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Vacation Rentals & House Rentals in Gulfport

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2,819 house rentals

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$109

The Lovely Guesthouse

Gulfport house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$110

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

$145

Resort Style Living

Gulfport house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 34 minutes

Price per night from

$420

NEW - Desirable Art District

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$109

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 25 minutes

Price per night from

$334

Charming Gulfport Guest Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 5

“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!

Price per night from

$115

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

Gulfport apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$109

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

$184

The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts

Gulfport house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$195

Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA

Gulfport house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 28 minutes

Price per night from

$460

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. 58 minutes

Price per night from

$246

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

$75

Upscale St Petersburg Escape < ½ Mi to Central Ave

Gulfport house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$193

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$108

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$149

Tangerine Dream, Pet Friendly, Fenced Yard

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$115

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 58 minutes

Price per night from

$120

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$66

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.

Price per night from

$132

NEW! Cozy Jungle Escape, <1 Mi to Gulfport Beach!

Gulfport house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 23 minutes

Price per night from

$153

Price per night from

$195

SunKissed....POOL HOME

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 40 minutes

Price per night from

$290

NEW! ‘Cozy Palms Oasis’ ~ 4 Miles to St Pete Beach

Gulfport house

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 23 minutes

Price per night from

$94

Cozy Pet Friendly Palms ~ 4 Miles to St Pete Beach

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$138

NEW! St. Petersburg Getaway w/ Yard: 3 Mi to Ocean

Gulfport house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Price per night from

$84

NEW! Cozy Beach Apt. w/ Pool, 3 Mi to St. Pete!

Gulfport apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 23 minutes

Price per night from

$113

Private and Gracious Florida Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$115

NEW! Modern Getaway - 2 Mi to Dtwn St. Petersburg!

Gulfport house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Price per night from

$84

"Lovers Den" Your Hidden Private Gem

Gulfport condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$91

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

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$149

Great rentals within 20 miles that match your search

Lovely one story home on the water

Palmetto house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$459

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$574

Beautiful waterfront apartment with stunning views

Madeira Beach apartment

1 bedroom / 1 bathroom / sleeps 2

“Brilliant location and very friendly hosts.” This is a condo with a kitchen/diner and lounge area downstairs and a bedroom (and very comfy bed) and bathroom upstairs. There is a balcony outside the bedroom, which faces east so you have the beautiful sunrise. The condo is well equipped, and you have the use of the pretty patio/garden at the rear which is right on the intracoastal and which is shared with the hosts. There is the usual abundance of wildlife including dolphins, and a very pretty outlook. The beach is three or four minutes walk away, along with local shops and restaurants. We loved our stay there and would certainly go back. The hosts are very friendly and amenable.

Price per night from

$120

Sunrise & Sunset- Bayfront and Private Gulf Beach!

Treasure Island apartment

1 bedroom / 1 bathroom / sleeps 4

“Sunset Cove” We had a great stay. The location across from the beach was excellent. Although the pool was quite cool due to solar heat the area was nice. Mickey the grounds keeper was the best, nice, laid back and helpful.

Price per night from

$91

Indian Shores/Indian Rocks Beach Town House

Indian Shores apartment

2 bedrooms / 3 bathrooms / sleeps 4

“Perfect location, clean and very nice” After an extensive search of the area, we were about to settle on a nice condo that happened to be missing some key features for us. Then we found Joe's condo at the last minute and couldn't believe how perfect it was for us. Before booking, I talked to Joe personally and he was generous with his time, describing the condo, the neighborhood, beach, etc. Since this was our first family vacation with younger kids, he really put us at ease that we were making the right choice. When we arrived later than expected, we were thankful that the check in process was so simple and quick. Everyone was anxious to get in the condo and get settled. Walking in the door and doing a quick tour, it was even nicer than the pictures showed. The kids were excited that their room had a tv in it and their closet was a walk in, which they converted into their own "changing room". The condo has very nice televisions, kitchen, bathrooms and furniture throughout. It definitely made it feel like home away from home. Our daughter has told everyone that the condo was the best part of her vacation. Joe has also made it easy to get to the beach with all of the necessary gear. There's a rolling cart, multiple chairs and umbrellas and some beach toys for the kids. Normally you could walk straight across the street to the beach, but there was construction going on, so we had to walk a few steps more. Not a big deal at all, especially with the cart. The beach location is perfect if you want your beach experience to be calm and relaxing. There was plenty of room for everyone and you weren't on top of other families, etc. The water was warm and calm, perfect for those who don't care for choppy waves and just want to relax. Returning to the condo from the beach was easy because the complex has multiple rinse off areas to clean sand from everyone and everything, making the entry back into your living space much easier. Although we didn't spend much time there, the pool area is nice and overlooks some water, with a nice small deck to fish off of. The neighborhood was quiet and friendly. A convenience mart at the end of the complex was nice to have as well for snacks, drinks or anything else you might forget. We found the condo's location to be perfectly situated for finding dining both north and south on Gulf Blvd. Nothing was more than a few minutes away and if it weren't for the little kids, we'd have used the bikes more often instead of a car. Joe was more than helpful in the days leading up to our trip and was available with anything we'd need during the trip. Can't say enough about his level of service. In summary Pros: - Cleanliness - Amenities - Location to beach - Location to dining - Number of rooms and bathrooms - Quiet neighborhood Suggestions - Bed pillows weren't the best (obviously personal preference), and it would have been nice to have extras to choose the right firmness - Would be nice to have a newer DVD/Blu-Ray player that allows access to Netflix or Amazon

Price per night from

$155

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Responds fast! avg. 37 minutes

Price per night from

$138

Viewing 38 of 2,819
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
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
Charming Gulfport Guest Cottage
Joy & Angie’s 2020 Beach Vacation

Daniel & Mike were excellent hosts! The accommodations were GORGEOUS! The pictures do not do it justice! It was clean and had everything and more we could ask for! In good area, felt safe, even at night! Short walk to down town Gulfport and beach. Very quaint little town. Close to other towns and beaches! Will be staying there again, (probably every time from now on)!see more

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