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Gulfport Rentals with Pools

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1,547 house rentals in Gulfport with pools

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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Price per night from

$369

Resort Style Living

Gulfport house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$421

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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Price per night from

$247

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$144

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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Price per night from

$277

"Lovers Den" Your Hidden Private Gem

Gulfport condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$91

SunKissed....(heated) POOL HOME!

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 42 minutes

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Price per night from

$376

Gulfport 5/5 Pool Free Wi-Fi Parking House

Gulfport house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$598

Great rentals within 20 miles that match your search

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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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. 1 hour 51 minutes

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Price per night from

$132

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 57 minutes

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Price per night from

$144

Bay Breeze House Waterfront home with pool

Clearwater house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$293

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 10

“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.

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Price per night from

$742

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!

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Price per night from

$387

3BR/2BA Beautiful Beach Location

Indian Rocks Beach apartment

3 bedrooms / 2 bathrooms / sleeps 8

“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!

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Price per night from

$231

Desirable Resort Style Condo in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$87

Clearwater Beach Waterfront #19. 2 Queen beds! Walk to all the fun!

Clearwater apartment

/ 1 bathroom / sleeps 4

“Cozy” Great condo. Close to the beach. Very clean. Has everything you could possibly need for the perfect Clearwater Beach vacation.

Responds fast! avg. 55 minutes

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Price per night from

$144

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.

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Price per night from

$211

Amazing water views! Near beaches, big pool & spa!

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$106

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!

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Price per night from

$287

"Something Fishy" Beach Front Condo & Sunset Views

Indian Rocks Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$179

Sea Breeze 108 (Madeira Beach) COVID Discounts Winter 2020-21

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$231

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$197

La Buena Vida II at Captains Cove, Indian Shores, Florida - 2021 Updated Unit!

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!

Responds fast! avg. 34 minutes

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Price per night from

$196

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$242

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

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Price per night from

$208

Lifestyle on the island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$144

Clearwater Beach Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$164

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$216

Indian Shores Condo

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 6

“clean wonderful and quite” T\his is the second year we have rented this gem We are looking forward to many more years of renting this unit.

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Price per night from

$99

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$483

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“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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Price per night from

$634

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 16 minutes

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Price per night from

$545

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$264

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$180

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 16 minutes

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Price per night from

$55

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

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Price per night from

$263

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$154

Viewing 38 of 1,547
rentals in Gulfport

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