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Dog Friendly Vacation Rentals in Gulfport - FlipKey

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312 pet friendly house rentals in Gulfport

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$114

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.

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Price per night from

$160

NEW - Desirable Art District

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$110

Resort Style Living

Gulfport house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$421

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!

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$93

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

Gulfport apartment

1 bedroom / 2 bathrooms / sleeps 4

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$127

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.

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Price per night from

$202

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

Gulfport house

2 bedrooms / 1 bathroom / sleeps 7

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Price per night from

$196

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$104

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$120

Tangerine Dream, Pet Friendly, Fenced Yard

Gulfport bungalow

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$116

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.

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Price per night from

$150

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Price per night from

$196

SunKissed....(heated) POOL HOME!

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 42 minutes

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Price per night from

$376

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

Gulfport house

3 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$277

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

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$150

Private and Gracious Florida Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

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$116

Great rentals within 20 miles that match your search

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$197

La Buena Vida II at Captains Cove, Indian Shores, Florida - 2021 Updated Unit!

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!

Responds fast! avg. 34 minutes

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Price per night from

$196

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.

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$208

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Responds fast! avg. 3 hours 54 minutes

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Price per night from

$634

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$326

****Cottage on the Water****

Indian Rocks Beach house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$691

INTRACOASTAL GETAWAY HOME

Indian Shores house

3 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$231

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

4 bedrooms / 3 bathrooms / sleeps 13

“Location location location” Myself and six of my friends stayed here and had a great week! The location is perfect and the swimming pool was an added bonus due to the high winds.... we grilled and that was great, we never went into the hot tub but I’m sure that would have been great as well... The beach was amazing and the sitting area just as nice.... the game room was an added bonus and the group really enjoyed that.. We would definitely come back!! Liz, thanks for all the instructions and helpful hints!!!!!

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Price per night from

$576

PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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$444

Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min

Bradenton condo

3 bedrooms / 2 bathrooms / sleeps 6

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$107

Beach Front Condo In Indian Rocks Beach

Indian Rocks Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

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Price per night from

$212

Surfside Villas - steps from the beach

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 8

“Amazing” Absolutely beautiful! Condo is great and the area is phenomenal, Tom is the perfect host! Definitely coming back

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$259

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$461

Intracoastal Indian Rocks Beach House

Indian Rocks Beach house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$403

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$259

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$259

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

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Price per night from

$346

3/3 Pet friendly & Perfectly located Pool Home w Cabana, Bar, TVs. Stocked!

Tampa house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$403

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$317

Clean and Comfy Vacation Condo

Madeira Beach condo

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$185

Modern Studio, Designer Kitchen Walkable Downtown

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 45 minutes

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Price per night from

$121

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