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$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.
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$160

Gulfport Waterfront Mid-Century Modern Masterpiece
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 49 minutes
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$369

Responds fast! avg. 3 hours 28 minutes
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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!
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$93
“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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$202
The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts
Gulfport house
2 bedrooms / 1 bathroom / sleeps 7
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$196
Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA
Gulfport house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 57 minutes
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$461
3 bedroom, 2 bath home with a pool and Florida room, near Gulfport Waterfront
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
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$247
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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$150
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
Gulfport house
2 bedrooms / 1 bathroom / sleeps 6
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$196
Responds fast! avg. 42 minutes
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$376
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$598
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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$277
3/2 in Gulfport yard, Wifi, pets welcome - Casa Sol
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
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$150
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$116
Great rentals within 20 miles that match your search
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$293
Responds fast! avg. 7 minutes
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$461
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
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$691
3 bedroom, 2 bath home, just steps to the beach
Treasure Island house
3 bedrooms / 2 bathrooms / sleeps 6
“What a great week we had” We recently had a family reunion at this beach house. There were eight of us and there was plenty of room. The house was a wonderful place and we really enjoyed morning coffee around the island in the kitchen and s'mores in the evening on the back deck around the fire pit. Several times we grabbed a glass of wine and walked to the beach to watch the sunset and even saw a few dolphins. The area seemed to have a lot of events happening nearby, sand sculptures on the beach, shopping at a restored fishing village with several unique shops, bands on the sands and fireworks. The oversized wrap around deck added extra room to what already felt like a spacious house. The house is beautiful and we look forward to vacationing there again.
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$461
“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!
Responds fast! avg. 3 hours 53 minutes
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$425
Exclusive Tropical Retreat in Sunny Clearwater Bea
Clearwater house
4 bedrooms / 4 bathrooms / sleeps 12
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$483
“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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$634
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$326
Perfect Vacation Townhouse With Gulf View
Indian Rocks Beach house
3 bedrooms / 4 bathrooms / sleeps 8
“Best house on the beach!” We will never forget our memories on Indian Rocks Beach! We wish we lived here, and could wake up every morning to the views and the ocean. The beach is only steps outside the back patio doors, with no tourists and crowds. It feels private, with sea-turtle nests, and sunsets just for us! The house is huge, spacious, and well-equipped with everything we needed! The owners take great pride in making it special for guests, with restaurant recommendations, etc. We can't wait to go back! Thanks for the memories our kids and I won't soon forget.
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$215
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$691
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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!!!!!
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$576
“Even better than you can imagine!” We are so thrilled to have discovered this gem. Barb really has thought of everything you need for a perfect vacation - short or long stay. Quaint boutique shops, excellent dining - one of the best "Lobstah" dinners ever, and a beautiful beach with all the comforts of home - literally right around the corner.
Responds fast! avg. 46 minutes
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$191
Coquina Sands, view beach from balcony, priv pool
Holmes Beach house
2 bedrooms / 3 bathrooms / sleeps 6
“Great place, great location, great vacation” We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks
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$288
Bermuda Bay Club Un09 betwn the Beach and Bay , elevator, nicely furnished
Bradenton Beach house
3 bedrooms / 3 bathrooms / sleeps 6
“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all around.
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$280
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$385
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
BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY
Bradenton house
3 bedrooms / 2 bathrooms / sleeps 4
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$369
Gorgeous house in the heart of St. Pete Beach!
St. Pete Beach house
2 bedrooms / 2 bathrooms / sleeps 6
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$127
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$403
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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!
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$346