Book Holiday Homes in Gulfport

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Featured Holiday Homes in Gulfport

House with unique style 3/2 Near Raymond Stadium

House with unique style 3/2 Near Raymond Stadium

Tampa
The price is AU$594 per night from 25 Nov to 26 Nov
AU$594
includes taxes & fees
25 Nov - 26 Nov
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
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

Clearwater Beach
When you stay at this vacation home in Clearwater Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 4 minutes by foot from ...
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office

Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office

Bradenton Beach
When you stay at this vacation home in Bradenton Beach, you'll be on the waterfront, within a 15-minute drive of Coquina Beach and IMG Academy.
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office
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Private entrance room & bathroom  w/ courtyard 10 min to beach & Downtown

Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown

St. Petersburg
The price is AU$207 per night from 8 Dec to 9 Dec
AU$207
includes taxes & fees
8 Dec - 9 Dec
With a stay at this vacation home in St. Petersburg, you'll be within a 10-minute drive of Tampa Bay and Tropicana Field.
Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown
Steps to a Private Beach Perfect Family Vacation

Steps to a Private Beach Perfect Family Vacation

Belleair Beach
When you stay at this vacation home in Belleair Beach, you'll be on the beach, a 1-minute drive from St. Petersburg - Clearwater Beaches and 6 minutes from Sand ...
Steps to a Private Beach Perfect Family Vacation
Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1

Bradenton Beach
The price is AU$649 per night from 8 Dec to 9 Dec
AU$649
includes taxes & fees
8 Dec - 9 Dec
With a stay at this vacation home in Bradenton Beach, you'll be within a 15-minute drive of Coquina Beach and IMG Academy.
Anna Maria Beach Condo 1/1
The Great Escape 3BR 2B Entire house

The Great Escape 3BR 2B Entire house

Tampa
With a stay at this vacation home, you'll be centrally located in Tampa, within a 5-minute drive of Tampa Bay and MacDill Air Force Base.
The Great Escape 3BR 2B Entire house
☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE

☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE

Clearwater
With a stay at this vacation home in Clearwater, you'll be near the beach, within a 5-minute drive of Tampa Bay and St Petersburg College.
☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE
New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16

New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16

3 out of 5
Anna Maria
Located in Anna Maria, this vacation home is on the beach, within a 5-minute walk of Anna Maria Beach and Bean Point Beach.
New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16
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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
6054 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$649
Popular accommodation
House with unique style 3/2 Near Raymond Stadium, 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa, Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office, Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown , Steps to a Private Beach Perfect Family Vacation, Anna Maria Beach Condo 1/1, The Great Escape 3BR 2B Entire house, ☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE, New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16

Top trending hotels in Gulfport

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AU$332 per night from 25 Nov to 26 Nov
AU$332
includes taxes & fees
25 Nov - 26 Nov
With a stay at Grand Hyatt Tampa Bay, you'll be centrally located in Tampa, a 4-minute drive from Tampa Bay and 8 minutes from Raymond James Stadium.
Grand Hyatt Tampa Bay
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$325 per night from 1 Dec to 2 Dec
AU$325
includes taxes & fees
1 Dec - 2 Dec
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
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$206 per night from 24 Nov to 25 Nov
AU$206
includes taxes & fees
24 Nov - 25 Nov
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
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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$442 per night from 28 Nov to 29 Nov
AU$442
includes taxes & fees
28 Nov - 29 Nov
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
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.