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$420 per night from 4 Jan to 5 Jan
AU$420
includes taxes & fees
4 Jan - 5 Jan 2025
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
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

Bradenton Beach
When you a stay at 2nd-floor duplex near beach with heated pool, grill, balcony, & W/D in Bradenton Beach, you'll be by the sea, within a 5-minute walk of Anna ...
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Madeira Beach
The price is AU$1,205 per night from 24 Dec to 25 Dec
AU$1,205
includes taxes & fees
24 Dec - 25 Dec
When you stay at this vacation home in Madeira Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 6 minutes by foot from ...
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
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Breezy ‘White Sands House’ Steps to Gulf Shore!

Breezy ‘White Sands House’ Steps to Gulf Shore!

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 ...
Breezy ‘White Sands House’ Steps to Gulf Shore!
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!
Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Bradenton
The price is AU$651 per night from 29 Dec to 30 Dec
AU$651
includes taxes & fees
29 Dec - 30 Dec
With a stay at this vacation home in Bradenton (River District), you'll be within a 10-minute drive of IMG Academy and Riverwalk.
Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
House one minute from a beach, heated pool with a kids safety automatic cover.

House one minute from a beach, heated pool with a kids safety automatic cover.

redington beach
When you stay at this vacation home in Redington Beach, you'll be on the beach, within a 5-minute drive of John's Pass Village & Boardwalk and St. Petersburg ...
House one minute from a beach, heated pool with a kids safety automatic cover.
Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city

Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city

St. Petersburg
Located in St. Petersburg (Disston Heights), this vacation home is within a 10-minute drive of Tampa Bay and Tropicana Field.
Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city
Cozy Cottage - Steps to Riverwalk/Close to Beaches

Cozy Cottage - Steps to Riverwalk/Close to Beaches

Bradenton
With a stay at this vacation home, you'll be centrally located in Bradenton, within a 15-minute drive of IMG Academy and Riverwalk.
Cozy Cottage - Steps to Riverwalk/Close to Beaches
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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
5745 Holiday Homes
Lowest Price
AU$203
Highest Price
AU$1,205
Popular accommodation
House with unique style 3/2 Near Raymond Stadium, 2nd-floor duplex near beach with heated pool, grill, balcony, & W/D, Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass, Breezy ‘White Sands House’ Steps to Gulf Shore!, Beach Side Cottage 20 / Walk to the beach!, Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!, House one minute from a beach, heated pool with a kids safety automatic cover., Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city, Cozy Cottage - Steps to Riverwalk/Close to Beaches

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$577 per night from 24 Dec to 25 Dec
AU$577
includes taxes & fees
24 Dec - 25 Dec
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
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 24 Dec to 25 Dec
AU$358
includes taxes & fees
24 Dec - 25 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$203 per night from 5 Jan to 6 Jan
AU$203
includes taxes & fees
5 Jan - 6 Jan 2025
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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Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
The price is AU$519 per night from 15 Jan to 16 Jan
AU$519
includes taxes & fees
15 Jan - 16 Jan 2025
When you stay at Hyatt Regency Clearwater Beach Resort & Spa in Clearwater Beach, you'll be on the beach, within a 5-minute walk of St. Petersburg - Clearwater ...
Hyatt Regency Clearwater Beach Resort & Spa
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.