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Oldsmar Vacation Rentals & Homes - 40 Rentals Available

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1 Vacation rentals

(4)

1 / 6

Oldsmar Condo

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$71

Excellent (4 reviews)

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from $71 / night

Your search has been expanded 17 miles to include more rentals

(8)

1 / 5

Palm Harbor Condo - 4.5 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$71

Very Good (8 reviews)

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from $71 / night

(11)

1 / 19

Clearwater House - 7.3 miles away

  • 5
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$85

Excellent (11 reviews)

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from $85 / night

(12)

1 / 29

Tampa House - 7.9 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$179

Very Good (12 reviews)

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from $179 / night

(1)

1 / 22

Palm Harbor Villa - 9.5 miles away

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$285

Excellent (1 reviews)

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from $285 / night

(7)

1 / 15

Palm Harbor Townhouse - 10.6 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$54

Excellent (7 reviews)

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from $54 / night

(1)

1 / 11

Palm Harbor Condo - 11.2 miles away

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$99

Excellent (1 reviews)

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from $99 / night

1 / 10

Dunedin Studio - 11.4 miles away

  • -1
  • 3
  • 1 night min
  • Ask about children
  • Air conditioning

from $189 / night

(8)

1 / 7

Tampa Townhouse - 11.5 miles away

  • 3
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning

$120

Excellent (8 reviews)

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from $120 / night

(2)

1 / 39

Dunedin Townhouse - 12.3 miles away

  • 2
  • 6
  • 90 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$74

Very Good (2 reviews)

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from $74 / night

(2)

1 / 8

Dunedin Condo - 12.4 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$62

Excellent (2 reviews)

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from $62 / night

(31)

1 / 16

Dunedin Condo - 12.5 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$168

Excellent (31 reviews)

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from $168 / night

(3)

1 / 70

Tampa House - 12.5 miles away

  • 4
  • 13
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 41 mi
  • Swimming pool

$395

Very Good (3 reviews)

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from $395 / night

1 / 24

Dunedin Villa - 12.6 miles away

  • 8
  • 16
  • 127 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $600 / night

1 / 32

Clearwater Condo - 12.8 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $73 / night

(5)

1 / 65

Clearwater Chalet - 13.2 miles away

  • 5
  • 16
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$801

Very Good (5 reviews)

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from $801 / night

(10)

1 / 15

Palm Harbor House - 13.7 miles away

  • 6
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$686

Very Good (10 reviews)

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from $686 / night

1 / 25

Clearwater House - 13.7 miles away

  • 3
  • 14
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $276 / night

(7)

1 / 10

Tampa House - 14.2 miles away

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$196

Excellent (7 reviews)

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from $196 / night

1 / 16

Clearwater House - 14.5 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $133 / night

(2)

1 / 19

Clearwater House - 14.5 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Ask about children

$160

Very Good (2 reviews)

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from $160 / night

(17)

1 / 80

Clearwater Condo - 15.6 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$123

Excellent (17 reviews)

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from $123 / night

(3)

1 / 9

Clearwater Condo - 15.6 miles away

  • 2
  • 4
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly

$151

Very Good (3 reviews)

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from $151 / night

(9)

1 / 16

Tarpon Springs Cottage - 15.7 miles away

  • 1
  • 3
  • 1 night min
  • Ask about children
  • Air conditioning

$139

Excellent (9 reviews)

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from $139 / night

1 / 14

Clearwater Condo - 15.7 miles away

  • 2
  • 4
  • 127 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $51 / night

(4)

1 / 20

Clearwater House - 15.8 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$165

Excellent (4 reviews)

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from $165 / night

1 / 26

Clearwater House - 15.8 miles away

  • 3
  • 10
  • 2 nights min
  • Ask about children

from $326 / night

1 / 16

Clearwater House - 15.8 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children

from $386 / night

(1)

1 / 10

Clearwater House - 15.8 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children

$171

Excellent (1 reviews)

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from $171 / night

1 / 16

Clearwater House - 15.8 miles away

  • 1
  • 4
  • 7 nights min
  • Ask about children

from $214 / night

1 / 14

Clearwater House - 15.8 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children

from $357 / night

(1)

1 / 17

Clearwater House - 15.8 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children

$326

Excellent (1 reviews)

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from $326 / night

(17)

1 / 32

Clearwater House - 16.4 miles away

  • 2
  • 5
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

$160

Excellent (17 reviews)

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from $160 / night

1 / 26

Tarpon Springs Villa - 16.5 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $80 / night

(1)

1 / 7

Clearwater Cottage - 16.7 miles away

  • 2
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$125

Excellent (1 reviews)

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from $125 / night

(6)

1 / 36

Clearwater House - 16.7 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$457

Excellent (6 reviews)

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from $457 / night

(5)

1 / 10

Clearwater House - 16.8 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$257

Excellent (5 reviews)

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from $257 / night

(8)

1 / 30

Clearwater House - 16.8 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$249

Very Good (8 reviews)

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from $249 / night

(1)

1 / 8

Clearwater House - 16.9 miles away

  • 4
  • 12
  • 2 nights min
  • Ask about children
  • Air conditioning

$475

Very Good (1 reviews)

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from $475 / night

1 / 8

Clearwater House - 17 miles away

  • 1
  • 4
  • 1 night min
  • Ask about children
  • Air conditioning

from $136 / night