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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 6899 Vacation Homes in Gulfport with updated reviews, rates, and availability.

Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (174)
"The Condo was in a perfect location. Steps to the beach, steps to the free Trolley which was amazing to use to get around and see all of the Island. Was a perfect location!"
The price is AED 661
AED 1,460 total
includes taxes & fees
27 May - 28 May
Anna Maria Beach Condo 1/1
House with unique style 3/2 Near Raymond Stadium
Fridge, microwave, oven, dishwasher

House with unique style 3/2 Near Raymond Stadium

8.4 out of 10, Very Good, (49)
"Overall for a one night stay, this rental was adequate for 2 couples. To bump the rating, it would of been nice to have coffee grounds provided for at least one pot. The bedrooms are very dim, so small side table lamps would be helpful. "
The price is AED 459
AED 961 total
includes taxes & fees
12 May - 13 May
House with unique style 3/2 Near Raymond Stadium
Charming Clean Studio in Downtown Clearwater
1 bedroom, iron/ironing board, free WiFi

Charming Clean Studio in Downtown Clearwater

10.0 out of 10, Exceptional, (12)
"Excellent accommodations "
The price is AED 309
AED 586 total
includes taxes & fees
9 May - 10 May
Charming Clean Studio in Downtown Clearwater
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very Good, (67)
"walk to sunset bar with great food, monkey bus will take you anywhere on island quickly!!"
The price is AED 1,102
AED 2,472 total
includes taxes & fees
11 May - 12 May
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.
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (33)
"We enjoyed our stay here, we had everything we needed. House was clean, easy to find, great location to the beach we were visiting."
Quiet Indian Shores Beach House one mile from the sand with Game Room.
Blue Water Beachside Suite 3
On the beach

Blue Water Beachside Suite 3

8.0 out of 10, Very Good, (20)
"This location is perfect for a short term stay. The unit is a little tired, but as I say, perfect for a short term stay. The owners were extremely communicative. No problems at all. I would book it again for a short term stay."
The price is AED 424
AED 1,126 total
includes taxes & fees
11 May - 12 May
Blue Water Beachside Suite 3
Paradise Privacy Cottage
Outdoor dining

Paradise Privacy Cottage

9.4 out of 10, Exceptional, (15)
"Our visit coincided with a FL cold snap but still had a great time. Cottage was perfect for my husband and me and our 2 beagle fur babies. Exactly as listed! Cozy and private!"
The price is AED 294
AED 613 total
includes taxes & fees
11 May - 12 May
Paradise Privacy Cottage
Pet-Friendly Gulfport Home: Walkable Location!
TV

Pet-Friendly Gulfport Home: Walkable Location!

9.0 out of 10, Wonderful, (12)
"My family only needed a day away but the charm was undeniable and we wish we could have stayed longer."
Pet-Friendly Gulfport Home: Walkable Location!
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
A heated pool

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

9.4 out of 10, Exceptional, (44)
"We wanted to check out south Tampa and we’re happy with this location for our two week stay. Kids loved the pool and hot tub everyday! "
The price is AED 628
AED 1,694 total
includes taxes & fees
3 Jun - 4 Jun
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (43)
"Great location, walking distance to beach. Quiet and relaxing. "
Near Bean Point!! Short stays available! Heated Pool
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio

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

9.4 out of 10, Exceptional, (57)
"Proximty to anna maria island, cleanliness, responsive host. Should repair lanai screens "
The price is AED 378
AED 617 total
includes taxes & fees
8 May - 9 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Beach nearby, beach towels

Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches

9.8 out of 10, Exceptional, (53)
"Beautiful home. Has everything you need. Will stay here again. "
The price is AED 2,020
AED 4,198 total
includes taxes & fees
18 May - 19 May
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Heavenly Sunset: Paradise on Anna Maria Island
On the beach

Heavenly Sunset: Paradise on Anna Maria Island

10.0 out of 10, Exceptional, (1)
"We had a fantastic relaxing time. My niece and her family were visiting from Australia so there was 7 of us and everything was perfect - layout, cleanliness, equipped with everything one might need for a beach getaway. Would definitely recommend and book this again when having a large party of 7 or more people. "
Heavenly Sunset: Paradise on Anna Maria Island
Cozy Beach House Indian Shores
Sun loungers, beach towels

Cozy Beach House Indian Shores

9.4 out of 10, Exceptional, (20)
"The location was very convenient and in walking distance to the beach. There were plenty of shops, restaurants, and activities."
Cozy Beach House Indian Shores
Live like a local, Heated Pool, steps from the beach. BTR# 1644
Beach nearby, sun loungers, beach towels

Live like a local, Heated Pool, steps from the beach. BTR# 1644

9.8 out of 10, Exceptional, (139)
"This property, perfectly situated, is the ideal choice for anyone wishing to escape, rejuvenate, enjoy life as a beach enthusiast, and discover amazing local restaurants renowned for their excellent seafood."
Live like a local, Heated Pool, steps from the beach. BTR# 1644
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
Property grounds

Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH

9.8 out of 10, Exceptional, (29)
"On the water and close to all you need "
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Miscellaneous

Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly

2.0 star property
10.0 out of 10, Exceptional, (6)
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
A private beachfront condo just steps from beach
Property grounds

A private beachfront condo just steps from beach

9.8 out of 10, Exceptional, (51)
"Clean, had all the beach things we needed pool was clean."
A private beachfront condo just steps from beach
Quiet North End Home Only 2 Blocks to Beach with Private Pool
A heated pool

Quiet North End Home Only 2 Blocks to Beach with Private Pool

9.0 out of 10, Wonderful, (44)
"Clean property and cute inside. The location was fantastic and very quiet area. The pool was lovely and the sound of the waterfall was a nice surprise. I would definitely recommend this property. "
Quiet North End Home Only 2 Blocks to Beach with Private Pool
Beachwalker Apartment: Duplex within 100 steps to the sand.
Outdoor dining

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (26)
"Close to beach. Walking distance to Publix and restaurants. Enjoyed our stay. "
Beachwalker Apartment: Duplex within 100 steps to the sand.
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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Other property types in Gulfport

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4506)
"This is a very nice resort. We really enjoyed our stay."
The price is AED 390
AED 505 total
includes taxes & fees
1 Jun - 2 Jun
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3206)
"Friendly staff near beach great stay "
The price is AED 704
AED 888 total
includes taxes & fees
19 May - 20 May
Sunset Vistas Two Bedroom Beachfront Suites
Anna Maria Beach Resort
On the beach, white sand, beach towels

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (202)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is AED 1,886
AED 2,387 total
includes taxes & fees
11 May - 12 May
Anna Maria Beach Resort
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.