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Vacation Rentals & House Rentals in Gulfport

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3,149 house rentals

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

Price per night from

$100

The Lovely Guesthouse

Gulfport house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$109

Beach House with Fabulous View

Gulfport condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$256

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.

Responds fast! avg. 2 hours 53 minutes

Price per night from

$117

Resort Style Living

Gulfport house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

Price per night from

$424

NEW - Desirable Art District

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$110

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 19 minutes

Price per night from

$337

Charming Gulfport Guest Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 5

“We wish we could live there!” My husband and i enjoyed three weeks of easy Florida living this past February. The cottage is beautifully decorated and clean; the kitchen well equipped and the furniture comfortable. The hosts were friendly and took great care of us. We were within walking distance of restaurants and the beach and easy driving distance from St. Petersburg. Gulfport, itself, provided more than enough entertainment and we spent a lot of time in the cottage garden sitting on the deck and basking in the warm, winter sun. We are looking forward to our next visit to this truly "Charming Gulfport Guest Cottage".

Price per night from

$116

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

Gulfport apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 53 minutes

Price per night from

$89

Beautifully Upgraded 3BR Home w/ Big Backyard – 2 Blocks to the Beach!

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$138

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.

Responds fast! avg. 2 hours 53 minutes

Price per night from

$172

Price per night from

$224

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

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 11 minutes

Price per night from

$201

Room for rent in St. Petersburg

Gulfport house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$41

Private Loft Guesthouse in the Heart of Gulfport

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$76

Upscale St Petersburg Escape 0.2 Mi to Central Ave

Gulfport house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$193

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

Price per night from

$115

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

Walk to Beach, Shopping, Dining & Night Life

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 16 minutes

Price per night from

$192

Spacious 4BR w/ Resort-Style Backyard: Private Pool & Alfresco Dining

Gulfport house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$258

Tangerine Dream, Pet Friendly, Fenced Yard

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$116

Dog-friendly condo - walking distance to water & close to waterfront village!

Gulfport condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 0 minutes

Price per night from

$117

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 11 minutes

Price per night from

$93

Cozy 2BR Beach Bungalow w/ Private Back Patio - 2 Blocks to Downtown Gulfport

Gulfport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$117

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$63

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

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

“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.

Responds fast! avg. 2 hours 53 minutes

Price per night from

$115

Charming Spanish Bungalow! 10 blocks to the Bayfront!

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 27 minutes

Price per night from

$207

Private and Gracious Florida Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

Price per night from

$115

3/2 in Gulfport yard, Wifi, pets welcome - Casa Sol

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 53 minutes

Price per night from

$150

Great rentals within 20 miles that match your search

4 Miles to Beach & Downtown St. Pete!

South Pasadena house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$115

La Buena Vida II at Captains Cove...outstanding!!!

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

Price per night from

$103

GETAWAY BEACH CONDO WITH BAY VIEW #102 (1st floor)

Ruskin studio

Studio / 1 bathroom / sleeps 4

Price per night from

$138

SOUTH TAMPA HOME

Tampa house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$104

Perfect Location, Walk to Everything, All Suites Condo Motel, Full Kitchen

Clearwater hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

Price per night from

$149

Private Home for Slps 4+1,15min “Blue Wave”Beaches

Bradenton house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$139

Clearwater Beach Duplex

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$70

Coconuts Poolside Unit 103

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Price per night from

$161

Short Term Fully Furnished Condo 1Bedroom

St. Petersburg condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$96

Viewing 38 of 3,149
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
Charming Gulfport Guest Cottage
Loved staying in this Gulfport Guest House!

What a wonderful experience not just for us but for our dogs too. We truly felt like we were in a resort. The furniture and artwork is just beautiful. Hosts Daniel and Michael are so friendly and welcoming. We were even lucky enough to experience Daniel as the DJ at manatees in Gulfport so much fun. I highly recommend this wonderful Gulfport property book now you'll never be disappointed!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
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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