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2,846 house rentals
Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District
Gulfport cottage
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$109
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
$145
Responds fast! avg. 1 hour 31 minutes
Price per night from
$405
Price per night from
$110
Gulfport Waterfront Mid-Century Modern Masterpiece
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 39 minutes
Price per night from
$332
“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
$115
The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District
Gulfport apartment
1 bedroom / 2 bathrooms / sleeps 4
Price per night from
$109
“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
$184
The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts
Gulfport house
2 bedrooms / 1 bathroom / sleeps 7
Price per night from
$195
Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA
Gulfport house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 6 minutes
Price per night from
$455
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. 58 minutes
Price per night from
$245
Price per night from
$39
Private Loft Guesthouse in the Heart of Gulfport
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 3
Price per night from
$75
Upscale St Petersburg Escape < ½ Mi to Central Ave
Gulfport house
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 59 minutes
Price per night from
$221
Price per night from
$108
Price per night from
$149
Price per night from
$115
Fish Camp - Efficiency in Gulfport Waterfront District
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 58 minutes
Price per night from
$119
Cozy Beach Bungalow w/ Private Back Patio - 2 Blocks to Downtown Gulfport
Gulfport house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$122
Peace and Quiet in Gated Community on Boca Ciega Bay
Gulfport apartment
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$65
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
$132
Price per night from
$158
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
$196
Responds fast! avg. 2 hours 46 minutes
Price per night from
$385
NEW! ‘Cozy Palms Oasis’ ~ 4 Miles to St Pete Beach
Gulfport house
2 bedrooms / 1 bathroom / sleeps 3
Price per night from
$99
Cozy Pet Friendly Palms ~ 4 Miles to St Pete Beach
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$174
NEW! St. Petersburg Getaway w/ Yard: 3 Mi to Ocean
Gulfport house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$95
Boho-Chic St. Pete Retreat | All-New Interior & Game Room | Prime Locale
Gulfport house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$221
NEW! Cozy Beach Apt. w/ Pool, 3 Mi to St. Pete!
Gulfport apartment
3 bedrooms / 1 bathroom / sleeps 6
Price per night from
$113
Price per night from
$115
NEW! Modern Getaway - 2 Mi to Dtwn St. Petersburg!
Gulfport house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$87
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
Great rentals within 20 miles that match your search
Private Home for Slps 4+1,15min “Blue Wave”Beaches
Bradenton house
2 bedrooms / 1 bathroom / sleeps 5
Price per night from
$155
Price per night from
$107
Private Waterfront Home, Resort & Marina Sleeps 18
Madeira Beach house
2 bedrooms / 2 bathrooms / sleeps 18
Price per night from
$172
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