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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 vacation homes

Smart TV, offices, computer monitors, printers
Enjoy Coastal Comforts in our Stylish '60s Gulfport Home

Enjoy Coastal Comforts in our Stylish '60s Gulfport Home

Gulfport
10.0 out of 10, Exceptional, (2)
"The property was pristine and worked perfectly for our family. It was a quick trip but I would highly recommend this property. The interior decor and aesthetic was spot on."
United States
Gwendolyn N.
$404 nightly
The price is $452
Dec 10 - Dec 11
Total with taxes and fees
Enjoy Coastal Comforts in our Stylish '60s Gulfport Home
Beach
The Sea Scallop Minutes to Madeira Beach

The Sea Scallop Minutes to Madeira Beach

2.5 star property
Bay Pines
10.0 out of 10, Exceptional, (1)
"This property was very clean and we were provided with towels, washcloths, shampoo, conditioner and body wash. The hosts even through in some toothbrushes! We are very satisfied it’s this stay and we will definitely be booking again the next time we come to Florida! "
United States
Marissa B.
$229 nightly
The price is $256
Dec 15 - Dec 16
Total with taxes and fees
The Sea Scallop Minutes to Madeira Beach
Exterior detail
Casa del Río! Beaches, IMG, Boating & Riverwalk.

Casa del Río! Beaches, IMG, Boating & Riverwalk.

River District
10.0 out of 10, Exceptional, (56)
"Everything was great. Very clean, very well-furnished and stocked. Great communication from the owner and easy to get in"
United States
Thomas S.
Casa del Río! Beaches, IMG, Boating & Riverwalk.
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

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

Bradenton
9.4 out of 10, Exceptional, (67)
"Great place to stay!"
United States
Wendi B.
$125 nightly
The price is $139
Dec 10 - Dec 11
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Fridge, microwave, oven, stovetop
Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home

Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home

Sun Bay South
9.6 out of 10, Exceptional, (39)
"The kids had a fun time playing in the pool!"
United States
Monica N.
$335 nightly
The price is $375
Dec 16 - Dec 17
Total with taxes and fees
Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home
Property grounds
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

River District
10.0 out of 10, Exceptional, (59)
"We loved this cottage and will be back!"
United States
Brenda D.
$288 nightly
The price is $320
Dec 11 - Dec 12
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Outdoor dining
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Sunny Shores
9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
United States
RHEA
$449 nightly
The price is $476
Dec 10 - Dec 11
Total with taxes and fees
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Outdoor dining
Cozy private studio with own fenced yard-3 miles from Beach

Cozy private studio with own fenced yard-3 miles from Beach

Seminole
10.0 out of 10, Exceptional, (19)
"Easy location for family, quiet, cozy "
United States
James F.
$153 nightly
The price is $170
Dec 16 - Dec 17
Total with taxes and fees
Cozy private studio with own fenced yard-3 miles from Beach
Interior
Beautiful, Quaint, and Charming 1 Bedroom Private Suite with Fenced Backyard!

Beautiful, Quaint, and Charming 1 Bedroom Private Suite with Fenced Backyard!

Clearwater
8.8 out of 10, Excellent, (10)
"Amazing property with privacy and cleaniness"
United States
Shannon F.
$199 nightly
The price is $222
Dec 10 - Dec 11
Total with taxes and fees
Beautiful, Quaint, and Charming 1 Bedroom Private Suite with Fenced Backyard!
Terrace/patio
BBQ Games, King Beds, Private Yard

BBQ Games, King Beds, Private Yard

2.0 star property
Seminole
9.4 out of 10, Exceptional, (16)
"Check in was smooth and everything went well "
United States
Joe Y.
$328 nightly
The price is $366
Dec 10 - Dec 11
Total with taxes and fees
BBQ Games, King Beds, Private Yard
A heated pool
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

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

Sun Bay South
9.2 out of 10, Wonderful, (57)
"Already sent information to host"
United States
Ria D.
$315 nightly
The price is $353
Dec 14 - Dec 15
Total with taxes and fees
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Exterior
Town 'n' Country Cozy Corner: Your Florida Fun Hub

Town 'n' Country Cozy Corner: Your Florida Fun Hub

Town 'n' Country
9.2 out of 10, Wonderful, (22)
"Everything was very nice, just wished property had tv in rooms"
United States
Demetrick A.
$315 nightly
The price is $352
Dec 10 - Dec 11
Total with taxes and fees
Town 'n' Country Cozy Corner: Your Florida Fun Hub
Terrace/patio
The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)

Bradenton
10.0 out of 10, Exceptional, (168)
"perfect location and size for what we were looking for"
United States
michael w.
$249 nightly
The price is $256
Dec 13 - Dec 14
Total with taxes and fees
The Hideaways at Point Pleasant (Palm Side)
Outdoor dining
💙Blue flower (🦋Pet friendly)

💙Blue flower (🦋Pet friendly)

Largo
9.6 out of 10, Exceptional, (40)
"Everything was great. Short distance to beach. "
United States
Heather C.
$206 nightly
The price is $230
Dec 10 - Dec 11
Total with taxes and fees
💙Blue flower (🦋Pet friendly)
Terrace/patio
Spanish-Style 2BR Near Downtown Bradenton & AMI Beaches

Spanish-Style 2BR Near Downtown Bradenton & AMI Beaches

Bradenton
$239 nightly
The price is $250
Dec 10 - Dec 11
Total with taxes and fees
Spanish-Style 2BR Near Downtown Bradenton & AMI Beaches
1 bedroom, iron/ironing board, travel crib, free WiFi
Tiny Carriage House, close to AMI, Bikes, walkable

Tiny Carriage House, close to AMI, Bikes, walkable

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
United States
Matt
$233 nightly
The price is $260
Dec 15 - Dec 16
Total with taxes and fees
Tiny Carriage House, close to AMI, Bikes, walkable
Outdoor dining
Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!

Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!

Pasadena On The Gulf
10.0 out of 10, Exceptional, (17)
"A great place to launch our two week vacation. We stayed for three nights, it was very comfortable, exceptionally clean."
United States
Lori
$159 nightly
The price is $177
Dec 10 - Dec 11
Total with taxes and fees
Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!
Property grounds
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Bradenton Beach
9.6 out of 10, Exceptional, (15)
"Clean, great communication, convenient location. "
United States
Teri
$272 nightly
The price is $304
Dec 14 - Dec 15
Total with taxes and fees
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Property grounds
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

Clearwater
10.0 out of 10, Exceptional, (21)
"The Florida Retro home is the most charming home! We had all we needed and more! The host is THE best I’ve ever experienced. She is responsive and very accommodating. I give this a 10 of 10 and highly recommended it to anyone coming to Clearwater. "
United States
Mary-Ellen M.
$357 nightly
The price is $398
Dec 10 - Dec 11
Total with taxes and fees
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Beach nearby, sun loungers, beach towels
SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA

SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA

Seminole
10.0 out of 10, Exceptional, (122)
"Excellent stay would definitely come again highly recommended!! "
United States
Anonymous traveler
$370 nightly
The price is $413
Dec 10 - Dec 11
Total with taxes and fees
SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA
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
"Great staff and close proximity to many restaurants, attractions, and Raymond James Stadium."
Kendall 2-night trip
Posted 11 hours ago
Hilton Tampa Airport Westshore

Find out more about Gulfport

Gulfport Vacation Homes information

Number of reviews
766
Accommodation
7118 Vacation Homes
Lowest Price
$139
Highest Price
$476

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