Villas in Gulfport

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Gulfport villas

Exterior
Boho Villa B

Villa in Drew Park

Boho Villa B
10.0 out of 10, Exceptional, (1)
"It was a great location for the game but everything else was driving distance which we used uber. Communication was not as prompt as I was hoping and it always seemed a recording not a actual person very clean and cute thanks "
United States
Brenda C.
$199 nightly
The price is $223
Dec 14 - Dec 15
Total with taxes and fees
Boho Villa B
Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Bradenton

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
$389 nightly
The price is $433
Dec 14 - Dec 15
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Exterior
Family villa w/ pool, fire pit & games

Villa in Clearwater

Family villa w/ pool, fire pit & games
10.0 out of 10, Exceptional, (1)
"This house was one of the most amazing houses I’ve ever stayed in. The house had everything for my friends and I too have a great time."
United States
Esean C.
$397 nightly
The price is $444
Dec 14 - Dec 15
Total with taxes and fees
Family villa w/ pool, fire pit & games
Property grounds
3-bedroom villa in enchanting St. Petersburg with AC comfort

Vacation Home in Childs Park

3-bedroom villa in enchanting St. Petersburg with AC comfort
2.0 star property
$285 nightly
The price is $319
Dec 15 - Dec 16
Total with taxes and fees
3-bedroom villa in enchanting St. Petersburg with AC comfort
Outdoor dining
Wilderness Escape, by Breathtaking Natl Park

Villa in Town 'n' Country

Wilderness Escape, by Breathtaking Natl Park
8.6 out of 10, Excellent, (16)
"Great little house on the edge of the state park. It’s quiet and relaxing, but also less than a mile from any convenience you need. We would stay again. "
United States
Scott W.
$256 nightly
The price is $286
Dec 15 - Dec 16
Total with taxes and fees
Wilderness Escape, by Breathtaking Natl Park
Exterior
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

Villa in Ruskin

2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
8.8 out of 10, Excellent, (23)
"The rental was clean and accommodating. The grounds have everything you would need to have a nice relaxing stay. Highly recommend!"
United States
Sarabeth H.
$334 nightly
The price is $365
Dec 14 - Dec 15
Total with taxes and fees
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
Exterior
Beautiful Bungalow with Pool and Bay Views!

Villa in Anna Maria

Beautiful Bungalow with Pool and Bay Views!
9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$352 nightly
The price is $392
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Exterior
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Villa in Largo

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
2.0 star property
10.0 out of 10, Exceptional, (21)
"My best friend and I had a wonderful birthday get away here with our friends!! "
United States
Rebecca A.
$493 nightly
The price is $550
Dec 17 - Dec 18
Total with taxes and fees
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Exterior
Boho Villa A

Villa in Drew Park

Boho Villa A
10.0 out of 10, Exceptional, (1)
"THANK YOU."
United States
Babette R.
$211 nightly
The price is $237
Jan 1 - Jan 2, 2026
Total with taxes and fees
Boho Villa A
Exterior
Boho- Minimalist villa

Villa in Drew Park

Boho- Minimalist villa
9.0 out of 10, Wonderful, (4)
"Great location within walking distance to the stadium. Super clean and comfortable."
United States
Melissa
$251 nightly
The price is $281
Dec 15 - Dec 16
Total with taxes and fees
Boho- Minimalist villa
Exterior
Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches

Villa in Walsingham

Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches
10.0 out of 10, Exceptional, (7)
Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches
Property grounds
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Villa in Madeira Beach

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
10.0 out of 10, Exceptional, (1)
"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "
United States
stacy w.
$1,004 nightly
The price is $1,118
Dec 15 - Dec 16
Total with taxes and fees
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Exterior
Resort-Style Pool Steps from the Bay and Pine Ave!

Villa in Anna Maria

Resort-Style Pool Steps from the Bay and Pine Ave!
9.6 out of 10, Exceptional, (51)
"We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again."
United States
Shelly R.
$412 nightly
The price is $460
Dec 15 - Dec 16
Total with taxes and fees
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Villa in Anna Maria

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
9.2 out of 10, Wonderful, (59)
"Really nice."
United States
Dee J.
$341 nightly
The price is $381
Dec 15 - Dec 16
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Outdoor dining
Vacation Villa in Tampa 17 Guest

Villa in Town 'n' Country

Vacation Villa in Tampa 17 Guest
2.0 star property
$846 nightly
The price is $947
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Villa in Tampa 17 Guest
Property grounds
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear

Villa in Madeira Beach

OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
8.8 out of 10, Excellent, (6)
"Great place, thanks"
United States
Jim L.
$742 nightly
The price is $827
Jan 3 - Jan 4, 2026
Total with taxes and fees
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Exterior detail
Beachfront Paradise! Ground level with Heated pool

Villa in Holmes Beach

Beachfront Paradise! Ground level with Heated pool
2.5 star property
$562 nightly
The price is $627
Dec 18 - Dec 19
Total with taxes and fees
Beachfront Paradise! Ground level with Heated pool
Exterior
Bayfront Bliss! Pool, BBQ and Dolphin Views!

Villa in Anna Maria

Bayfront Bliss! Pool, BBQ and Dolphin Views!
9.6 out of 10, Exceptional, (93)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
United States
Gilaine F.
$524 nightly
The price is $584
Dec 15 - Dec 16
Total with taxes and fees
Bayfront Bliss! Pool, BBQ and Dolphin Views!
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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Top Gulfport Hotel Reviews

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

10/10 Excellent
"Clean room and hotel"
Oscar 3-night trip
Posted 10 hours ago
Hilton Tampa Airport Westshore

Find out more about Gulfport

Gulfport Villas information

Number of reviews
241
Accommodation
267 Villas
Lowest Price
$223
Highest Price
$1,118

Frequently asked questions

How much do villas in Gulfport cost?
Rates for villas in Gulfport range between $223 and $1,118 per night. No matter your budget, you're sure to find someplace that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Gulfport?
Claim your vacation time and pick from 267 villas in Gulfport. For a family trip, a romantic break and everything in between, Expedia can help you find the perfect space in just a few clicks.
Why book your villa in Gulfport with Expedia?
Reserving a villa in Gulfport is as easy as deciding on your travel dates and selecting a place that checks your boxes. On the lookout for something low cost or luxurious, or a stay that also has a pool and free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Gulfport?
The simplest way to locate cheap villas in Gulfport is with Expedia's filter tool. Narrow down your search by budget, star rating and amenities to nab unbeatable bargains in only a few keystrokes.
What is there to do near my villa in Gulfport?
The most useful travel accessory is a well-thought-out travel plan. Gulfport Beach is a terrific place to begin your exploration of Gulfport.

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