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Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District
Gulfport cottage
1 bedroom / 1 bathroom / sleeps 4
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.
Price per night from
$159
Price per night from
$109
Gulfport Waterfront Mid-Century Modern Masterpiece
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 42 minutes
Price per night from
$366
“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
$92
The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District
Gulfport apartment
1 bedroom / 2 bathrooms / sleeps 4
Price per night from
$126
“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
$201
The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts
Gulfport house
2 bedrooms / 1 bathroom / sleeps 7
Price per night from
$269
Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA
Gulfport house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 57 minutes
Price per night from
$458
3 bedroom, 2 bath home with a pool and Florida room, near Gulfport Waterfront
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$245
Price per night from
$103
Fish Camp - Efficiency in Gulfport Waterfront District
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$119
Price per night from
$143
Peace and Quiet in Gated Community on Boca Ciega Bay
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$63
Price per night from
$115
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
$149
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
Gulfport house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$195
Responds fast! avg. 2 hours 14 minutes
Price per night from
$358
Spacious Family Friendly 3 bd/ 1ba with Huge Heated Pool, Fire Pit and more!
Gulfport house
3 bedrooms / 1 bathroom / sleeps 8
Price per night from
$298
Price per night from
$115
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
Price per night from
$274
Great rentals within 20 miles that match your search
Price per night from
$143
Sunsets+fishing+2bikes+Beachhouse Getaway fun! N1
St. Pete Beach bungalow
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 31 minutes
Price per night from
$441
Family friendly condo on the beach - Ocean Sands
Madeira Beach apartment
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$133
Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico
Clearwater cottage
2 bedrooms / 1 bathroom / sleeps 5
Responds fast! avg. 55 minutes
Price per night from
$131
“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.
Price per night from
$737
Price per night from
$291
Island Key Condos 303 Large Balcony overlooking Bay
Clearwater apartment
3 bedrooms / 2 bathrooms / sleeps 6
“Amazing” We were first time renters and we're very anxious. We couldn't have been more impressed. There was so much space and the condo was spotless. The area was quiet and the apartment block was spotless. The pool was heated and spa was hot. The staff in the office were so nice and helpful made us feel really valued. Will definitely be returning and would highly recommend the rental company.
Price per night from
$151
Responds fast! avg. 7 minutes
Price per night from
$458
Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!
St. Pete Beach condo
2 bedrooms / 2 bathrooms / sleeps 5
“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!
Price per night from
$385
“Amazing location, just perfect!” The location of this condo is absolutely perfect. Access to the beach, lots of little shops, restaurants near. Nice pool to enjoy when you are not on the beach. It was clean and super nice to have a washing machine and dryer available. Went home with clean clothes! Would definitely recommend this to friends and family, and hope to go back sometime!
Price per night from
$229
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$687
Price per night from
$86
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
$119
2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Bradenton Beach cottage
3 bedrooms / 2 bathrooms / sleeps 8
“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.
Price per night from
$164
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