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313 Houses

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Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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$286

Great rentals within 20 miles that match your search

Large 3 Bedroom 3 Bathroom condo right on the water !

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Clearwater stay” The condo was very comfortable and close to all amenities. There was a couple of minor repairs that needed to be made ie screen doors for the deck area but did not effect us greatly. Great time and would rent again if returning to Clearwater.

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$262

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$594

Responds fast! avg. 50 minutes

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$306

Tropical Treasure Villa - Giant spa and steps from the beach!

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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$944

NSS Pattam, custom 84 foot traditional motor yacht downtown.

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$1,377

Gorgeous 3 B/R Townhome mins from Clearwater Beach

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$287

Tranquil Tarpon Cottage - Giant Swim Spa

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

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$923

Beachy "Margaritaville Pool home", 3 BR, 2 Bath

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$488

SEA GATE 506 Beach Front 3BED/2BATH Indian Shores Spacious Top Floor Condo

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$426

NEW! Staying with friends or family? Ask them to rent you a GuestWing!

St. Petersburg caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$206

Family Beach Side Cottage , Pets Okay, Sleeps 6, Tiki Hut and Tropical Yard

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great pet friendly place!!” The place was awesome!! Very short walk to the beach and a very cozy place. We brought our two dogs with us and they loved the place. The location was great. There is a park close by where we could walk our dogs. We were also close enough to the center of the beach so that we could walk to the shops.

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$332

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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$332

Elegant Beach Front Penthouse on Desirable Belleair Beach, FL 2B/2B

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$201

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$689

FL Sundowner Upscale Gulffront Beach House

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$1,722

Landmark Tower 1707 Charming 17th Floor Oceanfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$137

Amazing Beach Front Gulf Views ~ Las Brisas 506

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 41 minutes

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$287

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$109

Welcome to the Mar Bay Motel & Suites

Safety Harbor hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$332

Luxuriously Updated Lakefront House

Lutz house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$207

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$304

Stunning Beach Front 3 Bd Apartment * Clearwater Belle Harbor 401

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$169

On Mad Beach-Madeira Norte Unit 416 at John's Pass

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A+” Great host ! Checked on us to make sure everything was going good during the week , also had pretty much everything someone would need for a short term stay ! Overall very clean and a great view ! Would definitely stay here again !!

Responds fast! avg. 2 hours 46 minutes

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$197

Dockside Condos 305 Luxury Waterfront Dockside Escape! Walk to Beach!

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$1,389

Sonrisa Unit-3/ Lovely Condo , 2 Bedrooms-2Baths

Belleair Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 0 minutes

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$442

Sweet Escape Cottage - Private Pool!

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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$562

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$286

Villa Azule - Waterfront Luxury Home - Walk to Indian Rocks Beach, FL

Indian Rocks Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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$708

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Price per night from

$139

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$1,187

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$424

Perfect Summertime Condo, Beach, Pool - BRAND NEW!

Indian Shores townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$318

SUN FUN +FL Life! Close 2Beach and Dtwn! w/2Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$139

Amazing 5BR w/King-Pool & Spa A Block From The Bay

Tampa house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

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$632

Beach Escape - Private Pool - Sleeps 20-24

Indian Rocks Beach house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

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Price per night from

$1,387

3 Palms Beach House

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$660

Villas of Clearwater Beach - A17 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$792

Viewing 38 of 313
rentals in Oldsmar

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