Updating...
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
$367
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
Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA
Gulfport house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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
$229
Price per night from
$103
Fish Camp - Efficiency in Gulfport Waterfront District
Gulfport apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$92
Price per night from
$144
Peace and Quiet in Gated Community on Boca Ciega Bay
Gulfport apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$69
Price per night from
$115
Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis
Gulfport house
- 2 bedrooms
- 1 bathroom
- sleeps 6
Price per night from
$149
SunKissed in St Pete - 3 BR Home w/Heated Pool Near the Beach - Book January at
Gulfport house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 41 minutes
Price per night from
$187
Relax Sunbathe at Vibrant Gulfport Getaway w/Private Saltwater Pool Large Yard
Gulfport house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$315
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
$91
Great rentals within 20 miles that match your search
“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
$54
“Perfect in every way!” Perfect location; beautiful condo; everything we needed. If I could have a negative comment it would be that the couch was a little uncomfortable. I can't say enough about how perfect; we have made arrangements to return!
Price per night from
$233
Price per night from
$541
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
$280
Villas of Clearwater Beach 2B Renovated condo that is just Steps to the beach an
Clearwater apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 7
Price per night from
$210
Price per night from
$458
“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!
Price per night from
$212
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
$457
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
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
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.
Price per night from
$458
“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!
Price per night from
$423
Luxury Water Front Condo - Intercoastal Waterway
Treasure Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.
Price per night from
$240
Ultimate St Pete Beach Front Rental Condo #101
St. Pete Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.
Price per night from
$401
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Holmes Beach house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.
Price per night from
$476
*** BEAUTIFUL SPACIOUS CONDO IN SUNNY FLORIDA ***
Indian Shores apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Lovely vacation on the Gulf Coast” Jill and Peter were very friendly, accommodating hosts. They made sure we had everything we needed and gave us all the information to make us feel like locals to the Indian Shore. The apartment is impeccably clean and spacious. I would recommend this accommodation to anyone looking for a relaxing, sunny vacation on the Gulf Coast!
Responds fast! avg. 3 hours 20 minutes
Price per night from
$95
Luxury Penthouse Condo Overlooking Beach/Gulf
Treasure Island apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!
Price per night from
$286
“Excellent Holiday Getaway!” My husband and I stayed at this beautiful condo for a week in October 2013 and it was absolutely beautiful. It was exactly what we were looking for. Beautiful birds to see right at your door step. This luxury condo is very close to downtown which was good for night life and great food. I would recommend this condo to anyone. Also the owner Sabina was very welcoming which made us feel as if we were right at home!
Price per night from
$212
"Something Fishy" Beach Front Condo & Sunset Views
Indian Rocks Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$166