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Cot available
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Pets allowed
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2,018 house rentals

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The Lovely Guesthouse

Gulfport house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$115

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom
1 bathroom

sleeps 4

Price per night from

$101

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

Price per night from

$160

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$367

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

1 bedroom
2 bathrooms

sleeps 4

Price per night from

$126

Dolphin House at Gulfport's Pier

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

Price per night from

$201

3 bedroom, 2 bath home with a pool and Florida room, near Gulfport Waterfront

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$229

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$103

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$92

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$212

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$77

Tangerine Dream, Pet Friendly, Fenced Yard

Gulfport bungalow

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$115

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$149

SunKissed in St Pete - 3 BR Home w/Heated Pool Near the Beach |Book 30 Nights or

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 47 minutes

Price per night from

$172

Relax Sunbathe at Vibrant Gulfport Getaway w/Private Saltwater Pool Large Yard

Gulfport house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$315

Spacious Family Friendly 3 bd/ 1ba with Huge Heated Pool, Fire Pit and more!

Gulfport house

3 bedrooms
1 bathroom

sleeps 8

Price per night from

$297

"Lovers Den" Your Hidden Private Gem

Gulfport condo

1 bedroom
1 bathroom

sleeps 2

Price per night from

$149

Great rentals within 20 miles that match your search

Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!

Indian Rocks Beach house

1 bedroom
2 bathrooms

sleeps 3

Price per night from

$113

Clearwater Sugar Beach

Clearwater apartment

1 bedroom
1 bathroom

sleeps 1

Price per night from

$85

Welcome to the best beach anywhere

Redington Beach condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$205

Sunset Suite

St. Pete Beach studio

Studio
1 bathroom

sleeps 1

Price per night from

$172

Harborview Grande 407 New Listing - 4th Floor Condo with Clearwater Harbor View

Clearwater condo

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$1,208

BeachTrail Lodging Apt 6B

Indian Rocks Beach studio

Studio
1 bathroom

sleeps 2

Price per night from

$229

Crescent Beach Club 9B Amazing 9th Floor Beach Front View

Belleair condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 50 minutes

Price per night from

$5,175

Barefoot Beach Resort F110 Waterfront pool and short walk to the beach

Indian Shores condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$874

Sensational Condo

Safety Harbor condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$286

Mandalay Beach Club 706 SM Beachfront - Mandalay Beach Club Condo

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$6,399

Treasure Island Beach Duplex S

Treasure Island house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$286

Treasure Island Beach Duplex N unit

Treasure Island house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$286

Florida Beachside Home

St. Petersburg house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 17 minutes

Price per night from

$257

231A Madeira Beach Yacht Club

Madeira Beach condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$148

Brand New House

Tampa house

1 bedroom
1 bathroom

sleeps 5

Price per night from

$171

Crescent Beach Club 12E-N 12th Floor Beach Front Views

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$2,588

Clearwater HUGE VILLA 3500 sqft with Pool near Beach and Golf.

Clearwater house

5 bedrooms
4 bathrooms

sleeps 14

Price per night from

$913

Casa Daniella

Clearwater house

2 bedrooms
1 bathroom

sleeps 2

Price per night from

$200

Belle Harbor 603M Posh Pineapple

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$303

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 50 minutes

Price per night from

$189

#1 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

1 bedroom
1 bathroom

sleeps 3

Price per night from

$343

Viewing 38 of 2,018
rentals in Gulfport

Top Destination reviews

The Lovely Guesthouse

Great place to relax

The Lovely Guesthouse was a great place to Relax. It had all the things we needed. 5 minute drive to the beach too. Also close to grocery stores and restaurants. Stephanie B was a very nice host. She checked on us when were having a thunderstorm and had lost power. We will definitely stay there again! Thanks Stephanie! … see more

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Excelent place to scape

I had a wonderful time. The cottage has everything to make you feel like home. Gulfport is a very peacefull place. On the afternoon, when the sun is going down, you can walk near the beach and watch the sky beautiful colors and' if you are luky, the dolphins. … see more

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Just love this place!!!

This winter we will be returning to the Sand Dollar for our 4th time! We look forward to our winter break at the Dollar every year. It feels like a second home for us. Cute, Clean and quiet!!! Beautiful backyard, private fencing, Cozy and bright. So close to downtown Gulf Port - easy walking distance - and the markets, restaurants and shops. The water front is right at the end of the street. Clam Bayou is a nice walk from the house with it's marina and walking trails. We have stayed at many different rentals in the past - but have found that the Sand Dollar is our "Go To" place for our yearly breaks. Plus the owner is always friendly and makes sure that our stay is a terrific one. Best of the Best for us!!! … see more

Dolphin House at Gulfport's Pier

Wonderful home walking distance to beach & yummy food

We stayed for three nights in July 2013 and had a wonderful time. The home has plenty of room and is very cozy! We enjoyed walking to the beach & restaurants! It was a fun family reunion! … see more

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

Quiet and cozy

We wanted a vacation rental close to my Mother's home. The property was comfortable and located in a cute neighborhood. We walked to nearby restaurants, shopping and a quite beach. There was a nice playscape at the beach. There was also a boat dock very close and we went on a dolphin cruse that took us to a nearby island we could explore, I think it was Sand Key island, it was wonderful for us and the kids. There was also a bike trail nearby "Pineallas", you could ride for miles. Not far was St Pete's beach and shopping. The house was charming, nicely decorated and fully equipped with linen and dishes. They also had a grill on the deck and little pond in the backyard. There was also a video library to choose from, something for everyone. … see more

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Wonderful Palm Cottage

We had a fantastic time in Gulfport this Thanksgiving! Palm cottage was a great home and a fantastic location. Very clean and nice! … see more

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Vacation Rentals & House Rentals in Gulfport

Per night

2,018 house rentals

Viewing 38 of 2,018rentals in Gulfport

Top Destination reviews

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Viewing 38 of 2,018
rentals in Gulfport