 15-minute drive of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches.
Quiet Indian Shores Beach House one mile from the sand with Game Room.
Blue Water Beachside Suite 3

Blue Water Beachside Suite 3

Indian Rocks Beach
The price is AU$608 per night from 16 Apr to 17 Apr
AU$608
includes taxes & fees
16 Apr - 17 Apr
When you stay at this vacation home in Indian Rocks Beach, you'll be on the beach, within a 15-minute drive of St. Petersburg - Clearwater Beaches and Beach ...
Blue Water Beachside Suite 3
Paradise Privacy Cottage

Paradise Privacy Cottage

Clearwater
The price is AU$279 per night from 6 Apr to 7 Apr
AU$279
includes taxes & fees
6 Apr - 7 Apr
Located in Clearwater, this vacation home is within a 15-minute drive of Tampa Bay and Beach Walk.
Paradise Privacy Cottage
Pet-Friendly Gulfport Home: Walkable Location!

Pet-Friendly Gulfport Home: Walkable Location!

Gulfport
With a stay at this vacation home in St. Petersburg (Bayview), you'll be within a 10-minute drive of Tampa Bay and Eckerd College.
Pet-Friendly Gulfport Home: Walkable Location!
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

Tampa
The price is AU$544 per night from 8 Apr to 9 Apr
AU$544
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home in Tampa (Sun Bay South), you'll be within a 5-minute drive of Tampa Bay and MacDill Air Force Base.
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
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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
6898 Holiday Homes
Lowest Price
AU$204
Highest Price
AU$1,330
Popular accommodation
Anna Maria Beach Condo 1/1, House with unique style 3/2 Near Raymond Stadium, Charming Clean Studio in Downtown Clearwater, Waterfront dog-friendly home with heated private pool, dock, views, and lanai, Quiet Indian Shores Beach House one mile from the sand with Game Room. , Blue Water Beachside Suite 3, Paradise Privacy Cottage , Pet-Friendly Gulfport Home: Walkable Location!, 5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

Top trending hotels in Gulfport

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$770 per night from 4 May to 5 May
AU$770
includes taxes & fees
4 May - 5 May
When you stay at Wyndham Grand Clearwater Beach in Clearwater Beach, you'll be on the beach, just steps from Pier 60 Park and 3 minutes by foot from St. Petersburg ...
Wyndham Grand Clearwater Beach
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$510 per night from 8 Apr to 9 Apr
AU$510
includes taxes & fees
8 Apr - 9 Apr
With a stay at Island Grand at TradeWinds in St. Pete Beach, you'll be on the beach, within a 15-minute walk of Dolphin Landings Charter Boat Center and Upham ...
Island Grand at TradeWinds
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$516 per night from 4 May to 5 May
AU$516
includes taxes & fees
4 May - 5 May
When you stay at Hilton Clearwater Beach Resort & Spa in Clearwater Beach, you'll be on the waterfront, just steps from Beach Walk and Pier 60 Park.
Hilton Clearwater Beach Resort & Spa
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Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 9 Apr to 10 Apr
AU$204
includes taxes & fees
9 Apr - 10 Apr
With a stay at Ramada by Wyndham Tampa Westshore Airport South in Tampa (Westshore), you'll be within a 5-minute drive of Tampa Bay and Raymond James ...
Ramada by Wyndham Tampa Westshore Airport South
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.