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Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District
Gulfport cottage
1 bedroom / 1 bathroom / sleeps 4
Match: Pets allowed
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$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.
Match: Pets allowed
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$160

Match: Pets allowed
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$110

Responds fast! avg. 3 hours 28 minutes
Match: Pets allowed
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$421
“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!
Match: Pets allowed
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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
Match: Pets allowed
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$127
“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.
Match: Pets allowed
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$202
The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts
Gulfport house
2 bedrooms / 1 bathroom / sleeps 7
Match: Pets allowed
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$196
Match: Pets allowed
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$104
Fish Camp - Efficiency in Gulfport Waterfront District
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Match: Pets allowed
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$120
Match: Pets allowed
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$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.
Match: Pets allowed
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$150
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
Gulfport house
2 bedrooms / 1 bathroom / sleeps 6
Match: Pets allowed
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$196
Responds fast! avg. 42 minutes
Match: Pets allowed
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$376
Spacious Family Friendly 3 bd/ 1ba with Huge Heated Pool, Fire Pit and more!
Gulfport house
3 bedrooms / 1 bathroom / sleeps 8
Match: Pets allowed
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$277
3/2 in Gulfport yard, Wifi, pets welcome - Casa Sol
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
Match: Pets allowed
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$150
Match: Pets allowed
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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
Match: Pets allowed
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$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
Match: Pets allowed
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$196
“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.
Match: Pets allowed
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$208
“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
Match: Pets allowed
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$634
Match: Pets allowed
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$326
Match: Pets allowed
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$691
Match: Pets allowed
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$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!!!!!
Match: Pets allowed
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$576
PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun
Holmes Beach house
2 bedrooms / 2 bathrooms / sleeps 6
Match: Pets allowed
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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
Match: Pets allowed
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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
Match: Pets allowed
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$212
“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
Match: Pets allowed
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$259
Beach House on Anna Maria Island-Rental Openings
Holmes Beach villa
3 bedrooms / 3 bathrooms / sleeps 6
Match: Pets allowed
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$461
Match: Pets allowed
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$403
Match: Pets allowed
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$259
Match: Pets allowed
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$259
“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!
Match: Pets allowed
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$346
3/3 Pet friendly & Perfectly located Pool Home w Cabana, Bar, TVs. Stocked!
Tampa house
3 bedrooms / 3 bathrooms / sleeps 6
Match: Pets allowed
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$403
Responds fast! avg. 1 hour 51 minutes
Match: Pets allowed
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$317
Match: Pets allowed
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$185
Modern Studio, Designer Kitchen Walkable Downtown
St. Petersburg apartment
1 bedroom / 1 bathroom / sleeps 2
Responds fast! avg. 45 minutes
Match: Pets allowed
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$121