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3,149 house rentals
Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District
Gulfport cottage
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 53 minutes
Price per night from
$100
Price per night from
$256
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.
Responds fast! avg. 2 hours 53 minutes
Price per night from
$117
Responds fast! avg. 1 hour 42 minutes
Price per night from
$424
Price per night from
$110
Gulfport Waterfront Mid-Century Modern Masterpiece
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 19 minutes
Price per night from
$337
“We wish we could live there!” My husband and i enjoyed three weeks of easy Florida living this past February. The cottage is beautifully decorated and clean; the kitchen well equipped and the furniture comfortable. The hosts were friendly and took great care of us. We were within walking distance of restaurants and the beach and easy driving distance from St. Petersburg. Gulfport, itself, provided more than enough entertainment and we spent a lot of time in the cottage garden sitting on the deck and basking in the warm, winter sun. We are looking forward to our next visit to this truly "Charming Gulfport Guest Cottage".
Price per night from
$116
The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District
Gulfport apartment
1 bedroom / 2 bathrooms / sleeps 4
Responds fast! avg. 2 hours 53 minutes
Price per night from
$89
Beautifully Upgraded 3BR Home w/ Big Backyard – 2 Blocks to the Beach!
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$138
“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.
Responds fast! avg. 2 hours 53 minutes
Price per night from
$172
The Beach House, A newly remodeled luxury home with a view of Gulfport Beach.
Gulfport house
2 bedrooms / 1 bathroom / sleeps 5
Price per night from
$224
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. 1 hour 11 minutes
Price per night from
$201
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
$76
Upscale St Petersburg Escape 0.2 Mi to Central Ave
Gulfport house
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 4 minutes
Price per night from
$193
Responds fast! avg. 2 hours 53 minutes
Price per night from
$115
Price per night from
$150
Responds fast! avg. 16 minutes
Price per night from
$192
Spacious 4BR w/ Resort-Style Backyard: Private Pool & Alfresco Dining
Gulfport house
4 bedrooms / 4 bathrooms / sleeps 10
Price per night from
$258
Price per night from
$116
Dog-friendly condo - walking distance to water & close to waterfront village!
Gulfport condo
2 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 0 minutes
Price per night from
$117
Fish Camp - Efficiency in Gulfport Waterfront District
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 11 minutes
Price per night from
$93
Cozy 2BR Beach Bungalow w/ Private Back Patio - 2 Blocks to Downtown Gulfport
Gulfport house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$117
Peace and Quiet in Gated Community on Boca Ciega Bay
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$63
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.
Responds fast! avg. 2 hours 53 minutes
Price per night from
$115
Charming Spanish Bungalow! 10 blocks to the Bayfront!
Gulfport house
2 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 2 hours 27 minutes
Price per night from
$207
Responds fast! avg. 2 hours 53 minutes
Price per night from
$115
3/2 in Gulfport yard, Wifi, pets welcome - Casa Sol
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 2 hours 53 minutes
Price per night from
$150
Great rentals within 20 miles that match your search
Price per night from
$115
La Buena Vida II at Captains Cove...outstanding!!!
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!
Price per night from
$103
Price per night from
$138
Perfect Location, Walk to Everything, All Suites Condo Motel, Full Kitchen
Clearwater hotel apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 23 minutes
Price per night from
$149
Private Home for Slps 4+1,15min “Blue Wave”Beaches
Bradenton house
2 bedrooms / 1 bathroom / sleeps 5
Price per night from
$139
Price per night from
$70
Responds fast! avg. 3 hours 38 minutes
Price per night from
$161
Price per night from
$96
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