Gulfport Rentals with Pools

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1,242 house rentals in Gulfport with pools

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$367

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Price per night from

$229

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$212

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Price per night from

$298

"Lovers Den" Your Hidden Private Gem

Gulfport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$149

Responds fast! avg. 47 minutes

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$174

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Price per night from

$315

Great rentals within 20 miles that match your search

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

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Price per night from

$161

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$487

TAMPA BAY WATERFRONT CONDO!

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$516

Water view Bayfront 300 yards from Beach

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$295

1BR Pool View Condo in Clearwater Florida

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

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Price per night from

$103

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

Pirates Pointe Resort 1 Bedroom

Ruskin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$182

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$115

Luxury waterfront Condo Rooftop Terrace

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$567

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$344

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$480

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$1,227

Intercoastal 209 Water View from this Charming Condo

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$5,190

Mandalay Beach Club 603-P Beachfront Condo - One Month Minimum

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$355

Regatta Beach Club C1009 '90 day min stay with 2 week lead time'

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$118

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 50 minutes

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Price per night from

$179

Bay Harbor 302 Radiant Water View of the Bay

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location, great condo, great price!” My family loved staying at bay harbor 302! The location was perfect, only a short 3-4 min walk to the pristine beaches. The condo was impeccable and much bigger than the pictures suggest. I cooked a lot of meals there and never did I lack anything I needed. The cooking skillets could have used an upgrade but they did the job. The bathrooms and kitchen were very up to date and clean. The bedrooms were a great size. The view from the balcony was wonderful and there was always a breeze when enjoying morning coffee or after dinner drinks. There were so many amazing restaurants within walking distance as well as great "touristy" shops. The reserved parking was great and we felt secure with having a gate at the entrance which required a code, The lobby door requiring a code, and a code for our condo door. Clearwater Beach Rentals were very accommodating and when we asked if we could check in a few hours early they made it happen. Everyone was very kind and we definitely plan on booking through them again. All in all our stay was wonderful!

Responds fast! avg. 50 minutes

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Price per night from

$221

440 West Condos 1507-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$100

Villas of Clearwater Beach 8A Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$219

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,417

Ocean Sands 504 Beachfront Studio Condo

Madeira Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

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Price per night from

$131

440 West Condos 1508-S Walk to the Beach

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 50 minutes

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Price per night from

$117

440 West Condos 905-S View of Gulf of Mexico From Every Room

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$124

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

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Price per night from

$126

Bayside Condos 17 Waterfront Studio

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 50 minutes

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Price per night from

$95

Belle Harbor 1105M Fabulous Luxury 11th Floor View at Belle Harbor

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$584

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$344

440 West Condos 1402-N Gorgeous Waterview Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$951

Regatta Beach Club 403N '90 day min stay with 2 week lead time'

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

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Price per night from

$87

Viewing 38 of 1,242
rentals in Gulfport

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