Vacation Rentals & House Rentals in Gulfport

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2,016 house rentals

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The Lovely Guesthouse

Gulfport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$115

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

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

Responds fast! avg. 47 minutes

Price per night from

$172

Price per night from

$315

Price per night from

$298

"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

Spacious house, 8 min drive from the beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$115

Mansion away from home

St. Petersburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 32 minutes

Price per night from

$458

Paradise on the Beach

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$138

The Jitterbug Apt: Central 1 bedroom w pullout bed, 10 mins to DTSP pet friendly

Pinellas Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Serendipity Apt: 10 mins to DTSP 1/1 w/ pull out sofa bed, pet friendly

Pinellas Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Royal Heir: Central 2BR Apt, 10 mins to DTSP pet friendly

Pinellas Park apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$201

Price per night from

$114

AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Tropical Paradise

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$1,001

Price per night from

$1,430

St Pete Beach fun in sun!

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$155

Cozy RV Camper* Clearwater Beach & Indian Rocks

Belleair apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$102

The Pink Riverhouse-

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$687

Gulfview front house

St. Pete Beach house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$183

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$973

Sunny 3/2 family and pet friendly pool home

Seminole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$228

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$452

The Coconut on St Pete Beach - private pool - walk to water and dining!

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$195

Serene Retreat Pool House

St. Petersburg house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$344

Indian Shores WaterwayView Sleeps 6, pool, hot tub, dock, fishing, walk to beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$218

The Marshall, an H4N Fully Furnished Apartment

Tampa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$233

Viewing 38 of 2,016
rentals in Gulfport

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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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