Gulfport Rentals with Pools

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1,244 house rentals in Gulfport with pools

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Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$367

Match: Swimming pool

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Price per night from

$229

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$212

Match: Swimming pool

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Price per night from

$298

"Lovers Den" Your Hidden Private Gem

Gulfport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$149

Responds fast! avg. 47 minutes

Match: Swimming pool

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Price per night from

$172

Match: Swimming pool

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Price per night from

$315

Great rentals within 20 miles that match your search

Luxury Beach Condo built 2023

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$342

Pelican Nest near Beach w/ Tiki Bar & Pool

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 3 minutes

Match: Swimming pool

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Price per night from

$239

Tortuga Shoals

Tierra Verde townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$411

Beachy Clearwater is Great! Pets Welcome

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Swimming pool

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Price per night from

$92

Match: Swimming pool

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Price per night from

$798

JW Marriott 715 Modern Luxury 2BR/2BA Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$13,313

JW Marriott 711 Luxury 2BD Condo - Clearwater Beach's Coastal Oasis

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,256

JW Marriott 814 Beachfront Haven

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,085

JW Marriott 913 5-Star Luxury

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,085

Queen Luxury Suite

Tampa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$172

AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$343

Tropical Paradise

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$999

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$2,055

Sunny 3/2 family and pet friendly pool home

Seminole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$228

Serene Retreat Pool House

St. Petersburg house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$343

Indian Shores WaterwayView Sleeps 6, pool, hot tub, dock, fishing, walk to beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$217

The Marshall, an H4N Fully Furnished Apartment

Tampa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$232

Beautiful Beach Condo

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$191

Four Shores # 2 “Beach” Condo is a 3 Bedroom/2 Bathroom Luxury Rental

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$497

Four Shores Gulf Condo # 3 Direct Gulf w/ Pool & Spa

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$497

Match: Swimming pool

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Price per night from

$139

2 Homes - 4 Mn To Madeira Bch - Hottub - Htd Pool

Bay Pines villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Swimming pool

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Price per night from

$1,463

Beautiful Boho Style Condo

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$216

Experience Coastal Bliss: Gorgeous 2BD/2BA, Sleep 6. Just Steps to the Beach!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$216

Tropical Paradise! Heated Pool, Private Dock, Waterfront View, 2 Min from Beach

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

Match: Swimming pool

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Price per night from

$800

19th Hole: Luxe 4/2 Stay W Pool and Mini Golf Course, 5 Mins to St. Pete Beach

South Pasadena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$685

Paradise on the Beach

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$137

Serendipity Apt: 10 mins to DTSP 1/1 w/ pull out sofa bed, pet friendly

Pinellas Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$172

Royal Heir: Central 2BR Apt, 10 mins to DTSP pet friendly

Pinellas Park apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$200

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$1,370

Picture-Perfect Paradise: Explore the Stunning Feat

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

Match: Swimming pool

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Price per night from

$240

Viewing 38 of 1,244
rentals in Gulfport

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